Holiday Rentals in Kingston

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Holiday Rentals in Kingston

Aparthotel in Big Indian

2.5 star property
9.2 out of 10, Wonderful, (273)
"Awesome place to stay!"
United States
Earl
The price is €120
includes taxes & fees
8 Dec - 9 Dec
Starlite Motel

Cottage in Germantown

10.0 out of 10, Exceptional, (5)
"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 €188
includes taxes & fees
26 Dec - 27 Dec
Charming loft cottage in tranquil Germantown with WiFi, AC

Cottage in Saugerties

10.0 out of 10, Exceptional, (12)
"Cozy and beautiful house. "
United States
Seung L.
The price is €157
includes taxes & fees
4 Dec - 5 Dec
Country Cottage with beautiful views and easy access to Catskills activities.

Holiday Home in Kingston

10.0 out of 10, Exceptional, (29)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
The price is €225
includes taxes & fees
14 Dec - 15 Dec
Campfire Cottage: Fireplace, fire pit & no chores!

Cottage in Phoenicia

9.8 out of 10, Exceptional, (23)
"Had a wonderful "
United States
Alexandra R.
The price is €164
includes taxes & fees
7 Dec - 8 Dec
Romantic cottage with hot tub . Close to hiking and breweries . Pet friendly!

Holiday Home in East Durham

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 €285
includes taxes & fees
14 Dec - 15 Dec
Cozy Waterfall Home | Close to All Mountains/Hikes

Chalet in Tannersville

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 €154
includes taxes & fees
4 Dec - 5 Dec
Jessie's Harvest House Suite

Apartment in Windham

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 €117
includes taxes & fees
4 Dec - 5 Dec
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Apartment in Stone Ridge

9.4 out of 10, Exceptional, (18)
"Very quiet and immaculate. Hosts were very easy to communicate with and gracious. "
United States
Myra D.
The price is €144
includes taxes & fees
4 Dec - 5 Dec
Romantic Apartment in Historic Stone Ridge

Holiday Home in Kingston

9.6 out of 10, Exceptional, (14)
"Great little space. Perfect for two adults. Chill living room and well appointed kitchen. It’s a perfect alternative to a hotel, and reasonably priced for what you get. "
United States
Chris S.
The price is €251
includes taxes & fees
9 Dec - 10 Dec
Retro Retreat: renovated 2BR, desk, no chore list!

Apartment in Red Hook

9.4 out of 10, Exceptional, (11)
"The loft was easy to find and the perfect location for attending events at Bard and beery picking.Well stocked kitchen and spacious loving room."
United States
Nancy K.
The price is €190
includes taxes & fees
4 Dec - 5 Dec
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

Apartment in RHINEBECK

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 €193
includes taxes & fees
4 Dec - 5 Dec
Private Studio Close to Downtown Rhinebeck

Holiday Home in Saugerties

10.0 out of 10, Exceptional, (13)
"Lovely home! Easy check in and in a quiet area. "
United States
Rachel B.
The price is €243
includes taxes & fees
17 Dec - 18 Dec
Peaceful Cabin w/ Fire Pit & Creek Access

Cottage in Catskill

9.8 out of 10, Exceptional, (8)
"Very comfortable cottage in a lovely area. Grateful for the ac on those very hot days! Loved grilling on the porch and the big patio umbrellas. Host is very responsive and helpful when needed. Hope to come again! "
United States
Laura G.
The price is €288
includes taxes & fees
2 Jan - 3 Jan 2026
Experience Peace in this Cozy country cottage nestled beneath the mountains

Cabin in Phoenicia

The price is €251
includes taxes & fees
4 Dec - 5 Dec
"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing

Apartment in Shokan

9.8 out of 10, Exceptional, (20)
"Property owner, Elaine, was great. Property was exactly as listed, clean and cozy!"
United States
Heather H.
The price is €156
includes taxes & fees
8 Dec - 9 Dec
West Wing - a unique private space w/patio

Apartment in Kingston

9.6 out of 10, Exceptional, (25)
"A lovely place and Seth is always so helpful."
United States
Lynn L.
The price is €208
includes taxes & fees
4 Dec - 5 Dec
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Cabin in Catskill

9.8 out of 10, Exceptional, (33)
"Very nice cabin lots of property space "
United States
Martin Z.
The price is €290
includes taxes & fees
4 Dec - 5 Dec
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

Cabin in Big Indian

9.6 out of 10, Exceptional, (4)
"We had a nice relaxing stay"
United States
Michael
The price is €221
includes taxes & fees
15 Dec - 16 Dec
Cold Spring Lodge - Cabin 2
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 €120 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 Kingston 3 Bedroom 1 Bath Near the Rondout and Charming 2-bedroom house in fabulous Kingston close to everything.

How many holiday rentals are there in Kingston?

Choose from 75 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.