Default HTG hotel image

East Kingston Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for East Kingston holiday rentals

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.

1. 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 NZ$457
includes taxes & fees
9 Sept - 10 Sept
Stunning and Cozy loft apartment in kingston .
A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

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

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (33 reviews)
"The place was amazing! Very easy check in/out process and the host is very responsive. "
United States
Samuel M.
The price is NZ$444
includes taxes & fees
23 Sept - 24 Sept
Campfire Cottage: Fireplace, fire pit & no chores!
A compact kitchen with blue cabinets, a white stove, and yellow chairs.

3. 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 NZ$411
includes taxes & fees
23 Sept - 24 Sept
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
An outdoor patio with a striped rug, seating, a fire pit, and string lights.

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

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Kingston
9.2 out of 10, Wonderful, (35 reviews)
"Clean, host answered in timely fashion and provided accommodations if needed or requested. Great stay overall!"
United States
Erin H.
The price is NZ$449
includes taxes & fees
9 Sept - 10 Sept
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
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.

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

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Kingston
9.6 out of 10, Exceptional, (31 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 NZ$419
includes taxes & fees
10 Sept - 11 Sept
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
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
Retro Retreat: renovated 2BR, desk, no chore list!
A neatly made bed with a white pillow, a red pillow, and a white blanket. There is a small bedside table with a lamp.

7. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Rhinebeck Village
10.0 out of 10, Exceptional, (32 reviews)
"great place for homebase to visit Hudson Valley area and host was very communicative and helpful"
United States
Brian C.
The price is NZ$544
includes taxes & fees
9 Sept - 10 Sept
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

8. Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.4 out of 10, Exceptional, (10 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 NZ$341
includes taxes & fees
17 Sept - 18 Sept
Woods Cabin-Kingston/Woodstock, NY.
A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

9. Double the Fun: Two Houses, Shared Yard & Fire Pit

Double the Fun: Two Houses, Shared Yard & Fire Pit
Kingston
10.0 out of 10, Exceptional, (4 reviews)
"Both houses were vey clean and well kept. I would recommend this to anyone. I would stay here again."
United States
Kelly B.
The price is NZ$916
includes taxes & fees
23 Sept - 24 Sept
Double the Fun: Two Houses, Shared Yard & Fire Pit
A view from a room with a sliding glass door leading to an outdoor deck with a wooden fence, a chair, and a bench.

10. 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, (99 reviews)
"Convenient and comfortable stay"
United States
Cathy G.
The price is NZ$459
includes taxes & fees
13 Sept - 14 Sept
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
A spacious living area with a dining table, sofa, and large windows offering a view of the outdoors.

11. 3BR Modern Home in Kingston - Sleeps 6 -Fire Pit -Game Room -Pet Friendly

3BR Modern Home in Kingston - Sleeps 6 -Fire Pit -Game Room -Pet Friendly
Kingston
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful home, had everything we needed for a great long weekend. Easy to get to town. Highly recommend! Amanda was very clear about the check-in and check out process. Would love to stay again when the weather is warmer."
United States
Mitch B.
The price is NZ$947
includes taxes & fees
9 Sept - 10 Sept
3BR Modern Home in Kingston - Sleeps 6 -Fire Pit -Game Room -Pet Friendly
A hot tub in a natural setting with a tree and a body of water in the background.

12. 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 NZ$758
includes taxes & fees
9 Sept - 10 Sept
Peaceful Riverfront Cottage with Private Hot tub
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, (297 reviews)
"Wonderful property with an easy check in and checkout process. The property and surrounding areas are beautiful. We would stay here again. "
United States
Anonymous traveller
The price is NZ$532
includes taxes & fees
27 Sept - 28 Sept
Streamside Cottage Half Mile to Town of Woodstock
A modern kitchen with white cabinets, a central island, and a view to the outside.

14. Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Staatsburg
9.8 out of 10, Exceptional, (7 reviews)
"Nice stay for our quick overnight Comfortable space "
United States
jay c.
The price is NZ$349
includes taxes & fees
16 Sept - 17 Sept
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
A rustic cabin with a wooden deck and a chair, surrounded by dense forest.

15. '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 NZ$252
includes taxes & fees
13 Sept - 14 Sept
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
A modern house with a hot tub, a deck, and a view of a lake.

16. Chic Waterfront w/ Hot Tub, Sauna and Sky Deck!

Chic Waterfront w/ Hot Tub, Sauna and Sky Deck!
Saugerties
10.0 out of 10, Exceptional, (18 reviews)
"Great stay! Would definitely go back!"
United States
Alexis
The price is NZ$1,569
includes taxes & fees
29 Sept - 30 Sept
Chic Waterfront w/ Hot Tub, Sauna and Sky Deck!
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.

17. 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.
The price is NZ$977
includes taxes & fees
6 Oct - 7 Oct
Hot Tub - Hammock- Games - Grill - Large Colonial
An outdoor patio area with a metal table and chairs, a fire feature, and a wooden fence with lights.

18. Saugerties Village Space with Great Backyard

Saugerties Village Space with Great Backyard
Saugerties
9.6 out of 10, Exceptional, (9 reviews)
"One of the best vrbos we have stayed at. Owner has done a lot to make it comfortable for guests. Nice couch, tv, kitchen. Super convenient to downtown Saugerties. Definitely enjoyed the fair price too. Hope to visit again. "
United States
John P.
Saugerties Village Space with Great Backyard
A kitchen with white cabinetry, granite countertops, and a window with blinds.

19. 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 NZ$436
includes taxes & fees
23 Sept - 24 Sept
Charming loft cottage in tranquil Germantown with WiFi, AC
A deck with a red umbrella, wooden chairs, and a table with potted plants.

20. Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (58 reviews)
"Quiet clean accommodations in a central location for exploring the Hudson Valley."
United States
Alexandra R.
The price is NZ$445
includes taxes & fees
13 Sept - 14 Sept
Mid-Century DJ’s Dream
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top East Kingston Hotel Reviews

DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

10/10 Excellent
"Very very nice hotel in, from what locals told me, a rough part of town. The warm cookie at check-in was delicious 😄"
Theresa 1-night trip
Posted 2 hours ago
DoubleTree by Hilton Poughkeepsie Convention Center

Find out more about East Kingston

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 East 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 East 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 East Kingston. Seeing all the best attractions is bound to make you fall in love with East 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 East Kingston short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in East Kingston?

Yes, there are holiday rentals close to the most popular sights in East Kingston, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that East Kingston has to offer?

The Chicken Coop: This holiday home rental outside of East Kingston is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What’s there to see and do in East Kingston?

Explore the area and family-friendly sights such as Hudson River Maritime Museum, or get out into nature at a spot like Esopus Creek. Ulster Performing Arts Center and Dutchess County Fairgrounds are a couple of places you'll find in the wider area.

What’s a holiday rental in East Kingston like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in East Kingston. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for family trips or small group gatherings.