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Stockton Vacation Rentals

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Our top choices for Stockton vacation rentals

1. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (671 reviews)
"First time here and we absolutely loved it."
United States
Melissa
The price is CA $169
CA $190 total
includes taxes & fees
Nov 30 - Dec 1
Key West Cottages

2. Bayfront Modern Retreat • Dock, Kayaks, Views

Bayfront Modern Retreat • Dock, Kayaks, Views
Captain's Cove
9.8 out of 10, Exceptional, (73 reviews)
"We absolutely love staying here! "
United States
Maggie G.
The price is CA $109
CA $556 total
includes taxes & fees
Nov 8 - Nov 9
Bayfront Modern Retreat • Dock, Kayaks, Views

3. Assateageue Inn 104 by Seaside Vacations & Sales

Assateageue Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (35 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 CA $145
CA $269 total
includes taxes & fees
Nov 5 - Nov 6
Assateageue Inn 104 by Seaside Vacations & Sales

4. The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.4 out of 10, Exceptional, (69 reviews)
"Great location"
United States
Rick K.
The price is CA $221
CA $573 total
includes taxes & fees
Nov 16 - Nov 17
The purple door at the bay.

5. Palm Villa

Palm Villa
Piney Island
9.2 out of 10, Wonderful, (5 reviews)
"The property was exactly as advertised and met our expectations. The manager was very nice. We would have preferred check-in instructions ahead of time without needing to call, but did not have any problems with check-in or our stay. We enjoyed the location and close proximity to shops, restaurants, and the Chincoteague Wildlife Refuge. We would stay here again."
United States
Scott D.
The price is CA $138
CA $260 total
includes taxes & fees
Nov 29 - Nov 30
Palm Villa

6. 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, (49 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is CA $166
CA $550 total
includes taxes & fees
Nov 7 - Nov 8
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

7. Assateague Inn 111 by Seaside Vacations & Sales

Assateague Inn 111 by Seaside Vacations & Sales
Chincoteague Island
8.4 out of 10, Very good, (39 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 CA $145
CA $269 total
includes taxes & fees
Nov 5 - Nov 6
Assateague Inn 111 by Seaside Vacations & Sales

8. Pet-friendly creekside cottage w/ backyard

Pet-friendly creekside cottage w/ backyard
Up the Neck
9.4 out of 10, Exceptional, (141 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 CA $237
CA $482 total
includes taxes & fees
Nov 5 - Nov 6
Pet-friendly creekside cottage w/ backyard

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

Central Location~Walk 2 Dining! Beach Pass & Gear!
Deep Hole
10.0 out of 10, Exceptional, (11 reviews)
"Excellent space with everything needed!"
United States
Tianna B.
The price is CA $141
CA $371 total
includes taxes & fees
Nov 16 - Nov 17
Central Location~Walk 2 Dining! Beach Pass & Gear!

10. 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, (85 reviews)
"Great house and location. Comfortable for a family - the kids really enjoyed the upstairs loft."
United States
Charles G.
The price is CA $152
CA $382 total
includes taxes & fees
Nov 19 - Nov 20
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

11. Coastal Retreat - EV Charger - Near Marina & Beaches

Coastal Retreat - EV Charger - Near Marina & Beaches
Captain's Cove
The price is CA $434
CA $505 total
includes taxes & fees
Nov 27 - Nov 28
Coastal Retreat - EV Charger - Near Marina & Beaches

12. Cozy 2-bedroom house in Chincoteague

Cozy 2-bedroom house in Chincoteague
Deep Hole
10.0 out of 10, Exceptional, (7 reviews)
"Ramsey is a great host and provided everything we needed!"
United States
Kendall M.
The price is CA $227
CA $405 total
includes taxes & fees
Nov 8 - Nov 9
Cozy 2-bedroom house in Chincoteague

13. The Neigh-Neigh - Location! Location! Location!

The Neigh-Neigh - Location! Location! Location!
Downtown Chincoteague
9.8 out of 10, Exceptional, (7 reviews)
"Very nice place to stay close to town. Charming screened porch, well appointed kitchen, plenty of space for us."
United States
Veronika B.
The price is CA $252
CA $618 total
includes taxes & fees
Nov 8 - Nov 9
The Neigh-Neigh - Location! Location! Location!

14. Assateague Inn 110 by Seaside Vacations & Sales

Assateague Inn 110 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (12 reviews)
"The whole stay was excellent and the property was in an excellent location. Surprisingly quiet considering the proximity to restaurants and activities."
United States
Anonymous traveller
The price is CA $173
CA $302 total
includes taxes & fees
Nov 5 - Nov 6
Assateague Inn 110 by Seaside Vacations & Sales

15. Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!

Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!
Newark
10.0 out of 10, Exceptional, (20 reviews)
"Everything was perfect! We loved the location and the house. Secluded but not too far from everything. The house was clean and very comfortable."
United States
Debbie M.
The price is CA $191
CA $584 total
includes taxes & fees
Nov 10 - Nov 11
Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!

16. Assateague Inn 106 by Seaside Vacations & Sales

Assateague Inn 106 by Seaside Vacations & Sales
Chincoteague Island
9.2 out of 10, Wonderful, (12 reviews)
"Cute rooms in close proximity to several restaurants. "
United States
Sandy G.
The price is CA $145
CA $269 total
includes taxes & fees
Nov 8 - Nov 9
Assateague Inn 106 by Seaside Vacations & Sales

17. Assateague Inn 105 by Seaside Vacations & Sales

Assateague Inn 105 by Seaside Vacations & Sales
Chincoteague Island
8.6 out of 10, Excellent, (19 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 CA $145
CA $258 total
includes taxes & fees
Nov 30 - Dec 1
Assateague Inn 105 by Seaside Vacations & Sales

18. 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 CA $145
CA $270 total
includes taxes & fees
Nov 9 - Nov 10
Assateague Inn 213 by Seaside Vacations & Sales

19. Assateague Inn 205 by Seaside Vacations & Sales

Assateague Inn 205 by Seaside Vacations & Sales
Chincoteague Island
8.8 out of 10, Excellent, (3 reviews)
"Overall the place was nice enough for the cost. "
United States
Stacey S.
The price is CA $145
CA $269 total
includes taxes & fees
Nov 5 - Nov 6
Assateague Inn 205 by Seaside Vacations & Sales

20. Assateague Inn 107 by Seaside Vacations & Sales

Assateague Inn 107 by Seaside Vacations & Sales
Chincoteague Island
8.6 out of 10, Excellent, (7 reviews)
"We had a wonderful time! The location was convenient to restaurants and shopping but still nice and quiet. Communication was easy and questions were answered quickly. "
United States
Katelyn W.
The price is CA $170
CA $298 total
includes taxes & fees
Nov 5 - Nov 6
Assateague Inn 107 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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . Seeing all the best attractions is bound to make you fall in love with Stockton. Who knows, you may even be tempted to extend your vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Stockton?

Yes, we offer vacation rentals near popular local attractions in Stockton, or you can choose a secluded option if you're looking for relaxation.

What's the top vacation rental that Stockton has to offer?

Blufin Bungalows & Marina: This vacation home rental near 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?

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

What are vacation rentals like in Stockton?

Vacation rentals are privately owned accommodations you can stay in for a short or long stay in Stockton. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for a small group gathering.