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Ulster County Holiday Rentals

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Featured Ulster County Holiday Rentals

Property grounds
Streamside Cottage Half Mile to Town of Woodstock

Cottage in Woodstock

10.0 out of 10, Exceptional, (261)
"Jane was very nice and accommodating, the cottage was very clean and comfortable, a very relaxing and calming place "
United States
Scott
The price is HK$1,549
HK$3,017 total
includes taxes & fees
13 Dec - 14 Dec
Streamside Cottage Half Mile to Town of Woodstock
Exterior
Starlite Motel

Aparthotel in Big Indian

2.5 star property
9.2 out of 10, Wonderful, (273)
"Awesome place to stay!"
United States
Earl
The price is HK$961
HK$1,077 total
includes taxes & fees
5 Jan - 6 Jan 2026
Starlite Motel
Exterior
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

Cabin in Saugerties

8.2 out of 10, Very good, (46)
"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 HK$973
HK$1,264 total
includes taxes & fees
7 Dec - 8 Dec
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Exterior
A Spectacular 50 Mile View of the Hudson Valley in all seasons

Apartment in Saugerties

9.8 out of 10, Exceptional, (95)
"Enjoyed our stay!"
United States
Mike T.
A Spectacular 50 Mile View of the Hudson Valley in all seasons
Children’s area
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Cottage in woodstock

9.0 out of 10, Wonderful, (45)
"I was in town for a few days to get some writing done and see friends. The cabin is beautiful and perfect for one or two people and a dog. The location is also perfect; it's in walking distance (or a very short drive) to town, but the main draw is that it's located on a beautiful stream. The rooster crowing in the background and the deer who visited the property were welcome. "
United States
Shannon F.
The price is HK$1,401
HK$2,388 total
includes taxes & fees
28 Dec - 29 Dec
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Exterior
Midcentury Modern Cabin Home in the Woods- Under 2 Hrs From NYC!

Holiday Home in New Paltz

10.0 out of 10, Exceptional, (136)
"Great location, comfortable cabin, responsive host!"
United States
Theresa M.
Midcentury Modern Cabin Home in the Woods- Under 2 Hrs From NYC!
Terrace/patio
Our home is perfect for relaxing and having lots of fun, with near by activity’s

Holiday Home in Highland

9.4 out of 10, Exceptional, (10)
"Enjoyed the stay. Nice place to relax for a weekend."
United States
Marie J.
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Private kitchen
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

Holiday Home in new paltz

9.6 out of 10, Exceptional, (5)
"5 stars!!! 100% recommended and I will be coming back! Host is prompt, attentive, and is great with communication!! No complaints at all!!! "
United States
Fantasia
The price is HK$1,401
HK$5,526 total
includes taxes & fees
19 Dec - 20 Dec
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
Interior
Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything

Holiday Home in Kerhonkson

9.8 out of 10, Exceptional, (23)
"Comfortable accommodations. Everything you need for a relaxing holiday "
United States
Susan W.
The price is HK$1,331
HK$2,292 total
includes taxes & fees
10 Dec - 11 Dec
Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything
Outdoor dining
Charming 2-bedroom Waterfront home with boat access in Saugerties

Holiday Home in Saugerties

9.4 out of 10, Exceptional, (9)
"Really enjoyed our stay. The property had all the comforts of home and was beautiful. "
United States
Sean S.
The price is HK$1,429
HK$3,772 total
includes taxes & fees
8 Dec - 9 Dec
Charming 2-bedroom Waterfront home with boat access in Saugerties
Exterior
Tiny Home, King Bed & Hot Tub, Unit B

Cabin in Ellenville

10.0 out of 10, Exceptional, (2)
"The cabin was clean, and full of all necessities, cookware, etc. we needed. Hot tub was amazing and overall home was very comfortable and cozy. We wish we could have stayed longer! "
United States
Cristina
Tiny Home, King Bed & Hot Tub, Unit B
Exterior
The Studio at the Inn at High Falls

Holiday Home in High Falls

8.0 out of 10, Very good, (33)
"Perfect location. Easy access to great surrounding area. Nice space. We had only one night. Wish it was longer!"
United States
loretta p.
The price is HK$875
HK$2,087 total
includes taxes & fees
19 Dec - 20 Dec
The Studio at the Inn at High Falls
Exterior
Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock

Holiday Home in Woodstock

10.0 out of 10, Exceptional, (116)
"great property with lots of play/sleep/eat options for a large family. Loved mornings and nights on the large screened porch---our favorite spot. nice proximity to the town of Woodstock ."
United States
Jo C.
Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock
1 bedroom, iron/ironing board, free WiFi, bed sheets
Romantic sky loft with steam shower and giant tub. Breweries and hiking nearby

Apartment in Phoenicia

10.0 out of 10, Exceptional, (26)
"Very relaxing stay in a beautiful place! The hosts are considerate and a pleasure to deal with. Highly recommend for a rejuvenating getaway."
United States
daniel d.
The price is HK$988
HK$1,281 total
includes taxes & fees
7 Dec - 8 Dec
Romantic sky loft with steam shower and giant tub. Breweries and hiking nearby
Property grounds
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Apartment in Wallkill

10.0 out of 10, Exceptional, (70)
"Everything was great nexactly as advertised. Terrific stargazing at night by the fire pit. Will definitely come back."
United States
David C.
The price is HK$897
HK$1,824 total
includes taxes & fees
7 Dec - 8 Dec
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
4 bedrooms, iron/ironing board, WiFi
Mountain Peak Retreat - Pool - Hot Tub

Holiday Home in Ellenville

10.0 out of 10, Exceptional, (6)
"This place is amazing, silence that’s what I need it, clean, pool, jacuzzi, view impressive "
United States
Jorge L.
The price is HK$3,892
HK$7,725 total
includes taxes & fees
7 Dec - 8 Dec
Mountain Peak Retreat - Pool - Hot Tub
Exterior
Beautiful, Tranquil Woodstock Mountain House in the Middle of 4 Wooded Acres

Holiday Home in Woodstock

10.0 out of 10, Exceptional, (188)
"The description is 100% accurate -- beautiful and tranquil!!!"
United States
David S.
Beautiful, Tranquil Woodstock Mountain House in the Middle of 4 Wooded Acres
Outdoor dining
Glamping Tent & Campsite by Minnewaska State Park

Holiday Home in Kerhonkson

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. "
United States
Angie W.
Glamping Tent & Campsite by Minnewaska State Park
Interior
HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN

Holiday Home in Woodstock

10.0 out of 10, Exceptional, (101)
"Quiet and well looked after in a beautiful location."
United States
Matt R.
HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN
Exterior
Mountain View escape

Cottage in New Paltz

10.0 out of 10, Exceptional, (69)
"Really cute cottage with a view of Skytop and the mountains. Quiet location. Fully equipped kitchen. Enjoyed our stay very much. "
United States
barbara d.
Mountain View escape
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

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

10/10 Excellent
"The whole hotel was spotless! The staff were over the top friendly!!"
Carol 2-night trip
Posted 11 hours ago
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG