House vacation rentals in Chincoteague Bay

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Popular amenities for Chincoteague Bay house rentals

House rentals with a pool

Guest favorite
A spacious living room features a large sectional sofa complemented by two accent chairs, fostering a relaxed atmosphere. A mounted smart TV is positioned above a contemporary fireplace, with natural light streaming in through large windows. Decorative pieces and plants enhance the comfort of the space.
Home in Montross
4.99 out of 5 average rating, 105 reviews

Waterfront Retreat Beach+Pool | Gamerm | Dog+EV OK

DavidRating, 5 stars1 week ago
What a find! We were attending a wedding on the Potomac and found this gem of a place basically right next door. A perfectly appointed home in a peaceful, tranquil, beautiful setting. Connie was great! Responsive to our need to find the iron, not exactly an emergency, Connie responded immediately with it's location. Loved it!
Guest favorite
A light and airy deck features a rectangular dining table surrounded by aqua-colored chairs. A calm water view is visible beyond the railing, with flags gently waving in the breeze. Soft lighting is provided by string lights overhead, enhancing the inviting atmosphere.
Home in Ocean City
4.95 out of 5 average rating, 255 reviews

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

ErikaRating, 5 stars2 weeks ago
Beautiful spot! Great location, close to all the happenings of Ocean City, but peaceful and quiet at the house…perfect set up. Great neighborhood. The house is beautiful, all the beds very comfortable. The back deck is gorgeous, thoroughly enjoyed that space and taking the kayaks out on the canal! It’s worth bringing your own linens and towels, we packed everything into a large tote and it worked out perfectly. Very responsive and friendly host! We had a great time here and plan to return. Highly recommend!
Guest favorite
A large swimming pool is surrounded by a concrete deck, with numerous white lounge chairs arranged along one side. The calm water reflects the clear blue sky, while the distant community homes are visible in the background, creating an inviting leisure space.
Home in Berlin
4.79 out of 5 average rating, 194 reviews

OC MD trip bayside, great amenities

CalistaRating, 5 stars3 weeks ago
Absolutely wonderful hosts!! Very responsive and helpful. There might have been an issue with the lockbox so they called ahead to make sure we could get in! I will definitely be booking with Shawn and Terri again!
Top guest favorite
An expansive community pool is surrounded by well-kept grass and concrete pathways. Lounge chairs are placed alongside the pool deck, and a few tall trees provide shade in the background. The clear blue water reflects the bright sky, contributing to a serene ambiance.
Home in Villas
4.99 out of 5 average rating, 130 reviews

Hot Tub Backyard Oasis, Private Beach, Local Pool

PaulineRating, 5 stars2 weeks ago
We had a great time staying at Heather’s place! It was kid friendly, spacious, and clean. Our kids loved the bunk bed and big backyard :) there are lots of restaurants and breakfast places within a 5 minute drive too! We hope to be back again when weather is warmer!
Top guest favorite
A spacious living area is decorated with a warm color palette, featuring a cozy gas fireplace and a large arched window overlooking nature. A welcome sign is placed on a table beside comfortable seating, with decorative elements creating an inviting atmosphere.
Home in Irvington
4.99 out of 5 average rating, 116 reviews

The Rosé Retreat: Pool-Screened Porch-RELAX

KristiRating, 5 stars2 weeks ago
We had a really nice stay at the Rose Retreat! The home is wonderfully appointed with nice furnishings. We especially appreciated the well stocked kitchen with upscale drink and dinnerware. The hand written welcome note, bottle of wine and snacks were so thoughtful - thank you! A perfect location from which to enjoy Irvington and the surrounding towns. We hope to come back in warmer weather to enjoy the pool!
Guest favorite
The cottage features distinctive gothic architecture with arched windows, nestled among trees. A welcoming front porch is visible, with comfortable seating inviting guests to relax. Lush greenery surrounds the exterior, enhancing the peaceful wooded setting.
Home in Irvington
4.98 out of 5 average rating, 137 reviews

Magical wooded cottage pool +priv hottub walk2town

SummerRating, 5 stars2 months ago
Maria’s space was a perfect getaway! The house is clean and welcoming! They even had pet bows and toys which I thought was so sweet! Maria was very kind and responsive and gave a lot of great recommendations ! We had Brenda come to the house for a private dinner, and she was also amazing ❤️ 10/10 would stay here again
Superhost
Home in Berlin
4.8 out of 5 average rating, 110 reviews

Mosaic Life Escapes -Bayfront Million Dollar Views

PaulRating, 5 stars6 months ago
Stayed for the weekend after Thanksgiving and it was a great experience. The house was cozy, the beds were comfortable, and the bathroom shower was awesome. The best part of the house is the view out over the bay. It’s really peaceful and a great spot to have coffee and watch the sunrise. We will definitely stay here again!
Top guest favorite
Home in Lewes
4.98 out of 5 average rating, 188 reviews

Beautiful Waterfront Home-Private, Clean, Relaxing

PatriciaRating, 5 stars6 days ago
My husband and I went to this "home" with another couple for several days of peace and quiet. The home and its location were definitely what we were looking for during our short stay. The kitchen was fully stocked which was great since I forgot certain spices for our planned meals. Our initial excursion was to Fort Miles at Camp Henlopen for a tour of the defensive setup along the coast during WWII. The tour was excellent, and with Laura's recommendation we returned to Camp Henlopen's beach for two days of sun and relaxation. This location is close to Lewes and Rehoboth Beach with plenty of restaurants and things to do on the boardwalk if that is something you are interested in doing. Laura was responsive to all emails we sent during our stay. We would definitely return to this home if our travels took us that way.

Weekly house rentals

Guest favorite
A circular fire pit area is surrounded by four blue Adirondack chairs on a gravel surface. The setting features a serene waterfront view, framed by trees, with a vibrant sunset reflecting on the water's surface.
Home in Reedville
4.95 out of 5 average rating, 41 reviews

Sunnybank Getaway - Waterfront w/Pier & Kayaks

SandyRating, 5 stars2 weeks ago
We love our stay here! The house had everything we needed and more. It was easy to find, and the views were amazing. We spent the whole time outside in the nature, and we loved how quiet it was. Kevin was easy to reach for any questions we had, and we appreciated his help. We would definitely come back here in the future.
Top guest favorite
The ranch-style house is situated on a spacious green lawn, surrounded by trees. Soft outdoor lighting highlights the front of the home as dusk approaches. A secondary building is visible to the right, with a clear area for parking and landscaping enhancing the natural setting.
Home in Snow Hill
5 out of 5 average rating, 19 reviews

The Puskar’s Landing

CandaceRating, 5 stars1 week ago
Such a beautiful home! It also was very cozy and peaceful. The beach and pier is a nice walk away and the hot tub was perfect for relaxing. Host was very friendly and responsive if we needed anything. I will most definitely be staying here again!
Top guest favorite
White Adirondack chairs are positioned around a black outdoor fire pit, surrounded by trees that provide shade. A tranquil view of the river is visible in the background, reflecting the clear blue sky and scattered clouds.
Home in Snow Hill
4.98 out of 5 average rating, 62 reviews

Riverfront Retreat-Kayaking/Fishing/Nearby Beaches

DebbieRating, 5 stars3 weeks ago
Highly recommend! The setting on the river is so beautiful and charming. The house was immaculate and very well equipped so very very comfortable. The host were friendly and accessible to everyone want or question.
Top guest favorite
The inviting exterior of the cottage is framed by lush greenery, featuring a charming front door and welcoming pathway. A bicycle leans against the railing, while vibrant flowers and decorative landscaping enhance the coastal appeal. Natural light brightens the front of the house.
Home in Chincoteague
5 out of 5 average rating, 22 reviews

The Cottage Bluefish -new in '24

AnnaRating, 5 stars3 weeks ago
We've visited Chincoteague many times, but this was the closest we have ever stayed to town. We absolutely LOVED being able to walk to many of our favorite spots like Amarin and Island Creamery. We also enjoyed shopping at Saturday's farmer's market right down the street. The house was private and serene - a true chef's kiss. Dinner on the back deck was perfection. I told my husband so many times I wish we stayed longer, so take it from me - book that extra day! We will definitely be back.
Top guest favorite
Four light blue adirondack chairs are arranged beneath a tree adorned with string lights, creating a cozy seating area. A large, detached garage with a light-colored exterior is visible in the background, complemented by a grassy lawn illuminated by soft evening light.
Home in Chincoteague
4.99 out of 5 average rating, 71 reviews

Bikes-Kayaks-Outdoor Shower Grill-Firepit-Beach Eq

LorraineRating, 5 stars3 days ago
This place had a great location; it was less than 10 minutes for the local restaurants and only a 15 drive to the beach. The kitchen had everything you needed, there was plenty of space for atleast 6 people (even though there was just the two of us). The airbnb itself was really charming. Host was amazing, really responsive and communicative. Their checkin and checkout procedures were really clear. My only “asterisk” is that since it is an older house and in the middle of a marshland basically, it was pretty humid inside. It seems normal for the area especially considering it was raining half of our stay. The AC boxes in every room definitely helped but just something to note about our stay. I’d recommend a dehumidifier to the hosts. Overall a great stay, would recommend this place to all when staying in Chincoteague!!
Guest favorite
A well-appointed bedroom features a wooden bed with soft green linens and decorative pillows. A bedside table with drawers holds a vintage clock and a decorative object. A woven light fixture hangs above, and natural light filters through the window covered by blinds.
Home in Salisbury
4.9 out of 5 average rating, 80 reviews

Stella

MichaelRating, 5 stars2 weeks ago
Great stay for our daughters SU graduation. Everything was perfect!
Top guest favorite
A barn-style exterior of the condo is showcased, featuring a metal roof and three large garage doors at ground level. The second floor includes a deck with an entrance door. Expansive green space surrounds the property, with trees visible in the background under a clear blue sky.
Home in Berlin
4.92 out of 5 average rating, 51 reviews

SpaciousCondo nearOcean City|Winery|Golf on 5Acres

PatrickRating, 5 stars3 days ago
This was a great place to get away for some peace and quiet. We had a lacrosse tournament in Berlin and the field was 15 minutes away. Beautiful home and very cozy. Very easy check in and Brenda was very quick to answer any question. Totally worth it!
Top guest favorite
A sunlit porch features white walls and ceiling, complemented by large windows dressed in light-filtering blinds. A cozy swing sits against one wall, while a woven chair adorned with a cushion invites relaxation. A patterned rug runs along the floor, enhancing the welcoming space.
Home in Saxis
5 out of 5 average rating, 10 reviews

Island Jewell Near Chincoteague

MichelleRating, 5 stars7 months ago
My husband and I booked a last minute anniversary trip and Denise's home was absolutely perfect. This little home was everything that you could want and more for peace and relaxation. Denise was helpful and responsive and accomodated a very late night check in with no problems!

Private house rentals

Superhost
A charming cottage exterior is showcased, featuring a distinctive A-frame design. The front porch is framed by wooden railings, while a path of stepping stones leads to the entrance. Surrounding trees provide a natural backdrop, enhancing the serene outdoor environment.
Home in Ocean Pines
5 out of 5 average rating, 5 reviews

Ocean Pines 2BR 1BA Cottage with Fire Pit

Chelsea and Elizabeth Rating, 5 stars3 weeks ago
Our family has a beach house in Ocean Pines, and we are looking to purchase our own in the coming years. We have stayed in all parts of ocean Pines and love it so much, we came across this house a couple months ago and I’m so glad we did! We spend most of the summer in Ocean Pines had different rentals and will definitely be coming back specifically to this one!! it’s perfect for our small family and pet friendly! The house was small but spacious, quiet and tranquil. 10/10 highly recommend!
Top guest favorite
A spacious bedroom features two large beds adorned with neutral linens. Natural light filters through two windows, illuminating the room. A vintage wardrobe and a bench provide additional storage and seating. Textured rugs enhance the room's comfort, complemented by soft lighting from bedside lamps.
Home in Willards
5 out of 5 average rating, 19 reviews

Quiet country getaway

AshleyRating, 5 stars2 weeks ago
We were in for our nieces graduation from SU and this was the perfect place to stay. It reminded me so much of home! It was peaceful and relaxing. It was so nice I wish we had been able to spend more time there! Susan was an exceptional host. She was very informative, gave us helpful tips, and was very friendly. I would recommend this place to stay to anyone. Best AIR BnB I’ve been to so far!
Superhost
A historic red farmhouse is set against a twilight sky, highlighting its charming exterior and expansive lawn. The structure features various gabled roofs and a screened porch, creating a spacious atmosphere for relaxation and connectivity with nature.
Home in Snow Hill
5 out of 5 average rating, 3 reviews

"Tweedy" Bird House

DonnaRating, 5 stars10 months ago
We had a great week! The house is on the bay and has a beautiful view from many rooms. The screened-in porches are awesome. The house is clean and as described. The kitchen is clean and well-furnished. I started every day with a cup of tea in a rocker (provided) at the end of the dock. I was unsure if my 4 boys in their 20's would be happy and they were. It was a time to enjoy each other. We went swimming, used the paddle boards, rode the bikes and played games at night. You are about 30 mins from Berlin a fun little town and 40 mins to West Ocean City(we went their 2x for dinner). Claire is so nice and very responsive. Between her and Mike we were well taken care of. They work at a Marina 5mins. down the road. We ordered crabs, clams and corn. They cook it, will deliver it and helped us out with how many to get. The house has the utensils needed. It was a lot a fun and highly recommend giving it a go. The home is warm and exudes love of family.
Top guest favorite
A rack holds three colorful kayaks—green, yellow, and purple—resting on a natural landscape of brown leaves. A wooden dock extends into the calm water, lined by trees in the distance, showcasing the tranquil surroundings ideal for kayaking and relaxation.
Home in Heathsville
5 out of 5 average rating, 46 reviews

Northern Neck Creek Retreat w/ king suite, firepit

JulietteRating, 5 stars2 weeks ago
Creek Retreat is a perfect place to kick back and relax. Surrounded by nature, a private oasis. The space is well appointed, clean and comfortable. Tastefully decorated. Added amenities and attention to details elevate the experience. Enjoy kayaking and sitting by the fire. Georgia is a great hostess and is proactive and responsive. If you're looking for a getaway, book it here!
Guest favorite
A beachfront cottage is situated on sandy terrain, framed by beach grass. The structure features a spacious porch overlooking the water, and the coastline extends toward a secluded jetty in the distance. Clear skies enhance the serene coastal atmosphere.
Home in Port Haywood
4.91 out of 5 average rating, 35 reviews

Anne's Beachfront Shangri-La

ShelleyRating, 5 stars2 weeks ago
Book it! Better than the photos and description as it comes fully stocked with everything you need to enjoy the beach and the bay - beach chairs, sand toys, kayaks, paddle boards, life jackets, and more. We pulled up for our 4 night stay and never needed to leave. Perfect entertainment for young family with small children and grandparents. Host is stellar - very accommodating and responsive. This rental is a little piece of heaven
Top guest favorite
The inviting exterior of the house showcases a covered front porch with two rocking chairs. A well-maintained lawn and shrubbery frame the entrance, while a gravel driveway leads to a detached garage in the background. The setting reflects a serene neighborhood atmosphere.
Home in Salisbury
5 out of 5 average rating, 76 reviews

Salisbury Hideaway

AmberRating, 5 stars1 week ago
My family & I had a great time at Ryan's place. Everything was wonderful, starting with the communication with Ryan. The house was as pictured and felt at home immediately. The upstairs was a perfect area for kids to play with toys already provided. Our family really enjoyed the board games as we had a rainy day on friday and this kept us occupied. If we are ever in the area we would certainly try to book Ryan's place again.
Top guest favorite
A bright bedroom is presented with a spacious bed dressed in crisp white bedding. Natural light streams through several windows adorned with woven shades, revealing views of the lush outdoors. A large mirror and decorative tray add to the room's charming décor.
Home in Lewes
5 out of 5 average rating, 22 reviews

Luxe Lewes Carriage House: Spa Hot Tub/Estate Pool

AdamRating, 5 stars2 weeks ago
We had such a wonderful stay at Lisa and Jay’s beautiful carriage house in Lewes, DE! The cottage and the surrounding grounds were absolutely stunning—peaceful, beautifully maintained, and full of charm. From the moment we arrived, Lisa and Jay were incredibly welcoming and responsive, making us feel right at home on their property. It’s clear they’ve put so much care into creating a space that’s both comfortable and memorable. We would absolutely visit again and would love the chance to spend more time hanging out with them—they’re truly lovely hosts! Highly recommended.
Guest favorite
An inviting entrance opens into a spacious living area featuring original hardwood floors. A cozy seating arrangement with a neutral-colored sofa is visible. The adjacent dining space showcases a table surrounded by chairs, while wall art adds a coastal theme to the ambiance.
Home in Chincoteague
4.97 out of 5 average rating, 33 reviews

Cottage on Cleveland- In Town, Close to Everything

TriciaRating, 5 stars1 month ago
Our family had a perfect visit to Chincoteague for the first time on Mother’s Day weekend. The cottage checks all the boxes: it’s clean, comfortable, charming, and walkable to everything you need. Sherry was also a wonderful host - very responsive to all my questions and requests!

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