Kingston Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Kingston holiday rentals

An outdoor patio with a striped rug, seating, a fire pit, and string lights.

1. Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Kingston
9.4 out of 10, Exceptional, (39 reviews)
"Clean, host answered in timely fashion and provided accommodations if needed or requested. Great stay overall!"
United States
Erin H.
The price is HK$797
HK$1,902 total
includes taxes & fees
18 Nov - 19 Nov
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

2. Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (33 reviews)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
The price is HK$588
HK$1,818 total
includes taxes & fees
18 Nov - 19 Nov
Campfire Cottage: Fireplace, fire pit & no chores!
A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.

3. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Catskill
9.6 out of 10, Exceptional, (341 reviews)
"Nice little cabin, well situated to sightseeing"
United States
Darryl
The price is HK$1,192
HK$1,626 total
includes taxes & fees
9 Dec - 10 Dec
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
A compact kitchen with blue cabinets, a white stove, and yellow chairs.

4. Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Kingston
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
United States
Brendan B.
The price is HK$588
HK$1,914 total
includes taxes & fees
11 Nov - 12 Nov
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
A modern living room with a sofa, a coffee table, and a dining table. There are two doors, one black and one white, and a window with blinds.

5. Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Kingston
9.6 out of 10, Exceptional, (33 reviews)
"The rental unit was immaculately clean and everything was provided. Beds were comfortable and the ac units made it very comfortable for sleeping. Really enjoyed playing the msPacman/Galaga game on the wall in the living room. lol we didn’t have time to enjoy the yard or hot tub but it was nice to have those amenities if we wanted to."
United States
Erick and Lana S.
The price is HK$1,052
HK$2,091 total
includes taxes & fees
16 Nov - 17 Nov
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
A neatly made bed with a white pillow, a red pillow, and a white blanket. There is a small bedside table with a lamp.

6. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Rhinebeck Village
10.0 out of 10, Exceptional, (33 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
The price is HK$811
HK$1,947 total
includes taxes & fees
10 Nov - 11 Nov
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
A neatly made bed with white bedding and a few colorful pillows, a wooden headboard, and a wall-mounted light fixture.

7. Retro Retreat: renovated 2BR, desk, no chore list!

Retro Retreat: renovated 2BR, desk, no chore list!
Kingston
9.6 out of 10, Exceptional, (15 reviews)
"Great, easy, full of everything you’d need. Stayed with 2 others for a work trip and it was perfect! "
United States
Kelley Marie
The price is HK$666
HK$2,221 total
includes taxes & fees
18 Nov - 19 Nov
Retro Retreat: renovated 2BR, desk, no chore list!
A spacious loft with a high ceiling, exposed wooden beams, a staircase, a flat-screen TV, and a round wooden coffee table with a plant.

8. Stunning and Cozy loft apartment in kingston .

Stunning and Cozy loft apartment in kingston .
Kingston
9.4 out of 10, Exceptional, (18 reviews)
"Very cute place, clean and comfortable. "
United States
Robin H.
The price is HK$1,176
HK$2,002 total
includes taxes & fees
10 Nov - 11 Nov
Stunning and Cozy loft apartment in kingston .
A tented area with two wooden folding chairs and a table, a patterned rug, and a view of greenery and a white tent in the background.

9. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
10.0 out of 10, Exceptional, (1 review)
"Amazing sauna session"
United States
AYANO
The price is HK$1,746
HK$2,131 total
includes taxes & fees
10 Nov - 11 Nov
Gatherwild Ranch
A wooden vanity with a mirror, two pendant lights, and a folded towel.

10. Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Stone Ridge
9.4 out of 10, Exceptional, (31 reviews)
"Absolutely beautiful place. Carefully prepared for our arrival with tea light and lampshades on throughout the accommodation. No complaints whatsoever and if anything exceeded our expectations. The location was great for our plans exploring Hudson Valley and surrounding areas. Would 100% recommend. Communication throughout was perfect 👌. Thank you for a wonderful stay ."
United Kingdom
Catherine
The price is HK$472
HK$1,009 total
includes taxes & fees
15 Nov - 16 Nov
Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Private kitchen

11. Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.2 out of 10, Wonderful, (17 reviews)
"We loved the little cabin in the woods!"
United States
Patti G.
The price is HK$968
HK$1,594 total
includes taxes & fees
10 Nov - 11 Nov
Woods Cabin-Kingston/Woodstock, NY.
A wooden deck with a wood-burning stove and a door leading to an outdoor area with chairs.

12. Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
Stone Ridge
10.0 out of 10, Exceptional, (6 reviews)
"Great tastefully kept property. Our family including the 8 year felt we should have stayed here longer."
United States
Tarun
The price is HK$791
HK$1,668 total
includes taxes & fees
1 Dec - 2 Dec
Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
A natural setting with a stream, red chairs, and a forested area.

13. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (309 reviews)
"perfect for a quiet getaway for 2."
United States
Anonymous traveller
The price is HK$1,122
HK$2,257 total
includes taxes & fees
10 Nov - 11 Nov
Streamside Cottage Half Mile to Town of Woodstock
A modern living room with a sofa, a coffee table, and a dining table. There are two doors, one black and one white, and a window with blinds.

14. Hot Tub - Hammock- Games - Grill - Large Colonial

Hot Tub - Hammock- Games - Grill - Large Colonial
Kingston
10.0 out of 10, Exceptional, (12 reviews)
"We had a great stay! Great location and was clean and comfortable for all of our friends."
United States
Amanda R.
The price is HK$1,888
HK$3,923 total
includes taxes & fees
16 Nov - 17 Nov
Hot Tub - Hammock- Games - Grill - Large Colonial
A modern kitchen with a central island, a dining area with a sofa, and a large window with a view of the outdoors.

15. Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (321 reviews)
"The special game room in the back yard that is screened is excellent 👌."
United States
Stephen
The price is HK$1,137
HK$1,273 total
includes taxes & fees
10 Nov - 11 Nov
Starlite Motel
A view from a room with a sliding glass door leading to an outdoor deck with a wooden fence, a chair, and a bench.

16. Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Kingston
9.6 out of 10, Exceptional, (111 reviews)
"Wonderful stay. Lovely tiny house in a beautiful wooded setting. Woke to the sounds of birds singing. Would stay again"
United States
Nan
The price is HK$1,415
HK$2,085 total
includes taxes & fees
10 Nov - 11 Nov
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
A wooden deck with a bench, surrounded by a forested area.

17. West Wing - a unique private space w/patio

West Wing - a unique private space w/patio
Shokan
9.8 out of 10, Exceptional, (40 reviews)
"Clean and beautifully decorated room. Very comfortable, excellent bed and linens. Friendly and knowledgeable staff. An "out of the way " place and that's its charm, yet close enough - short car rides- to restaurants and other attractions. We'd gladly return!"
United States
Ronald
The price is HK$1,098
HK$1,633 total
includes taxes & fees
10 Nov - 11 Nov
West Wing - a unique private space w/patio
A kitchen with white cabinetry, granite countertops, and a window with blinds.

18. Charming loft cottage in tranquil Germantown with WiFi, AC

Charming loft cottage in tranquil Germantown with WiFi, AC
Germantown
10.0 out of 10, Exceptional, (16 reviews)
"great location, clean & good communication with host."
United States
Kanna S.
The price is HK$941
HK$1,905 total
includes taxes & fees
17 Nov - 18 Nov
Charming loft cottage in tranquil Germantown with WiFi, AC
A hot tub in a natural setting with a tree and a body of water.

19. Peaceful Riverfront Cottage with Private Hot tub

Peaceful Riverfront Cottage with Private Hot tub
Lake Katrine
10.0 out of 10, Exceptional, (17 reviews)
"A nice relaxing spot."
United States
Darren F.
The price is HK$1,720
HK$3,120 total
includes taxes & fees
10 Nov - 11 Nov
Peaceful Riverfront Cottage with Private Hot tub
A modern kitchen with a large island, a sink, and wooden stools.

20. Woodstock Historic Artist Estate - The Carriage House

Woodstock Historic Artist Estate - The Carriage House
Woodstock
9.8 out of 10, Exceptional, (51 reviews)
"We had a wonderful time, again! Perfect location!"
United States
Fran W.
The price is HK$1,329
HK$3,771 total
includes taxes & fees
10 Nov - 11 Nov
Woodstock Historic Artist Estate - The Carriage House
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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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
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Look no further and take a look at our great range of rental properties in Kingston!

Frequently Asked Questions

Are there holiday rentals in Kingston?

Yes, there are holiday rentals in Kingston close to Ulster Performing Arts Center, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the ski slopes and majestic mountain landscape in Kingston. Leave time to check out the riverfront and live music during your visit.

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

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!: This highly rated holiday home rental in Kingston is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Some other top choices in Kingston are Historic house overlooking Rondout Creek and Adorable Kingston Cottage in the Heart of the Roundout Historic Area Downtown..

How many holiday rentals are there in Kingston?

Choose from 80 Expedia holiday rentals in Kingston for a memorable holiday.

What can I see and do in Kingston?

Family-friendly attractions include Hudson River Maritime Museum and Trolley Museum of New York, whereas Esopus Creek and Kingston Point Beach are a couple of great spots to enjoy the outdoors. Other places in town to visit include Ulster Performing Arts Center and Ashokan Rail Trail- Woodstock Dike Trailhead.

What are holiday rentals like in Kingston?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kingston. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from public hotel lifts and busy lobbies while still allowing you the enjoyment 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 an attractive choice for small groups.