Explore Stunning Cottages in Cape Charles, VA

Oyster Cottage in Historic Fishing Village cottage
House
Cape Charles, VA, USA

The vacation home features free Wifi and free private parking. The air-conditioned vacation home is composed of 2 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 1 bathroom. Towels and bed linen are available in the vacation home. For added privacy, the accommodation features a private entrance. Guests at Oyster Cottage in Historic Fishing Village cottage will be able to enjoy activities in and around Cape Charles, like cycling. Norfolk International Airport is 37 miles from the property.

Amenities:

Security/Safety • Internet • Other • Fireplace/Heating • Sports/Activities • Guest Services • Barbecue/Outdoor Cooking • Child Friendly • Air Conditioner • Parking

Cute Cottage Awaits You! First Floor Primary Bedroom
Cottage
Cape Charles, Virginia, USA

The cutest cottage awaits you in the newest community in Cape Charles! This home features 3 bedrooms 2.5 bathrooms with first floor primary bedroom suite. This is an open concept living room, dining area and fully equipped kitchen. The second level includes a surprise second living area. This is perfect for familes with children who can have their own space (the kids will love the foosball table), or an area to unwind, read a book and enjoy some down time. There are 2 additiional bedrooms and the couch in the upstairs living area is a pull out sofa. The full upstairs bath has a double sink and a bathtub. An added bonus is the large outdoor shower to rinse off after a day on the beach. The driveway accommodates multiple cars and recreational vehicles.
Downtown Cape Charles is 2 short miles and offers a beautiful town beach, a free fishing pier, 2 marina's, loads of shopping, restaurants, theater, bakeries, ice cream shops, bait & tackle , Saturday concerts in the park, a childrens playground and so much more.
The location is prime to take day trips to Virginia Beach, Williamsburg, Busch Gardens or drive north to Chincoteague to the ocean and see the beautiful wild horses in their natural habitat.
Enjoy your stay, spend time, and reconnect with family and friends. Finally, at the end of the day, experience our amazing sunsets. It's a time you'll remember and an experience you'll want to repeat.

Amenities:

Bedding/Linens • Entertainment • View • Ocean View • Other • Wellness Facilities • Internet • Oceanfront • Kitchen • Parking • Laundry • Security/Safety

Capeville Cottage - modern comfort close to Cape Charles!
House
27327 Seaside Road, Cape Charles, VA, 23310, USA

Capeville Cottage - modern comfort close to Cape Charles! offers accommodations in Cape Charles, 31 miles from Norfolk Botanical Garden. Both free Wifi and parking on-site are accessible at the vacation home free of charge. The vacation home is composed of 3 bedrooms, a fully equipped kitchen, and 2 bathrooms. The accommodation is non-smoking. Norfolk International Airport is 29 miles from the property.

Amenities:

Fireplace/Heating • Other • Security/Safety • Sports/Activities • Parking • Air Conditioner • Internet • Child Friendly

Kiptopeke Drive Cozy Cottage Right Up The Road From Kiptopeke State Park.
Cottage
Cape Charles, Virginia, USA

2 bedroom , 1 bathroom remodeled and conveniently located to Cape Charles Historic District and Kiptopeke State Park. Short walk to Kiptopeke State Park which offers a beach area, fishing pier, boat ramp, kayak rentals, playground and walking for the whole family. Home includes large covered deck, washer and dryer, microwave,stove, toaster oven and Refrigerator. Also Heat and air. One bedroom has queen bed, 2nd bedroom has full size bed and 2 twin bunk beds. 2 cat napper electric reclining sofas. One electric recliner ( for renters with pets please add a cover on furniture for pets that shed).

Guest Reviews:

- "Great little cottage, like new inside, about one minute to Kiptopeke State Park. Close to Cape Charles for excellent restaurants." - "It was wonderful. We definitely book it again. The owner is very accommodating and easy to deal with. Thank you!!!" - "Great location walking distance to state park. Nicely decorated, higher end finishes and furnishings. Very convenient to have washer and dryer on site." - "We loved the house, but really enjoyed sitting on the porch. Thank you for being pet friendly!"

Coral Cottage by the Bay - It's Last Season
Cottage
Cape Charles, Virginia, USA

This will be the last season that my home will be a weekly rental, it has always been my second home and now it is my only home. Thank you to so many that are returning guests year after year. My best always..

Charming Victorian Cottage is ready for your FUN FILLED or TOTALLY RELAXING get--a-way. The cottage has a fresh coat of paint (both inside and out) and a yard that invites one to slow down and relax to enjoy something blooming from frost to frost. The furnishings are a mix of family heirlooms (the dining table was my great grandmothers) and new furniture. Enjoy coffee (or cocktails) on the front porch (or back porch if you prefer). We are a friendly front porch community so don't be surprised to be greeted by folks as neighbors or vacationers pass by on their way to shops and restaurants on Mason Ave (Main Street only a block away), Central Park and the children's playground (only a half block away) or the beach (three blocks away). Rent a golf cart locally or take your car to the Harbor (2 blocks), Marina (5 blocks) or the Bay Creek Golf Courses - one designed by Arnold Palmer and the other Jack Nicklas. There is an in-house book lending library, plenty of games and WiFi.

Guest Reviews:

- "This property is superbly situated within a block of town center and just a few blocks from the beach and has two porches to enjoy the outdoors. The back yard reminds us of a English garden. While we were there several people came asked to see the "garden" The only problem was the gas grill. The owner put in a new can of propane but it would get get above 250 degrees. Luckily we had a charcoal grill. Overall it was a very good experience."

Beautifully Renovated Cottage
Cottage
Cape Charles, Virginia, USA

From the front porch to the back deck, this beautifully renovated vacation home says WELCOME. WhimSea is a quirky little house full of surprises. Enter the open concept living room, dining area and kitchen with access to the beautifully maintained backyard and deck. A convenient, first-floor half bath resembles an outhouse turned fish shack, complete with antique sink and slate shingle roof. Walk up to the second level to two large master bedrooms, each with a queen size bed and en suite bath. One features a luxurious soaking tub, shower and bidet. The other boasts a large shower, designed for two. A convenient second floor laundry is available. The living room has a queen pull out sofa for additional sleeping.
If you must bring your work with you, this home offers a work station and monitor.
Features like reclaimed doors, repurposed hardwood, antiques, stained glass, light-hearted garden accents, mermaids and season-long blooms make this a truly special place for couples, friends and small families.
Cape Charles has a beautiful Chesapeake Bay beach and fishing pier (no need for a fishing license, the town pays for it).
Rent a golf cart while you're here and explore the town with wonderful shopping , great restaurants, marinas, ice cream, candy shops, library and pharmacy. The best part are the amazing sunsets most nights.
Cape Charles is poised for great day trips to Virginia Beach, the Aquarium, Williamsburg and Busch Gardens across the impressive Chesapeake Bay Bridge Tunnel. Travel north to Chincoteague to see the wild ponies and spend an afternoon on the Atlantic Ocean.

Bed linens and bath towels are provided, along with a starter pack of essentials including toilet paper, paper towels, dish soap, and laundry detergent to help you settle in comfortably.

Guest Reviews:

- "We absolutely loved the house. It was perfect for our small family. Very clean and prime location! Will definitely stay again next year!" - "This property was absolutely wonderful. From the second we walked in it felt like a home away from home. Each item seemed to be chosen to make the property comfortable - the throw blankets in the living room, the well-stocked kitchen, the extra beach essentials in the backyard - we didn't have to worry about a thing! It was one of the most thoughtfully prepared rental places I have ever encountered! I highly recommend the property and would love to return soon."

NEW! Oyster Cottage in Historic Fishing Village
Cottage
Cape Charles, Virginia, USA

Discover the quiet beauty of Virginia’s Eastern Shore at Oyster Cottage, a

cozy seaside retreat tucked away in the quaint village of Oyster. Located just

minutes from Cape Charles, this charming cottage offers the perfect balance of

relaxation, nature, and heritage in one of the Eastern Shore's best-kept

secrets.

Step inside to a bright and welcoming space with coastal touches, comfortable

furnishings, and all the essentials you need for a stress-free stay. Whether

you're sipping coffee on the front porch or cooking up your fresh catch in the

fully equipped kitchen, Oyster Cottage invites you to slow down and savor the

moment.

The real magic happens outdoors—breathe in the salty air as you explore the

tidal creeks and marshes just a short stroll away, cast a line off the public

dock, or launch your kayak for an unforgettable paddle. Birders and nature

lovers will be captivated by the nearby barrier islands and migratory bird

sanctuaries that make this region so special.

After a day of adventure, unwind in the quiet, star-filled evenings or take a

quick drive to Cape Charles for dining, boutique shopping, or a sunset stroll

along the beach.

Whether you're here for fishing, kayaking, or simply escaping the noise,

Oyster Cottage offers a peaceful retreat in a timeless coastal setting.

Inadvance, call Tidewater Boat Charters (443) 553-0277, and reserve a boat

tour of the barrier islands, a sunset tour, or dolphin cruises.

**Pets allowed on request ONLY for an extra charge of USD 20 per pet, per

night. The maximum number of pets is 2.

Horseshoes and cornhole equipment are available**

* No smoking inside the property. However smoking is allowed on porches.

* No cleaning fish inside the house. Fish cleaning station is outside by the pump house/light house.

* Renter assumes risk associatied with use of loft including the ladder and stairs or staircase.

* A $50 key loss charge and $100 fee for door lock replacement.

Boats of all kinds are allowed on the property . Hose and a fish cleaning

station is provided

This cottage doesn't provide enough space for 6 full size adults. 4 adults

and 2 children works great.

Amenities:

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

Bungalow w/Large Yard: 8 Mi to Cape Charles Beach
Cottage
Cape Charles, Virginia, USA

Hot Tub Soaks | Barbecue Feasts w/ Gas Grill | Board Game Nights | ‘Whitney Bungalow'

Nestled in the heart of Cape Charles, with easy access to beaches, shops, and restaurants, this 1-bedroom, 1-bath vacation rental is the perfect launchpad for your Chesapeake Bay getaway! Sip your morning brew on the furnished patio. Then, stroll through the quaint downtown or spend an afternoon at Kiptopeke State Park. As evening falls, settle into the hammock or gather around the fire for s’mores!

-- THE PROPERTY --

SLEEPING ARRANGEMENTS
- Bedroom: 1 king bed
- Living Room: 1 twin daybed
- Additional Sleeping: 1 full air mattress, 1 portable crib

INDOOR LIVING
- 2 Smart TVs
- Dining table
- Board games

OUTDOOR LIVING
- Furnished patio, hot tub
- Gas grill (bring your own propane)
- Spacious yard w/ hammocks
- Fire pit, starter pack of wood
- 2 beach chairs

KITCHEN
- Refrigerator, stove/oven, dishwasher, microwave
- Cooking basics
- Keurig coffee maker (bring your own coffee)

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

ACCESSIBILITY
- Single-story cottage, 2 steps required to enter

PARKING
- Driveway (2 vehicles)
- RV/trailer parking allowed on-site

ADDT’L ACCOMMODATIONS
- An additional property is available in the main house with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to booking

-- THE LOCATION --

- On-site access to Brockenberry Bay
- 8 miles to Cape Charles Historic District & beaches
- 9 miles to Bay Creek Resort & Golf Club
- 12 miles to Kiptopeke State Park
- 46 miles to Virginia Beach
- 41 miles to Norfolk 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
- No pets allowed
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in

ADDITIONAL INFORMATION
- This single-story property requires 2 steps to enter
- The property sleeps 3 guests in 2 beds, with room for 4 total by using the full air mattress

Guest Reviews:

- "We had some difficulty with the lock to enter but the owner walked us through it. We also had some difficulty with the sound on the tv in the living area and got locked out of the one in the bedroom. Otherwise the stay was great and we were well pleased with the property." - "We loved our entire stay at this sweet cottage!We were greeted with a jaw-dropping allée of blooming Crepe Myrtles that eventually lead to the historic main property. The cottage sits nestled among them to the left and is nicely situated for a lovely, secluded hideaway. Every room is a visual treat with thoughtful decor and it really set the tone for relaxation. For the majority of our visit, we played a very chill version of musical chairs and just moseyed from one relaxing spot to another. It was heavenly. The nearby amenities like parks, gardens, and, of course, beaches were amazing to visit. Scooting to Cape Charles proper was a short drive with delicious restaurants and shops full of gifts for friends back home. It was fantastic that there were so many relaxing, enjoyable things to do right close by, but retreating to this dreamland was just what we needed after a busy school year.It was perfect mix of entertainment and seclusion for some much needed rest. We enjoyed every moment!Thank you! 💖"

Tastefully Renovated Cottage 2.5 Blocks to the Beach
Cottage
Cape Charles, Va, USA

This property is conveniently located 2.5 blocks to the beach. and 1.5 blocks to the Town Park. DOG FRIENDLY (Up to 50lbs). Close enough to come back for lunch! Offering all ONE FLOOR LIVING SPACE including 3 bedrooms, 1 full bath, a comfortable living room and oversized modern eat in kitchen with a table extension to easily seat 6. Sleeping 6 comfortably, this home has been completely renovated for your enjoyment. Pull up on the side of the home to charge your rented golf cart! Rinse off after the beach in the outside shower with hot and cold running water. Don't miss our amazing sunsets and to end the evening, a firepit is perfect for roasting marshmallows and smores!
This is a true family vacation that will bring you back again and again.
Quote includes pet fee, please contact for reduced rate if no pet will be staying.

Guest Reviews:

- "We loved our visit to this cottage in cape Charles. It was a great fit for my family of 5 with plenty of space and yard. Loved being so close to the beach and downtown on a quiet street." - "Great place to stay! Comfortable, safe and clean. Beachy vibes and cozy. First time vacationing at cape Charles and this was a last minute trip. We felt so lucky to find this gem! We’ll definitely be back!" - "Cape Charles is a great bay beach town for a peaceful getaway. This house matched the vibe perfectly. The location was great and very close to the water and Central Park. We rented a golf cart just to maximize our time at the beach. The layout of the house is very simple/logical. Endless hot water and great pressure in indoor and outdoor showers. Games and toys for the kids was a huge plus. Beds were comfortable. Really enjoyed our stay."

New! Oyster Cottage In Historic Fishing Village
Cottage
Cape Charles

Discover the quiet beauty of Virginia’s Eastern Shore at Oyster Cottage, a cozy seaside retreat tucked away in the quaint village of Oyster. Located just minutes from Cape Charles, this charming cottage offers the perfect balance of relaxation, nature, and heritage in one of the Eastern Shore's best-kept secrets.

Step inside to a bright and welcoming space with coastal touches, comfortable furnishings, and all the essentials you need for a stress-free stay.

The space
Whether you're sipping coffee on the front porch or cooking up your fresh catch in the fully equipped kitchen, Oyster Cottage invites you to slow down and savor the moment.

The real magic happens outdoors—breathe in the salty air as you explore the tidal creeks and marshes just a short stroll away, cast a line off the public dock, or launch your kayak for an unforgettable paddle. Birders and nature lovers will be captivated by the nearby barrier islands and migratory bird sanctuaries that make this region so special.

After a day of adventure, unwind in the quiet, star-filled evenings or take a quick drive to Cape Charles for dining, boutique shopping, or a sunset stroll along the beach.

Whether you're here for fishing, kayaking, or simply escaping the noise, Oyster Cottage offers a peaceful retreat in a timeless coastal setting.  Inadvance, call Tidewater Boat Charters , and reserve a boat tour of the barrier islands, a sunset tour, or dolphin cruises.

Pets allowed on request ONLY for an extra charge of USD 20 per pet, per night. The maximum number of pets is 2. 
Horseshoes and cornhole equipment are available

* No smoking inside the property. However smoking is allowed on porches.
* No cleaning fish inside the house. Fish cleaning station is outside by the pump house/light house. 
* Renter assumes risk associatied with use of loft including the ladder and stairs or staircase.
* A $50 key loss charge and $100 fee for door lock replacement.

Boats of all kinds are allowed on the property .  Hose and a fish cleaning station is provided

This cottage doesn't provide enough space for 6 full size adults.   4 adults and 2 children  works great.

Amenities:

Bed linens • Dryer • TV • Hair dryer • Hot water • Iron • Bathtub • Books and reading material • Essentials • Washer

Sea Salt Cottage: Tranquil Getaway 5 min to beach
Cottage
Eastern Shore of Virginia

Escape to the Eastern shore! Sea Salt Cottage is your quiet, off-the-beaten path getaway in charming Cape Charles.
-Peaceful, rural feel with a 5 min drive to beach, quaint shops & restaurants.
-Dog & kid friendly w/ large yard to park boats, RV's, etc.
-Hammock, tree swing, outdoor dining, fire pit, romantic sunsets.
-2 min to groceries, 10 min to Kiptopeake State Park, 70 min to Chincoteague Island

The space
If you like the idea of a quiet, restful getaway just off the beaten path, Sea Salt Cottage is your calm haven. No crowds. No tight quarters.

This 2 bedroom 2 bathroom stand-alone home has enough yard for your kids and pets to play plus room to park your boat. Around the corner from groceries and only a short 3 min drive to all Cape Charles offers... charming shops, restaurants, the beach, etc. Perfect for couples, families, fishing trips, friends' getaways, special occasions, etc.

You can view this listing later by clicking the heart in the top right corner.

***Here's what you can expect at Sea Salt Cottage:

LIVING ROOM
-couch/sleeper sofa & chairs
-Samsung TV Plus with cable
-books & games
-live edge step into dining room

DINING ROOM
-table & chairs for 6
-hutch w/ games
-oversized reading chair that converts into a twin sleeper!

KITCHEN
-Keurig Duo (regular coffee maker + Keurig)
-dishwasher, sink, microwave, oven/stove
-bistro table for 2
-pots/pans, dishes, glasses, etc. (everything needed for cooking meals!)

BEDROOM #1
-king bed
-desk
-dresser
-closet
-en suite bathroom

PRIMARY BATH: (also hall bath)
-sink, toilet
-spacious 2-way shower system w/ handheld attachment & rain showerhead

BEDROOM #2
-queen bed + twin bed
-swinging smart TV
-closet system
-en suite bathroom with shower/tub combo

BACK DECK: table & chairs

FRONT PORCH
-rocking chairs & bench

YARD
-spacious side & back yard
-hammock
-tree swing
-charcoal grill
-fire pit w/ Adirondack chairs looking out towards the sunset

CLIMATE CONTROL: Central heat & air

TV SERVICES - No cable. Smart TV streaming services only (guests must use personal login credentials)

PARKING: The crushed shell driveway can hold up to 4 cars, and any additional cars may park in the yard if necessary

PETS: We allow up to 2 well-behaved dogs with an additional $75 payment per stay and require the following agreements:

-Dogs are not allowed on the furniture.

-Dogs will be crated when owners are not present

-Dogs are up to date on all flea & tick treatments. (proof provided upon request)

*HOUSE RULES*

1. NO SMOKING OR VAPING. You must be at least 25 ft away from the home and please dispose of all trash. We will impose an additional charge if our cleaning staff smells smoke after your stay.

2. NO EVENTS, GATHERINGS, OR PARTIES. No outside guests are allowed on the property without the permission of the hosts. We reserve this space for our confirmed, overnight guests.

3. UP TO 2 DOGS ALLOWED (see additional requirements above). Extra charges will be assigned if there is evidence of damage upon departure.

4. Quiet hours outside after 10pm for the neighbors, please.

5. Please FOLLOW CHECKOUT INSTRUCTIONS in the Guest Manual before departing.

6. SHOES OFF the carpet, sofa & rugs so that we may keep the house in top condition.

*We do not rent to anyone under the age of 25.

LINENS & TOWELS ARE PROVIDED. (please bring your own beach towels)

WHAT'S NEARBY

Really nice YMCA: 1 min
Food Lion grocery store: 2 min
Restaurants & shops: 3 min
Bay & beach: 3 min
Kiptopeake State Park (boat launch): 10 min

POSSIBLE ADDITIONAL GUEST SURCHARGES

1. No Party Policy: Planning a party at this property will result in an early checkout and possible fines up to $1,000.

2. $250 Undisclosed Pet Fee: We love animals and we want to approve what furry friends you'll be bringing! If an extra pet is discovered on the property, a $250 additional fee plus any damages will be charged, and the pet(s) must be removed immediately.

GUESTS WILL HAVE USE OF THE ENTIRE HOME.

HOSTED BY: The Sea Salt Cottage is part of the All Belong Collective, a small business dedicated to providing 5-star stays. Our team will take good care of you!

Guest access
You'll have access to the entire home.

Other things to note
To save our listing, click the heart in the top right corner.

The Little Jewel
Cottage
Cape Charles

Newly renovated beach cottage - The Little Jewel. Cozy beach decor with all amenities just bring your swim suit. Full stocked kitchen, if you like to cook. Or one block over is Mason Avenue with restaurants and shopping to enjoy. Enjoy the sunsets on the over sized porch. Perfect for small families and couples. Outdoor shower super nice after long day on beach. We have bikes, and all the beach necessities in the shed. Check out our sister cottage The Little Gem if your dates are not available.

The space
We love Cape Charles the beach is almost private. We do our best to provide everything you may need to have a wonderful get away as stress free as possible. Our goal is the have repeat guests that will love our cottage as much as we do. We own the Little Gem next door. Check it out if your dates are not available for the Little Jewel.

Other things to note
Summer season starts May 15 th. The minimum nights for bookings is 4 nights. I do not allow pets. Also housekeeping does not make beds clean sheets are provided and places on each bed.

Amenities:

Essentials • TV • Free washer – In unit • Hair dryer • Iron • Hangers • Bed linens • Hot water • Dryer • Extra pillows and blankets

Dog friendly, large fenced yard! 1st Floor Bedroom
Cottage
Cape Charles

Welcome to Bayside Fun! Our 1880's home on Randolph Ave. is located in the Cape Charles Historic District. Enjoy our large fenced in backyard or sit on our wrap around front porch and watch the world go by. We are within walking distance to restaurants, shops, and the beach (5 blocks). This house comfortably sleeps 6 adults with 3 bedrooms, 2 bathrooms, outside shower, and bonus sleeping area. All sleeping areas have smart TV's and the 1st floor bedroom features an en suite bathroom.

The space
Decorated in a fun, beachy theme using many decorating elements from the local shops and artists. We even have a mural in the kitchen by a local artist! Our goal is to have repeat guests who enjoy it as much as we do! Our downstairs is pet friendly (well behaved dogs only). Pets must be pre-approved (please send a message telling us about your dog) and included on the reservation.

Guest access
One vehicle can be parked in our driveway and there is free parking on the street in front of or nearby our home.

Other things to note
The bonus room, featuring a full-sized bed, sofa, and TV, is a room used to access the third bedroom. It's perfect for a nap or an area for children to sleep. It does have a curtain that runs the length of the room for privacy while sleeping. Both bathrooms have clawfoot tubs which do require a large step up to use. Window AC units are located in all bedrooms and the kitchen to keep you nice and cool during your stay. Dining options include bar stools for 6 around the kitchen island or outdoor table. If you are visiting our house in the fall, we have electric baseboard heat and a direct vent gas fireplace which will keep you super toasty.

Amenities:

Conditioner • Hot water • Hair dryer • Cleaning products • Shower gel • Bathtub • Body soap • Shampoo • Outdoor shower • Free washer – In unit

Key Lime Cottage: Your Beachside Retreat
Cottage
Cape Charles

Welcome to Key Lime Cottage—your Cape Charles oasis just blocks from the beach, Central Park, and downtown! Fully renovated and loaded with amenities, our home is your gateway to coastal fun. Enjoy morning coffee on the sprawling front porch or BBQ on the back deck, with outdoor dining. Inside, you'll find a well-equipped interior: powder room, two full baths, and a dining room that seats 12. Choose from four comfy bedrooms for a restful sleep. Bonus: a cart, 2 kayaks, and 3 bikes included!

The space
We are just 2 blocks from beautiful Cape Charles Beach. We are also just 2 blocks from the park where we will have concerts in the park all summer on Saturday Nights. The cottage is ready to welcome your family and friends. A cart is included with the property during your stay!

Guest access
You will get the code to enter the home the day of check-in before 4PM.

Other things to note
We have a golf cart included with your stay (additional contract and insurance required)

Amenities:

Extra pillows and blankets • Essentials • Hair dryer • Bed linens • Bathtub • Free dryer – In unit • Hot water • Free washer – In unit • Iron • Hangers

The Ladybug - dog-friendly, arcade, Peloton, & EV
Cottage
Eastern Shore of Virginia

A peaceful, design-forward farmhouse escape just minutes from Cape Charles. Packed with unique features like a retro arcade, Peloton, firepit, Ninja SLUSHi, EV charger, Roku TVs with private listening, smart speakers in every room, and Spotify speaker groups. Guests love the vinyl collection, fast WiFi, chef-ready kitchen, and views of the Magothy Bay Preserve. Pet-friendly, kid-friendly, and built for connection and comfort.

The space
The first floor includes a spacious kitchen, dining room, living room, and retro arcade. The kitchen is fully stocked with an induction island cooktop, oven with vent hood, dishwasher, fridge with filtered water, garbage disposal, Ninja SLUSHi, instant hot/cold filtered water dispenser, and a wet bar with its own mini fridge. A full bathroom with a shower is located just off the kitchen.

The dining room seats eight comfortably and features a Keurig coffee and tea station, a ceiling fan, a smart speaker, and scenic views of the Magothy Bay Natural Area Preserve.

The living room includes a 65" Roku smart TV, Dolby Atmos speaker, Bluetooth turntable, extensive vinyl record collection, and ample lounge seating. It also features a karaoke setup with Karafun subscription, Xbox Series X with two controllers, and a sleeper sofa that pulls out into a full-size bed.

The adjacent 80s-style arcade features a single Star Wars pinball machine, along with retro classics such as Ms. Pac-Man, Galaga, NBA Jam, Street Fighter II, Centipede, Asteroids, and more. It's one of the most popular spaces in the house for both kids and adults.

Step outside to find a well-equipped grilling area with three options: a classic Weber charcoal grill, a Pit Boss Lexington wood pellet grill, and a Cuisinart 30-inch round flat top XL griddle.

The first floor also features nine Google Nest smart speakers, all pre-programmed into intuitive Spotify speaker groups such as Kitchen, Living Room, and Whole House. After connecting to WiFi, guests can cast music directly from their Spotify app to any room—no setup required.

Smart home control is built around Google Nest Hub touchscreens located in the kitchen, living room, and all three bedrooms. These displays allow guests to control lighting throughout the house and adjust Spotify music playback across the speaker groups.

Upstairs, the second floor includes two king bedrooms, each with a private en suite bath, 55" Roku smart TV, Google Nest speaker, and nightstands equipped with wireless charging stations that support phones, Apple Watches, and AirPods. Showers feature massaging handheld showerheads for spa-style comfort. The main upstairs bedroom includes an Xbox Series S with two controllers. The second upstairs bedroom includes a PlayStation 3 with two controllers. This level includes six additional smart speakers, all part of the home’s multi-room audio system.

The third floor features a private queen bedroom with a Roku smart TV and its own Google Nest Hub touchscreen (which includes built-in speaker functionality). Adjacent to this room is a dedicated exercise space with a Peloton bike (fully registered), dumbbells, yoga mat, ceiling fan, 42" smart TV, and a half bath.

The property is exceptionally private, located at the end of a quarter-mile-long private driveway. Our closest neighbors are 1/4 mile away, at the start of the drive. The house is backed by an extensive tract of forestland and bordered by large, open farm fields on either side, providing a deep sense of quiet and seclusion. Out by the firepit, you’ll enjoy unobstructed sunset views, with nothing but treetops and sky in sight. It’s the perfect setting for winding down after a day of exploring.

Just beyond the home, guests can explore some of the best hiking and biking trails on Virginia’s Eastern Shore. The 445-acre Magothy Bay Natural Area Preserve begins just steps from the front door, offering peaceful paths through forest, marsh, and coastal wetlands—home to clapper rails, terrapins, and migratory birds. A short ride or drive brings you to even more stunning trails, including the Southern Tip Bike & Hike Trail, Cape Charles Natural Area Preserve, and the Butterfly Trail at the National Wildlife Refuge. For a bit of history, don’t miss the massive WWII-era gun emplacement just down the road—a dramatic and unexpected reminder of the region’s military past.

Guest access
Guests have full private access to the entire home, including all three floors, the kitchen, dining room, living room, arcade, Peloton fitness area, and all outdoor spaces. You'll also have use of the full-size sleeper sofa in the living room, the laundry area, all three outdoor grills (charcoal, pellet, and flat-top griddle), the driveway with Level 2 EV charger, and the entire smart home setup—including Google Nest Hubs, smart speakers, and pre-programmed Spotify speaker groups.

Unlike downtown Cape Charles, there are no restrictions on boat parking at The Ladybug. The driveway and surrounding turnaround space easily accommodate trailers, including larger bay boats and center consoles. You'll also find outdoor power access available for charging marine batteries, trolling motors, or kayak setups. A hose runs from the back of the house to the front for convenient boat rinse-downs, and we provide a portable fish cleaning table and buckets so you can clean your catch right on site.

Everything is designed for your comfort, convenience, and coastal adventure. Come and go as you please—we’ve set the entire space up for you to enjoy fully.

Other things to note
No keys to lose or return! The property uses a secure August Smart Lock system for keyless entry. You'll receive a personalized code for your stay and can also unlock the front door using your smartphone with the August app.

All TVs at the house are equipped with Roku Guest Mode, so you can log into your streaming services and enjoy your shows worry-free—Roku automatically logs you out after your stay ends—no need to remember to sign out or risk leaving your accounts behind.

Amenities:

Essentials • Cleaning products • Garden view • Free dryer – In unit • Bathtub • TRESemme Moisture Rich Shampoo shampoo • Hair dryer • Hot water • Free washer – In unit • Shower gel

Bungalow w/ Large Yard: 8 Mi to Cape Charles Beach
Cottage
Cape Charles

Hot Tub Soaks | Barbecue Feasts w/ Gas Grill | Board Game Nights | ‘Whitney Bungalow'

Nestled in the heart of Cape Charles, with easy access to beaches, shops, and restaurants, this 1-bedroom, 1-bath vacation rental is the perfect launchpad for your Chesapeake Bay getaway! Sip your morning brew on the furnished patio. Then, stroll through the quaint downtown or spend an afternoon at Kiptopeke State Park. As evening falls, settle into the hammock or gather around the fire for s’mores!

The space
SLEEPING ARRANGEMENTS
- Bedroom: 1 king bed
- Living Room: 1 twin daybed
- Additional Sleeping: 1 full air mattress, 1 portable crib

INDOOR LIVING
- 2 Smart TVs
- Dining table
- Board games

OUTDOOR LIVING
- Furnished patio, hot tub
- Gas grill (bring your own propane)
- Spacious yard w/ hammocks
- Fire pit, starter pack of wood
- 2 beach chairs

KITCHEN
- Refrigerator, stove/oven, dishwasher, microwave
- Cooking basics
- Keurig coffee maker (bring your own coffee)

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

ACCESSIBILITY
- Single-story cottage, 2 steps required to enter

PARKING
- Driveway (2 vehicles)
- RV/trailer parking allowed on-site

ADDT’L ACCOMMODATIONS 
- An additional property is available in the main house with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to booking

Guest access
Guests will have access to the entire property via keyless entry

Other things to note
- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Must be at least 25 years old to book
- Additional fees and taxes may apply
- Photo ID may be required upon check-in

ADDITIONAL INFORMATION
- This single-story property requires 2 steps to enter
- The property sleeps 3 guests in 2 beds, with room for 4 total by using the full air mattress

Amenities:

TV • Essentials • Indoor fireplace • Bed linens • Hot water • Dryer • Central air conditioning • Washer • Pack ’n play/Travel crib • High chair

Starboard Cottage! Quintessential CC
Cottage
Cape Charles

3BR/2.5BA, 4 blocks from the beach
Walk to shops, restaurants & park
Open-concept with 2 living spaces
Timeless charm + modern comfort
Paddle boards, beach toys & towels
Newly renovated & family-friendly

The space
Welcome to Starboard Cottage — where old-school charm meets modern-day magic!
Completely stripped down to the studs and thoughtfully renovated in 2018, this beauty is the perfect blend of historic small-town vibes and all the creature comforts you didn’t know you couldn’t live without.

Whip up your famous family feast in the spacious kitchen — complete with a peninsula that seats six, so nobody’s left out of the kitchen conversation. Coffee lovers, rejoice! Our deluxe coffee and cappuccino maker means you can sip like you’re in a hip café — no judgment if you’re still in your pajamas.

The main level is all about open-concept good times, with cozy spots to lounge, laugh, and pile up those board games and puzzles (we’ve got plenty on hand!). Need a little quiet time away from the chaos? Pop into the den with its comfy futon and TV for your solo binge session—or curl up with a good book (we’ve got plenty for all ages!). You can even transform the space into a surprise 4th bedroom with the handy privacy screen. We are actually permitted to sleep up to eight guests.

Downstairs, bright twin beds await — perfect for kids or adults who’d rather skip the stairs. (We see you, smart planner.) A half bath just steps away makes it extra convenient and comfy.

Upstairs, the king-sized primary bedroom is basically a suite fit for royalty. Two sinks, a massive walk-in shower, and a private toilet room make it your own little sanctuary after a day at the beach. The queen bedroom upstairs is just as sweet with ample closet space and quick access to a full bathroom with double sinks — because sharing is caring, but not when it comes to your toothbrush!

Need a quick rinse after the sandcastles? Step into the dreamy outdoor shower just off the back deck. Speaking of decks, our front porch is perfect for sipping morning coffee and watching the world go by, while the back deck — twinkling with festive party lights — is made for grilling, chilling, and making memories under the stars.

Your fur babies are family here, too! Well-mannered pups get a warm welcome with dog bowls and a handy dog/foot wash in the backyard.

We’ve got you covered with a super thorough cleaning by Cape Charles’ best crew — spotless and ready for your arrival. Laundry? No problem. Washer, dryer, and a few laundry pods are right upstairs for those ‘just in case’ moments.

For fun, enjoy fire pit nights, corn hole competitions, beach toys, umbrellas, towels, and even two paddle boards waiting for your next adventure. Plus, you’re just a few blocks from the beach with direct access at the end of the street.

No sharing, no distractions — the entire Starboard Cottage is all yours.

So, come on over! Pack up the crew and get ready to make some memories that feel like a warm hug from the past — with a splash of sass and a whole lotta love.

Starboard Cottage: Your nostalgic beach escape, perfected.

Amenities:

Outdoor shower • Washer • Conditioner • Essentials • Shampoo • Hot water • Hair dryer • Dryer • Body soap • Cleaning products

Cape Charles Cottages on the Map

Compare the Best Cottages in Cape Charles – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Oyster Cottage in Historic Fishing Village cottage Cape Charles, VA, USA 538 3.0 1 Click here
Cute Cottage Awaits You! First Floor Primary Bedroom Cape Charles, Virginia, USA 413 3.0 1 Click here
Capeville Cottage - modern comfort close to Cape Charles! 27327 Seaside Road, Cape Charles, VA, 23310, USA 175 1 Click here
Kiptopeke Drive Cozy Cottage Right Up The Road From Kiptopeke State Park. Cape Charles, Virginia, USA 205 9.6 95 Click here
Coral Cottage by the Bay - It's Last Season Cape Charles, Virginia, USA 186 4.96 56 Click here
Beautifully Renovated Cottage Cape Charles, Virginia, USA 384 9.8 12 Click here
NEW! Oyster Cottage in Historic Fishing Village Cape Charles, Virginia, USA 473 10.0 5 Click here
Bungalow w/Large Yard: 8 Mi to Cape Charles Beach Cape Charles, Virginia, USA 319 10.0 3 Click here
Tastefully Renovated Cottage 2.5 Blocks to the Beach Cape Charles, Va, USA 354 1 Click here
New! Oyster Cottage In Historic Fishing Village Cape Charles 146 10.0 1 Click here
Sea Salt Cottage: Tranquil Getaway 5 min to beach Eastern Shore of Virginia 184 9.58 1 Click here
The Little Jewel Cape Charles 265 9.96 1 Click here
Dog friendly, large fenced yard! 1st Floor Bedroom Cape Charles 295 10.0 1 Click here
Key Lime Cottage: Your Beachside Retreat Cape Charles 330 10.0 1 Click here
The Ladybug - dog-friendly, arcade, Peloton, & EV Eastern Shore of Virginia 350 9.98 1 Click here
Bungalow w/ Large Yard: 8 Mi to Cape Charles Beach Cape Charles 428 9.5 1 Click here
Starboard Cottage! Quintessential CC Cape Charles 450 10.0 1 Click here

Note: The prices for each Cottages in Cape Charles 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.

Frequently Asked Questions

Family-friendly cottages in Cape Charles include:

  • Oyster Cottage in Historic Fishing Village cottage.- Review Count: 0, Rating: 0.0
  • Cute Cottage Awaits You! First Floor Primary Bedroom.- Review Count: 0, Rating: 0.0
  • Capeville Cottage - modern comfort close to Cape Charles!.- Review Count: 0, Rating: 0.0

Pet-friendly cottages in Cape Charles include:

  • Kiptopeke Drive Cozy Cottage Right Up The Road From Kiptopeke State Park..- Review Count: 95, Rating: 9.6
  • Coral Cottage by the Bay - It's Last Season.- Review Count: 56, Rating: 4.96
  • NEW! Oyster Cottage in Historic Fishing Village.- Review Count: 5, Rating: 10.0

Cottages in Cape Charles offering on-site parking include:

  • Oyster Cottage in Historic Fishing Village cottage.- Review Count: 0, Rating: 0.0
  • Cute Cottage Awaits You! First Floor Primary Bedroom.- Review Count: 0, Rating: 0.0
  • Capeville Cottage - modern comfort close to Cape Charles!.- Review Count: 0, Rating: 0.0

Some of the best Cottages in Cape Charles are:

  • Cute Cottage Awaits You! First Floor Primary Bedroom.- Review Count: 0, Rating: 0.0
  • Oyster Cottage in Historic Fishing Village cottage.- Review Count: 0, Rating: 0.0
  • Kiptopeke Drive Cozy Cottage Right Up The Road From Kiptopeke State Park..- Review Count: 95, Rating: 9.6

Some of the popular Cottages in Cape Charles are:

  • Kiptopeke Drive Cozy Cottage Right Up The Road From Kiptopeke State Park..- Review Count: 95, Rating: 9.6
  • Coral Cottage by the Bay - It's Last Season.- Review Count: 56, Rating: 4.96
  • Beautifully Renovated Cottage.- Review Count: 12, Rating: 9.8