Cottage vacation rentals in Chincoteague

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Popular amenities for Chincoteague cottage rentals

Cottage rentals with free parking

Top guest favorite
Cottage in Oxford
5 out of 5 average rating, 17 reviews

Sailor's Cottage - Private Waterfront

ChristopherRating, 5 stars6 days ago
We recently stayed at this beautiful Airbnb tucked away on a secluded property in Oxford, and it was exactly the reset our family needed. The house was spotless, cozy, and surrounded by nature—offering the kind of quiet you don’t realize you’ve been craving until you hear it. What truly made this stay exceptional were the hosts. We arrived by boat at a nearby marina, and due to our boat’s deep draft, they picked us up to bring us to the house. That extra effort made all the difference, especially with a group that included kids and family coming in from different ends. The home felt like a retreat—private, peaceful, and welcoming. It gave us a much-needed chance to reconnect, recharge, and create some lasting memories. We’d absolutely stay again and recommend this home to anyone looking for an escape from the hustle without sacrificing comfort or kindness.
Guest favorite
Cottage in Onancock
4.9 out of 5 average rating, 50 reviews

Peaceful 5 bedroom cottage on the Eastern Shore...

HannaRating, 5 stars2 weeks ago
Took my adult siblings and parents to Taryn’s property & everyone has already asked “can we go back next year?” The seclusion, water views, and acreage to explore was incredible. We were excited to take our dogs who loved running through the marsh out to the beach. Yes, there’s a lot of flies and ticks due to the marshy area, but we brought plenty of bug spray and checked the dogs each evening for ticks. Definitely recommend catching a sunset on the beach. No frills, no fuss..lots of fun & no-phone-service family bonding time.
Guest favorite
Cottage in Ocean View
4.92 out of 5 average rating, 118 reviews

Rosemary Cottage at Good Earth, near Bethany Beach

JohnRating, 5 stars1 day ago
We were only there for one night, but had a very nice time after a long drive. Had dinner at the restaurant on site, which was very good.
Guest favorite
Cottage in Berlin
4.93 out of 5 average rating, 92 reviews

Quiet Retreat near Assateague Island

DeniseRating, 5 stars9 months ago
This was our second trip to Catherine's retreat and we loved our stay this time even more than our first. Both Catherine and her husband assisted us when we had questions and provided suggestions for local events. The property is such a restful delight; from the pool, the views of the marshes, the quiet, and the plethora of wildlife to see. The home is comfy and we had everything we needed to make ourselves great meals and just soothe the soul. Between spending time on Assateague by day and returning to this special place at night, we came home restored. Thanks again!
Top guest favorite
Cottage in Onancock
5 out of 5 average rating, 53 reviews

Waterfront Victorian home in downtown Onancock

GoldyRating, 5 stars1 week 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.
Top guest favorite
Cottage in East New Market
4.95 out of 5 average rating, 65 reviews

Cottage on Cabin Creek

MattRating, 5 stars1 week ago
Beautiful private hidden gem on the water, perfect place to escape for a weekend.
Guest favorite
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!
Guest favorite
Cottage in Gwynn's Island
4.92 out of 5 average rating, 36 reviews

Little Gray Beach House

MattRating, 5 stars3 days ago
Great getaway place, super peaceful, and quiet. Beautiful views. Just a few helpful tips for your visit …might want to bring tin foil, plastic wrap, etc. We didn’t care for the taste of the tapwater, may want to bring your own. Matches for the grill were found in the utility room. Shed had plenty of extra space to store our 2 bikes, could fit 3-4. Highly recommend, we would definitely stay here again!!

Cottage rentals with a hot tub

Guest favorite
Cottage in Bethany Beach
4.94 out of 5 average rating, 17 reviews

Bethany Beach Sea Colony Canalside Sleeps 7

JosephRating, 5 stars4 months ago
We enjoyed Kristen’s home it was so he perfect location for our itinerary on this adventure. Blessings - joe and Jen
Top guest favorite
Cottage in Dewey Beach
4.89 out of 5 average rating, 81 reviews

Uncle Buck's

BreezyRating, 5 stars1 month ago
My friend and I loved staying at this little house. It was so close to the beach, the hot tub was amazing in the evenings and the house was comfortable and welcoming. It was clean, organized and well stocked with the towels. Great little getaway spot at a wonderful price.
Top guest favorite
Cottage in Woolford
5 out of 5 average rating, 65 reviews

Waterfront Cottage, Pier, Sunsets, Hot Tub,Kayaks

KathyRating, 5 stars5 days ago
The house is wonderful! We enjoyed being in the fenced backyard with our dogs, hanging out on the dock watching the boats go by, or just sitting in the house admiring the view through the huge picture windows. It was very clean and had all that we needed for a relaxing get away weekend. Natalie was very responsive and very helpful with great local suggestions. Emily's Produce is only a few minutes away and has everything we needed, including fully cooked meals. We can't wait to come back!
Top guest favorite
Cottage in Easton
5 out of 5 average rating, 106 reviews

Cottage on Solitude Creek, Hot Tub, Pool & Firepit

MeganRating, 5 stars1 week 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.
Superhost
Cottage in Marion Station
4.71 out of 5 average rating, 38 reviews

Year Round Playground - Rare Rustic-Modern Getaway

BrittanyRating, 5 stars6 days 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 favorite
Cottage in Rehoboth Beach
4.95 out of 5 average rating, 173 reviews

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

BeatriceRating, 5 stars1 week 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 favorite
Cottage in Reedville
4.9 out of 5 average rating, 207 reviews

Bay cottage 🏖on the beach. Stunning views🏝

JenniferRating, 5 stars6 days ago
We had a relaxing weekend stay at Dave and Melissa’s place. The views from the screened in porch were beautiful. The surrounding area had a mix of older and newer properties. The little beach was nice. Overall a great place if you are looking for a quiet place to escape to.
Guest favorite
Cottage in Lusby
4.82 out of 5 average rating, 45 reviews

Hot Tub Hideaway by Shark Tooth Shores

RebeccaRating, 5 stars1 month 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.

Pet-friendly cottage rentals

Guest favorite
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 favorite
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!
Top guest favorite
Cottage in Frankford
4.99 out of 5 average rating, 164 reviews

19th Century Coastal Cottage with Modern Amenities

SarahRating, 5 stars4 days ago
The space and the hosts were absolutely wonderful. While our trip was rainy and we weren’t able to enjoy as much of the outside space as we would have liked, the area was gorgeous and we loved looking out at the amazing views and local fowl while we were cozied up inside. The beds were comfy and the space was plenty quiet in the evenings. I’d absolutely recommend the cottage to others and plan to be back!
Guest favorite
Cottage in Lewes
4.87 out of 5 average rating, 201 reviews

BnB’s Dog-Friendly Cottage

SydneyRating, 5 stars2 months 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!
Superhost
Cottage in Painter
4.89 out of 5 average rating, 94 reviews

Cottage by the bay (private peaceful surroundings)

JamesRating, 5 stars2 weeks ago
It was a pleasure finding this peaceful home. It is nestled in a rural area of Maryland. If you need to get away from life for a reset, this is the perfect place. The host was extremely responsive and flexible. The home is nicely accommodating and the local area has a nice park and dock to enjoy the water. I would highly recommend staying. James P
Superhost
Cottage in Dewey Beach
4.89 out of 5 average rating, 204 reviews

Quaint Beach Block Cottage, 100 steps to the beach

AllyRating, 5 stars1 week ago
We had an excellent time on our beach vacation! Kelly and Thomas were responsive to help us troubleshoot some minor technical issues and the place is just lovely! My dog especially enjoyed meeting some new canine companions on beach in the mornings and evenings. Thank you Kelly and Thomas- we’ll be back!
Guest favorite
Cottage in Rehoboth Beach
4.93 out of 5 average rating, 138 reviews

Coastal Cottage-4BR/3BA Home, dog-friendly

LauraRating, 5 stars6 days ago
Enjoyed our stay at Cody's place. We were in town for the Dewey Beach Crossfit Championship and chose this location due to the event taking place about 15 minutes away. Spacious, well decorated and loved the outdoor space. We took our Shih Tzu and it was convenient to walk her in the yard and in the neighborhood. This home is situated on a private and peaceful street and had everything we needed. We enjoyed our weekend here and would definitely return.

Quick stats about cottage rentals in Chincoteague

  • Total rentals

    30 properties

  • Nightly prices starting at

    R1,260 ZAR 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

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