
Cottage vacation rentals in Chincoteague
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Top-rated cottage rentals in Chincoteague
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
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

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.

Private point on the Bay🌤hammock, hot tub, kayaks❤️
With 180 degree water views, what could be better?! We saw birds, incredible sunrises over the bay, and enjoyed sunset in the hot tub. It’s just right for a long weekend getaway to relax and unwind!

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.

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!

"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.

Waterfront Heathsville Cottage w/ Dock & Hot Tub!
This is a really nice getaway that is peaceful and serene. The home is older, but has some nice updates. I am one that appreciates a home with character. It is in a secluded area, so at night its gets really dark in the hot tub area which we made good use of. Waking up to views of the lake was my favorite part of the day. I was sad when the sun started to go down. There are neighbors, but the houses aren't very close to each other. It is located in a small town so there aren't many food options. The restaurant we went to wasn't very good, so I'd highly recommend cooking for your stay or bringing food. That's what we did. We cooked our meals and grilled. It was fantastic. Four of us stayed there comfortably. Two couples. Overall we had a nice 3 days and I'd highly recommend.

"Dragonfly" Waterfront Cottage on Chesapeake Bay
Little slice of paradise!! We had the best time and will definitely be back!
Pet-friendly cottage rentals

3-bedroom cottage in Ocean Pines
Viktoria's place was perfect for what we needed for our stay in Ocean Pines. She was very responsive and accommodating.

A "True" Chesapeake Bay Waterfront Experience!
Matt was a great host and helpful. The house was great very clean with plenty of room. The veiw of the water was nice. I highly recommend if you are looking for a nice weekend getaway.

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!

Once Upon A Tide
The cottage is very cozy and beautifully decorated. The beds were super comfortable. We had a very peaceful stay and got a lot of much-needed rest. The restaurants nearby offer great comfort food. Chincoteague was a little sleepy because it was off-season but that it what we were looking for. Stephanie is a fantastic host.

Heaven on the Bay - A Peaceful Waterfront Retreat
The views of the Bay, dock, and kayaks were incredible. The kitchen and family room had a great vibe, it felt like we were at the Bay!

Charming Canal Front Cottage
This place is truly charming! The cottage was adorable and had everything we needed. When we arrived, the home was neat and very clean. The beds were extremely comfortable, and even though it is a cottage, we had plenty of room to spread out and relax. The neighborhood was quiet, and it's just a short drive to the Ocean City strip. Colleen was a wonderful host and we highly recommend staying here!
Private cottage rentals

Bayberry - awesome Solo Stove Fire Pit
Nice place I really recommend

Cozy Cottage on the Bay
My husband, dog, and I enjoyed a wonderful Thanksgiving break at this very nice and beautifully situated cottage! The views from the back deck and kitchen are as gorgeous as the listing photos suggest and, while the house is right next door to another one, we heard not a peep from the neighbors during our 5 days there. Everything was very attractive and well thought out - the kitchen was well appointed with everything we needed; the chairs, sofa, and bed were super comfy, the bathroom was clean and cheerful. Maxine was great host, answering all our questions quickly and helpfully. It's a 15-20 minute drive to downtown Cambridge, where we had nice dinners out in town at Blue Ruin and Bombay Social. We also took good day trips to Easton, St. Michaels, the Blackwater National Wildlife Refuge, and the impressive Harriet Tubman Underground Railroad Park and Visitor Center. The whole area is full of beauty and history, and this cottage was a great home base!

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 💓

Cozy "Waterfront Cottage"
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.

Blue Moon Haven- Cozy Vintage Cottage in Mathews
Great little cottage in Mathews County. Right along the Mathews Marathon race course, which came in handy! Well kept and would recommend to friends. Thanks!

Country Cottage -7 Miles from Fenwick Island Beach
I was in the area for work and just had to look up this great place again, very excited that it was available for the dates i needed. When you're so far from home all you need is a little place that feels like home to help you get cozy amd relaxed after a hard days work. A few apdated additions since last time i sayed were very nice to see, the paved drive, the gravel walkway to the porch amd firepit and also the outside shower. Of all the places ive been to this is by far my favorite! Thanks so much again for the wonderful stay, im already looking foward to the next trip up :)

Riverfront Retreat with PRIVATE POOL and BEACH!!
This was a wonderful getaway for my family and friends. We had two toddlers that loved the river beach and pool. There were plenty of toys to keep the kids and adults busy!

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!
Quick stats about cottage rentals in Chincoteague
Total rentals
30 properties
Nightly prices starting at
$97 CAD 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
- Bayside Resort Golf Club
- Delaware Seashore State Park
- Jolly Roger at the Pier
- Wallops Beach
- Langford Sand
- Trimper Rides of Ocean City
- Plantation Lakes Golf and Country Club
- Peninsula Golf & Country Club
- Assateague State Park
- Parramore Beach
- Sound Beach
- Snead Beach
- Guard Shore
- York Beach Crossing
- Lost Treasure Golf
- The Links at Lighthouse Sound
- Bear Trap Dunes
- Cedar Island Beach
- Gargathy Beach
- Assateague Beach