Photo by Bill Boyd

Kingston Holiday Rentals

    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

This weekend
Next weekend

Holiday Rentals in Kingston

Esopus Creek modern Tiny house Retreat!

9.6 out of 10, Exceptional, (45)
"4 of us stayed for a fishing trip and had a blast. Nice place at a reasonable price. Would stay again. "
The price is NZ$394
includes taxes & fees
17 Aug - 18 Aug
Esopus Creek modern Tiny house Retreat!

Hot Tub - Fire Pit - BBQ - Hammock - Colonial

9.6 out of 10, Exceptional, (17)
"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 NZ$518
includes taxes & fees
11 Aug - 12 Aug
Hot Tub - Fire Pit - BBQ - Hammock - Colonial

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

Adorable Midtown Kingston Tavern Style apartment

10.0 out of 10, Exceptional, (11)
"Hosts were great, very quick to respond! A lot of good eats close by with a bar downstairs to enjoy some drinks. "
Adorable Midtown Kingston Tavern Style apartment

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 NZ$520
includes taxes & fees
10 Aug - 11 Aug
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Bohemian style open LOFT

9.2 out of 10, Wonderful, (13)
"We had a wonderful stay at Stojan’s property! Great spot for a weekend getaway and Stojan was very helpful and responsive if/when needed. Highly recommend! "
Bohemian style open LOFT

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 NZ$470
includes taxes & fees
20 Aug - 21 Aug
Campfire Cottage: Fireplace, fire pit & no chores!

Private Hudson Valley Escape

10.0 out of 10, Exceptional, (4)
"It was a wonderful weekend in a clean and very cozy house with a great location."
Private Hudson Valley Escape

Hudson River views with pool and hot tub

9.8 out of 10, Exceptional, (22)
"We are happy with this booking and would stay here again"
Hudson River views with pool and hot tub

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!

Kingston Crawfish Cottage Near Catskills!

10.0 out of 10, Exceptional, (12)
"This is a very nice and well taken care of property. Tonya was very nice, welcoming and accommodating. I would recommend anyone to stay here. "
Kingston Crawfish Cottage Near Catskills!

Woodstock, Kingston, Saugerties Catskills, pool table, private, fire pit

9.4 out of 10, Exceptional, (15)
"The house was great! Perfect location!"
Woodstock, Kingston, Saugerties Catskills, pool table, private, fire pit

Mansion-on-the-hill elegance close to all the Hudson Valley has to offer.

10.0 out of 10, Exceptional, (39)
"If possible, the property is even better in person!! "
Mansion-on-the-hill elegance close to all the Hudson Valley has to offer.

Postcard Cabins Eastern Catskills

2.0 star property
9.4 out of 10, Exceptional, (51)
"Nice stays 👌 "
The price is NZ$371
includes taxes & fees
11 Aug - 12 Aug
Postcard Cabins Eastern Catskills

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (261)
"Quaint little place in the mountains, quiet. Beds were comfortable."
The price is NZ$212
includes taxes & fees
13 Aug - 14 Aug
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, (43)
"Perfect place to reconnect with natural world and yourself"
The price is NZ$274
includes taxes & fees
3 Sept - 4 Sept
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

Stunning Catskills Cabin Getaway, facing BelleAyre

9.8 out of 10, Exceptional, (126)
"Great property for a ski trip to Belleayre. Close to the mountain. "
Stunning Catskills Cabin Getaway, facing BelleAyre

Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.

2.0 star property
The price is NZ$380
includes taxes & fees
15 Aug - 16 Aug
Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (24)
"Beautiful home and great location . "
Hamptons on the Hudson in South Saugerties

Sioux Tipi on Chloe's Lake

9.6 out of 10, Exceptional, (5)
"This was such a cool experience Id love to go back! "
The price is NZ$245
includes taxes & fees
18 Aug - 19 Aug
Sioux Tipi on Chloe's Lake
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

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 offers a BBQ, air conditioning and a Smart TV to help you feel perfectly comfortable 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 Church Des Artistes a Hudson Valley retreat.

How many holiday rentals are there in Kingston?

Choose from 79 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.