A calm harbor with several boats docked, a lighthouse, and a rocky breakwater.

Kingston Vacation Rentals

Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Kingston vacation rentals

A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

1. Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (33 reviews)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
$238 nightly
The price is $267
Nov 3 - Nov 4
Total with taxes and fees
Campfire Cottage: Fireplace, fire pit & no chores!
A compact kitchen with blue cabinets, a white stove, and yellow chairs.

2. Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Kingston
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
United States
Brendan B.
$221 nightly
The price is $248
Oct 14 - Oct 15
Total with taxes and fees
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
A neatly made bed with a white pillow, a red pillow, and a white blanket. There is a small bedside table with a lamp.

3. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Rhinebeck Village
10.0 out of 10, Exceptional, (33 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
$243 nightly
The price is $275
Oct 12 - Oct 13
Total with taxes and fees
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
A modern living room with a sofa, a coffee table, and a dining table. There are two doors, one black and one white, and a window with blinds.

4. Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Kingston
9.6 out of 10, Exceptional, (33 reviews)
"Wonderful apartment with everything our family of five needed. We enjoyed the hot tub on two snowy evenings. Thank you for a great stay!"
United States
Clara L.
$264 nightly
The price is $296
Nov 3 - Nov 4
Total with taxes and fees
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.

5. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Catskill
9.6 out of 10, Exceptional, (320 reviews)
"Nice little cabin, well situated to sightseeing"
United States
Darryl
$201 nightly
The price is $217
Nov 9 - Nov 10
Total with taxes and fees
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
A neatly made bed with white bedding and a few colorful pillows, a wooden headboard, and a wall-mounted light fixture.

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

Retro Retreat: renovated 2BR, desk, no chore list!
Kingston
9.6 out of 10, Exceptional, (15 reviews)
"Great, easy, full of everything you’d need. Stayed with 2 others for a work trip and it was perfect! "
United States
Kelley Marie
$275 nightly
The price is $308
Nov 2 - Nov 3
Total with taxes and fees
Retro Retreat: renovated 2BR, desk, no chore list!
An outdoor patio with a striped rug, seating, a fire pit, and string lights.

7. Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Kingston
9.4 out of 10, Exceptional, (37 reviews)
"Clean, host answered in timely fashion and provided accommodations if needed or requested. Great stay overall!"
United States
Erin H.
$288 nightly
The price is $322
Oct 13 - Oct 14
Total with taxes and fees
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
A spacious loft with a high ceiling, exposed wooden beams, a staircase, a flat-screen TV, and a round wooden coffee table with a plant.

8. Stunning and Cozy loft apartment in kingston .

Stunning and Cozy loft apartment in kingston .
Kingston
9.4 out of 10, Exceptional, (18 reviews)
"Very cute place, clean and comfortable. "
United States
Robin H.
$239 nightly
The price is $268
Oct 13 - Oct 14
Total with taxes and fees
Stunning and Cozy loft apartment in kingston .
A modern kitchen with a central island, a dining area with a sofa, and a large window with a view of the outdoors.

9. Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (316 reviews)
"Everything was great"
United States
Danielle
$145 nightly
The price is $162
Oct 12 - Oct 13
Total with taxes and fees
Starlite Motel
A wooden vanity with a mirror, two pendant lights, and a folded towel.

10. Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Stone Ridge
9.4 out of 10, Exceptional, (31 reviews)
"Absolutely beautiful place. Carefully prepared for our arrival with tea light and lampshades on throughout the accommodation. No complaints whatsoever and if anything exceeded our expectations. The location was great for our plans exploring Hudson Valley and surrounding areas. Would 100% recommend. Communication throughout was perfect 👌. Thank you for a wonderful stay ."
United Kingdom
Catherine
$145 nightly
The price is $147
Oct 13 - Oct 14
Total with taxes and fees
Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
A tented area with two wooden folding chairs and a table, a patterned rug, and a view of greenery and a white tent in the background.

11. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
$238 nightly
The price is $266
Nov 10 - Nov 11
Total with taxes and fees
Gatherwild Ranch
Private kitchen

12. Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.2 out of 10, Wonderful, (13 reviews)
"Cabin was clean and tidy. Hostt was quick with responses. Pet friendly always a plu!"
United States
Danielle S.
$181 nightly
The price is $203
Oct 13 - Oct 14
Total with taxes and fees
Woods Cabin-Kingston/Woodstock, NY.
A natural setting with a stream, red chairs, and a forested area.

13. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (304 reviews)
"It was the perfect place for a weekend away from home! The location was only a few minutes from town and was the perfect size for a couple. Would definitely reccomend!"
United States
Kristen S.
$303 nightly
The price is $339
Nov 4 - Nov 5
Total with taxes and fees
Streamside Cottage Half Mile to Town of Woodstock
A modern living room with a sofa, a coffee table, and a dining table. There are two doors, one black and one white, and a window with blinds.

14. Hot Tub - Hammock- Games - Grill - Large Colonial

Hot Tub - Hammock- Games - Grill - Large Colonial
Kingston
10.0 out of 10, Exceptional, (12 reviews)
"We had a great stay! Great location and was clean and comfortable for all of our friends."
United States
Amanda R.
$496 nightly
The price is $555
Oct 20 - Oct 21
Total with taxes and fees
Hot Tub - Hammock- Games - Grill - Large Colonial
A wooden deck with a wood-burning stove and a door leading to an outdoor area with chairs.

15. Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
Stone Ridge
10.0 out of 10, Exceptional, (5 reviews)
"Great tastefully kept property. Our family including the 8 year felt we should have stayed here longer."
United States
Tarun
$286 nightly
The price is $289
Nov 1 - Nov 2
Total with taxes and fees
Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
A room with a ceiling fan, a large wall mural, a blue sofa, a colorful rug, and a desk with a chair.

16. THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
Red Hook
9.2 out of 10, Wonderful, (15 reviews)
"Very sweet little spot that took care of all our needs. Very grateful to have found it and enjoyed our stay."
United States
Jason D.
$216 nightly
The price is $244
Oct 31 - Nov 1
Total with taxes and fees
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
A sectional sofa with matching ottomans, a small table with a lamp, and a patterned rug on a wooden floor.

17. Country House offers 2 bedrooms and a den, lots of parking.

Country House offers 2 bedrooms and a den, lots of parking.
Saugerties
10.0 out of 10, Exceptional, (1 review)
"Great house for a last minute getaway. Super clean house!!! Such a cute house with a lovely porch and view. We loved looking at the vintage books on the bookshelf! House had everything we needed, towels, and even shampoo. Would stay again. Location was great too. Centrally located near many attractions but rural enough to relax!"
United States
kristen d.
$310 nightly
The price is $347
Oct 26 - Oct 27
Total with taxes and fees
Country House offers 2 bedrooms and a den, lots of parking.
A wooden deck with a bench, surrounded by a forested area.

18. West Wing - a unique private space w/patio

West Wing - a unique private space w/patio
Shokan
9.8 out of 10, Exceptional, (37 reviews)
"loved our stay and would stay again!"
United States
MIKE W.
$178 nightly
The price is $199
Oct 13 - Oct 14
Total with taxes and fees
West Wing - a unique private space w/patio
A fireplace with a stone wall, a stack of firewood, and a bookshelf with books.

19. Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Catskill
9.8 out of 10, Exceptional, (21 reviews)
"The property was just as described, very private and cozy. We enjoyed the large balcony as well as the yard. There were also several nice hiking trails close by. Overall we were very happy with our stay."
United States
Ryan P.
$293 nightly
The price is $316
Oct 13 - Oct 14
Total with taxes and fees
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
A bar area with wooden stools, a bar counter, shelves of bottles, a television, and a sign for drink specials.

20. Jessie's Harvest House

Jessie's Harvest House
Tannersville
$190 nightly
The price is $201
Oct 13 - Oct 14
Total with taxes and fees
Jessie's Harvest House
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

Kingston Regency Inn

Kingston Regency Inn

10/10 Excellent
"Good"
Arun 1-night trip
Posted 2 hours ago
Kingston Regency Inn

Price trends for vacation rentals in Kingston

Less expensive
More expensive
This month
Next month
May
January
$374
$385
Month
Price
January
$399
February
$352
March
$364
April
$282
May
$265
June
$369
July
$389
August
$372
September
$375
October
$374
November
$385
December
$398
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Kingston. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Kingston

Everything you need to know about Kingston vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kingston vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kingston vacation 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 low season months. For more hustle and bustle, you may prefer to visit Kingston in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $162 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Kingston rentals

At Expedia, we put the best Kingston vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Kingston?

Yes, you can find vacation rentals in Kingston near Ulster Performing Arts Center, or you can go with a secluded option if you're looking for extra privacy while you relax. 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's the top vacation rental in Kingston?

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!: Visitors give good reviews to this Kingston vacation home rental, which is located on a river and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. Some other top choices in Kingston are Historic house overlooking Rondout Creek and Adorable Kingston Cottage in the Heart of the Roundout Historic Area Downtown..

How many vacation rentals are there in Kingston?

Choose from 80 Expedia vacation rentals in Kingston for a memorable vacation.

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 Ashokan Rail Trail- Woodstock Dike Trailhead.

What are vacation rentals like in Kingston?

Vacation rentals are private properties you can book for several days or longer in Kingston. Vacation rentals offer amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a family trip.