Kingston Holiday Rentals

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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Kingston holiday rentals

Outdoor dining
Esopus Creek modern Tiny house Retreat!

Esopus Creek modern Tiny house Retreat!

Esopus Creek modern Tiny house Retreat!
Kingston
9.8 out of 10, Exceptional, (63)
"The property was beautiful. Quiet area but close enough to all the places we wanted to go. Our hosts were very gracious, attentive and friendly. Enjoyed our weekend retreat. "
United States
Rebecca
The price is HK$1,284
HK$2,021 total
includes taxes & fees
21 Dec - 22 Dec
Esopus Creek modern Tiny house Retreat!
Terrace/patio
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Kingston
9.6 out of 10, Exceptional, (25)
"A lovely place and Seth is always so helpful."
United States
Lynn L.
The price is HK$895
HK$2,048 total
includes taxes & fees
19 Jan - 20 Jan 2026
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Fridge, microwave, oven, stovetop
Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (29)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
The price is HK$583
HK$1,995 total
includes taxes & fees
5 Jan - 6 Jan 2026
Campfire Cottage: Fireplace, fire pit & no chores!
Smart TV
Historic house overlooking Rondout Creek

Historic house overlooking Rondout Creek

Historic house overlooking Rondout Creek
Kingston
6.0 out of 10, (7)
"As usual, everything was great! :)"
United States
Tay K.
Historic house overlooking Rondout Creek
Terrace/patio
Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Kingston
9.4 out of 10, Exceptional, (22)
"This was a great stay away, just for a couple of quiet days. Inside the house was excellent. "
United States
Dennis M.
The price is HK$817
HK$1,917 total
includes taxes & fees
13 Jan - 14 Jan 2026
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Exterior
Luxe Riverfront Estate w/ Private Hiking

Luxe Riverfront Estate w/ Private Hiking

Luxe Riverfront Estate w/ Private Hiking
Kingston
10.0 out of 10, Exceptional, (5)
"A spectacular property with wonderfully comfortable accommodations. Both the main house and the guest house are cheery, well-maintained, and roomy even for a large crowd, with numerous indoor and outdoor spaces to allow people to spread out and come together as desired. There is plenty of on- property and nearby hiking and nature walks, and the views from the house alone are worth the trip."
United States
Sophie U.
Luxe Riverfront Estate w/ Private Hiking
Property grounds
LARGE COZY Sleeps 7 Main House + Opt. Apt 4 More (+Fee) Pool/Pond!

LARGE COZY Sleeps 7 Main House + Opt. Apt 4 More (+Fee) Pool/Pond!

LARGE COZY Sleeps 7 Main House + Opt. Apt 4 More (+Fee) Pool/Pond!
Kingston
10.0 out of 10, Exceptional, (62)
"Cozy, country style house. Plenty space for large families or several couples to share. Easy access to towns in the area with pleasant shops and good restaurants. "
United States
Vera
LARGE COZY Sleeps 7 Main House + Opt. Apt 4 More (+Fee) Pool/Pond!
Exterior detail
"The hideout" ... A cozy Catskills cottage

"The hideout" ... A cozy Catskills cottage

"The hideout" ... A cozy Catskills cottage
Kingston
10.0 out of 10, Exceptional, (1)
"Lovely stylish cottage. Walkable to the rail trail and Rosendale. Lots to do and see nearby."
United States
Eamon H.
"The hideout" ... A cozy Catskills cottage
Outdoor dining
Private Hudson Valley Escape

Private Hudson Valley Escape

Private Hudson Valley Escape
Kingston
10.0 out of 10, Exceptional, (7)
"The house was a perfect size for us (3 adults staying in 2 rooms). The property is very quiet and has an excellent back yard area to relax in. The bed was comfortable and there are AC units in each room (which my FL accustomed system appreciated!). The hosts were communicative without being invasive. Overall it was a perfect stay for us!"
United States
John F.
Private Hudson Valley Escape
Fridge, microwave, oven, stovetop
Cozy loft apartment in Stockade district walk to restaurants & bars AC & WiFi

Cozy loft apartment in Stockade district walk to restaurants & bars AC & WiFi

Cozy loft apartment in Stockade district walk to restaurants & bars AC & WiFi
Kingston
10.0 out of 10, Exceptional, (6)
"Great apartment and great location"
United States
Michael M.
Cozy loft apartment in Stockade district walk to restaurants & bars AC & WiFi
Outdoor dining
Church Des Artistes a Hudson Valley retreat

Church Des Artistes a Hudson Valley retreat

Church Des Artistes a Hudson Valley retreat
Rondout
9.8 out of 10, Exceptional, (10)
"Beautiful, unique stay! Julie was really kind walking us through the ins and outs of the property during check-in. So much care and attention put into every room. And the book collection is amazing."
United States
Molly M.
The price is HK$11,670
HK$19,614 total
includes taxes & fees
30 Dec - 31 Dec
Church Des Artistes a Hudson Valley retreat
Terrace/patio
Kingston 3 Bedroom 1 Bath Near the Rondout

Kingston 3 Bedroom 1 Bath Near the Rondout

Kingston 3 Bedroom 1 Bath Near the Rondout
Kingston
9.6 out of 10, Exceptional, (13)
"We had a great stay! The place was clean, cute, and in the perfect location in Kingston. Would highly recommend!"
United States
Kathleen B.
Kingston 3 Bedroom 1 Bath Near the Rondout
Terrace/patio
Hot Tub - Hammock- Games - Grill - Large Colonial

Hot Tub - Hammock- Games - Grill - Large Colonial

Hot Tub - Hammock- Games - Grill - Large Colonial
Kingston
9.8 out of 10, Exceptional, (9)
"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$2,295
HK$4,827 total
includes taxes & fees
7 Jan - 8 Jan 2026
Hot Tub - Hammock- Games - Grill - Large Colonial
Fridge, microwave, oven, stovetop
Retro Retreat: renovated 2BR, desk, no chore list!

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

Retro Retreat: renovated 2BR, desk, no chore list!
Kingston
9.6 out of 10, Exceptional, (15)
"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$622
HK$2,292 total
includes taxes & fees
5 Jan - 6 Jan 2026
Retro Retreat: renovated 2BR, desk, no chore list!
Smart TV
Adorable Midtown Kingston Tavern Style apartment

Adorable Midtown Kingston Tavern Style apartment

Adorable Midtown Kingston Tavern Style apartment
Kingston
10.0 out of 10, Exceptional, (15)
"Nice central location to stay at to visit other towns in area. Hosts are very friendly and helpful. "
United States
Peter L.
Adorable Midtown Kingston Tavern Style apartment
Fridge, microwave, oven, stovetop
Adorable Kingston Cottage in the Heart of the Roundout Historic Area Downtown.

Adorable Kingston Cottage in the Heart of the Roundout Historic Area Downtown.

Adorable Kingston Cottage in the Heart of the Roundout Historic Area Downtown.
Rondout
9.6 out of 10, Exceptional, (21)
"We had a wonderful time at the property, which was comfortable and within walking distance of the waterfront area. "
United States
DJ F.
Adorable Kingston Cottage in the Heart of the Roundout Historic Area Downtown.
Private kitchen
Bohemian style open LOFT

Bohemian style open LOFT

Bohemian style open LOFT
Kingston
8.2 out of 10, Very good, (17)
"The property is simple and affordable. We weren’t planning to spend much time there other than sleeping so it met our needs well enough. Be aware it’s very close to an elevated train track that is actively used and fairly loud especially in the wee hours of the morning. "
United States
Erin
Bohemian style open LOFT
Room
Catskill Estate w Epic Views hot tub

Catskill Estate w Epic Views hot tub

Catskill Estate w Epic Views hot tub
2.0 star property
Kingston
Catskill Estate w Epic Views hot tub
Exterior
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
Catskill
9.6 out of 10, Exceptional, (109)
"The hospitality and making sure our stay was enjoyable most of all our needs during the time being. "
United States
Yessica
The price is HK$1,004
HK$1,420 total
includes taxes & fees
6 Jan - 7 Jan 2026
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Exterior
Starlite Motel

Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (274)
"Awesome place to stay!"
United States
Earl
The price is HK$961
HK$1,076 total
includes taxes & fees
5 Jan - 6 Jan 2026
Starlite Motel
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

Hutton Brickyards Riverfront Hotel + Venue

Hutton Brickyards Riverfront Hotel + Venue

10/10 Excellent
"Beautiful rooms and incredibly friendly staff. We will be back!!"
Alex 1-night trip
Posted 7 days ago
Hutton Brickyards Riverfront Hotel + Venue

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 holiday rentals in Kingston?

Yes, there are holiday rentals in Kingston close to Hudson River Maritime Museum, 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!: This highly rated holiday home rental in Kingston is located on a river, and has a fireplace, a BBQ and air conditioning 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 Charming 2-bedroom house in fabulous Kingston close to everything and Historic house overlooking Rondout Creek.

How many holiday rentals are there in Kingston?

Choose from 76 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 Ashokan Rail Trail- Woodstock Dike Trailhead are a couple of great spots to enjoy the outdoors. Other places in town to visit include Ulster Performing Arts Center and Hudson Valley Mall.

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.