Holiday Homes in Woodstock

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Check prices for these dates

In two weeks
12 Sept - 14 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov
In four months
19 Dec - 21 Dec

Featured Holiday Homes in Woodstock and around

Esopus Creek modern Tiny house Retreat!
Outdoor dining

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (47)
"We stayed one night, and it was great! We met one of the owners too. He was very nice and helpful. The property was neat and clean. It has one bedroom, one loft bedroom area, and one pull out couch. We really enjoyed our stay!"
The price is €210
includes taxes & fees
1 Sept - 2 Sept
Esopus Creek modern Tiny house Retreat!
Hamptons on the Hudson in South Saugerties
Terrace/patio

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (26)
"Beautiful home and great location . "
Hamptons on the Hudson in South Saugerties
The Loft At The Inn At High Falls
1 bedroom, free WiFi, bed sheets

The Loft At The Inn At High Falls

9.2 out of 10, Wonderful, (17)
"this was just a lovely stay all around!! Will absolutely stay there again!"
The price is €314
includes taxes & fees
26 Aug - 27 Aug
The Loft At The Inn At High Falls
Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking.
Terrace/patio

Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking.

9.8 out of 10, Exceptional, (79)
"Location is great; close to a lot of hiking opportunities and right in the middle of breathtaking scenery. The house was clean and provided excellent accomodations."
Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking.
Hot Tub Cabin in the Mountains
Exterior detail

Hot Tub Cabin in the Mountains

10.0 out of 10, Exceptional, (22)
"Comfortable living area. Convenient location."
Hot Tub Cabin in the Mountains
Secluded family retreat within minutes of Woodstock village
Outdoor dining

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
The Studio at the Inn at High Falls
Exterior

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 €239
includes taxes & fees
26 Aug - 27 Aug
The Studio at the Inn at High Falls
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
2 bedrooms, iron/ironing board, WiFi, bed sheets

New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill

10.0 out of 10, Exceptional, (18)
"Really enjoyed this place . Very clean , beautiful views, close to Woodstock town !"
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
Private kitchen

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

The price is €542
includes taxes & fees
1 Sept - 2 Sept
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
Quaint Cottage w/ Peloton & Sauna near Hiking
Property grounds

Quaint Cottage w/ Peloton & Sauna near Hiking

9.4 out of 10, Exceptional, (22)
"Nice area, cute cottage."
Quaint Cottage w/ Peloton & Sauna near Hiking
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
Fridge, microwave, oven, stovetop

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

2.0 star property
9.0 out of 10, Wonderful, (19)
"Thank you so much for an amazing stay"
The price is €303
includes taxes & fees
8 Sept - 9 Sept
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
Charming Catskill getaway walking distance to Main St. Pet-friendly!
Microwave, oven, stovetop, dishwasher

Charming Catskill getaway walking distance to Main St. Pet-friendly!

10.0 out of 10, Exceptional, (5)
"We had a 2 night stay while in Catskill for a wedding. My hubby, 8 year old and 2 dogs in tow. House was just right for us. My son loved the board games available and the foosball table. House is uncluttered and very clean. Surrounding are is historic with a short walk to downtown shops. I would definitely rent here again. "
Charming Catskill getaway walking distance to Main St. Pet-friendly!
2025 Sheep & Wool Weekend Now Available !!
Smart TV, offices

2025 Sheep & Wool Weekend Now Available !!

10.0 out of 10, Exceptional, (45)
"We loved the area lots to do great restaurants"
2025 Sheep & Wool Weekend Now Available !!
Cozy year round retreat! Close to skiing, hiking and swimming.
Outdoor dining

Cozy year round retreat! Close to skiing, hiking and swimming.

10.0 out of 10, Exceptional, (49)
"Summer in the Catskills is a treat and these are the accommodations to enjoy it to its fullest. Can’t wait to stay again!"
Cozy year round retreat! Close to skiing, hiking and swimming.
The Farm at Hyde Park
Exterior

The Farm at Hyde Park

9.8 out of 10, Exceptional, (76)
"We were visiting the Culinary Institute highly recommend it."
The Farm at Hyde Park
Charming cottage with lake access, wood burning fire place, and WiFi
Smart TV, fireplace

Charming cottage with lake access, wood burning fire place, and WiFi

2.0 star property
9.0 out of 10, Wonderful, (8)
"Oriana was awesome and I look forward to staying there again."
Charming cottage with lake access, wood burning fire place, and WiFi
Beautiful new house 3/4 mile from Hunter Mountain
Exterior

Beautiful new house 3/4 mile from Hunter Mountain

9.6 out of 10, Exceptional, (131)
"Great location! Perfect size house for a large family. Had a great time!"
Beautiful new house 3/4 mile from Hunter Mountain
9BR/5BR/Hottub/2 Saunas 6 min to Hunter on 30 private acres
Microwave, oven, stovetop, dishwasher

9BR/5BR/Hottub/2 Saunas 6 min to Hunter on 30 private acres

9.8 out of 10, Exceptional, (8)
"Amazing home, fantastic host. Beautiful decor, comfortable beds and great amenities. Host was very friendly and responsive. Couldn't have asked for a better vacation. "
9BR/5BR/Hottub/2 Saunas 6 min to Hunter on 30 private acres
<br>Escape to our incredibly private home on 30 acres!
Fridge, microwave, oven, stovetop

<br>Escape to our incredibly private home on 30 acres!

10.0 out of 10, Exceptional, (139)
"If you’re looking for a quiet, hidden retreat with endless things to do, this is your spot! Such a gem tucked away into the woods. "
<br>Escape to our incredibly private home on 30 acres!
Private 3-bedroom home bordering the Mohonk Preserve, Dog friendly
Exterior

Private 3-bedroom home bordering the Mohonk Preserve, Dog friendly

10.0 out of 10, Exceptional, (10)
Private 3-bedroom home bordering the Mohonk Preserve, Dog friendly
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 Woodstock Hotel Reviews

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

10/10 Excellent
"The staff in the evening is thoughtful and helpful. Thank you. "
John 2-night trip
Posted 2 days ago
Quality Inn Hyde Park Poughkeepsie North