Located on Maryland’s Eastern Shore, this colonial mansion features a full-service spa, various dining options, and panoramic views of the Chesapeake Bay. The Offshore Sailing School is on-site. Cable TV, free WiFi access, and an iPod dock are featured in every guest room at Inn at Perry Cabin. Decorated in crisp, bright colors and dark wood furnishings, the rooms also have an private bathroom. Guests can relax on the lounge chairs by the outdoor pool or use the fitness center where yoga classes are available. Guests can also stroll through the lush flower gardens and greenhouse at the Inn at Perry Cabin. Overlooking the water, Stars serves breakfast, lunch, and dinner. Enjoy a cocktail by the fireplace at Purser's Pub. Various shops and antique stores in St. Michael’s town center are within 10 minutes’ walk.
- "Beautiful views with amazing food" - "Top hotel you worh a detour." - "The stay was a needed getaway and was absolutely perfect." - "it was a very enjoyable weekend with family" - "Wonderful hotel experience" - "Relaxing, quick one night with a best friend." - "Perfect weather for a wonderful stay at this beautiful resort despite astronomical prices." - "Go at least once!" - "Beautiful getaway spot with top-notch service and amenities, and only minor blips in room conveniences."
Superb
58 reviews
Bed & breakfast with free breakfast, 9-minute walk to Chesapeake Bay Maritime Museum
This smoke-free bed & breakfast features coffee/tea in a common area, concierge services, and a library. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include express check-in, express check-out, and tour/ticket assistance.
Parsonage Inn offers 8 air-conditioned accommodations with DVD players and hair dryers. Each accommodation is individually furnished and decorated. Pillowtop beds feature Egyptian cotton sheets. Flat-screen televisions come with cable channels.
Bathrooms include showers. This St. Michaels bed & breakfast provides complimentary wireless Internet access. Additionally, rooms include irons/ironing boards and ceiling fans. Housekeeping is provided daily.
- "Excellent friendly CLEAN Saint Michael's has wonderful great dining & shopping but little else as a destination " - "The owners were great hosts" - "This was our first bed amd breakfast and it did not disappoint. A surprise trip for my wife definitely resulted in us planning our next trip there. The host were so welcoming and accommodating, not to mentioned the breakfast we had there was absolutely amazing. " - "Lovely innkeepers- baked treats in the evening and home cooked hot breakfast! Easy to walk and Close to shops. Dark cozy quiet rooms with comfortable pillows and bed. Forgot to pack our fan and were happily surprised there was one in our closet. "
Superb
130 reviews
Parsonage Inn Bed and Breakfast in Saint Michaels provides adults-only accommodations with pool with a view, free bikes, and a garden. A hot tub is available for guests. There's a sun terrace and guests can make use of free Wifi, free private parking, and an electric vehicle charging station. Some accommodations include a balcony and a cable flat-screen TV, DVD player, as well as air conditioning and heating. At the bed and breakfast, every unit includes a private bathroom. There is a coffee shop and lounge. Guests at the bed and breakfast will be able to enjoy activities in and around Saint Michaels, like cycling. The bed and breakfast has a picnic area where you can spend the day outdoors. Academy Of The Arts is 11 miles from Parsonage Inn Bed and Breakfast. Salisbury-Ocean City Wicomico Regional Airport is 63 miles away.
- "Wonderful and quaint inn experience in the heart of downtown Saint Michaels" - "We had a totally enjoyable stay with a delicious breakfast!" - "Very comfortable stay in pleasant surroundings. Walking distance to many eateries and shopping." - "Quite pleasant"
Fabulous
50 reviews
Victorian bed & breakfast with free breakfast and an outdoor pool
An outdoor pool, a library, and free newspapers are available at this smoke-free bed & breakfast. Free WiFi in public areas and free self parking are also provided. Additionally, tour/ticket assistance, a garden, and a picnic area are onsite.
George Brooks House B&B offers 6 accommodations with bathrobes and hair dryers. Beds feature premium bedding. Flat-screen televisions come with cable channels. This St. Michaels bed & breakfast provides complimentary wireless Internet access. Housekeeping is provided daily.
Recreational amenities at the bed & breakfast include an outdoor pool.
The recreational activities listed below are available either on site or nearby; fees may apply.
- "Everyone was lovely. The pool and its setting were special." - "Very nice property, cozy and clean rooms, excellent service." - "Gorgeous quaint historic house. Friendly owner, close to town " - "This is a true gem. The house and room were very warm, comfortable, and inviting. The staff were friendly, very helpful, and knowledgeable. Room was true to picture and description. Bed was very comfortable. Breakfast was delicious. Parking was easy and convenient. Would absolutely stay again."
Fabulous
64 reviews
Providing a bar, Waterfront St Michaels Vacation Rental with Fire Pit offers accommodations in Mount Pleasant. The air-conditioned accommodation is 12 miles from Academy of the Arts. With free Wifi, this 3-bedroom vacation home provides a cable flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are provided in the vacation home. The accommodation has a fireplace. The nearest airport is Salisbury-Ocean City Wicomico Regional Airport, 65 miles from the vacation home.
Guest Services • Bar • Sports/Activities • Pet Friendly • Pool • Fireplace/Heating • Hot Tub • Other • Parking • Wellness Facilities • Accessibility • Security/Safety
Good
1 reviews
Welcome to Swan Hollow, a charming 3-bedroom, 2-full bathroom, 2-half bathroom tranquil retreat nestled down a picturesque tree-lined drive that sets the stage for an unforgettable experience. As you arrive, you’ll be captivated by the stunning panoramic water views and the beautifully appointed accommodations that exude comfort and charm.
Surrounded by the vibrant wildlife and lush foliage characteristic of the Eastern Shore, this property invites you to unwind and reconnect with nature. Take a dip in the fabulous waterfront pool or relax in the inviting pool house, your perfect oasis for relaxation and fun.
Located minutes from the heart of town, you can easily take a leisurely stroll to explore the highly sought-after St. Michaels neighborhoods. Swan Hollow offers you everything you need to create cherished memories in a serene and stunning setting. Experience the magic of Swan Hollow today! Talbot County STR License STRN 24-54
PROPERTY FEATURES:
Waterfront: Broad Creek
Dock: 125 ft private dock with 8' MLW and 1,000 ft of shoreline.
Water Toys: 1 kayak and 2 paddle boards 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 60’ 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.
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 / Double - 1 / Single Beds - Twin Sized - 2 /
- "The house and grounds are lovely. We enjoyed the decor, the beds were very comfortable, and overall it's a wonderful property. "
Exceptional
2 reviews
Waterfront Retreat on Chesapeake Bay in St Michaels offers accommodations in Saint Michaels, 13 miles from Academy Of The Arts. There's a picnic area and guests can use free Wifi and free private parking. The air-conditioned vacation home consists of 2 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. Towels and bed linen are available in the vacation home. The accommodation is non-smoking. Guests at the vacation home will be able to enjoy activities in and around Saint Michaels, like cycling, fishing, and canoeing. If you'd like to discover the area, hiking is possible in the surrounding area. Salisbury-Ocean City Wicomico Regional Airport is 65 miles from the property.
Air Conditioner • Internet • Guest Services • Security/Safety • Barbecue/Outdoor Cooking • Other • Pet Friendly • Balcony/Terrace • Oceanfront • Ocean View • Parking • View
Discover unparalleled relaxation and tranquility at The Bateau Cabin, our beautifully designed waterfront retreat. Located in the charming town of Saint Michaels, Maryland, this serene cabin offers breathtaking views and modern amenities for an unforgettable stay.
Step inside our spacious cabin and be greeted by the warm, cozy atmosphere created by the wood paneling and natural light. Relax in front of the fireplace in the comfortable living room or take in the stunning vistas from the expansive windows. The fully equipped kitchen allows for home-cooked meals and the barbecue grill on the spacious deck is perfect for outdoor dining. Unwind in one of our meticulously decorated bedrooms, complete with plush linens and comfortable mattresses, ensuring a restful night's sleep. Take advantage of the jetted tub in the luxurious bathroom for a rejuvenating soak after a day of exploring the town. One of the highlights of The Bateau Cabin is its prime waterfront location. Spend your days kayaking or fishing on the Miles River or simply lounging on the private dock and watching the boats go by. In the evenings, gather around the fire pit and roast marshmallows under the starry sky. Whether you're seeking a peaceful escape or an adventure-filled vacation, The Bateau Cabin offers the perfect blend of luxury and nature. Book your stay now and experience the ultimate waterfront retreat in Saint Michaels.
The host is available for any guidance or assistance to ensure your stay is enjoyable.
Pets: One dog is allowed with prior approval from the host. Dogs must be leashed outdoors, and guests are responsible for cleaning up after their pet. A fee of $75 per visit applies. No other animals are permitted.
Parking: Two vehicles are permitted to park overnight.
Boat Docking: If arriving by boat, dock access is available with prior arrangement. Please coordinate with the host.
Laundry: Laundry facilities are available upon request, within reasonable limits. Please arrange with the host.
- "This is a wonderful modern small house right on the water near St. Michael's. It's a quick drive or nice bike ride to town and we even paddled to the town kayak dock in less than half an hour. The owners have done a great job updating this cabin. It's beautifully furnished and appointed, inside and out, and so close to the water you might feel like you're on a ship. We have rented dozens of homes in Talbot County over the years, and are vacation homeowners ourselves, so I can say with confidence that these owners have gone above and beyond to design a memorable experience for their guests. As a small family, we also appreciate the relative affordability of this cabin compared to many of the houses on the rental market that are bigger than what we need. If you don't mind sharing a bathroom, this house is plenty comfortable for a family of four, two couples, or four friends. We are already planning our return to Bateau Cabin."
Exceptional
1 reviews
Brand-New Pool! Waterfront Bozman Village Home offers accommodations in Bozman, 16 miles from Academy Of The Arts. Free Wifi is featured throughout the property and private parking is available on site. The vacation home has an outdoor pool and a hot tub. 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 hot tub and a hair dryer. Towels and bed linen are available in the vacation home. The property has an outdoor dining area. Salisbury-Ocean City Wicomico Regional Airport is 68 miles away.
Ocean View • Accessibility • Pet Friendly • Guest Services • Pool • Internet • Wellness Facilities • Other • View • Security/Safety • Sports/Activities • Oceanfront
Stunning and completely renovated 1940s bungalow in the heart of Saint Michaels! Located just steps from shopping, restaurants, historical sites, and the harbor. Amazing chef's kitchen, hardwood flooring throughout, two cozy bedrooms, fantastic living room/dining room combo, full size W/D, cable/internet, and more! Screened in front porch PLUS backyard with fire pit and gas grill for entertaining or just relaxing. Parking for two cars. Don't miss this gem!
- "Great cottage in St Michael’s. Close to shopping, restaurants and marina. Clean and comfortable." - "We love this little cottage, it is beautifully updated and maintained. It comes with everything you need for a weekend get away. Rosemary is so easy to work, and provides all the little "extras" you normally get at a hotel. Location is perfect and walkable. This was our second year renting and we will be back next year!" - "This is a charming old house that’s been nicely remodeled in the heart of St. Michael’s. Walking distance to everything in town, which is great! Rosemary was very quick to respond to messages and checkin instructions and her local recommendations were excellent. Be sure to try the Blue Crab for breakfast (about 200 yds from the house). The crab cake breakfast bagel is amazing! The soft shell crab sandwich at Corah’s Corner is the best I’ve ever had (and that’s saying something). Thanks for a great stay Rosemary!"
Exceptional
379 reviews
Offering a HOMEY rental on the gorgeous Chesapeake Bay - Leadenham Creek, Bozman, MD. The Gnome Home is nestled on 3 1/2 acres with 200 feet waterfront, there are exceptionally beautiful views & wildlife. A gorgeous sun room, with 3 walls of windows, overlooks the water. You may catch a view of our abundant wildlife & waterfowl - the bald eagles soaring, blue herons fishing along the shore, osprey flying &/or nesting on our platform to the right of the dock, native waterfowl, &/or deer passing through the property. If you are lucky, you might observe the river otters. Regardless of what you are seeking, you will find comfort, serenity & relaxation in our quiet home.
The home comfortably accommodates 10 guests - 5 bedrooms & 4 baths. There is a fully equipped kitchen, WiFi, cable television, DVD player, games, books, beautiful relaxing deck, chairs by the water, kayaks, etc. Our dock has mooring for a boat, a new float, crab traps, & fishing (no fishing poles provided)! We are within a 10 minute drive from Neavitt's boat launch & about a 30 minute boat ride to our dock.
We are very close, within 10 minutes or so to St. Michael's, a quaint beautiful town rich in American history, a variety of shopping & some magnificent restaurants. Easton, MD is about 20-30 away for more activities, shopping, etc.
Talbot County Short-term Rental License # ST-736-HAS-2018
- "This is our 2nd year at this home and we plan to book again for next year. Plenty of room for extended family. Great location. Nice dock on the creek with kayaks, canoe and life preservers. Good restaurants in town as well as community pool (Jellyfish prevent swimming off the dock). Luann very responsive and a pleasure to work with." - "This was our 2nd year staying at the Gnome Home! The house is lovely and we had a fantastic time. Our family ranged in age from 83-4 and everyone enjoyed themselves, either watching the beautiful views, reading on the large deck, catching crabs (enough to steam) and fish off the pier, kayaking and canoeing, just being with each other in a beautiful setting. LuAnn answered any questions we had promptly and was a joy to work with. We'll be back next year for a 3rd year!"
Exceptional
95 reviews
BAYDREAM BELIEVER
This home is a waterfront wonderland with plenty to do, from tubing and boating to fishing and crabbing directly from the dock. Relax by the pool or in the hot tub,and bring your favorite book to read under the trees or as you swing in the hammock. Evening activities like stargazing and sunset watching are memorable as a clear night will reveal the Milky Way Galaxy directly above.
Three night minimum Labor Day Weekend to Memorial Day Weekend.
Seven night minimum Memorial Day Weekend to Labor Day Weekend (inquire for less nights and will accomodate if available)
- "This home is just perfection. Sunroom screened in porch was the best. We sat out there every night. It was magic. The property is fabulously Kaye’s out views of the water from every room! Very spacious, we just LOVED this place!" - "Our 5th year at this lovely home. A relaxing place with 5 years of memories for our family. We always have a great time." - "We had the best time staying at this property. The house has the best stocked kitchen of any rental property I've stayed in. The AC worked great, the beds were very comfortable and the house was spotlessly clean. It's an excellent location (close to St. Michaels and Easton) but very private. We were able to catch a few crabs off our dock with the crab pots provided! The whole property is gorgeous- the pool, landscaping, dock and screened in porch. The owner was very responsive (even on a Sunday) when we had a tiny issue with the alarm system on one of the doors. Overall an amazing stay and we will absolutely be back! Thank you!"
Exceptional
87 reviews
The historic house which was restored from 2016-2020, is conveniently located on a quiet street near the Blue Crab coffee shop and the Town Library.
The first floor has a front parlor and dining room in the front/historic section, and a large kitchen family room in the rear. There is a half bath on the first floor.
On the second floor is the master bedroom with a queen bed, a second bedroom with a queen bed, and a third room with 2 twin beds. Off of the second floor hallway is a full bathroom.
The comprehensive house restoration included the installation of all new electric, all new plumbing, and all new central HVAC.
Due to historic ceiling and door frame heights, house is not recommended for families with individuals over 6' 1'' tall. Further, house is not recommended for children from crawling age to age 5.
Popular local outdoor activities include fishing, kayaking, paddle boarding, biking or simply relaxing. This is a wonderful property centrally located in St Michaels. Great restaurants and shops within blocks of the house!
- "Fabulous condition, clean and so convenient! Comfortable beds and nice bathroom. Would stay again!" - "Tom was a great host. House was located in heart of St Michaels. We parked the car when we checked in and didn’t move it until we left. Close to shops, restaurants, etc…." - "Such a great spot in the heart of St. Michael’s. The house has a lot of charm but updated amenities. It’s perfect for a weekend getaway. Greatly enjoyed our stay and would stay again!"
Exceptional
84 reviews
STRN-23-22
BOOK WITH US AND RECEIVE A FREE BUSCHEL OF CRABS!
Come enjoy the quaintness of Claiborne, MD, just 5 minutes from historic St. Michaels, on the beautiful Eastern Shore of MD. Slow your pace and enjoy a leisurely bike ride into town or stroll the public beach for sea glass, unusual shells or driftwood. Lounge poolside (May-October) with a good book or enjoy the ever-present cool breezes from the porches. Or, just do nothing at all.....
You won't believe the views from the 2600 sqft. home with a double-decker waterside porches of this lovely 2BR/3.5 BA home. Every bedroom runs to the outdoor porch. Claiborne boasts some of the most beautiful sunsets you've ever seen over Eastern Bay!
If you're looking for a a quaint get-away spot with plenty to do -- or not!! -- Endless Sunsets is the place to spend your vacation days.
We'd be honored to have you and you'll be glad you decided to visit. We hope you have a pleasant stay and welcome you to return again with friends and family..
Once you decide to book this property the 4% Talbot County room tax fee will be added to your bill. This will show as a property fee on your statement and only the daily rate will be taxed.
LICENSE # ST-482-LED
2 BEDROOMS
3.5 BATHS
Disclosure: per county regulations there is a standard lease agreement that will be sent following the acceptance of your booking.
INQUIRE TO BOOK OUR CHEF AND/OR CONCIERGE SERVICES AND REALLY HAVE A VACATION!
- "Our stay was amazing! Everything was clean, neat and tidy! We cannot wait until we return." - "A+" - "Perfect getaway house on the bay. Great spot to launch a small trimaran and great sailing." - "Loved every part of our stay. Was just what we needed to wrap up summer." - "Beautiful location on the water, relatively isolated but close enough to great restaurants and activities. Host made excellent accommodations for us including providing two brand-new kayaks within a day of our arrival. Lots of room to spread out and allow everyone to find their own quiet nook."
Exceptional
79 reviews
TREMEZZO STAY - SPENCER CREEK CABIN
Our properties are owned, managed, and hosted by us. We deliver personally hosted luxury rental experiences in St. Michaels, MD.
If you do not see availability for your dates or are looking to sleep 12 please visit our 2 additional exclusive listings!!
Punch Point:
https://www.vrbo.com/3887202?dateless=true
Chesapeake Mansion:
https://www.vrbo.com/2207416?unitld=2771970
Ranch at Royal Oak:
https://www.vrbo.com/2697100?unitId=3267863
This is the house that started our love affair with St. Michaels. Spencer Creek Cabin is so special in all of the most meaningful ways. This spacious 6 acre property places you in the perfect location for a classic St. Michaels getaway. Here you will enjoy all the town has to offer, anchored in a private setting where you can focus on those you're with. Rise Up Coffee, Graul's Market, and Chesapeake Seafood are just across the street and historic downtown St, Michaels is barely a mile away. Stay here and you'll be back!
Talbot County License Number: ST-251-LYT
- "Marissa was a gracious host who ensured a perfect stay for our family with 2 children, 3 grandparents, my wife, and me. Each one of us had an amazing time— eating crabs on the deck, family meals in the spacious dining room, basketball games, throwing a football, fishing, kayaking, pool, air hockey, birdwatching, s’mores, exploring St Michael’s,…. There were endless activities for everyone. Wish we had booked a longer stay. Thank you, Marissa!"
Exceptional
67 reviews
The Dollhouse is a fully updated two story centrally located 1870s historic house with 2 bedrooms and 1.5 baths. The house was completely restored during 2016-2020. The house has a front porch as well as screened rear porch. There are TVs in living room (55") and master bedroom. Popular local outdoor activities include fishing, kayaking, paddle boarding, biking or simply relaxing. This is a wonderful property centrally located in St Michaels. Great restaurants and shops within blocks of the house!
- "Great location and very comfy B&B" - "Lovely little house - cant beat the location - spotless - loved the powder room under the stairs! One suggestion - can maybe get a better mattress for the main bedroom! 😅" - "Very enjoyable stay. Nicely updated kitchen with new washer and dryer. Wifi excellent. Built in 1900 and furnished with antique pieces. Nice screened porch is a good place to leave your bikes. Close to Maritime Museum and restaurants."
Exceptional
56 reviews
Summary:
Welcome to Flat 207, your private retreat in the heart of beautiful St. Michaels. Located just steps from the harbor, shops, and award-winning restaurants, this bright and modern flat offers both comfort and convenience. Whether you’re here for a romantic getaway, a wedding weekend, or a peaceful escape on the Eastern Shore, you’ll love coming home to this stylish space.
The Space:
This second-floor flat is the only unit on the property, offering peace, privacy, and plenty of natural light. The open-concept living area features comfortable seating, a cozy fireplace, and modern décor. The fully stocked kitchen makes it easy to prepare meals or enjoy a glass of wine before heading out to dinner in town. The spacious bedroom includes a king bed with premium bedding, while the sleek bathroom features a marble walk-in shower.
What you'll love:
- Prime location — walk to downtown St. Michaels dining, shopping, and waterfront
- King bedroom with high-quality linens for restful nights
- Spa-like marble shower & modern bathroom
- Gas fireplace for cozy evenings
- Fully equipped kitchen with coffee & wine bar
- Pull-out sofa to accommodate additional guests
- Pet-friendly (dogs only, $200 fee per pet)
- Private parking included
Whether you’re here for a romantic weekend, a friends’ getaway, or a small family escape, Flat 207 is your perfect home base. From kayaking and wine tasting to simply soaking in small-town charm, Saint Michaels will have you coming back year after year.
Curated by Flaneur, this experience is designed in the spirit of slow travel — where comfort is intentional, beauty surrounds you, and every moment is yours to truly savor. Your peace and privacy are our priorities, but we're always here to enhance your experience. From insider tips on local gems to ensuring every comfort, consider Flaneur as your hosts.
Guest Access:
This property features keyless entry for your convenience. Check-in instructions are sent 72 hours prior to arrival. To receive these instructions, guests must sign the county-required lease agreement provided at booking confirmation.
The Neighborhood:
You’re truly in the center of it all—quaint boutiques, delicious seafood spots, harbor strolls, and live music venues are just steps away. St. Michaels’ rich history and vibrant culture are yours to explore.
Getting Around:
Walk everywhere in town, or rent a bike for a scenic ride. Free private parking makes exploring the Eastern Shore a breeze.
Other Things to Note:
Dogs are welcome with a $200 fee per dog, though we are unable to accommodate cats. The flat is located on the second floor and is the only private unit on the property, offering a quiet and exclusive experience. For your convenience, we provide a starter set of toilet paper and paper towels to get you settled in, but we recommend bringing additional supplies for longer stays. Please note that personal sundries such as toiletries and pantry items are not provided at this location.
- "We stayed at Flat 207 for three nights in August (Thurs. - Sun.). The property is seemingly brand new and beautiful styled. The pictures posted here very accurately portray the rental. The location in town is ideal. We were able to walk everywhere in town in 15 minutes or less. And even being right in the middle of everything, it was very, very quiet (which also says a lot about St. Michaels). We also took advantage of the option of renting Wheelie Good Bikes. It was nice to wake up our first morning there and be able to hop right on the bikes for a casual ride. I really enjoyed our weekend in St. Michaels and would recommend Flat 207 to others. It is a great spot for a couple and would work well for a small, young family, too. The living space and kitchen is very open and spacious."
Exceptional
53 reviews
Open floor plan home with ample views of the Leadenham Creek. Salt water swimming pool overlooks 220 feet of shoreline and the screened porch and flagstone deck provide the perfect location to view morning sunrises. The 3 acre property is partially wooded with a large grass lawn waterside for croquet or other lawn games or to wander across to the dock with a bench, floating dock and fish light. There is a stone fire pit by the water and a fire table on the screened porch. Please Note: Swimming pool opens in mid-May (weather permitting) and closes after labor day.
House kitchen is well equipped with Mr. Coffee drip Coffee pot and coffee bean grinder; crock pot; blender, ample dishes and cooking pots.
Mudd room with outside entrance to fenced yard, washer and dryer and 2nd refrigerator/freezer.
Outside grill with side burner for steaming crabs; linens and sheets are provided; high speed internet, smart TV with ROKU and land line phone available. Fenced yard with outside kennel for dogs which will be considered on a case by case basis.
Please note there is a 3 night minimum per County ordinance.
- "We had an amazing time at this beautiful property with lovely views, and a great pool. It is very pet friendly." - "It was beautiful. The house was very nice and the pool and views were fantastic." - "We stayed this past June for a week and it was a fantastic house for my family of 7 adults, 1 infant and my parents dog. The space was great with plenty of room to spread out. The beds were comfortable, and plenty of bath towels for our group. The pool and backyard are beautiful. Our first couple days were perfect pool days, but even though it rained the rest of the week, the view from the house of the creek never got old. We were just 10-15mins from anything we wanted to do in St Michael’s. Susan was great to work with, promptly answering any questions we had ahead of time and while there. Would recommend this house to anyone looking to visit the St Michael’s area!"
Exceptional
50 reviews
Charming Waterfront Cottage in St Michaels
Begin your day at Riverview Retreat with a beautiful sunrise and be amazed with a stunning sky at sunset. As soon as you enter this charming cottage you are greeted with wide open vistas of the Miles River from the foyer, living room, sun room, kitchen and dining room. Freshly painted and appointed with modern and comfortable furnishings, bedding and a well-stocked gourmet kitchen, this three-bedroom two and a half bath home is sure to please. Located close (75ft) to the water's edge, where you can fish or crab from the private dock. Crab cages are available for your use as well as 2 kayaks, 2 paddle boards, cornhole boards, and 2 adult bikes to mosey into St. Michaels for ice cream or a little shopping. Or simply relax in the Adirondacks and enjoy the sailboat races and wildlife that frequent, including osprey, turtles, rays and even the occasional pod of dolphin that make their way up the Miles River. St Michaels is a 15-minute walk or less than 5 minutes by bike with all the conveniences, including shopping, restaurants, wineries, the Chesapeake Bay Marine Museum and more!
Talbot County STR License #ST-910-
Property Notes & Information
Waterfront: Miles River
Dock Information: Private pier with 3 ft MLW
2 kayaks, 2 paddleboards, 2 bikes, no life vests
Cornhole Boards
WiFi: Please note that the rural nature of the area limits the data access and some properties can experience slow speeds, or access limited to e-mail and web browsing and not streaming
Grill: Propane grill. Propane is provided.
Pet Policy: Pets Not Permitted
Features:
Ping Pong Table
Outdoor Dining
Large Yard
Please Note:
All ESVR properties include bed and bath linens, beds made prior to your arrival, and a starter supply of toilet paper, bathroom soap, paper towels, and dishwater detergent. Please be sure to add these items to your grocery list for the duration of your stay.
Our properties do not allow group rentals to guests under the age of 25. Therefore, online bookings for group rentals will not be honored.
Weddings and special events of any kind are not permitted at our vacation rental properties due to local zoning ordinances and our homeowner agreements.
Every effort has been made to ensure the accuracy of the images, descriptions, and amenities shown above. Although they are deemed reliable, they cannot be guaranteed.
Talbot County STR License #ST-910-SIK
- "What a fun, peaceful and magical week on the water at this special property. It is not an exaggeration to say the house was perfect - much more spacious than we expected, beautifully decorated, very comfortable, and it had all of the kitchen amenities you could imagine. The sun porch was a gem, perfect for gathering during the afternoon storms and also an ideal quiet spot for work calls We enjoyed the bikes, kayaks and SUPs daily and spent every evening on the lawn or dock. It was hard to leave and we can't wait to come back!"
Exceptional
35 reviews
YOUR CHESAPEAKE DREAM GETAWAY-SPECIAL NIGHTLY RATE OF $950 FOR BOOKINGS MAY 26-30,JULY 16-19 and JULY 27-8/2
Fantastically Located: Just 1 mile from historic St. Michaels, offering the perfect blend of seclusion and convenience.
Unique Transportation Options:
• Harbor Shuttle available from private dock, avail for Sunset Cruises too
• Easy walk, run, or bike to town (only 1.1 miles)
• Close to Chesapeake Bay Maritime Museum
• Nearby ice cream shops, restaurants, and local attractions
Property Highlights
Outdoor Oasis
• Private, heavily wooded location on a secluded lane
• Expansive deck overlooking Long Haul Creek
• 19 foot temperature-controlled swim spa 5 feet deep
• 2-speed current for swimming
• Jetted seats
• Multi-colored lights
• Fountain spouts
Waterfront Amenities
• Private deep-water dock (30 & 50 amp power, water)
• Face-dock with 6’+ depth
• Boat-friendly slip
• Crabbing paradise (Crab pots provided!)
• Waterside firepit with complimentary wood
• Magnificent sunset views
• Views of Miles River Yacht Club
Recreational Equipment (All Included!)
• 5 Kayaks with life jackets
• 4 Bikes
• Outdoor pergola with dining table (seats 8)
• Weber barbecue
Interior Comfort
Living Spaces
• Natural light throughout
• Coastal-style interior
• Water views from almost every room
• Comfortable living room with expansive seating
• Game and TV areas
Gourmet Kitchen
• Open-plan design
• Double features:
• 2 sinks
• 2 dishwashers
• Double oven
• Cooking options: Gas and induction
• Fully equipped with:
• Blender
• Juicer
• Kitchen Aid mixer
• Coffee grinder
• Keurig machine
• Extensive spice collection
Bedrooms
First Floor Master Suite
• King-size 4-poster bed (new mattress)
• Direct deck access
• Gas fireplace (winter months)
• Wall-mounted TV
• Marble bathroom with:
• His and her vanities
• Bidet
• Glass shower
• Jetted soaking tub
Second Floor Master Suite
• Queen-size bed
• Water views
• Smart TV
• Connected skylit office/art studio
• French doors
Additional Bedrooms
• Third bedroom: Queen-size, peach-colored
• Fourth bedroom: Two double beds, blue-colored
• Newly renovated connecting bathroom
Extras
• Quality linens and towels provided
• Large swim spa towels
• Life vests available
• Pet-friendly (pending breed/size approval)
• No cats allowed
House Philosophy
This isn’t just a rental—it’s a beloved home carefully shared to help others experience the amazing Chesapeake Bay lifestyle. Guests are asked to treat the property with the same respect they would their own home.
Booking Details
• 7-night minimum stay in July and August preferred
• Flexibility considered when scheduling permits
• Additional reviews available on VRBO
- "Our group included two grandparents, two parents and two children, 9 & 11. The children were in sailing camp during the weekdays, but came home and really enjoyed the swim spa, as did the other family members. Kayaking and biking were the other activities that kept us thoroughly entertained. There were three kayaks for use by guests and four bicycles. The house is extremely well equipped, comfortable and in a great location in St. Michaels. We had a very nice two-week stay."
Exceptional
34 reviews
Note: The prices for each Lodging in St-Michaels do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.
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