
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 free parking

Sea Glass Cottage - The best relaxation vacation.
Sea Glass Cottage was a delight! The house was very clean, bright and totally charming! Doris has everything you could need for a couple nights or extended stay. I would suggest everyone who stays read her "Welcome" book. She has great suggestions for dining, sightseeing, art galleries, etc. Beds are comfortable and the bathroom is VERY large. Onancock is a fun, charming town to visit. We will definitely return and, if Doris will have us, we'll be staying at Sea Glass Cottage. Thanks Doris for a great visit! Cheryl and Jerry

Quiet Retreat near Assateague Island
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!

Waterfront Victorian home in downtown Onancock
We enjoyed our stay. The house had all the comforts of home with a well stocked kitchen. The bed was comfortable. We are looking forward to coming back.

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.

Cottage on Cabin Creek
It was a great stay. Host was responsive and home was calm and clean. Loved seeing the osprey from bed! Those windows highlighted the beautiful view. The weather was a bit dumpy but the space provided everything we needed.

Waterfront Bay Cottage w/ Your Own Private Beach
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!

Little Gray Beach House
We loved our short stay at the Little Gray House. The view alone was worth the stay. The beaches are both easy walks and the area is lovely. Everything was clean and cozy and Bronwyn and Kat gave lots of information ahead of time, including some great recommendations. Would definitely recommend checking out The Hatchery and the Gwynn’s Island Museum on the island and spending some time exploring Mathews. We will be staying here again and hopefully soon!

The Little Blue Cottage - Topping : Waterfront!
Perfect vacation getaway! I was so impressed with TLBCT! Forrest and Mariah provided total transparency in their advertising of The Little Blue Cottage at Topping. Everything was just as they listed and ALL on one floor. But it was the little extra touches that did it for me, the noise machines at each bedside, (which I now have to get one since returning home), the caring way that they communicated with me before, during and after the trip, and the endless supply of conveniences in case you forgot something! With elderly parents, we cooked all meals at the home, and the kitchen was well stocked to make that happen! I think I have found my home away from home. I can’t wait to return to the peaceful TLBCT. Thank you for sharing your beautiful and amazing home with me, my husband, my grown son, two grandmothers and our fur babies. We will be back!!❤️
Cottage rentals with a hot tub

Bethany Beach Sea Colony Canalside Sleeps 7
We enjoyed Kristen’s home it was so he perfect location for our itinerary on this adventure. Blessings - joe and Jen

Uncle Buck's
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.

Waterfront Cottage, Pier, Sunsets, Hot Tub,Kayaks
Natalie was a wonderful host - the cottage was clean and welcoming and looked just like the photos. Natalie was very responsive, flexible and friendly. The river was peaceful and we enjoyed kayaking and fishing off the dock. We are very thankful we found such a perfect spot for our weekend trip to Maryland.

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.

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

Bay cottage 🏖on the beach. Stunning views🏝
We LOVED our stay! The screened porch overlooking the beach was so peaceful and our favorite place to be in the evening. The house was lovely, well cared for, very clean, and very tastefully decorated. The welcome book provided everything you needed to know about the house and surrounding area. We will be back again!

Hot Tub Hideaway by Shark Tooth Shores
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.

Hays Beach House - Hot Tub - Private Beach
Hays Beach House was the perfect home base for my group of 10 sailors. We were able to comfortably sleep, relax in the hot tub, and cook enough to feed a small army. The beds are comfy, the kitchen is well stocked, and the sunrises here are stunning. Tim is a friendly and helpful host and overall the experience was nothing but pleasant.
Pet-friendly cottage rentals

Whitsapenny Cottage at Vaux Hall Farm
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.

SNUG HARBOR waterfront cottage with a grand view!
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.

The Little House at Waveland
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!

19th Century Coastal Cottage with Modern Amenities
Such a cute place to stay! It’s very quaint and super well decorated. Is as shown in pictures! Great location for beaches!

Cottage by the bay (private peaceful surroundings)
Very secluded but I don't mind that all. The home is beautiful and the host is very attentive.

Quaint Beach Block Cottage, 100 steps to the beach
We loved staying at 14 Carolina Street! The house was great and was a very short walk to the ocean! Kelly and Thomas were very responsive and friendly! This home was a great location, would definitely come back again!

Gettin to the point. ( Cove Point Beach)
Lisa was very responsive to all my texts as I had several personal hiccups trying to get on my trip. Her cottage is absolutely adorable and I am eager to come for a second visit. The cottage is very comfortable with a variety of indoor and outdoor space to gather in. In addition, it is in a great location with the beach just across the street. The neighborhood was peaceful and a sweet beach community. The fenced in yard was a gem as I was traveling with a dog.

Waterfront Sunsets | Pet-Friendly Escape | No Fees
There is no better place for a relaxing time away with family (including dogs!). The hosts have taken such care to ensure that every need is taken care of and even added little touches to make the experience extra special. We had originally planned to explore more of the eastern shore, but we could barely get ourselves to leave the awesome property. Nothing prepared me to see such a great sunset on the western horizon from the east coast! What a delight! Most of all, and most importantly for us, the home was truly dog inclusive. We brought our two large dogs with us and the hosts had prepared for it all - covers on furniture, dog bowls at the ready, even dog towels and shampoo! We had an absolute blast at the little beach area and on the dock, but definitely do watch out and follow the host’s instructions to stay safe from the sharp rocks and steep dock stairs. The home is easy to care for with no unreasonable expectations from the host (like in some airbnbs). Check in and relax!
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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- 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