
House vacation rentals in Chincoteague
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Top-rated house rentals in Chincoteague
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Popular amenities for Chincoteague house rentals
House rentals with free parking

Sunnybank Getaway - Waterfront w/Pier & Kayaks
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.

Waterfront, Private Beach, Dock, HotTub, GameRoom
5 stars! We have stayed at a number of Airbnbs in the US and Canada over the years. While we have never had a negative experience, this home exceeded ALL our expectations - a tall order indeed when traveling with 3 generations! The property struck a rare balance of serenity and fun. This was our first trip to the Chesapeake Bay and the home was a perfect example of hospitality and beauty we enjoyed around every turn of our adventure.

Leave your paw prints by the bay
First of all, this house and the views are STUNNING. This was the first vacation that I have taken with my fiancé and our 2 pups, and we had the best time--it was such a sad day when we had to leave lol. We basically ordered Doordash and Walmart Pickups the entire time we were there and never left the property during our stay. The kitchen was very well stocked with all the cookware you could need, there are kayaks and paddle boards for entertainment, and plenty of floats for relaxing in the bay. There is a little private beach within 1 min walking distance from the house and there is access to the water from the backyard. It had everything we wanted for a relaxing vacation with our pups. I am already working on convincing my fiancé that we need to go back in the near future. 10/10 would recommend.

Island Serenity—dog friendly, EV charger
We had an enjoyable stay at Melissa's place for our 25th wedding anniversary the week of Memorial Day. The listing is very accurate and the communication from the hosts was great! Questions were answered quickly. Location is very central to everthing. Would come and stay again!

The Haven On The Chesapeake Bay
We love the Haven on the Bay! This was our third year staying here, and we can't rave enough about how perfect a space it is for us. The waterfront view is incredibly peaceful, the sunrise is gorgeous, and the physical space invites great quality time for the group. Ashley was a very gracious host, and was very quick to respond anytime we reached out with a question. We even had the joy of seeing dolphins while we were roasting s'mores around the fire pit!

Pelican Sunset - Waterfront With Pier
We loved watching the sunset and the dolphins from the beautiful private dock. The deck upstairs was perfect for stargazing. The beds were comfortable and the house was adorable. Chincoteague is super cute with plenty of shopping, restaurants, and natural beauty.

Chincoteague Island House "Sir Whelk-A-Lot"
Kaylea's house is perfectly situated to walk to Main St. shops and restaurants, as well as Amarin:) The house was cozy, and had anything we happened to need. We found the beds to be comfortable, and there were plenty of pillows and blankets to go around. The street is quiet. We enjoyed the beach chairs, but will have to stay longer next time, to utilize everything. Communication was friendly, informative and on point. Any question that came up was answered on the Fridge Memo. Highly recommend Kaylea's house!

Eagles Nest- (Water View)
We had an amazing weekend at Kevin’s place. Walkable to great restaurants and shops. Beautiful bay-view from the front deck. House was spotless. It was a quiet and peaceful setting. Even deer visiting at night. Would def stay there again.
House rentals with a pool

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

OC MD trip bayside, great amenities
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!

Gorgeous, waterfront home - Perfect for Families.
Clare and Chris could not be nicer and easier to work with. My family/friends have been getting together since 1994 and have been to many great Airbnb's and VRBO's. My group could not stop telling me how great of a week we had. The primary features that were import to us which the house scored big are as follows: It has a dock (we arrived via boat), The kitchen is big, laid out for many "Cooks", The kitchen was open to the dining room table, The dining room table is open to the sitting areas, The pool was clean and inviting, The fire pit with seasoned firewood was a big hit for our group, All the beds were comfortable, The bedrooms were large and comfortable, The baths were clean, modern & large and The location to "What to do in Cambridge" is only 7-10 miles away. We made prearrangements: Richardson Maritime Museum to have a guided tour with David Williams on Friday and Spocott Windmill with George Radcliff. Both of these tours were fascinating. Our weekend was 5-Stars.

Blue Heron WaterSide
Of my many Airbnb stays, Laura’s comes up with the very best. Her home is lovely, inside and out, with a lot of fun activities to choose from. Located on a beautiful creek opening to wide water gave us a chance to explore in her kayaks and paddle board. Rainy weather meant indoor board games, reading etc on the beautiful protected porch. The kitchen had all sorts of amenities for cooking. Plenty of bedrooms for sleeping in the peaceful atmosphere. I can’t wait to return there!

The Rosé Retreat: Pool-Screened Porch-RELAX
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!

Secluded beach beauty with private, heated pool
This is a great property! The house is gorgeous, the grounds are clean, kept and very private. The house was fully stocked with kitchenware, pool accessories, & decorated tastefully. A lot of delicate artwork and intentional decor- (if traveling with a young child, one needs to watch them closely :) Re: the beds- my 7 year old described it as “sleeping on clouds!” - very comfy! The area is close (2-3 min) to outlet shops and a bunch of restaurants on Costal Highway 1 and about a 6 min drive to the Rehoboth pier. It’s also a central location to other neighboring beach towns.

Magical wooded cottage pool +priv hottub walk2town
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

Mosaic Life Escapes -Bayfront Million Dollar Views
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!
Weekly house rentals

Angela’s Shore Dreams
Loved our stay! The house was extremely clean and living room couches and beds were very comfortable and in great shape. The house was a perfect getaway for our family, and the one level interior and just a few steps at the outside doors made it so easy for our young children and old dog. Would definitely stay again.

Hopkin's House, Chincoteague Beach Vacations
For the third time, we had a wonderful stay at this historical home. I spent most of my time on the porch enjoying the sunshine and the marsh with the lighthouse. I love sleeping and being able to see the sunrise right from the bedroom window. The house is well equipped and when we needed help there was swift response. I always enjoy going out back to see the chickens, goats, and geese. I’m really feeling this place is my home away from home.

Bury Oasis: Pool, Hottub, Movie Theatre, Game Room
The Oasis was perfect for our needs . We will definitely book it again in the future!

Hope Haven Cottage
We truly enjoyed our trip to Hope Haven Cottage. From the initial booking, everything went smoothly. Mildred & Spencer were wonderful, and assisted us in every aspect of our stay. The cottage had everything we needed and more… since Muddy Toes was closed at the time, Mildred & Spencer made sure we were stocked with all the breakfast things we would need. Coffee, half and half, muffins, eggs, all kinds of extra goodies and a welcome basket full of snacks! We loved the bikes for riding around on the island and down to the beach. The golf cart was made available as well, and we enjoyed using it for bringing some extra gear to the beach. They had it all… a beach umbrella, folding chairs, beach towels, paperback books. It was a beautiful stay. The bed was very comfortable and the whole house was charming. The kitchen was fully equipped. We didn’t lack anything at all. Mildred & Spencer communicated well, were flexible & helpful. I wholly recommend this beautiful haven on Tangier.

Island Blessing
We really enjoyed at Lenards airbnb, very well lit, spacious, kitchen very well equipped, clean, great location. Recommend visiting with friends and family

countryside home in Princess Anne
Katlynn was a phenomenal host, she was quickly responsive whenever I had a question and was super flexible with me and my stay. If you’re looking for something peaceful and to feel right on at home, this is the place to go.

Family Retreat Private Beach Eastern Shore w dock
Eastview is beautiful, the home and the surroundings. There’s plenty of room if you are traveling with a large group.

Chesapeake Bayfront Home with Amazing Views!
This waterfront home has gorgeous views. The location is very private and peaceful. Our family really enjoyed fishing from the dock, playing yard games (we brought our own), and just relaxing. Our two-night stay was the perfect amount of time for us to recharge. I would rent the house again.
Quick stats about house rentals in Chincoteague
Total rentals
400 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
7.8K reviews
Family-friendly rentals
380 properties are a good fit for families
Pet-friendly rentals
140 properties allow pets
Rentals with a pool
50 properties have a pool
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- Chesapeake Bay
- Ocean City Beach
- Assateague Island National Seashore
- Ocean City Boardwalk
- Jolly Roger Amusement Park
- Bayside Resort Golf Club
- Northside Park
- Jolly Roger at the Pier
- Assateague Beach
- Delaware Seashore State Park
- Snead Beach
- Peninsula Golf & Country Club
- Plantation Lakes Golf and Country Club
- Bear Trap Dunes
- Wallops Beach
- Trimper Rides of Ocean City
- Coin Beach
- Fenwick Island State Park Beach
- Assateague State Park
- Parramore Beach
- Gargathy Beach
- Guard Shore
- The Links at Lighthouse Sound
- Lost Treasure Golf