Holiday Rentals in Kingston

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Our top choices for Kingston holiday rentals

Aparthotel in Big Indian

Starlite Motel
2.5 star property
9.2 out of 10, Wonderful, (274)
"Awesome place to stay!"
United States
Earl
The price is €118
includes taxes & fees
5 Jan - 6 Jan 2026
Starlite Motel
9.6 out of 10, Exceptional, (108)
"The hospitality and making sure our stay was enjoyable most of all our needs during the time being. "
United States
Yessica
The price is €146
includes taxes & fees
15 Dec - 16 Dec
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
The price is €630
includes taxes & fees
15 Dec - 16 Dec
Relaxing Mountain Hideaway - Hot Tub & Outdoors
2.0 star property
The price is €345
includes taxes & fees
15 Dec - 16 Dec
The Bend: Trout Lily Suite • Pool • Sauna • Fire Pits
9.2 out of 10, Wonderful, (40)
"Great place for an incredible price. We would definitely stay here again."
United States
Jason
The price is €129
includes taxes & fees
15 Dec - 16 Dec
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
10.0 out of 10, Exceptional, (13)
"Lovely home! Easy check in and in a quiet area. "
United States
Rachel B.
The price is €232
includes taxes & fees
15 Dec - 16 Dec
Peaceful Cabin w/ Fire Pit & Creek Access
10.0 out of 10, Exceptional, (6)
"Sparkling clean, lovely and cozy hideaway. We only stayed overnight, but the kitchenette would be perfect for a longer stay. Hope we can come back sometime and stay longer."
United States
Peter S.
The price is €184
includes taxes & fees
11 Jan - 12 Jan 2026
Charming loft cottage in tranquil Germantown with WiFi, AC

Cabin in Big Indian

Cold Spring Lodge - Cabin 2
9.6 out of 10, Exceptional, (4)
"We had a nice relaxing stay"
United States
Michael
The price is €211
includes taxes & fees
16 Dec - 17 Dec
Cold Spring Lodge - Cabin 2
9.2 out of 10, Wonderful, (31)
"The furnishings were cute and quaint. The beds were very comfy."
United States
Jan
The price is €309
includes taxes & fees
15 Dec - 16 Dec
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
The price is €366
includes taxes & fees
15 Dec - 16 Dec
Large Cook's Kitchen; 15 min to Belleayre Ski Center; 1st Fl Bedroom w/ Ensuite
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 €248
includes taxes & fees
17 Dec - 18 Dec
Retro Retreat: renovated 2BR, desk, no chore list!
10.0 out of 10, Exceptional, (29)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
The price is €217
includes taxes & fees
5 Jan - 6 Jan 2026
Campfire Cottage: Fireplace, fire pit & no chores!
3.0 star property
10.0 out of 10, Exceptional, (3)
"The host is very responsive and the listing is accurate about what to expect with the property."
United States
John K.
The price is €282
includes taxes & fees
15 Dec - 16 Dec
Cozy Waterfall Home | Close to All Mountains/Hikes
10.0 out of 10, Exceptional, (26)
"Very relaxing stay in a beautiful place! The hosts are considerate and a pleasure to deal with. Highly recommend for a rejuvenating getaway."
United States
daniel d.
The price is €144
includes taxes & fees
16 Dec - 17 Dec
Romantic sky loft with steam shower and giant tub. Breweries and hiking nearby
9.0 out of 10, Wonderful, (54)
"Nice place and great little town "
United States
PAUL V.
The price is €207
includes taxes & fees
15 Dec - 16 Dec
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

Apartment in Tannersville

The Innwoods - Two Bedroom Apartment
10.0 out of 10, Exceptional, (10)
"The apartment was clean, had everything you need. "
United States
enkela
The price is €425
includes taxes & fees
29 Dec - 30 Dec
The Innwoods - Two Bedroom Apartment
10.0 out of 10, Exceptional, (25)
"This a an adorable, well designed, spotless space which was perfect for our over night stay in Rhinebeck. Property a quick walk away from the fairgrounds and downtown was also walkable…the host was absolutely amazing with great communication and detailed instructions! "
United States
Kathy
The price is €218
includes taxes & fees
12 Jan - 13 Jan 2026
Private Studio Close to Downtown Rhinebeck
4.0 star property
10.0 out of 10, Exceptional, (2)
"Was close to where we were attending a wedding and big enough to house us all!"
United States
Paul m.
The price is €398
includes taxes & fees
15 Dec - 16 Dec
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit
9.8 out of 10, Exceptional, (9)
"The cottage was comfortable and spotless. My family thoroughly enjoyed their stay at the cottage, and they loved the setting. "
United States
Patricia C.
The price is €282
includes taxes & fees
15 Dec - 16 Dec
Experience Peace in this Cozy country cottage nestled beneath the mountains

Chalet in Tannersville

Jessie's Harvest House Suite
10.0 out of 10, Exceptional, (2)
"Perfect, clean space for a quick overnight. Very close proximity to all that the area has to offer."
United States
Matthew M.
The price is €229
includes taxes & fees
26 Dec - 27 Dec
Jessie's Harvest House Suite
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

Find out more about Kingston

Everything you need to know about Kingston holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kingston holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kingston holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Kingston holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kingston. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kingston holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kingston holiday rentals we have selected for you start as low as €118 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kingston rentals

At Expedia, we put the best Kingston holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Kingston rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kingston holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kingston. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.