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Kingston Vacation Rentals

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Kingston vacation rentals

Interior

Cottage near the Bay

Cottage near the Bay
Crisfield
8.8 out of 10, Excellent, (56 reviews)
"Cottage was exactly as listed. Great value"
United States
Tom B.
The price is ￥13,137
￥30,257 total
includes taxes & fees
Jul 21 - Jul 22
Cottage near the Bay
Cottage (2 Bedrooms) | Interior

Pet-friendly Smith Island Cottage w/ Golf Cart!

Pet-friendly Smith Island Cottage w/ Golf Cart!
3.0 star property
Smith Island
10.0 out of 10, Exceptional, (1 review)
"We had a lovely 2 night stay. The owners and host were wonderful. We were so happy to have use of the golf cart and bicycles. The cottage is adorable with beautiful touches all around."
United States
Karl
Pet-friendly Smith Island Cottage w/ Golf Cart!
Beach

Tangier Escape, great place get away from it all on Deal Island, MD.

Tangier Escape, great place get away from it all on Deal Island, MD.
Deal Island Historic District
10.0 out of 10, Exceptional, (1 review)
"Helpful host, clean house, peaceful location! "
United States
Jennifer P.
The price is ￥17,840
￥39,884 total
includes taxes & fees
Jul 15 - Jul 16
Tangier Escape, great place get away from it all on Deal Island, MD.
Private kitchen

Saltwater Serenity Waterfront Cottage

Saltwater Serenity Waterfront Cottage
Deal Island Historic District
The price is ￥26,127
￥61,218 total
includes taxes & fees
Jul 12 - Jul 13
Saltwater Serenity Waterfront Cottage
Fridge, microwave, oven, stovetop

Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (59 reviews)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is ￥25,787
￥45,385 total
includes taxes & fees
Jul 13 - Jul 14
Deal Island Bay Cottage
Fridge, microwave, oven, stovetop

Cozy Barn Loft: Country Views & Central to Beaches

Cozy Barn Loft: Country Views & Central to Beaches
Pocomoke City
10.0 out of 10, Exceptional, (20 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 ￥21,748
￥43,431 total
includes taxes & fees
Jul 14 - Jul 15
Cozy Barn Loft: Country Views & Central to Beaches
Outdoor pool

Charming camper within Trails End ChinoteagueBay Resort in Horntown VA

Charming camper within Trails End ChinoteagueBay Resort in Horntown VA
Horntown
The price is ￥20,273
￥25,940 total
includes taxes & fees
Aug 4 - Aug 5
Charming camper within Trails End ChinoteagueBay Resort in Horntown VA
Marina

Summer is here on Smith Island! Come out and enjoy a great season on the Bay

Summer is here on Smith Island! Come out and enjoy a great season on the Bay
Smith Island
9.8 out of 10, Exceptional, (15 reviews)
"Visiting with locals, fresh steamed crabs, simply enjoying the quiet island life"
United States
Samantha J.
The price is ￥36,491
￥58,011 total
includes taxes & fees
Jul 13 - Jul 14
Summer is here on Smith Island! Come out and enjoy a great season on the Bay
TV, DVD player

The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.4 out of 10, Exceptional, (58 reviews)
"Great place on the water. We caught enough crabs off the dock to have dinner. Relaxing place to take the family and enjoy the seaside. I wish we had more time to enjoy."
United States
Randy R.
The price is ￥25,605
￥73,251 total
includes taxes & fees
Aug 8 - Aug 9
The purple door at the bay.
Smart TV, books, offices

Bayfront Modern Retreat • Dock, Kayaks, Views

Bayfront Modern Retreat • Dock, Kayaks, Views
Captain's Cove
9.8 out of 10, Exceptional, (66 reviews)
"Great spot, unique house, pet-friendly, and a fantastic host. Will be back!"
United States
Dustin E.
The price is ￥58,239
￥126,982 total
includes taxes & fees
Jul 22 - Jul 23
Bayfront Modern Retreat • Dock, Kayaks, Views
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 Kingston Hotel Reviews

Hampton Inn & Suites Salisbury/Fruitland

Hampton Inn & Suites Salisbury/Fruitland

10/10 Excellent
"Everything was awesome. Pool, breakfast and room. Toilet stopped working though but front desk fixed it for us quickly!"
Zachary 1-night trip
Posted 4 hours ago
Hampton Inn & Suites Salisbury/Fruitland

Find out more about Kingston

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

  • View our selection of featured holiday rentals in Kingston
  • Use the map to find apartments and other holiday homes in the Kingston neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Kingston while they last

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

Frequently asked questions

Are there vacation rentals in Kingston?

Yes, we give you a choice of vacation rentals close to the most popular local attractions in Kingston, or you can go with a more remote option if you're looking for a relaxing stay.

What are some of the best vacation home rentals that Kingston has to offer?

Newly remodeled quiet single-family house by the bay: This vacation home rental near Kingston offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of books.

What’s there to see and do in Kingston?

While exploring the area, visit family-friendly sights like Delmarva Discovery Center, or get outside and enjoy nature at Cypress Park. Coventry Parish Ruins and Pocomoke City Hall are a couple of places you'll find in the larger area.

What’s a vacation rental in Kingston like?

Vacation rentals are private properties you can book for a few weeks or just a few days in Kingston. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from public hotel elevators and busy reception areas while still allowing you the experience of 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 an attractive option for a family trip or a small group gathering.