Top Vacation Rentals and Airbnbs in Queenstown, MD

Winchester Creek Estate is located in Grasonville, just 23 miles from Annapolis Harbor and 13 miles from Sandy Point State Park. This vacation home offers air-conditioned accommodations with a patio. Annapolis Landing Marina is 26 miles from the vacation home. The vacation home features 4 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 5 bathrooms with a hair dryer. Towels and bed linen are offered in the vacation home. There's also a seating area and a fireplace. Academy Of The Arts is 21 miles from Winchester Creek Estate, while Annapolis Yacht Basin is 22 miles from the property. Baltimore - Washington International Airport is 33 miles away.

Child Friendly • Sports/Activities • Ocean View • Guest Services • Barbecue/Outdoor Cooking • Security/Safety • Laundry • View • Fireplace/Heating • Air Conditioner • Oceanfront

Bayside hotel with a fitness center and a 24-hour front desk
Along with an indoor pool, this hotel has a restaurant and a fitness center. Free WiFi in public areas and free self parking are also provided. Other amenities include a bar/lounge, a business center, and laundry facilities.
Housekeeping is available on request.
Hilton Garden Inn Kent Island Marina offers 91 air-conditioned accommodations with safes and coffee/tea makers. Beds feature premium bedding. Premium cable television is provided. Guests can make use of the in-room refrigerators and microwaves. Bathrooms include shower/tub combinations, complimentary toiletries, and hair dryers.

In-room wireless Internet access is available for a surcharge. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Additionally, rooms include irons/ironing boards and blackout drapes/curtains. Housekeeping is provided daily.

- "Amazing place for relax the personel is great " - "Always consistent in cleanliness and service I stay there once yearly for the past six years." - "Had a great stay" - "Great view of the water" - "Close to highway with nice view of bay. " - "Hotel I had a wonderful stay bay front view was awesome. Hotel staff was very polite and professional. Very convenient location next to the Jetty one if my favorite spots with outside seating. Will stay again and would definitely recommend to everyone. "

Gorgeous Creek Side Ranch-Style Estate With Dock offers accommodations in Grasonville, 25 miles from Annapolis Harbor and 15 miles from Sandy Point State Park. Both free Wifi and parking on-site are available at the vacation home free of charge. Academy Of The Arts is 21 miles away and US Naval Academy is 23 miles from the vacation home. Offering a patio and lake views, the spacious vacation home includes 4 bedrooms, a living room, TV, an equipped kitchen, and 3 bathrooms with a bath. Towels and bed linen are featured in the vacation home. For added privacy, the accommodation features a private entrance. Guests can also relax in the garden. Maryland State House Of Delegates is 23 miles from Gorgeous Creek Side Ranch-Style Estate With Dock, while Annapolis Yacht Basin is 24 miles away. Baltimore - Washington International Airport is 35 miles from the property.

Parking • Child Friendly • Fireplace/Heating • Internet • Air Conditioner • Pet Friendly • Security/Safety • View

Hotel in Grasonville with a 24-hour fitness center and a 24-hour front desk
Along with an indoor pool, this smoke-free hotel has a restaurant and a 24-hour fitness center. Free WiFi in public areas and free self parking are also provided. Additionally, a bar/lounge, a snack bar/deli, and a coffee shop/cafe are onsite.
Hyatt Place Kent Narrows & Marina offers 120 air-conditioned accommodations with safes and designer toiletries. Accommodations offer separate sitting areas. Beds feature pillowtop mattresses. 50-inch Smart televisions come with premium satellite channels, pay movies, and Netflix. Bathrooms include bathtubs or showers, complimentary toiletries, and hair dryers.

Guests can surf the web using the complimentary wireless Internet access (speed: 50+ Mbps). Business-friendly amenities include desks and desk chairs, as well as phones; free local calls are provided (restrictions may apply). Additionally, rooms include irons/ironing boards and blackout drapes/curtains.

- "Beautiful and relaxing. " - "Wonderful stay with family. Welcoming staff, clean and comfortable room, relaxing bar area. Highly recommend the restaurant next door, The Narrows. " - "Great location! Breakfast was good. " - "Water view at Breakfast " - "Quick and easy. Very clean and comfortable " - "This was an unexpected stay resulting from the closure of the Chesapeake Bay Bridge due to a storm. At the check in desk, they provided assorted toiletries to make my stay easier and that was greatly appreciated. The room was comfortable and the bed was very comfortable. Breakfast was hot and fresh. All of that and the friendly staff make this a great place to stay. "

Located in Grasonville in the Maryland Region, 0.7 mi from Chesapeake Exploration Center, Best Western Kent Narrows Inn features a hot tub and fitness center. Free WiFi is offered and free private parking is available on site. Every guest room features a microwave, a refrigerator and a flat-screen TV with satellite channels. Certain units feature a seating area. There is a 24-hour front desk, a shared lounge, a business center and gift shop at the property. The area is popular for cycling and canoeing. The hotel also offers car hire. The nearest airport is Baltimore - Washington International Airport, 27 mi from the property.

- "Very nice hotel" - "spent the night" - "good stay but next time I will not be alone" - "Great location" - "Everything was great, except the noise from the highway and not well sealed door" - "Last minute worked" - "Sufficient but not amazing."

Hotel in Grasonville with free breakfast and a fitness center
An indoor pool, a fitness center, and a sauna are available at this smoke-free hotel. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a 24-hour business center, a hot tub, and a business center.
Housekeeping is not available.
Best Western Kent Narrows Inn offers 92 air-conditioned accommodations, which are accessible via exterior corridors and feature safes and coffee/tea makers. Each accommodation is individually furnished and decorated. 49-inch LCD televisions come with premium satellite channels. Refrigerators and microwaves are provided.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include desks and desk chairs, as well as phones; free local calls are provided (restrictions may apply). Additionally, rooms include hair dryers and irons/ironing boards.

Children under 14 years old are not allowed in the swimming pool or hot tub without adult supervision.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "The View was AMAZING.. Breakfast yummy" - "The staff was extremely and professional and the breakfast was also good. " - "I would have liked "turn down" service. I was there for 3 days and 2 nights and was slightly disappointed to return on day two to an unmade bed, the same sheets and no coffee station restocking. " - "This hotel is an excellent location. It is clean and well apportioned with super comfy beds. Very fun area. I smelled the sea water in the air. "

Located 20 miles from Annapolis Harbor, Hilton Garden Inn Kent Island Marina offers 3-star accommodations in Grasonville and features a fitness center, a restaurant and a bar. Featuring a 24-hour front desk, this property also provides guests with a sun terrace. The hotel provides an indoor pool and room service. All guest rooms at the hotel feature air conditioning and a desk. A business center and vending machines with drinks are available on site at Hilton Garden Inn Kent Island Marina. Baltimore - Washington International Airport is 30 miles away.

- "Great stay, will come again" - "We had a wonderful time and the staff were fantastic!" - "First time staying at this Hilton, and we were very happy with the staff and property" - "Another great stay !" - "Great" - "Nice place and great spot on the waster within walking distance to bars and restaurants." - "Overall The Stay was very good !" - "WE were recreating our 50th wedding anniversary by reliving the experiences on our 59th"

Riverfront hotel with free breakfast and a seasonal outdoor pool
This smoke-free hotel features a bar/lounge, a seasonal outdoor pool, and a business center. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include conference space, laundry facilities, and a 24-hour front desk.
Holiday Inn Express Annapolis East-Kent Island by IHG offers 75 air-conditioned accommodations with laptop-compatible safes and coffee/tea makers. Beds feature premium bedding. LCD televisions come with premium cable channels. Bathrooms include shower/tub combinations, complimentary toiletries, and hair dryers.

This Grasonville hotel provides complimentary wireless Internet access. Business-friendly amenities include desks and complimentary weekday newspapers, as well as phones; free local calls are provided (restrictions may apply). Housekeeping is provided daily.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Very friendly staff great seafood restaurants nearby. " - "I loved the property and customer service " - "Beautiful property but definitely a warmer water spot" - "great place to stay " - "Clean, updated hotel. Numerous wonderful restaurants. " - "Great property. We will return when ever in this area, " - "Have been to this hotel 4 times now for a girl's weekend. Wonderful beds, hot breakfast. We go in the off season, the bay is serene and quiet. Nearby restaurants have great food, great atmosphere. I plan to return in the spring!"

Located in Grasonville, 20 miles from Annapolis Harbor, Holiday Inn Express Annapolis East-Kent Island by IHG has accommodations with a seasonal outdoor swimming pool, free private parking, a garden and a shared lounge. With free WiFi, this 3-star resort offers a 24-hour front desk and a business center. Guests can have a drink at the snack bar. The resort will provide guests with air-conditioned rooms with a desk, a coffee machine, a fridge, a safety deposit box, a flat-screen TV and a private bathroom with a bath. The rooms have a closet. The breakfast offers buffet, continental or American options. Holiday Inn Express Annapolis East-Kent Island by IHG has a terrace. Guests at the accommodation will be able to enjoy activities in and around Grasonville, like hiking, fishing and cycling. Baltimore - Washington International Airport is 30 miles from the property.

- "We were pleasantly pleased with the whole package." - "Excelente" - "Just an overnight stay,definitely would stay here again." - "Great location, appliances in room did not work" - "For the price and its location, we highly recommend this facility." - "Great"

Hotel with free breakfast, near Chesapeake Bay Environmental Center
Along with coffee/tea in a common area, this hotel has a seasonal outdoor pool and a 24-hour front desk. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a computer station, RV/bus/truck parking, and a front-desk safe are onsite.
Quality Inn offers 59 air-conditioned accommodations with safes and coffee/tea makers. 42-inch flat-screen televisions come with cable channels and pay movies. Refrigerators and microwaves are provided. Bathrooms include shower/tub combinations and hair dryers.

This Grasonville hotel provides complimentary wireless Internet access. Business-friendly amenities include phones along with free local calls (restrictions may apply). Housekeeping is provided daily.

- "Good location and good value. " - "I’ve stayed here three times. Very clean. Nice rooms." - "Solid room, quiet, good breakfast " - "Great place to stay at!" - "Everything was fine" - "This is the second time staying there. So close to great restaurants " - "Close to Route 50 or 301 on the way to Bsy Bridge" - "The 1st room was not comfortable, or clean and when asked to upgrade to what was asked for was quoted a price, as if I couldn't afford it. I got the room I wanted in the end and enjoyed it. "

Grasonville Home with Private Pool on the Water is located in Grasonville, just 22 miles from Annapolis Harbor and 13 miles from Sandy Point State Park. This vacation home features air-conditioned accommodations with a patio. With free Wifi, this 3-bedroom vacation home provides a TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are featured in the vacation home. The accommodation has a fireplace. Guests can enjoy the outdoor swimming pool at the vacation home. Annapolis Yacht Basin is 22 miles from Grasonville Home with Private Pool on the Water, while Annapolis Landing Marina is 25 miles away. Baltimore - Washington International Airport is 32 miles from the property.

- "We loved the location and the house was lovely. We have plenty of room for us and friends/family." - "Family gathering to celebrate a 90th birthday" - "Clean, wonderful property , loved it!" - "Very comfortable and beautiful views"

Kent Narrows Rentals welcomes you aboard Cass-Away. A 640sqft luxury getaway in the Kent Narrows. Fully equipped with a living room, kitchen, 2 bedrooms, 2 full baths, and a magnificent view from the rooftop deck! Come stay and live like a local! With 9 bars/restaurants within walking distance, you can get a taste of what the eastern shore has to offer. Minutes from the Bay Bridge and a short drive to Annapolis, D.C St. Michael’s, and Ocean City.

Don’t forget to bring your binoculars, the views are magnificent!

Wanna come by boat? Not a problem! We have a 50ft x 16ft boat slip right next to the houseboat that is available for rent as well. Electric can be provided if needed. Please contact us for further details!

We are restricting pets and children under 10 years old on the houseboat due to insurance reasons.

Please check out our website for more info.

https://kentnarrowsrentals.com

- "Wonderful stay, great hosts. We will be staying again. Thank you." - "We live on the ES of VA. This is my 2nd boat trip to the MD ES. Kent Narrows is our homebase and we do day trips to places like Baltimore, Annapolis, St. Michael's, Chestertown, and hit random Tiki Bars along the way. The houseboat was the perfect addition to our trip with the kitchen, living room, and upper deck. Loved the added touch with the streusel, crab chocolates, and chips. I forgot soap which I would recommend including for the shower. But LOVED LOVED IT!"

16 miles from Academy Of The Arts in Grasonville, Peaceful Queenstown Home with Deck and Grill! offers accommodations with access to a spa center and fitness room. Guests staying at this vacation home have access to a patio. Free Wifi is available throughout the property and Annapolis Harbor is 29 miles away. The air-conditioned vacation home consists of 4 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 3 bathrooms with a bath and a hair dryer. Towels and bed linen are featured in the vacation home. The property has an outdoor dining area. Sandy Point State Park is 20 miles from the vacation home, while US Naval Academy is 27 miles away. Baltimore - Washington International Airport is 39 miles from the property.

- "It was great to stay at this home . I highly recommend it !"

We hope you will visit our family-friendly vacation home on Maryland's Eastern Shore of the Chesapeake Bay. The home includes a private dock on the magnificent Wye River, with access to all of the many activities it affords, including water skiing, crabbing, and fishing. Situated on a peaceful 3/4 of an acre in a quiet neighborhood with easy access from Baltimore, Washington and Annapolis, this is a wonderful place to get away.

Looking for things to do? Play golf at nearby Queenstown Harbor, shoot some sporting clays at Pintail Point, or shop at the Queenstown Outlets. If you have access to a boat, take a ride down to Wye Island Natural Resource Management area for hiking and swimming. Read a book in the hammock, or sip a cocktail on the dock.

Have a boat? Bring it along and tie up! The low tide water depth is 2.5 feet though, so larger boats are better off anchoring in the deeper cove across the river.

The house sleeps 11, but with only two full bathrooms it is best suited for groups of up to six adults plus children.

- "We rented the house for commissioning week at USNA. The house exceeded our expectations and was plenty spacious enough. We enjoyed using the back porch and water toys in the evenings." - "My wife and I had a amazing stay at this wonderful house,very clean and full of amenities love the water views of the river and the host was very friendly and responsive on e-mails ant texts.Thank you for your hospitality" - "This property is excellent for family or friend gatherings. It has plenty of bedrooms and beds for many people. The location on the Wry River is great for boating and other water interests and the owners and most helpfull. I would come back here again and recommend it anytime."

On-Site Boat Dock Queenstown Home with Pool and Yard! is located in Grasonville, just 20 miles from Sandy Point State Park and 26 miles from Academy Of The Arts. The property is around 28 miles from US Naval Academy, 28 miles from Maryland State House Of Delegates, and 29 miles from Annapolis Yacht Basin. Free Wifi is available throughout the property and Annapolis Harbor is 30 miles away. The air-conditioned vacation home consists of 5 bedrooms, 2 living rooms, a fully equipped kitchen with a dishwasher and a coffee machine, and 5 bathrooms with a bath and a hair dryer. Towels and bed linen are available in the vacation home. The accommodation has a fireplace. The vacation home conveniently has an outdoor pool. Chesapeake Exploration Center is 11 miles from On-Site Boat Dock Queenstown Home with Pool and Yard!. Baltimore - Washington International Airport is 40 miles from the property.

Pool • Guest Services • Child Friendly • Fireplace/Heating • Parking • Security/Safety • Other • Pet Friendly • Internet • Accessibility • Sports/Activities

Kent Narrows Rentals Welcomes you aboard Cass-N-Reel! A 432sqft luxury getaway in the Kent Narrows. With one bedroom, one bathroom, and a gorgeous covered rear facing deck; this is the ultimate couples retreat! 9 waterfront/waterview bars/restaurants within walking distance! Get a taste of what the eastern shore has to offer. Minutes from the Chesapeake Bay Bridge and a short drive to Annapolis, D.C St. Michaels, and Ocean City.
Come stay and live like a local!

- "Perfect spot for a weekend in Kent Island." - "My fiancé and I stayed here for 2 nights in August as we were trying to delay the end of summer. We wanted to get away somewhere private but not have to drive terribly far (it was about a 3 hour drive for us from central, western VA). The house is clean, modern and perfect. Great location within walking distance of a ton of great seafood restaurants. The biggest win is the back deck. We spent the days watching the boats, people ad water go by. It was super relaxing and we will definitely be back. We 100% recommend this place."

The Quality Inn hotel is located on the Eastern Shore, offering easy access to Route 50 and Route 301. This hotel is just two miles from Kent Island, Horsehead Wetlands Center peninsula, Mears Point Marina and Queenstown Harbor golf course. Washington College is 15 miles and Chesapeake College is eight miles away. Additional local points of interest include Matapeake State Park, Chesapeake Bay Environmental Center, Stevensville historic district, Pintail Point Farms at the River Plantation recreational site, Anne Arundel Community College (AACC). Just minutes away, Sandy Point State Park offers swimming, fishing, crabbing, boating and windsurfing. The park's beaches provide views of the Chesapeake Bay Bridge-Tunnel over Chesapeake Bay. This hotel offers many amenities and features, including Free Hot Breakfast, free coffee and tea, free weekday newspaper and free local calls. Each evening, guests are treated to a free scoop of hand-dipped ice cream. Guests can also enjoy the seasonal outdoor pool. For business travelers, the hotel provides access to fax and copy services. Meeting rooms are available for most events and business functions. All guest rooms come equipped with refrigerators, coffee makers, hair dryers, irons, ironing boards and cable television with HBO. In addition to standard amenities, whirlpool suites feature whirlpool bathtubs, microwaves and sofa sleepers. Nonsmoking rooms are also available.

- "Quality Inn is a very good standard hotel for all clas of human nature" - "I would definitely recommend it to others" - "Wonderful" - "Decent for the money"

At "Our Cove on the Wye" this is truly Chesapeake Country and your family memories can be made here. Canoe, kayak or swim the pristine waters of the Wye River and enjoy your crabs on the waterfront deck. Wildlife abounds here..due to the close proximity of the Wye Island Natural Resource Mgmt Area you will see Migratory geese, swans, blue heron and osprey. Our Outdoor Pavilion is the perfect destination for star gazing in the evening and has comfortable seating along with a firepit. World class Sporting Clays or rockfish charters can be arranged at nearby "Pintail Point Farm". Thoughtful hunters are welcome! Fantastic golf is minutes away at Queenstown Harbor or Hunters Oak. Foul weather activities include great Outlet Shopping at Prime/Queenstown or take in the new Fitness Center a schedule of group classes is provided. Interiors have a clean, comfortable Shore theme with all practical needs in place for your convenience. Relax and Renew at out quiet paradise.. Available for Naval Academy affairs and Commissioning Week.

Keywords: Chesapeake Country

- "We were glad to be back at Dawn's for another relaxing week this summer. Everything was clean, Dawn was a lovely host and we enjoyed lots of time in the pool and on the water directly behind the home. At Dawn's recommendation we found a great spa nearby in Kent Narrows and took a day trip into St. Michaels too. Thanks again for a wonderful stay!" - "Beautiful location with private pool and nice amenities. Close to restaurants and shopping. A refreshing getaway."

Located in Grasonville, 21 miles from Annapolis Harbor, Hyatt Place Kent Narrows And Marina has accommodations with a fitness center, free private parking, a shared lounge and a bar. Featuring a business center, this property also provides guests with a sun terrace. The hotel has an indoor pool and a 24-hour front desk. The rooms at the hotel come with air conditioning, a seating area, a flat-screen TV with cable channels, a safety deposit box and a private bathroom with free toiletries and a hairdryer. All guest rooms will provide guests with a fridge. A buffet breakfast is available at Hyatt Place Kent Narrows And Marina. Baltimore - Washington International Airport is 30 miles from the property.

- "Wonderful" - "Pretty property" - "Great location between Annapolis and Eastern Shore" - "Excellent room amenities!" - "Warm and cozy and Bright and cheerful" - "I was not there long. only to sleep really and was gone before 7am the next morning." - "The hotel was lovely, glad we chose the room with private balcony, and we’d be eager to return if a firmer mattress coul" - "it was a great getaway , waterfront location, beautiful hotel😊"

Welcome to your peaceful riverfront getaway. This home sits directly on the water and is designed for slow mornings, beautiful sunsets, and easy days spent outdoors. The views are wide and open, and the pace here feels calm and unhurried. Each of the three bedrooms has a comfortable queen bed, giving everyone space to rest and unwind.

Step outside and enjoy your own private dock, perfect for fishing, crabbing, or simply sitting by the water. Kayaks and paddle boards are provided so you can explore the river at your own pace. After a day on the water, relax in the hot tub or gather around the fire pit to enjoy the evening sky. The outdoor waterfront dining area makes it easy to share meals and conversation while taking in the view.

You’ll also have access to a quiet riverfront community beach area, a great spot for swimming, relaxing, or letting dogs stretch their legs. The community boat launch makes it simple to bring your own boat, and there are picnic tables nearby for casual lunches by the water. Bikes are available upon request for easy rides and exploring the surrounding area.

Inside, the home is comfortable and fully equipped, with a full kitchen, Wi-Fi, and private parking. Dogs are welcome, making this a perfect spot for families, couples, or friends who want to travel with their four-legged companions.

This is a place to slow down. Watch the tides shift. Share good meals. End each day with a sunset over the water. It is quiet, welcoming, and easy to enjoy.

- " If I could give a 10 star rating I would! Host was very responsive to inquiries. Place was clean and peaceful. Tucked away in its little community, yet minutes to anything you could need or want. Pictures are accurate. The view is beautiful. Would definitely book again. " - "We took a little spring break getaway with the 3 kids and dog. House was perfect! On the Chester River, fished off the pier, walked down to the beach with playground, grilled out for dinner, smores at the firepit and relaxing hot tub time. 5 stars - going back next year. Exactly what we needed for a little unwind. Host was super responsive. Zero complaints!"

Belle Blu offers accommodations in Grasonville, 23 miles from US Naval Academy and 23 miles from Maryland State House of Delegates. The property is around 24 miles from Annapolis Harbor, 15 miles from Sandy Point State Park, and 21 miles from Academy of the Arts. The apartment also features free Wifi, free private parking, and facilities for disabled guests. The air-conditioned apartment consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 1 bathroom with a walk-in shower and a hair dryer. A private entrance leads guests into the apartment, where they can enjoy some wine or champagne and fruit. This apartment is allergy-free and non-smoking. For those times when you'd rather not eat out, you can cook on the barbecue. For guests with children, the apartment provides outdoor play equipment and a baby safety gate. A bicycle rental service is available at Belle Blu. Annapolis Yacht Basin is 24 miles from the accommodation, while Annapolis Landing Marina is 27 miles from the property. The nearest airport is Baltimore - Washington International Airport, 34 miles from Belle Blu.

Other • Parking • Air Conditioner • Balcony/Terrace • Internet • Kitchen • Wheelchair Accessible • Child Friendly

Become enveloped by Maryland hospitality when you stay at ‘The Winchester,’ a gorgeous home right on the water. With stunning features both inside and out, this 3-bedroom, 2-bath vacation rental has everything you need for a relaxing trip to the East Coast. Relax in the bright interior and enjoy the fully equipped kitchen or the Smart TVs. You can enjoy the seasonal pool or head out onto the water for some outdoor fun. The surrounding towns also have lots to do from dining to shopping and more!

-- THE PROPERTY --

Walk to Beach & Playground | 2,000 Sq Ft | Dock | Stainless Steel Appliances

Bedroom 1: King Bed | Bedroom 2 (Murphy Room): Queen Murphy Bed | Bedroom 3 (Treehouse): Queen Bed, Twin Bunk Bed

OUTDOOR LIVING: Private pool (Memorial Day - Labor Day, depth 4'), gas grill, furnished patio, outdoor dining area, fire pit (firewood provided), gazebo, life vests, private pier w/ boat dock, crab traps & live box
INDOOR LIVING: Smart TVs, 2 dining tables, gas fireplace (available in colder months), walk-in closet
KITCHEN: Breakfast bar w/ seating, dishwasher, refrigerator, stove/oven, microwave, drip coffee maker, Crockpot, blender, toaster, spices, cooking basics, dishware & flatware, high chair
GENERAL: Free WiFi, central A/C, linens/towels, washer/dryer, ceiling fans, hair dryers, hangers, iron/board, trash bags & paper towels, 3 exterior security cameras
FAQ: Stairs required for access, bedroom & bathroom on 1st floor
PARKING: Driveway (4 vehicles), carport (1 vehicle)

-- THE LOCATION --

OUTDOOR ADVENTURE: Winchester Creek (on-site), Long Point Park (1.1 miles), Jackson Creek Landing (1.2 miles), Grasonville Park (1.2 miles), Ewing Pond Park (2.0 miles), Kent Narrows Public Boat Ramp (3.3 miles), Ferry Point Park (3.4 miles), Queenstown Harbor Golf (4.9 miles), Old Love Point Park (7.0 miles), Terrapin Nature Park (7.6 miles), Washington Hunters Oak Country Club (7.9 miles), Mowbray Park (8.2 miles), Queen Anne's County Parks (8.8 miles), Matapeake Park (9.3 miles), Kentmorr Marina (12.2 miles), Sandy Point State Park (12.7 miles)
AREA ATTRACTIONS: Watermen's Monument (2.4 miles), Chesapeake Bay Environmental Center (2.6 miles), Stevensville Historic District (6.4 miles), Old Wye Mill (9.5 miles), Chesapeake Bay Maritime Museum (31.9 miles), Six Flags America (38.0 miles)
Washington D.C. (49.1 miles): Arlington National Cemetary, Ford’s Theater, National Gallery of Art, Smithsonian National Air and Space Museum, Smithsonian National Museum of Natural History, United States Holocaust Memorial Museum, National Museum of African American History and Culture, Washington Monument, United States Capitol, World War II Memorial, Lincoln Memorial, Vietnam Veterans Memorial, Korean War Veterans Memorial
GOOD EATS: La Piazza Pizza & Italian Restaurant (1.3 miles), Hunter's Seafood and Market (1.4 miles), Fisherman's Inn Restaurant (2.5 miles), The Narrows Restaurant (2.5 miles), The Jetty (2.5 miles), Bridges Restaurant (2.5 miles), Fisherman's Crab Deck (2.6 miles), Harris Crab House (2.6 miles), Adams Grille & Tap House Kent Island (4.3 miles)
AIRPORT: Baltimore/Washington International Thurgood Marshall Airport (36.8 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: The property requires stairs to access
- NOTE: Your safety matters. This property features 3 exterior security cameras: 1 camera is located on the front of the house facing the door and pool area, 1 camera is facing the driveway entrance, and 1 camera is facing the rear side of the carport and driveway. The cameras are outward facing and do not look into interior spaces. The cameras actively record both video and sound

- "It was awesome, the pool and view were amazing! Thanks so much!" - "Everything about this house is perfect. It is just as it is pictured. The pool was a nice addition as the temperature and humidity soared during our vacation. Purple martins, herons, and of course seagulls made for great entertainment. Lovely views of the sunrise. The owners are so very nice and responded quickly to our questions." - "This meticulously maintained house on the water is a perfect getaway for a couple or small family. Scott is a gracious and conscientious host that is 100% available and 0% overbearing. There are so many nice touches, like the 2 binoculars intended for viewing the wide variety of fowl and wildlife. The backyard has an elaborate birdhouse which houses the indigenous and captivating Purple Martins. The furniture and fixtures are eclelectric (in a good way) and everything is clearly labelled. The appliances are all top-of-the line and there is both a carafe coffee maker as well as a Keurig (there were even some Peet's K-Cups awaiting us ...and we left our own selection for the next guests). The linens and towels were all clean and the bedding very comfortable. A market and shops close by make it easy to pickup anything else we needed. Watching the sunrise over the water from the serene dock was the icing on the cake. 5/5 Star for the Winchester House in Graysonville."

Spacious vacation rental with king sized bed and all the comforts of home. Large kitchen and living room. Queen sized sleeper sofa for two additional people and adult sized rollaway for one. Pack & play also available for babies or toddler. Easy access to Route 50, Restaurants - (Jetty, Crab Deck, Fisherman's Inn, Harris Crab House & Deck House), Shopping - Prime Outlets and golf courses within 2-3 miles. Perfect for long term stays. Also close to Chester, Kent Island, Stevensville and nearby cities Annapolis, Baltimore, District of Columbia, Easton and St. Michaels.

SPECIAL NOTE: Guest are responsible for all DAMAGES at current replacement cost. You break it you brought it at current cost.

The kitchen is fully equipped with dishes, pots, toaster, microwave, dishwasher, stove, griddle, and coffee maker. Washer and Dryer with detergent for your convenience. We provide free breakfast foods for guest to cook for 2 night stay or longer. There are sheets, towels, blankets, iron, ironing board, blow dryer, straightener and other amenities to make your stay comfortable and perfect for the long term stay.

We give our guest space, but available by email, text and cellphone for help.

Other things to note:

Guest have access to internet cable, wifi, Netflix, Disney Plus, HBO Max and other movie channels.

Checkout is 11:00 am. Late checkout will be charged a nightly rate. No exception

- "Jackie and Robert are wonderful hosts. She communicated in advance, had terrific suggestions, and Robert got us all settled in. The place is beautiful, clean, and comfortable. It’s close to everything in the area. It was our anniversary and Jackie had an adorable gift waiting for us as well as a bottle of wine. They provide snacks and drinks for your stay and baskets of toiletries just in case you forget something. There was even bacon, eggs, and croissants in case we wanted to cook breakfast one morning. Plenty of room in and out with furniture, grill, and fire pit in backyard. An all-around terrific experience. We will definitely be back. Thanks so much Jackie and Robert! PS ask them about ordering a gourmet dinner in for a special occasion."

You can explore the Eastern Shore's cuisine within a 5 minute drive to Kent Narrows. Enjoy a relaxing fishing trip with the local Captains of the Chesapeake if you're feeling adventurous! Leave a little time to shop until you drop at the Outlets within 4-5 minutes of the property.

- "The house was much more spacious than the pictures implied. Nice quiet street. It was 95 degrees both days we stayed there but the air conditioning kept up. We had a wonderful weekend at this house. Thank you to a great host." - "I was impressed with how spacious and clean the house was." - "Our stay here with Brenda was amazing! She was very pleasant and professional! She even suggested a few things for us to do in the area. The home had everything we could have needed and wanted. The place looks even better in person than the pictures! We can’t wait to book again!"

Spacious Home on Little Greenwood Creek Within Short Drive to Annapolis and Local Kent Island Beaches

Only a short drive from Washington, D.C Baltimore, and Annapolis, enjoy the serenity of Maryland's Eastern Shore from the comfort of Windward Cove. This home is outfitted with entertainment and enjoyment in mind: waterfront views, a backyard deck, home gym, pool table, and big, spacious rooms.

Local crab houses and restaurants are within easy access while the neighborhood location offers a quiet escape. Explore the extensive Cross Island Trail, which is located nearby and covers 6.5 miles from the Kent Narrows to the Chesapeake Bay.

PROPERTY FEATURES:

Waterfront: Little Greenwood Creek
Dock: 40ft dock, 2ft MLW, water and electricity.
Water Toys: 1 tandem kayak is available for guest use. To ensure proper life jacket sizing, please bring your own or we can recommend a local rental agency.
Fireplaces: 1 gas.
Grill: Propane grill. Propane is provided.
Pet Friendly: This is a pet friendly rental.
WiFi: Please note that the rural nature of the area may limit data access. Some of our properties can experience slow internet speeds.

BED SIZES:

Queen - 1 / Queen - 1 / King - 1 / Queen - 1 /

- "Perfect house for family vacation. We enjoyed long family dinners at large table which then became our game night table - when we weren’t downstairs in the game room having ping pong and pool tournaments. Easy drive to beaches and Annapolis. Large back yard and screened in porch made for early morning and late evening enjoyment." - "We were in town for a wedding and could not imagine a more perfect place to stay! The beautifully landscaped backyard and water view made for relaxing peaceful evenings on the screened in deck. It was perfect!"

*NEW In-ground Large private pool! *
An oasis from the stressors of everyday life, this exceptional 5 bedroom, 6 bathroom Rural waterfront Eastern Shore property sits on over 7 acres and boast endless water activities, including kayaking, crabbing or fishing. This elegant home sits directly on the Chesapeake bay tributary named Quarter Creek.
You can drift off to sleep in the oversized main suite with a perfect waterfront view! Enjoy the Eastern Shore lifestyle in this beautiful backyard complete with a mesmerizing water garden and firepit. Catch crabs or fish from the shoreline for dinner. Sit by the enormous pool and Relax, read a book and take in an amazing sunset. Our large property provides a true escape from the hectic world.
Amazing waterfront seafood restaurants and great shopping minutes away! Take a day trip, Play a round of golf at the nearby course. Rent a boat or bring your own! Charter a fishing trip and explore the shore. Close to great restaurants & shopping malls. Museums, boat excursions and more are just minutes away.
Tranquility, relaxation, and solitude is the highlight of this property! So come unwind, a true experience that isn't to be missed!

- "The house is really well appointed (high end appliances, fully outfitted kitchen). There are multiple lovely screened in porches. We heartily enjoyed the new heated pool and the dock that was just installed. Our group had an excellent stay and will be excited to come back again!!" - "Location is 35 minutes from the academy. Wonderful retreat for my family that included ages 13 to 97. Hugh rooms , wonderful kitchen, excellent pool and unbelievable gardens. Easy check in-great communication with property manager. Single issue taken care of expediently and with excellent attention our comfort"

The waterfront house has 4BR and 4BA with 3900 sq ft + a two car garage. It has the benefits of both protected water for worry-free boating and sweeping views of the Chester River! The rear of the house features a spacious deck off the back of the house and a large balcony off the master suite. High speed internet is provided. Three kayaks and two paddle broads are available in the summer (free of charge). Two crab traps and one live box are provided for guests to catch crabs from the backyard pier. A BBQ grill with propane tank is also provided. Local crab houses and restaurants are within easy access.
A few important points:
• Maximum of eight people, unless otherwise agreed. No additional visitors or guests allowed at the property.
• This is a private residential area, no parties or events. The focus is on relaxation and a peaceful break.
• No pets allowed.
• No smoking or vaping inside or outside of the property of any kind
• Monitored external security cameras to front and rear of property.
• Nearby beach and boat dock are not supervised by lifeguard. Weather can change suddenly. Take water safety precautions and supervise children at all times.
• When you use kayaks and/or peddle boards for adults and children. Please use life vests and practice water safety.

- "Overall, it was very comfortable" - "The home was wonderful. Loved the view and all of the windows. Kitchen was well equipped. We had a relaxing time and would love to visit again." - "House was perfect for our 6 adults. Extremely clean and well stocked. Great neighborhood and very peaceful view of water. We were there for a family wedding nearby and wish we could have had more time to enjoy the home. We had a problem with freezer and ice maker but owner was responsive. Only recommendation is for more hangers in closets and normal size hangers in child’s room. Linens and towels very very high quality and beds were comfortable. Would highly recommend staying at this location."

Discover the charms of Queenstown, Maryland, with a stay at this lovely 4-bedroom, 2.5-bath vacation rental! Packed with family-friendly amenities, this home has everything needed for a peaceful getaway with loved ones — including a spacious deck, a fully equipped kitchen, and a cozy living room with a fireplace. Spend your day strolling through Terrapin Nature Park, then return home for a cookout on the grill or a family game night around the dining table.

-- THE PROPERTY --

2,336 Sq Ft | Furnished Deck | Spacious Yard | Fire Pit

Bedroom Suite: King Bed | Bedroom 2: King Bed | Bedroom 3: King Bed | Bedroom 4: Full Bed | Additional Sleeping: Pack 'n Play

HOME HIGHLIGHTS: Smart TVs, electric fireplace, home gym, large dining table, board games, gas grill
KITCHEN: Fridge, stove, dishwasher, Keurig/drip coffee maker, microwave, cooking basics, toaster, dishware/flatware, trash bags/paper towels, high chair
GENERAL: Free WiFi, keyless entry, central heating & A/C, complimentary toiletries, linens/towels, washer/dryer, ceiling fans, hair dryer, iron/board
FAQ: 2 external security cameras (facing out)
ACCESSIBILITY: Multi-level home, 3 steps to enter, interior stairs required to access bedrooms
PARKING: Garage (2 vehicles), driveway (8 vehicles), EV charger

-- THE LOCATION --

OUTDOOR ADVENTURE: Queenstown Harbor Golf (6 miles), Ewing Pond Park (6 miles), Kent Narrows Public Boat Ramp (10 miles), Ferry Point Park (11 miles), Terrapin Nature Park (14 miles), Sandy Point State Park (20 miles)
AREA ATTRACTIONS: Old Wye Mill (3 miles), Watermen's Monument (9 miles), Chesapeake Bay Environmental Center (9 miles), Stevensville Historic District (14 miles), Chesapeake Bay Maritime Museum (25 miles), Six Flags America (44 miles)
WASHINGTON, D.C. (55 miles): Arlington National Cemetery, Ford’s Theater, National Gallery of Art, Smithsonian National Air and Space Museum, Smithsonian National Museum of Natural History, United States Holocaust Memorial Museum, National Museum of African American History and Culture, Washington Monument, United States Capitol, World War II Memorial, Lincoln Memorial, Vietnam Veterans Memorial, Korean War Veterans Memorial
AIRPORT: Baltimore/Washington International Thurgood Marshall Airport (48 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: This multi-level home requires 3 steps to enter and interior stairs are required to access all the bedrooms
- NOTE: Your safety matters. This property features 2 external security cameras: 1 camera located on the front porch facing the front entry and 1 camera located on the garage facing the entrance. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion

- "I came to the area to celebrate the holiday with friends and made the decision to stay at this property in lieu of a hotel for the privacy and comfort of a home versus a room. It was a great decision as I thoroughly enjoyed the property and the amenities were just as advertised. Great experience, thanks. " - "Place met expectations and more aetup perfectly for a family. Super moden and beautiful." - "This house is beautiful in WTHell Cup four. Had about eight people in for golf and had a great time. Will absolutely be using this house again next year if it is open."

The Perfect Escape!

This exceptional 5-bedroom, 3-bathroom shore house sits on a 1+ acre waterfront lot and boasts endless nautical activities, including kayaking, a private pier, and a large pool overlooking the Chesapeake Bay. Offering a welcoming interior and providing large entertainment spaces, an expansive great room, first-floor master bedroom suite, and sunroom. Drift off to sleep each night in the oversized main suite that comes complete with an ensuite bathroom and picture-perfect water views.

Enjoy the indoor/outdoor lifestyle in the beautifully maintained backyard which includes a brand-new stone patio, large in-ground heated pool (Heat is available for an additional fee), gas firepit, and large grassy areas for yard games with spectacular views. An ideal destination for any vacation. With an exceptional location in a desirable section of Queen Anne's County. Please Note: This house is in a quiet residential neighborhood, so is not compatible with any loud parties, and it is imperative that if you bring a pet that the pet not be allowed off property without a leash.

The westerly view over the water provides exceptional sunsets - enjoy a nightly sunset cocktail and experience the waterfront lifestyle you've been looking for. Book this one quickly or miss out.

PROPERTY FEATURES:

Waterfront: Chesapeake Bay
Dock: 50ft private dock. No water or electricity is available. Guests are permitted to tie a boat to the dock.
Water Toys: 1 kayak is available for guest use. To ensure proper life jacket sizing, please bring your own or we can recommend a local rental agency.
Pool: 20 x 40 private pool. Swimming pools are open from May 15 - October 15. Be sure to bring your own pool towels. Heat is available for an additional fee. Please contact us if you want to add this option.
Grill: Propane grill. Propane is provided.
Pool Shed: Pool toys, loungers, tables, pool toys, a beverage fridge and yard games.
Pet Friendly: Owner will consider pets, call reservations at 443.664.4039 to inquire.
WiFi: Please note that the rural nature of the area may limit data access. Some of our properties can experience slow internet speeds.

BED SIZES:

King - 1 / Sleep Sofa - Double - 1 / Sleep Sofa - Double - 1 / Queen - 1 / Queen - 1 / Bunk Bed - Single over Single - 2 / Single Bed - Twin Sized - 2 /

- "Rented the property for a 4-day weekend. House is well equipped and comfortable for a large group. Outside property is wonderful w pool, large grass lawn and boat dock w kayak. Great sunsets. Great neighborhood to run or bike. Lots of food options. Owners make you feel welcome." - "This property was awesome! From the large, spacious home to the pool, to the sunsets...this home delivered! Everything you need to entertain! The hosts made it easy to book and were able to answer our questions along the way! They even checked on us after bad storm rolled through! We hope to return!"

Remodeled in 2023, this light-filled, 2-story private home offers 2,100 sqft of stylish comfort—perfect for a relaxing getaway. Take in breathtaking sunsets from the double-decker porches overlooking the Chester River, unwind by the fire pit, host a crab feast or enjoy a BBQ on the private dock. Ideally located just 5-10 minutes from Kent Island’s top restaurants and wedding venues, with a community playground, pavilion, and boat ramp just steps away. Your waterfont escape awaits!

- "As advertised. Great views, dock and decks. Inside is modern, functional and very clean. No complaints whatsoever."

Summary:
Welcome to our Chesapeake Oasis! Quiet Queenstown is a beautiful and historic part of Maryland's Eastern Shore bordering the Chesapeake Bay. We welcome you to enjoy a home away from home at our 4-bedroom ranch-style house. Off the beaten path and perfect for multi-generation families, you'll enjoy the privacy of being off the main road but within a short drive to all that the Eastern Shore has to offer. Relax, unwind, and enjoy!

The Space:
This is a 1-story, 4-bedroom, 2.5-bath property with a beautiful, communal kitchen overlooking the back yard and the cove. The fully-appointed kitchen includes a large island with a breakfast table for groups who like to socialize around good food. We also have a formal dining room and a wine bar with temperature-controlled cooler. The en suite primary bedroom features a king bed, window seats overlooking the cove, and a large internet-enabled smart TV. The three other bedrooms feature one king bed, one queen bed, and one bunk bed (twin XL on top and queen on the bottom bunk). All four bedrooms have internet-enabled smart TVs with wi-fi apps for you to log in to your favorite streaming services. An additional office space features a pull-out with full size mattress, and a 65” smart TV, perfect for movie nights! Bring your friends and family to enjoy your stay with the variety of bedroom options available.

Guest Access:
Guests have access to the entire home, including the wide-open front yard and fenced-in back yard, the dock, and the laundry. (The garage is currently reserved for storage.) Guest internet is included with your stay; fiberoptic service to the house provides terrific wi-fi speeds for your devices in the +500 Mbps up/down range.
With Sadler's Cove in our back yard, you'll have easy access to the water if you choose to bring your own canoe or kayak. The bucolic views of the neighboring farm and the serenity of Sadler's Cove lend themselves to a slower pace and peaceful moments on the back deck or around the firepit with your favorite beverage or glass of wine. The conserved forest on the opposite shore is home to blue herons, hawks, bald eagles, terrapins, and a multitude of other wildlife.

The Neighborhood:
Perfect for relaxing and enjoying water activities and the scenic beauty of Maryland, Queenstown is located on Maryland’s Eastern Shore by the tip of the Wye River, a tributary of the astounding Chesapeake Bay. Our home, while private and set off the main road, is actually located within 10 minutes of local attractions.
Whether you're hitting the links at one of the local public golf courses, shopping at nearby Premium Outlets, or renting a kayak or enjoying the visitor experience at the 510-acre Chesapeake Bay Environmental Center, you’re only a short drive away.
Nearby Kent Island offers some of the world’s best seafood, delightful local wineries, fishing/crabbing/sailing charters, and romantic sunset cruises. Cyclists and power walkers can enjoy the 7-mile Cross Island Trail, stretching from nearby Long Point Park across the width of Kent Island.
If you're interested in traveling further afield, dynamic Annapolis and historic St. Michaels are each 30 minutes away. The monuments, museums, and sports venues of Washington D.C. are just under an hour west of us, Baltimore is an hour to our north, and the Atlantic Ocean beach resorts are just over an hour to the east. Truly a central location that provides easy access to multiple vacation opportunities.

Getting Around:
We recommend a rental or personal car being used to navigate around Queenstown and to/from our home. There is ample parking provided at the house and no easy access to public transportation in the area.

Other Things to Note:
PLEASE CONTACT US PRIOR TO BOOKING IF YOU WOULD LIKE TO REVIEW RENTAL AGREEMENT.

We charge for additional guests above a fixed amount. This amount and additional charge varies by unit type, size, and configuration. If you input the correct guest count when you make your reservation the amount the booking site indicated as the total cost will not change (due to guest count). We ask for confirmation of guest count after you complete your booking. If you need to increase your guest count after booking confirmation due to a booking error, this could result in a price increase. Finally, we verify guest count via external cameras located on our properties. In the event that we notice a guest count at the property that is higher than reported, we reserve the right to ask for additional guest fees that would be double the amount we would have charged prior to check-in.

Kindly refer to the following guidelines regarding fees for extra guests:
Studio & 1 BR units - $25 per guest/night after 2 guests (i.e. 3 guests would be $25/night extra and 4 guests would be $50/night extra)
2 BR units - $30 per guest/night after 4 guests (i.e. 5 guests would be $30/night extra and 6 guests would be $60/night extra)
3 BR unit - $35 per guest/night after 6 guests (i.e. 7 guests would be $35/night extra and 8 guests would be $70/night extra)
4 BR units - $40 per guest/night after 8 guests (i.e. 9 guests would be $40/night extra and 10 guests would be $80/night extra)
5 BR+ units - $45 per guest/night after 10 guests (i.e. 11 guests would be $45/night extra and 12 guests would be $90/night extra)

This house is pet friendly so if you are highly allergic to dogs or cats this home may not be a good fit for you. Our cleaning service is very good but you may notice an occasional dog/cat hair here and there.

We charge a pet fee of $50 / night / pet that you bring with you. This reduces to $250/week per pet and $500/month per pet for longer term guests. This fee is not included in the accommodation fare rate. We will send a request for the additional funds once the number of pets is confirmed after booking.

***If you neglect to inform us ahead of time that you are bringing a pet with you then we reserve the right to either TERMINATE your stay early or DOUBLE the pet fee retroactively for the entirety of your reservation.***

***Parties/Events of any kind are strictly forbidden at this property. If you host a party/event/gathering at this property we will levy a $1000 fine.***

We have a minimum 7 day stay requirement for local guests. We rarely make an exception to policy but may elect to do so at our sole discretion. If you are local to Jax and book for less than 7 days we reserve the right to ask you to cancel your reservation.

Also, Saturday check-ins and check-outs are (generally) not allowed unless you are booking a stay that is >7 days, with the exception of some specific weekends (Navy Football, commissioning week, and boat show weekends are a few examples). I may allow an exception to this policy (depending on the specific weekend and season) but reserve the right not to do so or to ask you to modify of cancel a reservation starting or ending on a Saturday

The following additional charges apply to late check outs/early arrivals, assuming I can offer this at all (I often can’t so please never assume this will be allowed):

1 hr or less early arrival or late departure: $150
1-2 hr early arrival/late departure: $300
2-3 hr early arrival/late departure: $450
3+ hr early arrival/late departure: $600 or the cost of an additional night’s stay, whichever is more

These fees are primarily in place to highly discourage late checkouts/early arrivals since this causes my cleaning service undue stress to prep the unit prior to your or the next set of guest’s arrival. This also increases the need for them to rush/cut corners, increasing the likelihood of them not cleaning the unit to the high standard which I hold them to.

We have a smart thermostat in place on each floor of the house and do limit temperatures to the following ranges to reduce our environmental impact. It has an automatic schedule (which in the summer will adjust the temperature up and in the winter down during the day) but we are happy to modify this within the below range on request:

Summer - 70 to 85 degrees F
Winter - 60 to 75 degrees F

If this is outside of your comfort zone then this apartment may not be a good fit for you.

***Smoking is strictly forbidden anywhere on the property - the house, front porch, back deck, or front or back yard***

***If we find cigar/cigarette butts of any kind on the property or evidence of smoking (ash on porch, deck, empty cigarette packs, etc.) We will assess a $500 cleaning fee in addition to the regular cleaning fee***

There is a propane grill in the back with grill utensils and grill cleaner in the kitchen. We do not supply propane but you are welcome to pick up a tank and leave what you don’t use for a future guest. After using the grill please clean it with the supplied grill cleaner/steel brush in order to avoid additional cleaning fees.

You are strictly forbidden from bringing firearms or items associated with them (including guns, bullets, gunpowder, shells, magazines, silencers, etc.) on this property whether or not they are licensed. If you violate this policy or we find evidence that you did (e.g. firearms or bullets are discovered by our cleaners following your stay) we will assess a $1000 fine.

For guests requiring a pack n play, high chair, or any other non-standard item, please submit your request at least 7 days before check-in to ensure availability. If the request is made less than 7 days prior to check-in, we will make every effort to accommodate it, but cannot guarantee availability.

- "Beautiful, comfortable house on huge creek front lot. Even better than the pictures! Communication was very easy, we loved the yard and landscaping. Great bird watching from the deck or through the huge picture windows. Highly recommend!" - "This house is perfect for family gatherings! The backyard is wonderful with a beautiful dock and beautiful landscaping. We ate all our meals out on the deck. The house was very clean and very accommodating."

Come enjoy the coastal lifestyle of the Chesapeake Bay with friends & family!

**Located in the Prospect Bay Country Club just 15 minutes east of the Bay Bridge.

Relax every evening in the back yard. The setting is incredibly peaceful and a wonderful romantic escape for a family getaway. Find peace and reconnect with nature at this amazing short term rental with 45 feet of undeveloped creek view.

**This spacious home can sleep up to a max of 6 guests. **

- "My Cousin lives in the neighborhood and was having a Calibration of Life at her house for her deceased Parents. One passed in 2020, and the other just passed in October of last year. Many relatives came for the Calibration. I rented the house to have a sleep for a Sister and her husband and my cousin. they came from Connecticut, and New Yark State. Me and my spouse came up from Georgia. The house was immaculate, practical and suited us to a T. We were 1.2 miles from the Celebration and couldn't have gotten better accommodations. Perfect match as far as I'm concerned. Only 5 of us stayed there, and I happen to be the youngest. I'm 50-twelve (62) So, The older relatives and I were well taken care of and enjoyed the house.100% satisfied!"

Wye Mills is waiting for you at this awesome 1-bedroom cottage. With WiFi, heating, a washing machine, and more, guests can relax in this tranquil space. The cozy atmosphere and convenient amenities make it the perfect retreat for your getaway. I'm happy to assist with any questions while you stay at our cottage.

Tv • Laundry • Security/Safety • Wellness Facilities • Kitchen • Bedding/Linens • Balcony/Terrace • Air Conditioner • Fireplace/Heating • Other • Pet Friendly • Internet

You'll find bicycles on site at this family-friendly apartment. With convenient onsite parking, you'll be ready to make the 4-minute drive to Queenstown Premium Outlets or the 7-minute drive to Chesapeake Bay Environmental Center.

You can make the most of the outdoors with the BBQ grill and hot tub at this 1200-sq-ft apartment. For a change of scenery, come inside and enjoy the free WiFi and TV.

A living room, a fireplace, air conditioning, and a desk are featured at this 3-bedroom, 1-bathroom rental. Bathroom amenities include a hair dryer, towels, and toilet paper. The kitchen is equipped with an oven, a stovetop, and a refrigerator, as well as a coffee maker, an electric kettle, and an ice maker. And because there's a washer and dryer, you can go a bit lighter on your packing.

- "The host's were very helpful" - "Well worth your efforts to stay with Jackie in Grasonville. It is an awesome spot with everything you need. Have never experienced a host so welcoming and the rental is brand new, clean, and spacious. Excellent option when wanting to stay close to Annapolis. Thank you Jackie!" - "Super clean premises, with modern feel. Private backyard for lounging was a huge plus and the hostess provided free amenities including wine, snacks, coffee and drinks. Off-street parking was included. The stay far exceeded our expectations in many ways. Would love to stay here again if in the area."

Winchester Creek Estate

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

The vacation of your dreams awaits at this bayfront beauty. Large enough for the whole family to enjoy and boasting a dazzling list of amenities, this home is truly a gem! The epitome of life on the water, enjoy swimming, fishing, boating, and canoeing - all from the home's private dock.

When you aren't indulging in the amenities at your fingertips, head to Kent Island for excellent crabbing, or to the Chesapeake Bay Environmental Center for great wildlife viewing opportunities. Shopping is only a 5 minute drive to the Queenstown Outlets too!

Other places to visit, Queenstown Harbor Golf which has 36 holes, a short drive to Kent Island where it is famous for steamed crabs and seafood, 2 hrs to Ocean City and Rehoboth Beach and a 50 minute drive to St. Michaels.

Inside, modern meets mod. Continue to enjoy the glimmering water views from the spacious living room where ample seating, carefully-curated artwork, and a fireplace await. Adjacent to the living room, you will discover a plush indoor theatre, fully prepared for family movie nights.

The full kitchen provides a pleasant place to cook amongst the suite of stainless steel appliances, a center island, and gleaming countertops. Be sure to cheer to vacation at the separate wet bar, and when it's time to eat, dine at the sprawling formal dining table, or alfresco on the home's deck.

Upstairs, you will find the enormous primary en suite bedroom. Truly your own hideaway, enjoy the massage chair, balcony access, exercise equipment, jetted tub, and impressive walk-in shower. The rest of the bedrooms in the home are just as lovely with high-quality linens, magnificent views, and private TVs.

Additional interior perks include a second living room, central air-conditioning, and a private washer/dryer.

Rest assured that no matter how you decide to spend your time at Winchester Creek Estate, the memories you create will be cherished forever.

House Rules

This Vacasa Guestworks vacation rental is operated and managed locally by an independent host.
Prior to your arrival, you will receive local host contact information, who will manage your guest reservation. Your local host will provide in-stay support, secure entry, and arrange pre- and post-stay housekeeping services.
If you need anything during your stay, the home’s independent local host is ready to help 24/7! Guestworks is a service offering of Vacasa that allows homeowners to smoothly and efficiently manage their own properties.

Parking notes: There is free parking available for 4 vehicles.

Security camera details: There is one camera overlooking the front of the house and the driveway, and one overlooking the back of the house.

Dock details: The epitome of life on the water, enjoy swimming, fishing, boating, and canoeing - all from the home's private dock.

Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

Balcony/Terrace • Laundry • Other • Air Conditioner • Kitchen • Internet • Security/Safety • Tv • Bedding/Linens • Entertainment • Fireplace/Heating • Wellness Facilities

Soar above the everyday. Vacation like a legend.

This waterfront oasis in Queen Anne's County offers an escape that blends classic comfort with rockstar-level relaxation. Picture yourself gliding down the tree-lined drive to a sprawling 5-bedroom, 4-bathroom colonial, where a chef-inspired kitchen and spacious entertaining areas await.

Retreat to the oversized main suite, complete with a remodeled ensuite boasting heated floors, a soaking tub, and a two-person shower. Outside, a meticulously maintained backyard beckons with an outdoor dining patio, a crackling fire pit, and a private dock overlooking spectacular views.

This is more than a rental; it's a destination where unforgettable memories are made. Book your stay today.

PROPERTY FEATURES:

Waterfront: Little Greenwood Creek
Dock: 40’ “L” shaped private pier with 3ft MLW. Electricity and water available for guest use.
Pool: Swimming pools are open from May 15 - October 15. Be sure to bring your own pool towels. Heat is available for an additional fee. Please contact us if you want to add this option.
Grill: Propane grill. Propane is provided.
WiFi: Please note that the rural nature of the area may limit data access. Some of our properties can experience slow internet speeds.

BED SIZES:

King-1 / King - 1 / Single Bed - Twin Sized - 2 / Queen - 2 / Queen - 1 / Queen - 1 /

Fireplace/Heating • Security/Safety • Internet • Sports/Activities • Laundry • Private Pool • Pool • Kitchen • Tv • Other • Air Conditioner • Bedding/Linens

Vacation With No Limits!

The impressive 4BR, 3.5BA Wye River Sanctuary waterfront estate is created by a sprawling interior and includes a separate dining room, large entertainment spaces, expansive great room and sunset views everyday over the water. Enjoy the sleek finishes in the chef-inspired kitchen that has been recently updated and boasts granite countertops and a breakfast bar.

The opulent main suite is the perfect place to dream and boasts a luxury ensuite bathroom and a walk-in closet. Unwind or entertain in the professionally landscaped backyard that comes complete with dining space and built-in swimming pool. The perfect location for outdoor fun. A rural vacation that's second-to-none. Ideally positioned in a prestigious Maryland neighborhood. See for yourself what this rental has to offer. Book your getaway today! Talbot County STR License STN-23-6

PROPERTY FEATURES:

Waterfront: Wye River
Dock: 120' private dock with 500' of shoreline. Water and electricity is available for guests. Guests are permitted to tie a boat to the dock.
Water Toys: 2 kayaks are available for guest use. To ensure proper life jacket sizing, please bring your own or we can recommend a local rental agency.
Pool: 32 x 50 private pool. Swimming pools are open from May 15 - October 15. Be sure to bring your own pool towels.
Grill: Propane grill. Propane is provided.
WiFi: Available for guest use.

BED SIZES:

King - 1 / Queen - 1 / Queen - 1 / Single Bed - Twin Sized - 2 /

- "The property is idyllic. Beautiful house, amazing and expansive waterfront views. Plenty of places to lounge. We mostly alternated between fishing, relaxing, and swimming in the pool. The property is rather isolated, and great for a few days to get away from it all. We were sad to say goodbye to the resident osprey nesting on the post at the waterfront."

Ideal felicity and perfection!

This 3,600 square foot, 4-bedroom, 3.5-bathroom Wye River waterfront was designed with your comfort in mind, the open floor plan features a modern interior and incorporates a flow-through living, entertaining and dining area and a generous foodie inspired kitchen.

Drift off to sleep each night in the opulent main suite that comes complete with an ensuite bathroom, direct access to an expansive deck, and water views. The wonderfully secluded property boasts a beautiful built-in swimming pool, private dock, and paved ramp to launch your boat.

While this rental provides wonderful privacy, it's also a five minute car ride from the Queenstown Outlets, and a ten minute car ride from several popular waterfront restaurants, farmers markets, and grocery stores. You will love this waterfront vacation home! Well placed in a sought-after Queen Anne's County neighborhood. This unique home will book fast!

PROPERTY FEATURES:

Waterfront: Wye River
Dock: Private dock with MLW 3'. Electricity is available for guest use. Guests are permitted to tie a boat to the dock.
Boat Ramp: Private paved boat ramp onsite for boat launch.
Water Toys: 2 adult kayaks and 1 adult paddle board are available for guest use. To ensure proper life jacket sizing, please bring your own or we can recommend a local rental agency.
Pool: 20 x 40 private pool. Swimming pools are open from May 15 - October 15. Be sure to bring your own pool towels.
Grill: Propane grill. Propane is provided.
WiFi: Please note that the rural nature of the area may limit data access. Some of our properties can experience slow internet speeds.

BED SIZES:

King - 1 / King - 1 / Queen - 2 / Bunk Bed - Pyramid | Single over Double - 1 /

Sports/Activities • Security/Safety • Kitchen • Pool • Child Friendly • Balcony/Terrace • Bedding/Linens • Fireplace/Heating • Tv • Laundry • Private Pool • Other

Expansive Outdoor Relaxation Space | Sunroom w/ Views | Pet Friendly w/ Fee

Dive into waterfront fun when you stay at this spacious vacation rental in Queenstown. The house offers 5 bedrooms, 3 full baths, and 2 half baths to accommodate your whole crew. Sip your morning coffee on the screened patio as you plan your day's activities, then kayak on the river or venture out to St. Michaels to sample the fresh seafood. Afterward, return home for a cookout with loved ones. Book today!

-- THE PROPERTY --

SLEEPING ARRANGEMENTS
- Bedroom 1: 1 king bed
- Bedroom 2: 1 queen bed
- Bedroom 3: 1 king bed
- Bedroom 4: 1 queen bed
- Bedroom 5: 2 XL twin beds

INDOOR LIVING
- 5 Smart TVs w/ cable
- 2 fireplaces
- Dining table
- Board games, PlayStation

OUTDOOR LIVING
- Dock, 2 kayaks, life vests (various sizes)
- Pool (not heated, seasonal from May to October)
- Wood-burning fire pit
- Gas grill
- Yard, swing set
- Screened patio

KITCHEN
- Stove/oven, refrigerator, dishwasher
- Dishware/flatware, cooking basics
- Drip & Keurig coffee makers
- Microwave, blender, toaster, toaster oven
- Trash bags & paper towels

GENERAL
- Free WiFi
- Central A/C & heating, ceiling fans
- Washer/dryer
- Linens/towels & hair dryer

FAQ
- Pet fee (paid pre-trip)
- Not childproofed

ACCESSIBILITY
- Multi-level home, steps to enter
- All bedrooms & full baths on upper & lower levels

PARKING
- Driveway (6 vehicles)
- Garage (2 vehicles)

-- THE LOCATION --

- Wye East River on-site
- Close to outlets
- 8 miles to Main Street
- 28 miles to the United States Naval Academy
- 34 miles to St. Michaels
- 44 miles to Baltimore/Washington Int'l Airport

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- Pet friendly w/ $100 fee (+ fees & taxes, 2 max)
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in

ADDITIONAL INFORMATION
- This multi-level home requires steps to enter. While it offers a half bath on the main level, interior stairs are required to access all bedrooms and full baths on the upper and lower levels
- The property may not be suitable for children due to the unfenced pool and waterfront nature of the property
- The pool is available seasonally from May to October

Air Conditioner • Wellness Facilities • Kitchen • Other • Balcony/Terrace • Tv • Parking • Internet • Pool • Guest Services • Security/Safety • Laundry

Modern Contemporary waterfront house with grand kitchen open floor plan 3 levels overlooking Bay on Eastern shore just minutes after the Bay Bridge. Near golf, outlets, Kent Island restaurants while also being private and serene

Kitchen • Bedding/Linens • Air Conditioner • Fireplace/Heating • Other • Wellness Facilities • Laundry • Child Friendly • Security/Safety