Photo by Bill Boyd

Kingston Holiday Rentals

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Holiday Rentals in Kingston

Campfire Cottage: Fireplace, fire pit & no chores!

10.0 out of 10, Exceptional, (20)
"Fantastic stay in the campfire cottage! Every detail was taken care of, from extra toothpaste (I always forget mine!) to the Nespresso machine. Cottage was very clean and cozy, communication was excellent. Would definitely return!"
The price is AU$270
includes taxes & fees
1 Dec - 2 Dec
Campfire Cottage: Fireplace, fire pit & no chores!

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

9.6 out of 10, Exceptional, (17)
"This apartment was clean and comfortable, and matched the online description. It was not particularly quiet: there is a bar next door, additional VRBO guests upstairs, and trains passing through the neighborhood throughout the night. But the owners provide white noise machines and earplugs, and the noise didn't disrupt my sleep at all. "
The price is AU$397
includes taxes & fees
10 Dec - 11 Dec
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Kingston Crawfish Cottage Near Catskills!

9.8 out of 10, Exceptional, (10)
"We enjoyed our stay at the crawfish cottage. It was clean and had everything we needed. The host, Diane, was great, friendly and very responsive. "
Kingston Crawfish Cottage Near Catskills!

Hilltop A-frame chalet, skyline views, heated pool and hot tub, expansive...

10.0 out of 10, Exceptional, (7)
"Lovely home and well equipped would love to stay again. Great service and communication from stay marquis. Thanks again!"
Hilltop A-frame chalet, skyline views, heated pool and hot tub, expansive...

Esopus Creek modern Tiny house Retreat!

9.6 out of 10, Exceptional, (18)
"Nice little place to crash after a show at Bearsville."
The price is AU$345
includes taxes & fees
1 Dec - 2 Dec
Esopus Creek modern Tiny house Retreat!

The Solarium: Woodstock Retreat w/Hot tub+Stream!

9.6 out of 10, Exceptional, (4)
"We were very happy with our stay here. The house is in a great location and has a lot of space. We were all impressed by the low key manner and welcoming nature of the host. We were THRILLED not to have to perform what seem like "hotel housekeeping duties" at the end of our stay, that was a welcome surprise. We are only sorry we didn't make it to "Cheese Louise"!"
The Solarium: Woodstock Retreat w/Hot tub+Stream!

Hot Tub - Fire Pit - BBQ - Hammock - Colonial

9.4 out of 10, Exceptional, (11)
"We have a nice stay in Kingston! The apartment had everything we needed for four adults and our two dogs. The bathroom was clean and well stocked, the beds were comfortable and we were able to hang out in the living room and play games. The couch in the living room was very hard and it was hard to really get comfortable there, though it was fine to sit upright and play games! The location was close enough to everything we wanted to see, but not quite walkable so we ended up driving around quite...
The price is AU$368
includes taxes & fees
12 Dec - 13 Dec
Hot Tub - Fire Pit - BBQ - Hammock - Colonial

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

9.0 out of 10, Wonderful, (10)
"The Rondout is a great area to be in. Easy to get to a bunch of other places in the Hudson Valley, being right near the water was great, the restaurants and coffee and everything else is fantastic. Very easy to get to, quiet neighborhood, and very nice house, everything was laid out super nicely and we really enjoyed our time "
Adorable Kingston Cottage in the Heart of the Roundout Historic Area Downtown.

Artist's Loft steps from UPAC!

9.6 out of 10, Exceptional, (7)
"Overall was perfect. Property was well equipped with everything you need from cooking to laundry. Very well designed and had a wonderful New York City loft vibe. It even had all original wood floors which brings me to my only problem. There are multiple areas where the floor nails are raised and could potentially be a pain in your foot. I snagged my sock on one in one of the bedrooms which caught my attention. This is the only thing I found wrong with this place and it would not keep me from...
The price is AU$637
includes taxes & fees
1 Dec - 2 Dec
Artist's Loft steps from UPAC!

Cozy Kingston Home < 2 Mi to Bluestone Wild Forest

8.0 out of 10, Very good, (2)
"We were in town for dog trials and were not at the property very much, long enough to sleep and shower. The town is very cute, there were some very nice eating establishments and the house was quiet. "
Cozy Kingston Home < 2 Mi to Bluestone Wild Forest

Hot Tub - Hammock- Games - Grill - Large Colonial

10.0 out of 10, Exceptional, (5)
"We needed a place for 9 of us to stay one night. This property accommodated all of our needs. The outdoor space was awesome, including the hot tub. If we ever need to be in the area again, we will definitely stay here. "
The price is AU$760
includes taxes & fees
12 Dec - 13 Dec
Hot Tub - Hammock- Games - Grill - Large Colonial

The Strand House with hot tub

8.6 out of 10, Excellent, (8)
"This apartment is so cute and large. The decor is professional level. Bathroom is retro and cool. It looks a bit tired but that didn’t affect our visit. Parking on the street was no problem. Check in was a little slow because it was still being cleaned. "
The Strand House with hot tub

Hudson River views with pool and hot tub

9.8 out of 10, Exceptional, (20)
"The only thing wrong with this house was hard water, which caused some water pressure issues. Other than that it was clean, well organized, and the host left a great manual with restaurants and other information on the local area. The hot tub was wonderful was wonderful,"
Hudson River views with pool and hot tub

Riverfront Estate w/ Swimming Pond & Hiking Trails

10.0 out of 10, Exceptional, (3)
"Our family of 11 adults, one baby, and two dogs were comfortably situated with plenty of private and shared space. The home and grounds are beautiful. The kitchen was just right for preparing family meals. It was a short drive to Kingston for a day trip. Family members also golfed, mountain biked, and found walking trails off property. The location is ideal for travel from New York City. The property manager was responsive and the furnishings in the home are both comfortable and interesting....
The price is AU$2,596
includes taxes & fees
8 Dec - 9 Dec
Riverfront Estate w/ Swimming Pond & Hiking Trails

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

10.0 out of 10, Exceptional, (61)
"The house that we rented was fantastic. It was pretty much located in the center of the area we were visiting. We had easy access to everything we needed. The house was extremely clean, well kept and the view over the pond was delightful. We would gladly stay at the house again when we return to the area next year if it is available. We would though prefer a house that has one room with full bath/walk-in shower on the first floor as we have an individual who has issues with stairs. She was...
LARGE COZY Sleeps 7 Main House + Opt. Apt 4 More (+Fee) Pool/Pond!

'The Peaceful Post' Kingston Vacation Rental

9.4 out of 10, Exceptional, (6)
"We loved our time, it was perfect location and space for our family. "
'The Peaceful Post' Kingston Vacation Rental

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

9.6 out of 10, Exceptional, (8)
"Nice clean and quaint good base for Kingston"
The price is AU$316
includes taxes & fees
1 Dec - 2 Dec
Retro Retreat: renovated 2BR, desk, no chore list!

Bohemian style open LOFT

8.4 out of 10, Very good, (7)
"I love staying here when I am in town. It’s comfortable and cozy"
Bohemian style open LOFT

Catskill Estate w/epic views + hot tub, sleeps 13 and pet friendly

Catskill Estate w/epic views + hot tub, sleeps 13 and pet friendly

Hilltop House: Charming 1980's Kingston Farmhouse

9.8 out of 10, Exceptional, (11)
"I love old homes and their quirky aspects like squeaky floors and doors also the peaceful surroundings. The house was very convenient to Kingston and amenities. Loved the house and neighborhood, I would definitely stay there again!"
Hilltop House: Charming 1980's Kingston Farmhouse
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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Other types of properties in Kingston you may be interested in

Best Western Plus Kingston Hotel And Conference Center

2.5 star property
8.0 out of 10, Very good, (1052)
"I like it!"
The price is AU$226
includes taxes & fees
3 Dec - 4 Dec
Best Western Plus Kingston Hotel And Conference Center

Courtyard by Marriott Kingston

3.0 star property
8.6 out of 10, Excellent, (894)
"I got there super late and all my friend and I wanted to do was get our room and relax and get some sleep before work in the morning! I live semi locally and was told I had to wait for approval to stay because of this!! I had personal reasons why I couldn’t stay home that night which I felt was no one’s business and as 2 adults checking into a room that I had already paid for it shouldn’t matter where I live!!! I paid a decent amount of money to literally stay from 11pm and was gone by 7am!! I...
The price is AU$205
includes taxes & fees
22 Dec - 23 Dec
Courtyard by Marriott Kingston

Hampton Inn Kingston

2.5 star property
9.0 out of 10, Wonderful, (1029)
"It was near the highway. Had wonderful breakfast. Loved my stay"
The price is AU$205
includes taxes & fees
22 Dec - 23 Dec
Hampton Inn Kingston
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.
Beautiful view of the beach with palm trees

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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?

Kingston Crawfish Cottage Near Catskills!: This highly rated holiday home rental in Kingston is located in the mountains, and offers a selection of games, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Some other top choices in Kingston are Hilltop A-frame chalet, skyline views, heated pool and hot tub, expansive... and Esopus Creek modern Tiny house Retreat!.

How many holiday rentals are there in Kingston?

Choose from 73 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.