
Cottage holiday 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

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

Uncle Buck's
Uncle Bucks was exactly as pictured and described. The location cannot be beat either, having walkable access to the beach was perfect. A lot of amenities at the cottage as well, the hot tub being the best in my opinion. I had a nice relaxing week, which was the goal of my visit. Thank you again!

Waterfront! Hot Tub! w/Guest House, Pier, Kayaks
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.

Hot Tub Hideaway by Shark Tooth Shores
We stayed here for two days in April, and it was great. The direct access to a bit of beach was awesome. Our kids spent hours searching for shells. The view of the bay through the trees from the house was lovely. We ate our meals on the deck, and enjoyed the hot tub. All around a great spot!

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.

"Bayside" Coastal Cottage w/ Golf, Hot Tub + EV
The place was perfect for what me and my guests were looking for. Great location with a great host, Rebekka. The home is secluded but still close enough to get to anywhere in the area with a short drive. The description, amenities and pictures of her place, are spot on Rebekka was very friendly, responsive, gave tips for things to do, and was just very easy to deal with. It was a hassle free stay and would definitely stay here again if ever in the area again.

Old Log Cabin School House w/10 acres on the Bay
This old log cabin school house, this was one of the most amazing experiences our family has ever had in an Airbnb. The history in this home is something like I’ve never witnessed before in my life. You can feel the love that has been poured into this unique stay. It felt like home with endless bonuses found throughout the home, carriage house and property. Richard was an incredible host and this was by far the most personable experience we have ever had in all our years using Airbnb. You can feel the peacefulness this place offers from the moment you turn onto the driveway. The sunsets are breathtaking and we saw deer, turkey and a ton of other wildlife daily. One night right after sunset my husband caught a 24” speckled trout! Our four children, ages 12, 9, 4 and 1, all had a blast. We brought a baby gate for the living room/kitchen doorways and it was perfect! Downtown Mathews is adorable and we loved the visitor center. Definitely check this place out if you have the opportunity ?
Pet-friendly cottage rentals

The Crab Shack
There is nothing more serene than waking up in the ‘crab shack’ with the sunrise. What a comfortable and scenic spot. Even our dog, Juno, loved it! Took a sunset sail to celebrate a birthday and got front pier service! Our host, Carlisle, was extremely attentive and kind with any needs we had or hadn’t thought of. Wish we had booked longer. We hope to return very soon!!

The Little House at Waveland
Diana’s place was great! Beautiful beach area that’s a short walking distance on the property. Great communication, and easy checkin/out. Would definitely stay again.

"Bee Haven" Cottage Retreat
My parents and I stayed here for four days. It was the perfect peaceful getaway for us. The place was really cute, two bedrooms with queen size beds, a large bathroom, and the cutest kitchen-living room area. Gloucester is a sweet town to hang out in, and the host gave some great recommendations for local places to check out. Wonderful place, we will be coming back!!

BnB’s Dog-Friendly Cottage
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!

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!

Quaint Beach Block Cottage, 100 steps to the beach
Nice, cozy cottage steps from the beach. Comfy beds, well provisioned. Screened in porch and fenced back yard so great for doggos! Short walk to fun restaurants and coffee shops. Hope to return in the Fall!

Once Upon A Tide
we loved everything about Once Upon a Tide! Every little detail was provided, right down to bikes and beach chairs. The bed was super comfortable, the water hot and strong. We walked to shops and restaurants. Would love to come again for a longer time.

Gettin to the point. ( Cove Point Beach)
This was my second stay here. since I was here last Lisa & John have added a beautiful addition onto the home. The space is so welcoming. we love how peaceful the area is. we saw deer & bunnies every day! The decor throughout the home is lovely, you really don't want to ever leave the house. Once again it was impeccably clean and so we'll stocked. We can't wait to return. Thank you!
Private cottage rentals

Deer Track-Cozy Cottage, Close to Town, Firepit!
We enjoyed our visit to Deer Track in Chincoteague. The cottage is clean with listed amenities. We really liked the quiet neighborhood it is located in.

Martha’s Cottage•at Old Beauchamp Homestead•
What a charming cottage, tucked in between the Atlantic and Chesaapeake. Quiet, secluded and clearly well loved by the owners, this rental is truly one of a kind!. We'll be back!

White Heron Cottage
We had an amazing stay at White Heron Cottage! It was clean, bright, and quiet. Ashley was incredibly responsive and made everything easy. We will definitely stay here again and highly recommend it to anyone looking for a great Airbnb experience!

Cottage by the bay (private peaceful surroundings)
This was our second time renting Mary Catherine's Bay Cottage, and we are very happy we did. It feels more like a home than just another rental, and my husband and I love that. With Painter being centrally located on the Eastern Shore, the location of this cottage is great giving us easy access to explore the entire Eastern Shore. We highly recommend this Airbnb home, Bay Cottage!

ESVA Silver Beach Getaway - Book Summer 2025 now!
Such a cute, well stocked and clean cottage. Extremely quiet neighborhood. Sunsets over the bay were stunning. Jennifer was easy to teach and communicate with.

Sunset Haven
This is our second time staying at Sunset Haven— appropriately named. Gorgeous sunsets and weather was perfect. Great and considerate communication with Terri. House was pristine and had every thing you could need. We will be back! Thank you Terri!

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!

B Street Cottage
The little cottage is cute and clean, perfect for a beachy weekend stay for two of us. Peaceful neighborhood and easy walk to beach/bike into town. We especially appreciated the porch, and the snacks and beverages. It was just what we needed!
Quick stats about cottage rentals in Chincoteague
Total rentals
30 properties
Nightly prices starting at
$108 AUD 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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- Ocean City Beach
- Assateague Island National Seashore
- Ocean City Boardwalk
- Jolly Roger Amusement Park
- Northside Park
- Jolly Roger at the Pier
- Delaware Seashore State Park
- Bayside Resort Golf Club
- Snead Beach
- Wallops Beach
- Bow Beach
- Peninsula Golf & Country Club
- Coin Beach
- Guard Shore
- Langford Sand
- Assateague Beach
- Plantation Lakes Golf and Country Club
- Trimper Rides of Ocean City
- Lost Treasure Golf
- Bear Trap Dunes
- Assateague State Park
- Parramore Beach
- The Links at Lighthouse Sound
- York Beach Crossing