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Stockton Holiday Rentals

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Our top choices for Stockton holiday rentals

1. Cozy Barn Loft: Country Views & Central to Beaches

Cozy Barn Loft: Country Views & Central to Beaches
Pocomoke City
10.0 out of 10, Exceptional, (23 reviews)
"Very clean and cozy home, they had all the necessary things we needed for our stay and we will certainly be staying there again if it’s available during our next visit. "
United States
Ryan B.
The price is HK$1,051
HK$2,099 total
includes taxes & fees
30 Aug - 31 Aug
Cozy Barn Loft: Country Views & Central to Beaches

2. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (623 reviews)
"Absolutely loved our stay. It was so quiet, peaceful and scenic. The pool was amazing"
United States
Lindsay
The price is HK$1,708
HK$1,918 total
includes taxes & fees
7 Sept - 8 Sept
Key West Cottages

3. The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.4 out of 10, Exceptional, (67 reviews)
"Everything was just perfect. I will be back. This time for a long stay. My entire family loves the place. Thanks Kelly."
United States
Francis
The price is HK$1,234
HK$3,531 total
includes taxes & fees
24 Sept - 25 Sept
The purple door at the bay.

4. Bayfront Modern Retreat • Dock, Kayaks, Views

Bayfront Modern Retreat • Dock, Kayaks, Views
Captain's Cove
9.8 out of 10, Exceptional, (68 reviews)
"Overall nice stay!"
United States
Becky S.
The price is HK$1,079
HK$3,974 total
includes taxes & fees
31 Aug - 1 Sept
Bayfront Modern Retreat • Dock, Kayaks, Views

5. Assateague Inn 203 by Seaside Vacations & Sales

Assateague Inn 203 by Seaside Vacations & Sales
Chincoteague Island
9.6 out of 10, Exceptional, (8 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 HK$877
HK$1,610 total
includes taxes & fees
13 Sept - 14 Sept
Assateague Inn 203 by Seaside Vacations & Sales

6. Assateageue Inn 104 by Seaside Vacations & Sales

Assateageue Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (32 reviews)
"Our room was clean and ready for our stay. We could walk to some shops, miniature golfing,restaurants."
United States
Paula
The price is HK$849
HK$1,580 total
includes taxes & fees
15 Sept - 16 Sept
Assateageue Inn 104 by Seaside Vacations & Sales

7. 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 HK$2,343
HK$4,003 total
includes taxes & fees
31 Aug - 1 Sept
Pet-friendly creekside cottage w/ backyard

8. 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 HK$1,097
HK$2,667 total
includes taxes & fees
22 Sept - 23 Sept
Misty Mare Townhouse - Gorgeous home on Chincoteague Island

9. 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 HK$1,155
HK$1,962 total
includes taxes & fees
13 Sept - 14 Sept
Assateague Inn 102 by Seaside Vacations & Sales

10. 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 HK$1,270
HK$2,385 total
includes taxes & fees
8 Sept - 9 Sept
Cozy 2-bedroom house in Chincoteague

11. 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, (79 reviews)
"Great house and location. Comfortable for a family - the kids really enjoyed the upstairs loft."
United States
Charles G.
The price is HK$1,528
HK$3,071 total
includes taxes & fees
22 Sept - 23 Sept
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

12. Central Location~Walk 2 Dining! Beach Pass & Gear!

Central Location~Walk 2 Dining! Beach Pass & Gear!
Deep Hole
10.0 out of 10, Exceptional, (10 reviews)
"Excellent space with everything needed!"
United States
Tianna B.
The price is HK$1,216
HK$2,666 total
includes taxes & fees
7 Sept - 8 Sept
Central Location~Walk 2 Dining! Beach Pass & Gear!

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.
Assateague Inn 213 by Seaside Vacations & Sales

14. 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, (48 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is HK$1,058
HK$3,398 total
includes taxes & fees
2 Sept - 3 Sept
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

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 HK$832
HK$1,561 total
includes taxes & fees
14 Sept - 15 Sept
Assateague Inn 106 by Seaside Vacations & Sales

16. 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 HK$832
HK$1,561 total
includes taxes & fees
1 Sept - 2 Sept
Assateague Inn 111 by Seaside Vacations & Sales

17. 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 HK$948
HK$1,698 total
includes taxes & fees
24 Sept - 25 Sept
Assateague Inn 110 by Seaside Vacations & Sales

18. 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 HK$858
HK$1,590 total
includes taxes & fees
24 Sept - 25 Sept
Bella's Beach Retreat by Seaside Vacations & Sales

19. 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 HK$966
HK$1,727 total
includes taxes & fees
24 Sept - 25 Sept
Assateague Inn 105 by Seaside Vacations & Sales

20. 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 HK$796
HK$1,512 total
includes taxes & fees
14 Sept - 15 Sept
Assateague Inn 103 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 Stockton Hotel Reviews

Find out more about Stockton

Search for holiday rentals in Stockton on Expedia! You can easily find your home rentals, villas, holiday apartments in Stockton using one of the methods below:

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Frequently asked questions

Are there holiday rentals in Stockton?

Yes, there are holiday rentals close to the most popular sights in Stockton, or you can select a more secluded option if you're looking for a relaxing stay.

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

Blufin Bungalows & Marina: This holiday home rental outside of Stockton 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.

What can I see and do in Stockton?

Mills Island and Stockton Park are a couple of lovely local spots to get outside and enjoy nature. While here, Chesapeake Forest and E.A. Vaughn Wildlife Management Area are other places worth a visit.

What are holiday rentals like in Stockton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Stockton. Holiday rentals offer extras such as patios, hot tubs and fire pits to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.