Ulster County Vacation Rentals

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Top Cities in Ulster County

Top Vacation Rentals in in Ulster County

Our top choices for Ulster County vacation rentals

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (264)
"The property was beautiful! Definitely coming back!"
The price is CA $154
CA $173 total
includes taxes & fees
Sep 25 - Sep 26
Starlite Motel

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

8.2 out of 10, Very good, (46)
"Perfect place to reconnect with natural world and yourself"
The price is CA $172
CA $223 total
includes taxes & fees
Sep 3 - Sep 4
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

A Spectacular 50 Mile View of the Hudson Valley in all seasons

9.8 out of 10, Exceptional, (92)
"Had an absolutely fantastic time. Beautiful property and the owners are incredibly kind and welcoming "
A Spectacular 50 Mile View of the Hudson Valley in all seasons

Our home is perfect for relaxing and having lots of fun, with near by activity’s

9.8 out of 10, Exceptional, (6)
"Really liked that each room had it's own temperature control"
Our home is perfect for relaxing and having lots of fun, with near by activity’s

The Studio at the Inn at High Falls

8.0 out of 10, Very good, (27)
"I had a great stay here, it’s just as listed; simple but has everything that I needed, check in was easy, communication was good, and bed was comfortable!"
The price is CA $155
CA $375 total
includes taxes & fees
Sep 1 - Sep 2
The Studio at the Inn at High Falls

Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!

8.0 out of 10, Very good, (4)
"Great place. Great location "
The price is CA $197
CA $473 total
includes taxes & fees
Sep 8 - Sep 9
Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.2 out of 10, Wonderful, (43)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is CA $247
CA $431 total
includes taxes & fees
Sep 7 - Sep 8
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (250)
"A beautiful quiet setting! "
The price is CA $205
CA $445 total
includes taxes & fees
Sep 2 - Sep 3
Streamside Cottage Half Mile to Town of Woodstock

Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

2.0 star property
9.8 out of 10, Exceptional, (14)
"A group of girlfriends stayed for a 2 night visit. Everything was just as listed, the home was in the perfect location, well stocked, and beautiful inside. We would definitely return again. "
The price is CA $453
CA $689 total
includes taxes & fees
Sep 1 - Sep 2
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

Sexiest Lil Cabin in Saugerties, NY

9.0 out of 10, Wonderful, (12)
"We loved our stay here, it was the perfect short getaway. Thanks Alexandria!"
Sexiest Lil Cabin in Saugerties, NY

Sioux Tipi on Chloe's Lake

9.6 out of 10, Exceptional, (5)
"This was such a cool experience Id love to go back! "
The price is CA $151
CA $200 total
includes taxes & fees
Sep 7 - Sep 8
Sioux Tipi on Chloe's Lake

1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

2.0 star property
9.0 out of 10, Wonderful, (20)
"Thank you so much for an amazing stay"
The price is CA $229
CA $503 total
includes taxes & fees
Sep 2 - Sep 3
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

The price is CA $247
CA $831 total
includes taxes & fees
Sep 1 - Sep 2
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool

10.0 out of 10, Exceptional, (131)
"Stunning views, lovely house and pool, large kitchen, well equipped. Very responsive owner. Strongly recommend for family. "
NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool

Secluded family retreat within minutes of Woodstock village

10.0 out of 10, Exceptional, (44)
"We have stayed in many houses in the area and this was our favorite! The house has everything you need and was super clean and comfortable and updated. We will be back. "
Secluded family retreat within minutes of Woodstock village

Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest

10.0 out of 10, Exceptional, (92)
"We loved this stay! The yurt was absolutely charming! Such an amazing location within easy distance of hiking and the Empire State Trail bicycle path, plus great dining in New Paltz and Kingston."
Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

10.0 out of 10, Exceptional, (65)
"The yard and river are so beautiful. It’s a wonderful place to stay!"
The price is CA $129
CA $284 total
includes taxes & fees
Sep 1 - Sep 2
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Claryville Cabin with 1,500 ft Trout River in the Catskill Mountains

10.0 out of 10, Exceptional, (224)
"Beautiful and peaceful location. Communication was clear and accurate. Great amenities. Very cozy."
Claryville Cabin with 1,500 ft Trout River in the Catskill Mountains

Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

10.0 out of 10, Exceptional, (73)
"We were in Woodstock for a wedding. Junebug Cottage was perfect for our stay! "
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

Modern Home in Gardiner NY - Hudson Valley

9.4 out of 10, Exceptional, (10)
"This is my second stay at John's home, and I will be returning. John's attention to detail and hospitality is evident in all of the features and amenities his home offers."
Modern Home in Gardiner NY - Hudson Valley
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

Find out more about Ulster County

Find out more about Ulster County

Everything you need to know about Ulster County vacation rentals

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

Ulster County vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ulster County vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ulster County vacation rentals we have selected for you start as low as CA $129 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 vacation 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 vacation.

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.