Kingston Holiday Rentals

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Holiday Rentals in Kingston

Property grounds
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$396
includes taxes & fees
21 May - 22 May
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Fridge, microwave, oven, stovetop
Campfire Cottage: Fireplace, fire pit & no chores!
10.0 out of 10, Exceptional, (15)
"Matt is a wonderful host! I was very impressed by the cleanliness of the 1 bedroom cabin and how much thought went into providing guests with everything they need. I stayed for four nights and was very comfortable. The bed was so comfortable I slept great. Kingston is a city so some noise is expected. The neighborhood is very quiet at night and you can hear a little noise occasionally in the distance. Matt provides an adjustable sound machine. I put it on low and slept like a baby. Matt is very...
The price is NZ$349
includes taxes & fees
21 May - 22 May
Campfire Cottage: Fireplace, fire pit & no chores!
Dining
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!
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Exterior
Lovely 2 bedroom apt around the corner from Rough Draft and Uptown Kingston
10.0 out of 10, Exceptional, (27)
"This property was perfect for our weekend in Kingston. Lovely neighborhood, lots of restaurants just blocks away, including Rough Draft bookstore/cafe/bar a block away which was a hit with the whole family. We hiked Mohonk Preserve by day and enjoyed the backyard and fire at night. Andrea left amenities that went above and beyond the usual rental. Highly recommend!"
Lovely 2 bedroom apt around the corner from Rough Draft and Uptown Kingston
Property grounds
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...
Property grounds
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$976
includes taxes & fees
3 Jun - 4 Jun
Hot Tub - Hammock- Games - Grill - Large Colonial
Outdoor pool
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
Exterior
NEW: Secluded Riverfront Estate w/ Hot Tub, Sauna & Swimming Pond
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...
NEW: Secluded Riverfront Estate w/ Hot Tub, Sauna & Swimming Pond
Pool
LARGE COZY Sleeps 7 Main House + Opt. Apt 4 More (+Fee) Pool/Pond!
10.0 out of 10, Exceptional, (59)
"Cozy, country style house. Plenty space for large families or several couples to share. Easy access to towns in the area with pleasant shops and good restaurants. "
LARGE COZY Sleeps 7 Main House + Opt. Apt 4 More (+Fee) Pool/Pond!
Property grounds
Streamside Cottage Walking Distance to Town of Woodstock
10.0 out of 10, Exceptional, (196)
"The hostess reached out well before our stay with check in details and other local information. We stayed in early May. The main house and cottage are located down a long drive. The cottage sits a little off to the side with the bedroom/office facing the river. The layout of the cottage is very efficient. We especially enjoyed the front mudroom and staging area perfect for storing muddy hiking boots and backpacks. Our week long state was magical. Coffee in the Adirondack chairs next to the river...
The price is NZ$532
includes taxes & fees
16 May - 17 May
Streamside Cottage Walking Distance to Town of Woodstock
View from property
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
10.0 out of 10, Exceptional, (152)
"this was one of the most comfortable, easy to navigate vacation homes we have ever had. we used the grill, kitchen had everything you need, the deep sinks made washing dishes easy, (there was a dishwasher. but we didn't use it), windows allowed a 180 degree view of the back yard and forest beyond, where we saw a family of deer. Everyone slept like babies on mattresses that were heavenly! Or was super available and responsive to questions. A hannaford super market is 2.3 miles away. Bread Alone...
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
Fridge, microwave, oven, stovetop
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
The Cabin at Chichester in the Catskills Mountains
9.8 out of 10, Exceptional, (165)
"Very clean, good area"
The Cabin at Chichester in the Catskills Mountains
Private kitchen
NEW The Art Loft in Kingston NY
9.6 out of 10, Exceptional, (4)
"The apartment was great and had a unique charm. Would recommend."
NEW The Art Loft in Kingston NY
Property grounds
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$425
includes taxes & fees
16 May - 17 May
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Fridge, microwave, stovetop, dishwasher
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$423
includes taxes & fees
16 May - 17 May
Kingston Crawfish Cottage Near Catskills!
Fridge, microwave, oven, stovetop
Retro Retreat: renovated 2BR, desk, no chore list!
9.6 out of 10, Exceptional, (5)
"From the start, Matthew was extremely responsive to my emails and answered all my questions. The unit is modern and very clean."
The price is NZ$375
includes taxes & fees
20 May - 21 May
Retro Retreat: renovated 2BR, desk, no chore list!
Fridge, microwave, oven, stovetop
Adorable Kingston Cottage in the Heart of the Roundout Historic Area Downtown.
9.6 out of 10, Exceptional, (5)
"We had so much fun in Kingston and loved our location. It was so easy to walk to restaurants after a day of driving through the Hudson Valley and partaking in wine at many of the wineries. The house was comfortable, the kitchen was incredibly well-stocked and the backyard was a lovely space. Our only concern was the staircase to the basement. We really needed a railing and more lighting. But that might just be our age...it's hard to see these days! Thank you for everything!"
Adorable Kingston Cottage in the Heart of the Roundout Historic Area Downtown.
Property grounds
Hilltop House: Charming 1980's Kingston Farmhouse
9.6 out of 10, Exceptional, (9)
"Overall a great stay. We were gathered as an extended family for a funeral. It was a very comfortable home to relax and enjoy each others company."
Hilltop House: Charming 1980's Kingston Farmhouse
Fridge, microwave, oven, stovetop
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
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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

Reception
Hampton Inn Kingston
2.5 star property
9.0 out of 10, Wonderful, (1000)
"The layout and design of the breakfast dining area is perfect for a large crowd with the option for privacy. "
The price is NZ$241
includes taxes & fees
27 May - 28 May
Hampton Inn Kingston
Exterior
Courtyard by Marriott Kingston
3.0 star property
8.6 out of 10, Excellent, (820)
"👍"
The price is NZ$244
includes taxes & fees
27 May - 28 May
Courtyard by Marriott Kingston
Lobby
Best Western Plus Kingston Hotel And Conference Center
2.5 star property
8.0 out of 10, Very good, (1001)
"All of the staff was super friendly and helpful. The building is a little tricky to navigate. Great food in the dining area, and overall all great stay. "
The price is NZ$259
includes taxes & fees
2 Jun - 3 Jun
Best Western Plus Kingston Hotel And Conference Center
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.

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