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

Kingston Vacation Rentals

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Our top choices for Kingston vacation rentals

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.
The price is CA $121
CA $379 total
includes taxes & fees
Sep 28 - Sep 29
Campfire Cottage: Fireplace, fire pit & no chores!

2. 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, (306 reviews)
"Excellent quiet getaway"
United States
Justin
The price is CA $250
CA $330 total
includes taxes & fees
Oct 22 - Oct 23
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

3. 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.
The price is CA $176
CA $404 total
includes taxes & fees
Oct 7 - Oct 8
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

4. 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.
The price is CA $175
CA $408 total
includes taxes & fees
Sep 29 - Sep 30
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

5. 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.
The price is CA $115
CA $373 total
includes taxes & fees
Oct 14 - Oct 15
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

6. Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (314 reviews)
"nice room, nice kitchen, nice renovated rest room, plus picnic tables and grounds"
United States
Sarah
The price is CA $175
CA $196 total
includes taxes & fees
Sep 28 - Sep 29
Starlite Motel

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

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Kingston
9.6 out of 10, Exceptional, (32 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.
The price is CA $187
CA $407 total
includes taxes & fees
Sep 30 - Oct 1
Hot Tub - Fire Pit - BBQ - Hammock - Colonial

8. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (299 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.
The price is CA $201
CA $442 total
includes taxes & fees
Sep 27 - Sep 28
Streamside Cottage Half Mile to Town of Woodstock

9. Stunning and Cozy loft apartment in kingston .

Stunning and Cozy loft apartment in kingston .
Kingston
9.4 out of 10, Exceptional, (17 reviews)
"Very cute place, clean and comfortable. "
United States
Robin H.
The price is CA $211
CA $374 total
includes taxes & fees
Sep 24 - Sep 25
Stunning and Cozy loft apartment in kingston .

10. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
The price is CA $330
CA $401 total
includes taxes & fees
Sep 27 - Sep 28
Gatherwild Ranch

11. 'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Saugerties
8.0 out of 10, Very good, (51 reviews)
"We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. "
United States
Josh M.
The price is CA $158
CA $208 total
includes taxes & fees
Sep 27 - Sep 28
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

12. Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Kingston
9.6 out of 10, Exceptional, (101 reviews)
"Wonderful stay. "
United States
Chris L.
The price is CA $240
CA $376 total
includes taxes & fees
Sep 24 - Sep 25
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

13. 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, (30 reviews)
"Great location close to town. Cute and clean. Great little spot."
United States
Stephen
The price is CA $90
CA $199 total
includes taxes & fees
Sep 28 - Sep 29
Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

14. Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.2 out of 10, Wonderful, (12 reviews)
"Oh, I gave this property excellent scores for all the questions but I am reminded now by the suggestions for what to write about about the fact that it listed an Ocean view, which is obviously a mistake. It’s nowhere near the ocean. There’s no ocean view. It is in the woods it’s secluded.I actually took a very little walk in the middle of the night in the dark using my cell phone flashlight and got kind of lost for a while, but managed to find my way back. That was quite an interesting...
United States
Michael H.
The price is CA $160
CA $284 total
includes taxes & fees
Sep 29 - Sep 30
Woods Cabin-Kingston/Woodstock, NY.

15. Charming loft cottage in tranquil Germantown with WiFi, AC

Charming loft cottage in tranquil Germantown with WiFi, AC
Germantown
10.0 out of 10, Exceptional, (14 reviews)
"great location, clean & good communication with host."
United States
Kanna S.
The price is CA $170
CA $361 total
includes taxes & fees
Sep 30 - Oct 1
Charming loft cottage in tranquil Germantown with WiFi, AC

16. Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
woodstock
8.8 out of 10, Excellent, (49 reviews)
"A gem just minutes from the heart of Woodstock!"
United States
Susannah H.
The price is CA $253
CA $437 total
includes taxes & fees
Sep 24 - Sep 25
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

17. 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
The price is CA $184
CA $499 total
includes taxes & fees
Oct 21 - Oct 22
Retro Retreat: renovated 2BR, desk, no chore list!

18. 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, (3 reviews)
"Great tastefully kept property. Our family including the 8 year felt we should have stayed here longer."
United States
Tarun
The price is CA $102
CA $267 total
includes taxes & fees
Sep 29 - Sep 30
Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet

19. 1 Mile From Ski Slope and Festivals - 125 Nightly Fee

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Hunter
9.4 out of 10, Exceptional, (34 reviews)
"Loved how secluded it was ,the quietness the unit was exceptional clean & fresh , The grounds are expertly groomed with a ,firepit and a really nice hot tub will be back again as a 3 &4 bedroom unit is availiblealso"
United States
alain
The price is CA $182
CA $308 total
includes taxes & fees
Sep 24 - Sep 25
1 Mile From Ski Slope and Festivals - 125 Nightly Fee

20. Peaceful Riverfront Cottage with Private Hot tub

Peaceful Riverfront Cottage with Private Hot tub
Lake Katrine
10.0 out of 10, Exceptional, (15 reviews)
"A nice relaxing spot."
United States
Darren F.
The price is CA $335
CA $624 total
includes taxes & fees
Sep 24 - Sep 25
Peaceful Riverfront Cottage with Private Hot tub
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Kingston. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.