Downtown Chincoteague vacation rentals
We found 323 vacation rentals — enter your dates for availability
Select from 88 houses, 25 condos, and other vacation rentals to find the perfect place for your stay in Downtown Chincoteague. Whether you’re staying in a vacation home with friends, family, or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a hot tub. Whatever you're looking for, you'll find a rental that has what everyone needs, including accessible or non-smoking choices.
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Find the best place to stay - Downtown Chincoteague
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Sleeps 8 · 3 bedrooms · 2 bathrooms
Sunset Bay Villa 212 | Waterfront Balcony + Pool + Walk to Downtown + Pet Friendly
Sleeps 6 · 3 bedrooms · 2 bathrooms
Newly Renovated Cottage On Main Street - Professionally Sanitized
Sleeps 4 · 1 bathroom
Family Oasis Handicap accessible and Dog friendly
Sleeps 10 · 4 bedrooms · 3 bathrooms
Stately Home on Chincoteague Island - Professionally Sanitized
Sleeps 12 · 5 bedrooms · 3 bathrooms
Top rated rentals - Downtown Chincoteague
Chincoteaque trip
Nice house, clean. Kitchen was well stocked. Close to lots of shops and restaurants.
bettie r.
Stayed Jul 2025
Sweet place, well kept and convenient.
Stayed in the off season when it's nice and quiet. The home was well kept, clean, and nicely situated. Owners were solid, and very responsive to the one issue we had (a sticking side entrance storm door - taken care of quickly). Comfortable bed, cozy couches, and a clean kitchen. Can't ask for better on a weekend retreat.
Jim Q.
Stayed Mar 2025
Charming home, great location
House was lovely, hot tub worked well. Restaurants, bookstore, coffee shop and gift stores within easy walking distance. Easy bike ride over to see the ponies!! Cute little town, perfect for a long weekend!
Timothy G.
Stayed Apr 2024
Amazing
My wife and I began renting thru VRBO on Cayman Brac...realizing we could never stay in a hotel again...been coming to Chincoteague nearly 60 years always staying in one of the many hotels...thought we'd try VRBO...particularly this property...wow...what a great property and location...we'll be back!
Frank C.
Stayed May 2023
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
Can I find vacation rentals in Downtown Chincoteague?
Yes, we give you a choice of vacation rentals close to the most popular points of interest in Downtown Chincoteague, or you can go with a more remote option if you'd like a relaxing place to stay.
How many vacation rentals are there in Downtown Chincoteague?
Choose from 88 Expedia vacation rentals in Downtown Chincoteague for a memorable vacation.
What's there to see and do in Downtown Chincoteague?
Robert N. Reed Downtown Waterfront Park and Chincoteague Channel are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you'll find Maui Jack's Waterpark and Museum of Chincoteague.
What's a vacation rental in Downtown Chincoteague like?
Vacation rentals are private properties you can book for several days or longer in Downtown Chincoteague. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from public hotel elevators and busy lobbies while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a small group gathering.