
Cottage vacation rentals in Chincoteague
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Top-rated cottage rentals in Chincoteague
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Popular amenities for Chincoteague cottage rentals
Cottage rentals with a hot tub

Cropper Creek House
The house is spacious, clean, and conveniently located. Laura made everything simple, including easy check-in and good local tips. It was perfect and fun for four, but would comfortably accommodate more!

New Waterfront Listing! Sleeps 7.
We enjoyed Kristen’s home it was so he perfect location for our itinerary on this adventure. Blessings - joe and Jen

Coral Cottage-w/Guest House-Waterfront-Hot Tub
A fantastic weekend getaway! Natalie’s home is beautifully located, offers spectacular views, and is incredibly well appointed with thoughtful touches like extra plush towels and spices and coffee. We enjoyed everything and even though the weather did not cooperate we had days of exploring the natural beauty, history, and local towns.

Year Round Playground - Rare Rustic-Modern Getaway
The house was very clean and very fresh smelling. Being in the woods surrounded by trees you can sometimes expect a musty smell, but that was not the case at all. The house was immaculate, and the rooms were very comfortable. The house was very quiet and private and the room was a nice touch. We all enjoyed the pool table. My husband did a lot of fishing at the dock and we also enjoyed the pool and the hot tub. We will definitely come back and stay at this house. Nadia was a great host. She mentioned that they are just starting out being a airbnb host, but you wouldn’t know it. The house had everything we needed.

"Bayside" Coastal Cottage w/ Golf, Hot Tub + EV
We enjoyed this beautiful property very relaxing and peaceful, located within a golf course. The beach is 10 minutes away, there’s also great food, attractions, arcades, miniature golf and tons of fun activities to enjoy as this property is on the boarder. Rebekka was an amazing/accommodating host.

Bay cottage 🏖on the beach. Stunning views🏝
Love this cute cottage!! Perfect for a couples getaway and we were able to have our fur babies join us! Super clean, lovely views, the screened porch was perfect!!

‘Christy's Cottage’ w/ Hot Tub - 2 Mi to Beach!
Location was peaceful. Everything that was needed was there. Extremely clean and Sanitary. Loved the spiritual quotes all around the home. Will definitely use it again
Pet-friendly cottage rentals

ESVA Down by the Sea & Pet Friendly
This place was perfect for what we were looking for! We will certainly be booking again when we come back.

Captain’s Hill Cottage - Ocean City
The house was as described. Cozy and comfy with a nice, big yard and quiet surroundings. Aaron was totally responsive and went above and beyond to accommodate us and our dog, Gumbo. Definitely recommend him as a host and his place if you want a quiet place in West Ocean City.

3-bedroom cottage in Ocean Pines
We enjoyed every moment of our stay. Viktoria was incredibly kind and the cottage was fully stocked. We came during the offseason and weather was not cooperative at first but we were able to use the board games, watch movies, and learn some origami on the wet days. We rode the bikes and my kids loved the nearby playground and basketball court. There were treats and bowls for our dog and the neighborhood was peaceful. We were able to go to Assateague Island a couple of times and the horses were a huge hit with everyone. Our dog enjoyed the beach, too. The only misunderstanding we had was thinking the community indoor pool was included in the amenities for free. There’s a user fee but we ended up getting a couple of nice beach/boardwalk days instead so it all worked out. Viktoria was quick to respond when we asked about it and sent instructions for how to access it if we chose to do so. This was a great time away from the city for all of us. We wouldn’t hesitate to stay again.

A "True" Chesapeake Bay Waterfront Experience!
I truly wish I could put into words just how beautiful and peaceful this home and property were. It is truly a place that was so inviting and well maintained it made me miss the eastern shore of Virginia and start looking at properties in the area. The land is so cool to walk and explore and the bay at this home is just serene. To be able to wake up and see the view this home has is just spectacular. Matt is spot on with the description of his home and you truly can't find one thing wrong with this home or the property surrounding it and having a dog,it is so key with the wash station outside because our lab puppy could not get enough of the bay or going out in the kayaks with us. I truly wish they had more stars to rate this home. Thank you for being so gracious and allowing us to visit your spectacular home!

OV Central Beach Cottage
The house was exactly as seen on website would definitely stay again..definitely longer just to have a bbq and fire 🔥 easy to get to town..very quiet felt like home .i live in the woods in the hudson valley already showed my friends and family house 🏠 thank you so much 💓

Monthly Rental w/ TONS of Storage! Please message
We had a very nice stay. Everything was very clean and nicely appointed. Our two doodles loved it too. Will is a very gracious host and we highly recommend him and his properties anytime you want to come to the Bethany beach area. We will be coming back very soon. Thank you.

The South Cottage at Vaux Hall Farm
What a truly special place Vaux Hall Farm is! The cottage and location couldn’t be nicer. Thanks to Eric for the warm hospitality too!

Cambridge Cottage
I absolutely adored this Airbnb! It was clean, adorable, and comfortable. I loved the aesthetic, but I will say if you have dogs, it would probably be safer to create them overnight. The spiral staircase was a bit difficult to maneuver for my larger guys. That’s not a problem at all, but just something to think about!
Private cottage rentals

Rhapsody in Blue Beach Cottage Ocean Pines, OC MD
What a great home right in the middle of the Ocean City and Berlin areas! So cozy and super clean!!! We definitely enjoyed that it was pet-friendly. Super responsive hosts who also provided a lot of extras like extra linens and disposable coffee cups, etc. We hope to come back to stay!

SNUG HARBOR waterfront cottage with a grand view!
Great little cabins by the water, easy to rent kayaks and boat tours directly from the host, Basia, who is very friendly and communicative. Local bar/seafood restaurant a short walk away.

Quiet Retreat near Assateague Island
Quiet retreat is the perfect description. This place is an oasis. Not only are the gardens and scenery stunning, there is so much wildlife to see and walkable spots in nature to enjoy. Plus, the convenience of getting to the tranquil Assateague island or the adventurous Ocean City made the location perfect. The pool and hot tub were amazing perks to keep our children busy while we relaxed, and the outdoor dining area was delightful for sunset meals. Kate was an incredibly friendly host. She responded to all our questions cheerfully. We are so glad for the opportunity to have stayed here. Absolutely a five star experience! Thank you!

IDLEHOUR, 3 BEDROOMS 2 BATHS W/ DOCK
This was our 2nd stay on the island , but first time at Mary Kim's. Great hospitality including home cooked egg rolls that made the long journey even more worth it. The only downfall would be the dock and kayak spot is a couple doors down, but Mary Kim was very communicative. lastly, I highly recommend the golf cart service on the island, gives you more of an ability to explore the island.

The Cove Cottage, West Fenwick
Just what we were looking for. Great location for what we had planned. Responsive host and everything was immaculate! I would definitely stay here again and would recommend it to anyone.

Peaceful Cottage in North OC
After an unfortunate experience at our original booking, Cliff allowed us a last minute booking in the middle of our trip with only a few hours notice. He was extremely prompt in his responses, friendly, accommodating, and a gracious host. The unit was clean, cozy, and decorated nicely. The kitchen was updated and modern and the living room was very comfy. I highly recommend booking with him!

Oyster Bay Getaway
Thanks, Shea for a wonderful stay at your place. Everything was exactly like the photos and the cleanest Airbnb I've stayed at thus far. There is nice attention to detail in the decor and a beautiful water view filled with many birds. A great place!

Sunset Cottage
It was a very relaxing stay. Expectations were clear. It was very welcoming and clean. George and Carol were both very responsive and helpful with our questions. The communication was very easy. We were surprised by the amount of space, it was much larger than the photos show; especially the bedroom with two twins. There is a half bath right in the twin room, which is convenient. The kitchen had most everything we needed. The enclosed porch and dock were our favorite! We drove to Assateague and Ocean City for the day, which wasn't bad. There is also a nice pier just around the block that we enjoyed as well! Overall, we had an amazing stay and would recommend this cottage.
Quick stats about cottage rentals in Chincoteague
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ257 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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- Assateague Island National Seashore
- Ocean City Boardwalk
- Jolly Roger Amusement Park
- Northside Park
- Jolly Roger at the Pier
- Bayside Resort Golf Club
- Delaware Seashore State Park
- Peninsula Golf & Country Club
- Wallops Beach
- Bow Beach
- Langford Sand
- Trimper Rides of Ocean City
- Plantation Lakes Golf and Country Club
- Assateague State Park
- Parramore Beach
- Snead Beach
- Guard Shore
- The Links at Lighthouse Sound
- Bear Trap Dunes
- Lost Treasure Golf
- York Beach Crossing
- Gargathy Beach
- Assateague Beach
- Cedar Island Beach