A cave entrance surrounded by lush greenery and trees.

Ulster County Holiday Rentals

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Our top choices for Ulster County holiday rentals

A modern kitchen with a central island, a dining area with a sofa, and a large window with a view of the outdoors.

1. Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (320 reviews)
"The special game room in the back yard that is screened is excellent 👌."
United States
Stephen
The price is AU$231
includes taxes & fees
26 Oct - 27 Oct
Starlite Motel
A covered porch with a wooden deck, white columns, wicker chairs, and a view of a house with windows.

2. Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet

Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
Stone Ridge
8.8 out of 10, Excellent, (19 reviews)
"Clean cozy will be staying again"
United States
Michael C.
The price is AU$208
includes taxes & fees
1 Nov - 2 Nov
Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
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, (7 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 AU$349
includes taxes & fees
28 Oct - 29 Oct
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

4. 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 AU$360
includes taxes & fees
3 Nov - 4 Nov
Campfire Cottage: Fireplace, fire pit & no chores!
A rural landscape with a barn, a silo, and a bridge with rocks and purple flowers in the foreground.

5. A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail

A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
Wallkill
9.2 out of 10, Wonderful, (18 reviews)
"The room was super cute and clean. It had everything that I needed."
United States
Carrie
The price is AU$205
includes taxes & fees
28 Oct - 29 Oct
A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
A natural setting with a stream, red chairs, and a forested area.

6. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (307 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 AU$450
includes taxes & fees
10 Nov - 11 Nov
Streamside Cottage Half Mile to Town of Woodstock
Private kitchen

7. Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.2 out of 10, Wonderful, (15 reviews)
"Thank you. What an experience!"
United States
Burc
The price is AU$293
includes taxes & fees
10 Nov - 11 Nov
Woods Cabin-Kingston/Woodstock, NY.
A forest campsite with a tent, a fire pit, and a bench.

8. Glamping Tent & Campsite by Minnewaska State Park

Glamping Tent & Campsite by Minnewaska State Park
Kerhonkson
9.0 out of 10, Wonderful, (4 reviews)
"This place was amazing and our hosts were as equally as awesome as their campsite. My family highly recommends this place! It's got everything you need and is close to so many beautiful hiking and swimming areas!"
United States
Andie C.
The price is AU$219
includes taxes & fees
26 Oct - 27 Oct
Glamping Tent & Campsite by Minnewaska State Park
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.

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

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Kingston
9.6 out of 10, Exceptional, (33 reviews)
"The rental was very clean & Beds were very comfortable. "
United States
R.A.G. Time A.
The price is AU$418
includes taxes & fees
18 Nov - 19 Nov
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
An outdoor patio with a striped rug, seating, a fire pit, and string lights.

10. 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, (38 reviews)
"Clean, host answered in timely fashion and provided accommodations if needed or requested. Great stay overall!"
United States
Erin H.
The price is AU$430
includes taxes & fees
18 Nov - 19 Nov
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
A kitchen with a white stove, a coffee maker, and a microwave on the counter.

11. Butterfly Bungalow Studio · Saugerties/Woodstock

Butterfly Bungalow Studio · Saugerties/Woodstock
Saugerties
10.0 out of 10, Exceptional, (1 review)
"Both the house and host were great. The house was in great shape, clean, comfy and with anything we might needed. 100% recommend!!"
United States
Matias
The price is AU$335
includes taxes & fees
3 Nov - 4 Nov
Butterfly Bungalow Studio · Saugerties/Woodstock
A kitchen with wooden shelves, a window with a view of trees, and a vase with flowers on the windowsill.

12. Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (47 reviews)
"Sweet place, very close to Minnewaska State Park which was great for us"
United States
Sueane
The price is AU$280
includes taxes & fees
1 Nov - 2 Nov
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
A neatly made bed with white bedding and a few colorful pillows, a wooden headboard, and a wall-mounted light fixture.

13. 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 AU$423
includes taxes & fees
17 Nov - 18 Nov
Retro Retreat: renovated 2BR, desk, no chore list!
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.

14. 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.
The price is AU$378
includes taxes & fees
2 Nov - 3 Nov
Stunning and Cozy loft apartment in kingston .
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, (6 reviews)
"Great tastefully kept property. Our family including the 8 year felt we should have stayed here longer."
United States
Tarun
The price is AU$312
includes taxes & fees
1 Nov - 2 Nov
Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
A bedroom with a bed, a TV mounted on the wall, a window with a view of greenery, and a small seating area with a table and chairs.

16. The Studio at the Inn at High Falls

The Studio at the Inn at High Falls
High Falls
8.0 out of 10, Very good, (46 reviews)
"Great property in a serene setting. We enjoyed it very much!"
United States
John M.
The price is AU$382
includes taxes & fees
26 Oct - 27 Oct
The Studio at the Inn at High Falls
A wooden deck with a bench, surrounded by a forested area.

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

West Wing - a unique private space w/patio
Shokan
9.8 out of 10, Exceptional, (39 reviews)
"Clean and beautifully decorated room. Very comfortable, excellent bed and linens. Friendly and knowledgeable staff. An "out of the way " place and that's its charm, yet close enough - short car rides- to restaurants and other attractions. We'd gladly return!"
United States
Ronald
The price is AU$315
includes taxes & fees
27 Oct - 28 Oct
West Wing - a unique private space w/patio
A campfire surrounded by rocks in a grassy field with trees and hills in the background.

18. Cold Spring Lodge - Cabin 2

Cold Spring Lodge - Cabin 2
Big Indian
9.8 out of 10, Exceptional, (6 reviews)
"We had a nice relaxing stay"
United States
Michael
The price is AU$318
includes taxes & fees
26 Oct - 27 Oct
Cold Spring Lodge - Cabin 2
A cozy living room with a sofa, a coffee table with candles, and a fireplace.

19. Dream getaway apartment in the foot of Gunks Ridge

Dream getaway apartment in the foot of Gunks Ridge
Wallkill
9.6 out of 10, Exceptional, (32 reviews)
"Loved our stay! The house is cozy and well cared for. Plenty of room and everything we might have needed. Thanks so much for the nice message, it really shows that you care about your guests :)"
United States
Sara
The price is AU$269
includes taxes & fees
3 Nov - 4 Nov
Dream getaway apartment in the foot of Gunks Ridge
A bedroom with a floral wallpaper, a bed with a striped blanket, a green armchair, and a bedside table with a lamp.

20. Butterfly and Sage: 2 Studios, Shared Yard

Butterfly and Sage: 2 Studios, Shared Yard
Saugerties
The price is AU$553
includes taxes & fees
1 Nov - 2 Nov
Butterfly and Sage: 2 Studios, Shared Yard
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 Ulster County Hotel Reviews

Buttermilk Falls Inn

Buttermilk Falls Inn

8/10 Good
"There were a mix of pluses and minuses but on a whole once I checked in it was a good experience. The property is beautiful, my room was clean, comfortable and the breakfast and service in the morning was efficient and friendly. That being said it was impossible to get in touch with this staff beforehand and they’re running on a skeleton crew, with workers on the premises only a few hours a day. The restaurant, Henry’s, on the property is closed, the spa relocated and the bathroom in the common area was out of order. For what I paid for my room on Expedia I was able to accept the shortcomings and enjoy my stay, but if you’re paying full price, I would do a little research."
laura 1-night trip
Posted 4 hours ago
Buttermilk Falls Inn

Find out more about Ulster County

Everything you need to know about Ulster County holiday rentals

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

Ulster County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ulster County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ulster County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Ulster County holiday rentals we have chosen for you start as low as AU$205 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Ulster County rentals

At Expedia, we put the best Ulster County holiday 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 Ulster County 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 Ulster County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ulster County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.