Cottage holiday rentals in Chincoteague

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Popular amenities for Chincoteague cottage rentals

Cottage rentals with a hot tub

Guest favourite
Cottage in Saint Leonard
4.96 out of 5 average rating, 142 reviews

Block to Private Beach, Screened deck, Hot Tub

JaneRating, 5 stars2 weeks ago
The cottage was so cute, the back porch was so cozy and comfortable, the kitchen well stocked and everything was clean. The walk to the beach was so pleasant and super close, the hot tub was private and clean. We had a romantic weekend for two but this would be perfect for a young family, for some very relaxing beach time. The host was so gracious and responsive and the location so convenient from DC.
Top Guest favourite
Cottage in Easton
5 out of 5 average rating, 106 reviews

Cottage on Solitude Creek, Hot Tub, Pool & Firepit

MeganRating, 5 stars4 days ago
This is our second time visiting and a perfect spot with everything we needed. Could provide more dish towels, paper towels, and trash bags but supplies were provided quickly upon request.
Top Guest favourite
Cottage in Lusby
5 out of 5 average rating, 15 reviews

Cozy Cottage close to Beaches & Solomon’s Island

LindaRating, 5 stars4 weeks ago
Emilio and Wanda’s home was absolutely lovely. They thought of everything to make our stay so enjoyable. Would recommend to anyone wanting a relaxing stay. So very close to Solomon’s Island. Thank you Emilio and Wanda!
Guest favourite
Cottage in Marion Station
4.71 out of 5 average rating, 38 reviews

Year Round Playground - Rare Rustic-Modern Getaway

BrittanyRating, 5 stars1 day ago
Had a mini friend vacation with 6 people total and we all immediately felt right at home. The layout of the home is extremely convenient-there’s a half bath next to the washer/dryer right near the door to the deck- it was perfect for fast bathroom breaks without getting the entire house wet! We spent most of our time in the pool area and game room, and both spaces had everything we needed! (Nadia, I hope you don’t mind we left a few pool new loungers behind!) We took advantage of pretty much everything aside from swimming in the lake (bugs were really bad, no one’s fault at all but be warned- you NEED to have bug spray.) The only critique I could give was the softness of the beds, they were all really firm and if you have any sort of sleeping and or back/pain problems, it could be evident the next morning. But overall it was an amazing time and the host was extremely courteous and genuinely caring! A lot of love goes into this spot and you can tell. We can’t wait to go back.
Guest favourite
Cottage in Rehoboth Beach
4.95 out of 5 average rating, 173 reviews

Dog friendly *HOT TUB* Close to outlets, Sleeps 7

BeatriceRating, 5 stars5 days ago
This was our second time staying at JoJo’s cottage and it was another amazing experience! The house really makes you feel like you’re right at home. The kitchen is well stocked, so we were able to do a lot of cooking at the house. But you’re also so close to so many restaurants for when you’re feeling something easier! It really is a perfect spot, especially if you have dogs and/or kiddos. We would totally book again next summer 😊
Guest favourite
Cottage in Lusby
4.89 out of 5 average rating, 44 reviews

Hot Tub Hideaway by Shark Tooth Shores

RebeccaRating, 5 stars4 weeks ago
Surrounded by trees and the sound of waves- perfect place to relax & unwind. Quick but steep hike to the secret beach. Cool spot and more shell than I expected. Kyli was a responsive host, answered all my questions. Also, recommended Island Hideaway for dinner and it was amazing. Homemade pasta and desserts made in house daily. Great views and delicious foods & drinks.
Guest favourite
Cottage in Selbyville
4.88 out of 5 average rating, 40 reviews

"Bayside" Coastal Cottage w/ Golf, Hot Tub + EV

PaulRating, 5 stars2 weeks ago
My family and I rented the house for a long weekend in early summer. We loved the privacy and the nature around the property literally had deer grazing around the house all of the time. The neighborhood is very good for walking. Close drive to Ocean City, Maryland plenty of restaurants and entertainment. We would definitely return.
Top Guest favourite
Cottage in Onemo
5 out of 5 average rating, 46 reviews

3 BR Bay Home w Private Dock & all the Amenities

ChrisRating, 5 stars2 months ago
Our trip to The Half Shell Haven was great! The place was clean, extremely well stocked, and included many extras! We had crazy weather the first two days, but we had plenty to do at the house. My boys loved being on the water and the game room and my daughter loved the hot tub and bicycling. My daughters service dog enjoyed a nice reprieve and seemed so happy. We had a great time, and were honestly sad to go! If we find ourselves back up in Virginia we will definitely stay here! Thank you for the care and attention to detail to ensure a great trip!

Pet-friendly cottage rentals

Top Guest favourite
Cottage in Saint Michaels
4.98 out of 5 average rating, 237 reviews

The Little Anchor Cottage, St. Michaels, MD

RoxanaRating, 5 stars1 week ago
Great home in a beautiful area. Spacious rooms and the whole house is equipped with everything you need. I love Airbnbs that feel homey and not ‘commercial’. The area is BEAUTIFUL and walkable with great restaurants near by (checkout limonchello and get the pizza!). Perfect for a weekend.
Guest favourite
Cottage in Deltaville
4.83 out of 5 average rating, 181 reviews

The Little House at Waveland

AshleyRating, 5 stars1 week ago
We had a great time at Diana’s place. The water access was awesome and we had lots of fun with the kayaks. We were able to walk through a wooded trail to a nearby restaurant which was so nice. The location felt private and naturally beautiful while being not far from grocery stores and restaurants. Diana’s neighborhood is beautiful and the space is charming and comfortable. Such a fun way to see the Chesapeake, we would love to come back!
Guest favourite
Cottage in Deale
4.82 out of 5 average rating, 182 reviews

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

LaurieRating, 5 stars1 week ago
The cottage was in a perfect location for my sisters and I to stay for our "sisters weekend" escape. The setting is beautiful and so relaxing. There was plenty of room for us and everything was clean and tidy. We took advantage of the kayaks during the day and had a wonderful fire with s'mores in the evening looking out over the water. We will be back!
Guest favourite
Cottage in Lewes
4.87 out of 5 average rating, 201 reviews

BnB’s Dog-Friendly Cottage

SydneyRating, 5 stars1 month ago
Jacki's home was so lovely and perfect for a weekend getaway with some friends. We brought our dog who absolutely loved the fenced-in yard and extra loved the mountain of toys stocked in the house!
Top Guest favourite
Cottage in Gloucester
4.97 out of 5 average rating, 234 reviews

"Bee Haven" Cottage Retreat

KristenRating, 5 stars1 day ago
If you’re on the fence about booking don’t be. Shannons place was absolutely perfect. Set in a quiet neighborhood it was so peaceful! The house was amazing, clean, and comfortable. Shannon went above and beyond to make our stay personal and cozy. Would definitely stay again!
Superhost
Cottage in Lottsburg
4.9 out of 5 average rating, 102 reviews

Charming Waterfront Home with Expansive Views

MichaelRating, 5 stars6 months ago
We loved the house; cozy, nicely decorated, with many pieces of original art that really added character. The kitchen is well stocked for those who like to cook. The location right on the water was wonderful, and Nancy provided kayaks, which we took advantage of. Our dog was beside himself with so much room to run. Nancy’s daughter and family live next door, and we spent quite a few hours enjoying conversation and local knowledge with them. We would go back again.
Guest favourite
Cottage in Gloucester Courthouse
4.98 out of 5 average rating, 213 reviews

Historic Ware River Cottage at Glebefield

KristinRating, 5 stars1 month ago
Incredible stay on a beautiful property. It’s quiet, private, VERY well maintained and just awesome. I truly hope to stay at this location again in the future because it was that great! You can tell the history in the cottage yet it’s updated and cozy. Also I’ve NEVER stayed at a location so clean!!!! From the cottage itself to the grounds, everything was very well taken care of.
Guest favourite
Cottage in North Beach
4.96 out of 5 average rating, 156 reviews

Bell Estates I Beautiful Cottage I *Beach Passes*

MichaellRating, 5 stars2 weeks ago
Great stay! The house was clean, cozy, and had everything we needed. Daniel was a fantastic host, very friendly and responsive. Highly recommend!

Private cottage rentals

Guest favourite
Cottage in Melfa
5 out of 5 average rating, 16 reviews

Whitsapenny Cottage at Vaux Hall Farm

WalterRating, 5 stars3 weeks ago
Would return and recommend to others. Beautiful pristine space with numerous areas for guest to spread out and experience the beauty of the area and learn about the history and renovation of that particular farm and community. Very interesting restoration of existing structures and addition of many more places and ways to learn about and enjoy the natural surroundings.
Superhost
Cottage in Chincoteague
4.72 out of 5 average rating, 100 reviews

SNUG HARBOR waterfront cottage with a grand view!

AlexandraRating, 5 stars2 weeks ago
We ABSOLUTELY loved our visit, and plan to return and stay with Basia! Our weekend consisted of rainy weather and she offered us a covered porch which was well worth it!! Each morning we had a peaceful water view with the horses in the distance. I don’t think it could get any better. The boat tour was SO much fun. Basia stayed in contact with us about when would be the better time to go. She really looked out for us when the weather would be at its peak. Her recommendations never failed to impress. Thank you SO much for having us!! We plan to be back.
Guest favourite
Cottage in Lottsburg
4.98 out of 5 average rating, 87 reviews

Enchanting Edge of the World Cottage

JuliaRating, 5 stars1 month ago
Perfect Lake Side Vacation Spot!!! My friends and I spent the weekend and we absolutely loved it! The home is beautiful and the surroundings are so serine. Perfect place to get away and spend pleasurably days participating in outdoor activities like fishing, grilling and watching the sunset. We loved our stay so much we are already planning our next trip to the wonderful spot! Tim is an amazing host! Check in and check out were a breeze, he kindly checked in on us and was always prepared to help facilitate an enjoyable stay. I couldn’t recommend this listing any higher :)
Top Guest favourite
Cottage in Chincoteague
5 out of 5 average rating, 24 reviews

Waterfowl Watch Chincoteague Island, Bikes too

LauraRating, 5 stars3 weeks ago
Lovely and quaint home! Cozy and had everything needed for a relaxing getaway! Has everything needed to grill out and cook at home which was helpful for us accommodating a food allergy while traveling. It was very peaceful and quiet at night. The space outside the house is very cute with the Adirondack chairs. We sat outside with some canvases that we brought to paint and enjoyed the sunset! The clothesline in the backyard was also helpful! Having bikes and helmets was also a fun addition and allowed us to explore and get some exercise!
Top Guest favourite
Cottage in Onancock
5 out of 5 average rating, 53 reviews

Waterfront Victorian home in downtown Onancock

GoldyRating, 5 stars2 days ago
Beautiful home and just the right space for our family. Maggie was a great host and had all the items need for my grandson including age appropriate toys. This was our second stay and could not ask for a better place in Onancock.
Guest favourite
Cottage in Reedville
4.89 out of 5 average rating, 46 reviews

Waterfront Bay Cottage w/ Your Own Private Beach

BrandonRating, 5 stars3 weeks ago
We had a fantastic stay at this charming cottage on a private beach! The peaceful setting and direct access to the water made for a truly relaxing getaway. We especially loved the Adirondack chairs and firepit overlooking the Chesapeake Bay—perfect for amazing views and cozy evenings. The master bedroom and living spaces offered beautiful water views that made every moment feel serene and special. The owner was incredibly accommodating with check-in and shared thoughtful, personal tips that made our stay even more enjoyable. Highly recommend this spot for anyone looking to unwind by the bay!
Top Guest favourite
Cottage in Deal Island Historic District
4.94 out of 5 average rating, 16 reviews

Cozy "Waterfront Cottage"

JohnRating, 5 stars9 months ago
The cottage is perfect. For a quiet getaway. We caught blue fish right of the pier. And cooked them same day. We had a great time. The weather was beautiful. Sunsets are spectacular. Thanks Debbie, you are a great host.
Guest favourite
Cottage in Whaleyville
4.94 out of 5 average rating, 32 reviews

Rose cottage minutes from ocean city MD Beaches

StephRating, 5 stars2 weeks ago
Perfect getaway from the city. The cottage is both modern and cozy, and the property is beautiful and dog-friendly. Clean and well stocked too. 20 minute drive from most local attractions. Rod and his family are great hosts. They were on site when and available when needed but otherwise let us have our privacy.

Quick stats about cottage rentals in Chincoteague

  • Total rentals

    30 properties

  • Nightly prices starting at

    $116 NZD before taxes and fees

  • Total number of reviews

    2.3K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore