Photo by Bill Boyd

Holiday Rentals in Kingston

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Holiday Rentals in Kingston

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (22)
"Property was exactly as described. We had a very comfortable stay. The loft was so cozy! Only 4 minutes from our son's trade school. Owners were VERY accommodating! "
The price is €220
includes taxes & fees
1 Jan - 2 Jan 2025
Esopus Creek modern Tiny house Retreat!

Campfire Cottage: Fireplace, fire pit & no chores!

10.0 out of 10, Exceptional, (23)
"The location was perfect—quiet, peaceful, and close to everything we wanted to do. The house was just as described: clean, comfortable, and well-equipped. We especially appreciated the cozy living room and the fully stocked kitchen, which made cooking meals a breeze. The beds were incredibly comfortable, and we slept soundly every night. The host was also very responsive and provided us with helpful tips about the area. Check-in and check-out were seamless, and we felt well taken care of...
The price is €183
includes taxes & fees
6 Jan - 7 Jan 2025
Campfire Cottage: Fireplace, fire pit & no chores!

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!

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

9.6 out of 10, Exceptional, (18)
"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 €236
includes taxes & fees
9 Jan - 10 Jan 2025
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Kingston 3 Bedroom 1 Bath Near the Rondout

9.4 out of 10, Exceptional, (6)
"Easy check-in, great communication from host"
Kingston 3 Bedroom 1 Bath Near the Rondout

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

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!

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. "
Kingston Home < 2 Mi to Bluestone Wild Forest

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

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

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

10.0 out of 10, Exceptional, (8)
"The house was perfect for our group. Plenty of room, and the view from the deck was awesome. Would recommend "
Hilltop A-frame chalet, skyline views, heated pool and hot tub, expansive...

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 €399
includes taxes & fees
5 Jan - 6 Jan 2025
Artist's Loft steps from UPAC!

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 €511
includes taxes & fees
22 Jan - 23 Jan 2025
Hot Tub - Hammock- Games - Grill - Large Colonial

Hot Tub - Fire Pit - BBQ - Hammock - Colonial

9.4 out of 10, Exceptional, (13)
"Decent rental with good amenities. Could be closer to some areas of town with more stuff to do if you care about that. The biggest problem was that it's close to a train track and trains went by very frequently, and they were both loud and they shook the entire house every time. You get used to it, but if you are a light sleeper or have a small kids, it might be a concern."
The price is €232
includes taxes & fees
16 Jan - 17 Jan 2025
Hot Tub - Fire Pit - BBQ - Hammock - Colonial

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 €1,647
includes taxes & fees
5 Jan - 6 Jan 2025
Riverfront Estate w/ Swimming Pond & Hiking Trails

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

9.2 out of 10, Wonderful, (12)
"Best space, so fun artwork, great home base"
Adorable Kingston Cottage in the Heart of the Roundout Historic Area Downtown.

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' Cozy Winter Escape in Kingston

9.6 out of 10, Exceptional, (7)
"The place was very clean. Very nicely decorated! Loved the subway tile in the bathroom. Close to restaurants, stores & gas stations. Quiet neighborhood. Outdoor activities nearby. "
'The Peaceful Post' Cozy Winter Escape in Kingston

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 €202
includes taxes & fees
8 Jan - 9 Jan 2025
Retro Retreat: renovated 2BR, desk, no chore list!

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

Catskill Estate w/epic views + hot tub, sleeps 13 and pet friendly
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, (1001)
"Staff was professional, accommodating and helpful with restaurant suggestions. "
The price is €131
includes taxes & fees
1 Jan - 2 Jan 2025
Best Western Plus Kingston Hotel And Conference Center

Hampton Inn Kingston

2.5 star property
9.0 out of 10, Wonderful, (1000)
"The room was clean the staff was friendly. The hot breakfast was more than I thought it would be and had something for everyone."
The price is €118
includes taxes & fees
5 Jan - 6 Jan 2025
Hampton Inn Kingston

Courtyard by Marriott Kingston

3.0 star property
8.8 out of 10, Excellent, (909)
"Clean and comfortable"
The price is €122
includes taxes & fees
6 Jan - 7 Jan 2025
Courtyard by Marriott 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.

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 free WiFi 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 Campfire Cottage: Fireplace, fire pit & no chores! and Kingston Crawfish Cottage Near Catskills!.

How many holiday rentals are there in Kingston?

Choose from 74 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 Senate House State Historic Site.

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.