Photo by Bill Boyd

Kingston Holiday Rentals

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Kingston

Our top choices for Kingston holiday rentals

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (50)
"We stayed one night, and it was great! We met one of the owners too. He was very nice and helpful. The property was neat and clean. It has one bedroom, one loft bedroom area, and one pull out couch. We really enjoyed our stay!"
The price is HK$1,159
HK$1,857 total
includes taxes & fees
10 Sept - 11 Sept
Esopus Creek modern Tiny house Retreat!

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

9.6 out of 10, Exceptional, (22)
"Perfect spot to visit grandkids Lots to do"
The price is HK$843
HK$2,046 total
includes taxes & fees
8 Sept - 9 Sept
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Hot Tub - Fire Pit - BBQ - Hammock - Colonial

9.6 out of 10, Exceptional, (19)
"The apartment was great. Loved the sound machine for my kids in the rooms.The moment I communicated to the host about the missing pack n play & high chair, he responded quickly & fixed the issue. We walked to some great breakfast places. We would come back!"
The price is HK$843
HK$2,001 total
includes taxes & fees
8 Sept - 9 Sept
Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Historic house overlooking Rondout Creek

6.0 out of 10, (7)
"As usual, everything was great! :)"
Historic house overlooking Rondout Creek

Campfire Cottage: Fireplace, fire pit & no chores!

10.0 out of 10, Exceptional, (26)
"Perfect cozy little spot for 2. Centrally located to explore surrounding areas"
The price is HK$554
HK$1,931 total
includes taxes & fees
10 Sept - 11 Sept
Campfire Cottage: Fireplace, fire pit & no chores!

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

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

Riverfront Estate w/ Swimming Pond & Hiking Trails

10.0 out of 10, Exceptional, (4)
"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."
The price is HK$5,261
HK$13,220 total
includes taxes & fees
14 Sept - 15 Sept
Riverfront Estate w/ Swimming Pond & Hiking Trails

Church Des Artistes a Hudson Valley retreat

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."
Church Des Artistes a Hudson Valley retreat

"The hideout" ... A cozy Catskills cottage

"The hideout" ... A cozy Catskills cottage

Artist's Loft steps from UPAC!

9.6 out of 10, Exceptional, (11)
"Huge and open! Great kitchen"
Artist's Loft steps from UPAC!

Hudson River views with pool and hot tub

9.8 out of 10, Exceptional, (22)
"Great place!"
Hudson River views with pool and hot tub

Catskill Estate epic views, hot tub

10.0 out of 10, Exceptional, (1)
"Very clean home and supportive property manager. We really enjoyed the hot tub and spacious layout of the home. "
Catskill Estate epic views, hot tub

Kingston Crawfish Cottage Near Catskills!

10.0 out of 10, Exceptional, (12)
"This was a cute studio and met our needs for a couple of days as we attended a family event"
Kingston Crawfish Cottage Near Catskills!

Private Hudson Valley Escape

10.0 out of 10, Exceptional, (5)
"It was a wonderful weekend in a clean and very cozy house with a great location."
Private Hudson Valley Escape

Postcard Cabins Eastern Catskills

2.0 star property
9.4 out of 10, Exceptional, (71)
"Really beautiful place to enjoy nature with family!!"
The price is HK$1,006
HK$1,382 total
includes taxes & fees
7 Sept - 8 Sept
Postcard Cabins Eastern Catskills

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (265)
"The property was beautiful! Definitely coming back!"
The price is HK$876
HK$981 total
includes taxes & fees
25 Sept - 26 Sept
Starlite Motel

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

8.2 out of 10, Very good, (46)
"Perfect place to reconnect with natural world and yourself"
The price is HK$975
HK$1,267 total
includes taxes & fees
7 Sept - 8 Sept
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (26)
"Beautiful home and great location . "
Hamptons on the Hudson in South Saugerties

A Spectacular 50 Mile View of the Hudson Valley in all seasons

9.8 out of 10, Exceptional, (92)
"Had an absolutely fantastic time. Beautiful property and the owners are incredibly kind and welcoming "
A Spectacular 50 Mile View of the Hudson Valley in all seasons

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

9.8 out of 10, Exceptional, (27)
"Great location "
The price is HK$1,173
HK$2,480 total
includes taxes & fees
18 Sept - 19 Sept
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kingston Hotel Reviews

Find out more about Kingston

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 Lovely 2 queen size bedroom apt one block from Rough Draft and Uptown Kingston and Campfire Cottage: Fireplace, fire pit & no chores!.

How many holiday rentals are there in Kingston?

Choose from 72 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 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.