Ulster County Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Top Cities in Ulster County

Top Holiday Rentals Destinations in Ulster County

Our top choices for Ulster County holiday rentals

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (267)
"The property was beautiful! Definitely coming back!"
The price is NZ$209
includes taxes & fees
22 Sept - 23 Sept
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)
"A quirky tiny cabin off the beaten path but in need of some upkeep, e.g. toilet not fully attached to the floor in the Tipi room, water has sulphur smell. We were only there for an overnight stay, and I sent a note once we were home, so hopefully the owners get a chance to fix things up! Pricey for its current condition."
The price is NZ$276
includes taxes & fees
21 Sept - 22 Sept
'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

Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.

2.0 star property
The price is NZ$389
includes taxes & fees
21 Sept - 22 Sept
Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.2 out of 10, Wonderful, (44)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is NZ$527
includes taxes & fees
21 Sept - 22 Sept
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Sioux Tipi on Chloe's Lake

9.8 out of 10, Exceptional, (6)
"This was such a cool experience Id love to go back! "
The price is NZ$247
includes taxes & fees
28 Sept - 29 Sept
Sioux Tipi on Chloe's Lake

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

2.0 star property
9.8 out of 10, Exceptional, (17)
"The property was perfectly secluded while being close to town. We observed lots of wildlife including deer, a woodchuck family, and a turtle laying eggs! The house was roomy and comfortable with just enough upscale elegance that made us feel pampered."
The price is NZ$874
includes taxes & fees
29 Sept - 30 Sept
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

Charming Cottage in the Heart of the Shawangunks

10.0 out of 10, Exceptional, (15)
"The gatehouse was a perfect spot for a girls trip getaway. Secluded enough, but close to some local activities and restaurants! Cozy vibe and place had everything we needed!"
Charming Cottage in the Heart of the Shawangunks

PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC

9.8 out of 10, Exceptional, (9)
"The cabin is beautiful,clean and private all the amenities are there and if you feel like venturing out the town of Woodstock is close by "
The price is NZ$839
includes taxes & fees
22 Sept - 23 Sept
PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC

Mountain Peak Retreat - Pool - Hot Tub

10.0 out of 10, Exceptional, (5)
The price is NZ$1,395
includes taxes & fees
29 Sept - 30 Sept
Mountain Peak Retreat - Pool - Hot Tub

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

2.0 star property
9.0 out of 10, Wonderful, (23)
"The furnishings were cute and quaint. The beds were very comfy."
The price is NZ$584
includes taxes & fees
21 Sept - 22 Sept
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

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

The House In Highland- Secluded Retreat

10.0 out of 10, Exceptional, (10)
"Very nice location and private."
The House In Highland- Secluded Retreat

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (252)
"A beautiful quiet setting! "
Streamside Cottage Half Mile to Town of Woodstock

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

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

10.0 out of 10, Exceptional, (74)
"Nice property Very clean and comfortable "
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

The Studio at the Inn at High Falls

8.0 out of 10, Very good, (29)
"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 NZ$458
includes taxes & fees
22 Sept - 23 Sept
The Studio at the Inn at High Falls

Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock

10.0 out of 10, Exceptional, (113)
"Amazing Woodstock location!"
Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock

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

The price is NZ$1,015
includes taxes & fees
22 Sept - 23 Sept
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

Glamping Tent & Campsite by Minnewaska State Park

8.8 out of 10, Excellent, (3)
"We had a great time. The tent and toilet were clean. We appreciated the water provided and the cookware. The only thing to note is that there is a bit of walking on a rocky trail before reaching the campsite (not next to the parking spot). The river was fun to explore but can be difficult for younger kids to get to. The campsite is close to Minnewaska State Park, very convenient. "
The price is NZ$258
includes taxes & fees
21 Sept - 22 Sept
Glamping Tent & Campsite by Minnewaska State Park
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.
Save an average of 15% on thousands of hotels when you're signed in

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 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 favorite 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 depends 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 selected for you start as low as NZ$209 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.