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Chincoteague Holiday Rentals

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Our top choices for Chincoteague holiday rentals

1. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (619 reviews)
"Absolutely loved our stay. It was so quiet, peaceful and scenic. The pool was amazing"
United States
Lindsay
The price is NZ$409
includes taxes & fees
8 Sept - 9 Sept
Key West Cottages

2. Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (313 reviews)
"Experience was amazing! Amenities great! Clean resort, quiet, relaxing…all we hoped for! Will be back!!!!"
United States
Christine
Blufin Bungalows & Marina

3. Assateageue Inn 104 by Seaside Vacations & Sales

Assateageue Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (31 reviews)
"Had a great stay! Place was very clean and host was great a communication."
United States
Jen G.
The price is NZ$347
includes taxes & fees
14 Sept - 15 Sept
Assateageue Inn 104 by Seaside Vacations & Sales

4. Assateague Inn 203 by Seaside Vacations & Sales

Assateague Inn 203 by Seaside Vacations & Sales
Chincoteague Island
9.6 out of 10, Exceptional, (7 reviews)
"Beautiful place. I’ve stayed at Assateague Inn on several occasions over the years but this was my first time in 203 and by far the nicest one I’ve stayed in. Newly renovated and tastefully d"
United States
Annette H.
The price is NZ$345
includes taxes & fees
13 Sept - 14 Sept
Assateague Inn 203 by Seaside Vacations & Sales

5. Assateague Inn 102 by Seaside Vacations & Sales

Assateague Inn 102 by Seaside Vacations & Sales
Downtown Chincoteague
8.6 out of 10, Excellent, (10 reviews)
"Perfect location, unit was exactly as listed, very clean, had the essentials. We very much enjoyed our stay and the ease of checking in and out was the cherry on top."
United States
Julia S.
The price is NZ$408
includes taxes & fees
21 Sept - 22 Sept
Assateague Inn 102 by Seaside Vacations & Sales

6. Misty Mare Townhouse - Gorgeous home on Chincoteague Island

Misty Mare Townhouse - Gorgeous home on Chincoteague Island
Snotty Ridge
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful space. Lots of space for sleeping options. Easy check in process. Close to different shops!"
United States
Virginia D.
The price is NZ$552
includes taxes & fees
8 Sept - 9 Sept
Misty Mare Townhouse - Gorgeous home on Chincoteague Island

7. Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Downtown Chincoteague
10.0 out of 10, Exceptional, (78 reviews)
"Great house and location. Comfortable for a family - the kids really enjoyed the upstairs loft."
United States
Charles G.
The price is NZ$644
includes taxes & fees
19 Sept - 20 Sept
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

8. Cozy 2-bedroom house in Chincoteague

Cozy 2-bedroom house in Chincoteague
Deep Hole
10.0 out of 10, Exceptional, (6 reviews)
The price is NZ$532
includes taxes & fees
23 Aug - 24 Aug
Cozy 2-bedroom house in Chincoteague

9. Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Birch Town
9.6 out of 10, Exceptional, (47 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is NZ$825
includes taxes & fees
22 Sept - 23 Sept
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

10. Pet-friendly creekside cottage w/ backyard

Pet-friendly creekside cottage w/ backyard
Up the Neck
9.4 out of 10, Exceptional, (140 reviews)
"The house was very clean and tidy when we arrived. We appreciated having our linens supplied, the very clear house manual with all instructions and clear communication on how to access the house. We also liked how the host checked in to see how we were doing and if we had any needs. This house was also pet friendly."
United States
Christine
The price is NZ$743
includes taxes & fees
24 Aug - 25 Aug
Pet-friendly creekside cottage w/ backyard

11. Assateague Inn 111 by Seaside Vacations & Sales

Assateague Inn 111 by Seaside Vacations & Sales
Chincoteague Island
8.4 out of 10, Very good, (35 reviews)
"The location was central with a deck out on the marsh, which was lovely. The pool seemed well kept and was nice. It was clean and the communication with the hosts was quite good. The smart TVs didn’t really work and could only work with live tv. No apps worked. Overall, though, would stay again."
United States
Erin
The price is NZ$342
includes taxes & fees
21 Sept - 22 Sept
Assateague Inn 111 by Seaside Vacations & Sales

12. The Neigh-Neigh - Location! Location! Location!

The Neigh-Neigh - Location! Location! Location!
Downtown Chincoteague
9.8 out of 10, Exceptional, (6 reviews)
"Loved staying at this house…plenty of room for everyone."
United States
ashley b.
The price is NZ$894
includes taxes & fees
21 Sept - 22 Sept
The Neigh-Neigh - Location! Location! Location!

13. Assateague Inn 213 by Seaside Vacations & Sales

Assateague Inn 213 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (34 reviews)
"Great stay!"
United States
Lauren P.
The price is NZ$319
includes taxes & fees
15 Sept - 16 Sept
Assateague Inn 213 by Seaside Vacations & Sales

14. Bella's Beach Retreat by Seaside Vacations & Sales

Bella's Beach Retreat by Seaside Vacations & Sales
Chincoteague Island
8.2 out of 10, Very good, (10 reviews)
"Off season rates are really reasonable- place is as described- good location- good views- would stay again."
United States
Cindy H.
The price is NZ$328
includes taxes & fees
13 Sept - 14 Sept
Bella's Beach Retreat by Seaside Vacations & Sales

15. Assateague Inn 106 by Seaside Vacations & Sales

Assateague Inn 106 by Seaside Vacations & Sales
Chincoteague Island
9.8 out of 10, Exceptional, (8 reviews)
"Cute rooms in close proximity to several restaurants. "
United States
Sandy G.
The price is NZ$349
includes taxes & fees
21 Sept - 22 Sept
Assateague Inn 106 by Seaside Vacations & Sales

16. Assateague Inn 110 by Seaside Vacations & Sales

Assateague Inn 110 by Seaside Vacations & Sales
Chincoteague Island
9.2 out of 10, Wonderful, (10 reviews)
"Close to everything, quiet, clean"
United States
Eileen D.
The price is NZ$353
includes taxes & fees
21 Sept - 22 Sept
Assateague Inn 110 by Seaside Vacations & Sales

17. Assateague Inn 204 by Seaside Vacations & Sales

Assateague Inn 204 by Seaside Vacations & Sales
Chincoteague Island
7.4 out of 10, Good, (3 reviews)
"We had short trip for the oyster festival but really enjoyed our stay. It was quiet and cozy. Beautiful views off the deck. "
United States
Jen E.
The price is NZ$336
includes taxes & fees
21 Sept - 22 Sept
Assateague Inn 204 by Seaside Vacations & Sales

18. Assateague Inn 105 by Seaside Vacations & Sales

Assateague Inn 105 by Seaside Vacations & Sales
Chincoteague Island
8.6 out of 10, Excellent, (18 reviews)
"As usual we had a wonderful stay at the Assateague Inn and cannot wait for our next visit. "
United States
Sarah M.
The price is NZ$349
includes taxes & fees
21 Sept - 22 Sept
Assateague Inn 105 by Seaside Vacations & Sales

19. Assateague Inn 103 by Seaside Vacations & Sales

Assateague Inn 103 by Seaside Vacations & Sales
Chincoteague Island
8.0 out of 10, Very good, (6 reviews)
"The property and room were clean and neat. The facility and rooms are older, but all was functional and clean. Very communicative and easy and clear check in and out process! "
United States
Ellen K.
The price is NZ$347
includes taxes & fees
9 Sept - 10 Sept
Assateague Inn 103 by Seaside Vacations & Sales

20. Assateague Inn 100 by Seaside Vacations & Sales

Assateague Inn 100 by Seaside Vacations & Sales
Chincoteague
8.8 out of 10, Excellent, (10 reviews)
"Quiet area and close to all attractions. Very fast response with any questions before and during stay. Would recommend!"
United States
Sue S.
The price is NZ$353
includes taxes & fees
15 Sept - 16 Sept
Assateague Inn 100 by Seaside Vacations & Sales
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chincoteague Hotel Reviews

Find out more about Chincoteague

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Chincoteague holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Chincoteague. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Chincoteague. Seeing all the best attractions is bound to make you fall in love with Chincoteague. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Chincoteague short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Chincoteague?

Yes, there are holiday rentals in Chincoteague close to Maui Jack's Waterpark, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Chincoteague speak positively about the popular beaches and seafood restaurants in this destination.

What are some of the best holiday rentals that Chincoteague has to offer?

Blufin Bungalows & Marina: This highly rated holiday home rental in Chincoteague is on the beach, and equipped with free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave. Another good choice for your trip to Chincoteague is Chincoteague Bay RV Resort & Cottages.

How many holiday rentals are there in Chincoteague?

Expedia has 521 holiday rentals for your stay in Chincoteague.

What’s there to see and do in Chincoteague?

Enjoy the outdoors at Robert N. Reed Downtown Waterfront Park and Oyster Bay, or simply take in cultural attractions like Captain Timothy Hill House and Museum of Chincoteague. Maui Jack's Waterpark and Assateague Lighthouse are other places to visit while you're in town.

What’s a holiday rental in Chincoteague like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chincoteague. Holiday rentals provide amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a small group gathering.