Stockton Holiday Rentals

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Stockton holiday rentals

1 bedroom, premium bedding, individually decorated

Cottage in Downtown Chincoteague

Key West Cottages
3.0 star property
9.8 out of 10, Exceptional, (515 reviews)
"This was a Wonderful place to stay!! So much charm a the staff was wonderful! "
United States
CHRISTIE
Key West Cottages
Exterior

Holiday Home in Down the Marsh

Blufin Bungalows & Marina
3.0 star property
9.6 out of 10, Exceptional, (211 reviews)
"yesss amazing stay "
United States
EDA
Blufin Bungalows & Marina
Outdoor pool

Cottage in Assateague Pointe

Comfortable cottage in gated community, 5 mins to OC and Assateague
9.8 out of 10, Exceptional, (43 reviews)
"great place, great location, safe secure and everything we needed to get to assateague where the rest of the family were camping"
United States
Thomas B.
The price is HK$782
HK$2,497 total
includes taxes & fees
24 Mar - 25 Mar
Comfortable cottage in gated community, 5 mins to OC and Assateague
Interior

Cottage in Up the Neck

Cozy cottage w/ creekside patio & fire pit
9.4 out of 10, Exceptional, (137 reviews)
"House was exactly as advertised. Everything worked as expected. This house is one of the few in this town that offered linens, a big selling point for us."
United States
Kato A.
The price is HK$1,250
HK$2,515 total
includes taxes & fees
9 Mar - 10 Mar
Cozy cottage w/ creekside patio & fire pit
Interior

Cottage in Captain's Cove

1 Mi to Resort Marina! Greenbackville Retreat
3.0 star property
The price is HK$1,674
HK$4,353 total
includes taxes & fees
14 Mar - 15 Mar
1 Mi to Resort Marina! Greenbackville Retreat
TV, DVD player

Condo in Chincoteague Island

Assateague Inn 104 by Seaside Vacations & Sales
9.6 out of 10, Exceptional, (22 reviews)
"Convenient location with everything we needed"
United States
John S.
The price is HK$787
HK$1,484 total
includes taxes & fees
9 Mar - 10 Mar
Assateague Inn 104 by Seaside Vacations & Sales
Exterior

Condo in Chincoteague Island

Bella's Beach Retreat by Seaside Vacations & Sales
8.0 out of 10, Very good, (8 reviews)
"What a lovely little space! Everything was clean and just as described. We loved the dock out over the marsh grasses and used it every day - especially since the beach was closed we could still feel close to the water. The staff were super friendly and helpful. "
United States
Mary Kalbach E.
The price is HK$787
HK$1,484 total
includes taxes & fees
9 Mar - 10 Mar
Bella's Beach Retreat by Seaside Vacations & Sales
Indoor pool

Villa in Piney Island

Sunset Villa
10.0 out of 10, Exceptional, (6 reviews)
"This place was perfect for myself, two adult daughters, and 5 year old grandson. We enjoyed the quiet location that was still close to everything. The indoor pool was a great way to end our busy days. Communication and check in was winderful. Will stay again!"
United States
Julie B.
The price is HK$774
HK$1,523 total
includes taxes & fees
9 Mar - 10 Mar
Sunset Villa
Indoor pool

Villa in Piney Island

Flamingo Villa
10.0 out of 10, Exceptional, (2 reviews)
"We were on the shore for a wedding and it was fun being a tourist on Chincoteague for a weekend. Plenty of fun things for an 8 year old to do."
United States
Kathy W.
The price is HK$774
HK$1,523 total
includes taxes & fees
9 Mar - 10 Mar
Flamingo Villa
TV, DVD player

Condo in Chincoteague Island

Only 5 min. from the Beach!
9.2 out of 10, Wonderful, (9 reviews)
"Close to everything, quiet, clean"
United States
Eileen D.
The price is HK$937
HK$1,668 total
includes taxes & fees
9 Mar - 10 Mar
Only 5 min. from the Beach!
Property grounds

Villa in Piney Island

Coral Villa
8.4 out of 10, Very good, (5 reviews)
"Close to the beach. Peaceful stay. My family enjoyed."
United States
Natasha M.
The price is HK$1,087
HK$1,919 total
includes taxes & fees
9 Mar - 10 Mar
Coral Villa
Beach nearby, sun-loungers

Holiday Home in Downtown Chincoteague

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
10.0 out of 10, Exceptional, (67 reviews)
"Everything was just perfect! Enjoyed our three day stay! "
United States
Mary C.
The price is HK$1,056
HK$2,460 total
includes taxes & fees
10 Mar - 11 Mar
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Exterior

Holiday Home in Newark

Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!
10.0 out of 10, Exceptional, (4 reviews)
"Really comfortable and relaxing place to stay. Great service from host. "
United States
Roni V.
The price is HK$1,244
HK$3,565 total
includes taxes & fees
11 Mar - 12 Mar
Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!
Beach nearby

Holiday Home in Birch Town

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
9.6 out of 10, Exceptional, (42 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is HK$821
HK$3,145 total
includes taxes & fees
15 Mar - 16 Mar
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Property grounds

Holiday Home in Captain's Cove

Bayfront Modern Retreat • Panoramic Views, Dock, Kayak, Pools & Resort Amenities
9.8 out of 10, Exceptional, (61 reviews)
"What a stunning view and super welcoming host!! We loved our stay and especially enjoyed the kayaks and bikes, great welcome kit of toiletries and kitchen supplies, very comfortable beds and soft sheets, outdoor space to watch the stars, and quiet, peaceful neighborhood. "
United States
l h.
The price is HK$415
HK$3,236 total
includes taxes & fees
9 Mar - 10 Mar
Bayfront Modern Retreat • Panoramic Views, Dock, Kayak, Pools & Resort Amenities
Exterior

Holiday Home in Captain's Cove

The purple door at the bay.
9.2 out of 10, Wonderful, (54 reviews)
"Price and location was the primary reason the purple door works for us!"
United States
Patrick O.
The price is HK$1,232
HK$3,525 total
includes taxes & fees
9 Mar - 10 Mar
The purple door at the bay.
Interior

Holiday Home in Downtown Chincoteague

The Neigh-Neigh - Location! Location! Location!
10.0 out of 10, Exceptional, (4 reviews)
"Loved staying at this house…plenty of room for everyone."
United States
ashley b.
The price is HK$1,017
HK$3,461 total
includes taxes & fees
9 Mar - 10 Mar
The Neigh-Neigh - Location! Location! Location!
Exterior

Condo in Chincoteague Island

Only 5 min. from the Beach!
9.2 out of 10, Wonderful, (31 reviews)
"I liked the location of the Inn on the island. The room(s) were very clean, well furnished and bed was super comfortable. "
United States
Marie E.
The price is HK$787
HK$1,476 total
includes taxes & fees
31 Mar - 1 Apr
Only 5 min. from the Beach!
Exterior

Condo in Chincoteague Island

Only 5 min from Assateague National Seashore!
7.4 out of 10, Good, (3 reviews)
"Low-quality furniture. needs to be updated"
United States
Susan E.
The price is HK$787
HK$1,484 total
includes taxes & fees
9 Mar - 10 Mar
Only 5 min from Assateague National Seashore!
Exterior

Holiday Home in Deep Hole

Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!
10.0 out of 10, Exceptional, (7 reviews)
"My husband and I stayed here with our two pups for one night, and we truly wish we could have stayed longer. The home is exceptionally clean, cozy, and well-appointed with everything you could need. The beds were very comfortable, and the location is perfect—close to everything in Chincoteague. We’d happily stay here again and highly recommend it!"
United States
Alice J.
The price is HK$747
HK$1,928 total
includes taxes & fees
11 Mar - 12 Mar
Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!
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

Waterside Inn

Waterside Inn

10/10 Excellent
" Quiet, clean, and amenities are good with indoor jacuzzi and outdoor pool. Rooms are very clean and staff is very friendly."
Catherine 1-night trip
Posted 5 hours ago
Waterside Inn

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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Look no further and take a look at our great range of rental properties in Stockton!

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?

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 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.