Kingston Holiday Rentals

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Holiday Rentals in Kingston

Beautiful cottage with HOT TUB in Kingston/Woodstock Catskills, Hudson Valley
6.0 out of 10, (2)
"we where on tour with our band. we like to stay a few minutes from the venue. This was the perfect place only a few minutes to downtown woodstock. We would definitely book again, and the host the host are very awesome. That you again Stacey"
The price is NZ$250
includes taxes & fees
2 Jun - 3 Jun
Beautiful cottage with HOT TUB in Kingston/Woodstock Catskills, Hudson Valley
Campfire Cottage: Fireplace, fire pit & no chores!
10.0 out of 10, Exceptional, (16)
"An unassuming setting belies the well-appointed interior and thoughtful extras you’ll find within. Parking is tight but it is off-street and the location offers come-and-go convenience for exploring the area."
The price is NZ$359
includes taxes & fees
2 Jun - 3 Jun
Campfire Cottage: Fireplace, fire pit & no chores!
Historic Kingston 1800s Waterfront Townhouse - / Backyard / BKLYN Loft / Modern
9.8 out of 10, Exceptional, (24)
"We had a wonderful stay in Historic Kingston down by the riverfront. The property was perfect for our needs. A quiet side street offered close proximity to everything we needed. The unit was clean and well appointed. A whole house. Beautiful."
Historic Kingston 1800s Waterfront Townhouse - / Backyard / BKLYN Loft / Modern
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Esopus Creek modern Tiny house Retreat!
8.0 out of 10, Very good, (2)
"This tiny home in the forest was the perfect stop on my week-long road trip through NY. It was easy to find, despite being tucked away. The home has every amenity you could need."
The price is NZ$361
includes taxes & fees
2 Jun - 3 Jun
Esopus Creek modern Tiny house Retreat!
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
10.0 out of 10, Exceptional, (11)
"Perfect spot to visit grandkids Lots to do"
The price is NZ$435
includes taxes & fees
13 Jun - 14 Jun
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Lovely 2 bedroom apt around the corner from Rough Draft and Uptown Kingston
10.0 out of 10, Exceptional, (28)
"Excellent apartment, short walk to stores and restaurants, host was outstanding"
Lovely 2 bedroom apt around the corner from Rough Draft and Uptown Kingston
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
9.6 out of 10, Exceptional, (9)
"Excellent location for visiting towns along the Hudson. Upstairs unit spacious and comfortable. Three adults and two dogs had plenty of space. Lovely balcony for morning coffee. Hot tub and fire pit spaced apart allowing both unit occupants to enjoy the yard privately. Seth amazing to interact with and immediate responses with any questions."
The price is NZ$439
includes taxes & fees
2 Jun - 3 Jun
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Hudson River views with pool and hot tub
10.0 out of 10, Exceptional, (16)
"My wife and her girlfriends loved the place for her 40th surprise party!"
Hudson River views with pool and hot tub
Rail Trail Cottage: Charming Kingston Home
9.4 out of 10, Exceptional, (13)
"This was a wonderful property to stay at. It was very clean, quaint, and comfortable"
Rail Trail Cottage: Charming Kingston Home
Updated Kingston Vacation Rental Near Parks!
8.0 out of 10, Very good, (2)
"The place was great for our friend’s weekend in the Hudson River Valley. Close to the sites in Kingston."
The price is NZ$578
includes taxes & fees
2 Jun - 3 Jun
Updated Kingston Vacation Rental Near Parks!
Retro Retreat: renovated 2BR, desk, no chore list!
9.6 out of 10, Exceptional, (7)
"The location was great for us, close to restaurants, grocery, gas etc! Communication with the host was top notch from the time of booking! Overall great experience, we will be back!"
The price is NZ$416
includes taxes & fees
2 Jun - 3 Jun
Retro Retreat: renovated 2BR, desk, no chore list!
The Strand House with hot tub
9.2 out of 10, Wonderful, (5)
"The apartment was very clean and in a great location, and the host is very friendly and communicative."
The Strand House with hot tub
The Solarium: Woodstock Retreat w/Hot tub+Stream!
10.0 out of 10, Exceptional, (1)
"This place was a gem to sit back, relax and take in the scenery. The owner was very accommodating. I highly recommend staying."
The Solarium: Woodstock Retreat w/Hot tub+Stream!
Kingston Crawfish Cottage Near Catskills!
9.6 out of 10, Exceptional, (5)
"This property was so clean and centrally located. Diane was a wonderful host. We highly recommend this property."
The price is NZ$417
includes taxes & fees
2 Jun - 3 Jun
Kingston Crawfish Cottage Near Catskills!
Bohemian style open LOFT
8.4 out of 10, Very good, (6)
"I love staying here when I am in town. It’s comfortable and cozy"
Bohemian style open LOFT
Kingston 3 Bedroom 1 Bath Near the Rondout
8.8 out of 10, Excellent, (3)
"Property manager was responsive prior to check in and post stay. I shared concerns regarding the master bedroom linen that he seemed to appreciate. It’s an overall very nice property that is as represented in the pictures."
Kingston 3 Bedroom 1 Bath Near the Rondout
Hilltop A-frame chalet, skyline views, heated pool and hot tub, expansive...
10.0 out of 10, Exceptional, (2)
"Lovely home and well equipped would love to stay again. Great service and communication from stay marquis. Thanks again!"
Hilltop A-frame chalet, skyline views, heated pool and hot tub, expansive...
NEW The Art Loft in Kingston NY
9.6 out of 10, Exceptional, (5)
"We were visiting Kingston for the first time. Perfect location and fun art loft as we called it. Floors are a little squeaky but vintage so understandable. Thanks for a great first visit!"
NEW The Art Loft in Kingston NY
Hot Tub - Hammock- Games - Grill - Large Colonial
10.0 out of 10, Exceptional, (4)
"Our second stay at this home and it was perfect. Room for everyone and amenities in stock. Very comfortable and perfect for our large family. Thank you ⭐️"
The price is NZ$1,089
includes taxes & fees
9 Jun - 10 Jun
Hot Tub - Hammock- Games - Grill - Large Colonial
Riverfront Estate w/ Swimming Pond & Hiking Trails
10.0 out of 10, Exceptional, (1)
"The house and guest house were absolutely perfect. The houses were clean, cozy and well stocked. The original structure with the amazing addition gave it a wonderful feel of old and new. The stone walkways were magical. I have truly never seen such amazing masonry work. We had a piano player and chef come in one night. This was one of the best vacations I have had in a long time. I can not wait to go back to this incredible property. You will not be disappointed. Thank you so much for a lovely...
Riverfront Estate w/ Swimming Pond & Hiking Trails
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See all available properties in 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.

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)
"So far the experience has been fine. "
The price is NZ$256
includes taxes & fees
23 Jun - 24 Jun
Best Western Plus Kingston Hotel And Conference Center
Super 8 by Wyndham Kingston
2.5 star property
6.4 out of 10, (1001)
"Check in was easy and bed was comfortable. The room was much more run down that I was expecting at $160 a night. Chair cushions were torn, the bathtub was stained, the toilet paper holder broken, and the bathroom fan sounded like it was about to fall apart. Plus the tv remote’s batteries were dead and the mini coffee pot didn’t work. For a “fall asleep on arrival and leave first thing in the morning” stay it was functional but wouldn’t want to stay longer than that."
The price is NZ$171
includes taxes & fees
16 Jun - 17 Jun
Super 8 by Wyndham Kingston
Courtyard by Marriott Kingston
3.0 star property
8.6 out of 10, Excellent, (824)
"Our check-in process was absolutely seamless and the young woman at the front desk was incredibly helpful. The room was spotless and everything we needed for our one night stay and then some. If we are ever in the area again we will certainly choose this hotel and I highly recommend it to anyone passing through."
The price is NZ$240
includes taxes & fees
16 Jun - 17 Jun
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Kingston holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Kingston. 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 Kingston. 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 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 holiday 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 Kingston short-term rentals, that won’t be hard to do.

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?

Campfire Cottage: Fireplace, fire pit & no chores!: This highly rated holiday home rental in Kingston offers a fireplace, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Some other top choices in Kingston are The Solarium: Woodstock Retreat w/Hot tub+Stream! and Bohemian style open LOFT.

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 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.

Recent reviews of Kingston properties
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