Holiday Rentals in Woodstock, NY

136 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Woodstock, NY holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

Best Holiday rentals and Airbnb offers in Woodstock, NY

Best family friendly Woodstock, NY holiday rentals

Among the 136 accommodations in Woodstock, NY, here are the 4 best family friendly rentals

Charming Cottage W/ Yard - 2 Mi To Tinker St! - Woodstock, NY
9.4 110 reviews
Woodstock, NY
13/07 – 27/07
SG$441/nighttotal: SG$6174 (14 )

Charming Cottage W/ Yard - 2 Mi To Tinker St!

2 2
house , West Hurley
This West Hurley cottage, situated 3.2km from Tinker Street in Woodstock and within 40-45km of attractions including the Mohonk Preserve, SUNY New Paltz, and the Bardavon Opera House, offers a peaceful retreat in the Hudson Valley.
The 93 square metre property features two bedrooms, one bathroom, a fully equipped kitchen, and a range of amenities including a spa, fitness centre, and tennis court, comfortably accommodating a small family or group of friends.
Woodstock Mountain Cottage - Woodstock, NY
9.9 455 reviews
Woodstock, NY
16/08 – 19/08
SG$452/nighttotal: SG$1356 (3 )

Woodstock Mountain Cottage

1 2
apartment , Woodstock
This charming cottage is situated 5km from the centre of Woodstock, within the Catskill Forest Preserve, offering a peaceful escape surrounded by stunning natural beauty. The property has received excellent ratings for its cleanliness, location and overall experience.
The cottage, ideal for a family of four, offers a comfortable and well-equipped home away from home. Guests can enjoy a spacious jacuzzi tub, a wood-burning stove, a fully-equipped kitchen, an outdoor fire pit and a stone patio with a grill, perfect for relaxing evenings under the stars.
Cozy Cottage With View Mountain-ashokan Reservoir - Woodstock, NY
10 13 reviews
Woodstock, NY
02/08 – 06/08
SG$308/nighttotal: SG$1232 (4 )

Cozy Cottage With View Mountain-ashokan Reservoir

1 2
house , Shokan
This Shokan cottage, situated between Woodstock and Glenford, provides easy access to the Ashokan Rail Trail and is approximately 40km from Belleayre Mountain Ski Centre.
The self-contained property features one bedroom, one bathroom, sleeping two guests, and includes a kitchen with fridge, microwave, and dishwasher; a garden, parking, and air conditioning are also provided.
Woodstock Secluded Close To Town - Woodstock, NY
9.9 153 reviews
Woodstock, NY
13/07 – 27/07
SG$709/nighttotal: SG$9926 (14 )

Woodstock Secluded Close To Town

1 2
apartment , Woodstock
This three-bedroom apartment is located in Woodstock, just half a mile from the Millstream and town centre, offering a peaceful retreat on a wooded 3-acre plot with stunning mountain views. The apartment has received excellent ratings for its cleanliness, location, and overall experience.
This spacious home features a large open plan kitchen, dining and living area, perfect for families and groups of up to seven guests. Enjoy relaxing evenings on the multi-level deck with a hot tub, fireplace and stunning mountain views, or explore the surrounding nature with direct access to hiking trails.

Best Woodstock, NY holiday rentals with a balcony

Church Des Artistes - Woodstock, NY
9.8 10 reviews
Woodstock, NY
02/08 – 06/08
SG$2693/nighttotal: SG$10772 (4 )

Church Des Artistes

6 2
house , Kingston
This renovated church hall is located in Kingston, New York, just 3 kilometres from Kingston Point Park and 5 kilometres from the Stockade District. The property has received excellent user ratings, making it a popular choice for travellers.
The accommodation features antique furnishings and stained glass windows, adding to its historical charm. Guests can enjoy complimentary coffee and tea, free Wi-Fi, and a hot breakfast, as well as a garden, a shared seating area, and modern amenities like air conditioning and private bathrooms.
Updated/pet-friendly Cabin By Hikes And Woodstock! - Woodstock, NY
9.3 124 reviews
Woodstock, NY
11/07 – 13/07
SG$410/nighttotal: SG$820 (2 )

Updated/pet-friendly Cabin By Hikes And Woodstock!

2 1
cabin , Woodstock
This pet-friendly cabin is located in Bearsville, New York, just 47km from the Mohonk Preserve and 50km from Historic Huguenot Street, offering a peaceful retreat close to Woodstock's attractions. It enjoys excellent ratings for location, cleanliness, and overall user experience.
The cabin provides comfortable accommodation for up to 3 guests across its 2 bedrooms and 1 bathroom, spanning 68 square metres. Guests can enjoy modern amenities like air conditioning, Wi-Fi, a fully equipped kitchen, a patio, a garden, and a spa.
1890 Capecod Farmhouse:charming, Private, Spacious - Woodstock, NY
10 18 reviews
Woodstock, NY
02/08 – 06/08
SG$883/nighttotal: SG$3532 (4 )

1890 Capecod Farmhouse:charming, Private, Spacious

4 2
house , Woodstock
This spacious 149-square-metre Cape Cod-style farmhouse, situated in Saugerties, offers easy access to Catskill State Park (45km) and Mohonk Preserve (48km).
The four-bedroom property, sleeping up to 15 guests, boasts a fully equipped kitchen, Jacuzzi, terrace, garden, and parking; children's amenities include an indoor play area and a baby safety gate.
Mink Hollow Lodge - Woodstock, NY
9.8 142 reviews
Woodstock, NY
02/08 – 06/08
SG$1506/nighttotal: SG$6024 (4 )

Mink Hollow Lodge

4 2
house , Tannersville
Mink Hollow Lodge is situated in Elka Park, just 26km from the Hudson Athens Lighthouse and 25km from Catskill State Park, offering a peaceful retreat in the heart of the Catskills. The lodge has received excellent ratings for its cleanliness, location, and overall user experience.
This 4-bedroom lodge spans 251 square metres and comfortably accommodates up to 15 guests. The lodge offers a range of amenities, including a swimming pool, jacuzzi, tennis court, fitness centre, and a bar, ensuring a relaxing and enjoyable stay.

Frequently asked questions about holiday rentals in Woodstock, NY

Destinations nearby

Best Woodstock, NY holiday rentals with a sauna

Family Lake House Waterfront - Woodstock, NY
10 6 reviews
Woodstock, NY
02/08 – 06/08
SG$1650/nighttotal: SG$6600 (4 )

Family Lake House Waterfront

3 2
house , Lake Katrine
The Family Lake House Waterfront is located in Saugerties, a short distance from Lake Katrine, approximately 41 km from both the Bardavon Opera House and Mohonk Preserve.
This two-bedroom house offers a fully equipped kitchen, a spacious living area with a fireplace, a private patio, outdoor furniture, and a fire pit, comfortably accommodating up to 13 guests.
Starrypinescottage W Cedar Sauna Steps To Trails - Woodstock, NY
9.8 256 reviews
Woodstock, NY
02/08 – 06/08
SG$313/nighttotal: SG$1252 (4 )

Starrypinescottage W Cedar Sauna Steps To Trails

2 2
apartment , Palenville
Starry Pines Cottage, a newly renovated 1920s bungalow in Palenville, is situated 18km from Hunter Mountain and within 24-32km of Woodstock, Saugerties, Catskill, and Tannersville.
This two-bedroom, one-bathroom holiday home offers a fully equipped kitchen, private patio with fire pit and BBQ, shared access to a sauna and hot tub (with renter priority), and accommodates guests with pets (dogs only, upon approval).
Paris Meets Woodstock / Artist Home - Woodstock, NY
9.8 20 reviews
Woodstock, NY
13/07 – 27/07
SG$377/nighttotal: SG$5278 (14 )

Paris Meets Woodstock / Artist Home

1 2
apartment , West Hurley
This West Hurley artist's studio, located in Glenford, is a short drive (approximately 16km) from Woodstock, New York, offering easy access to the Sage Academy of Sound and numerous hiking trails.
The self-contained apartment sleeps two, features a private studio, sauna, garden with vegetables, and a fully equipped kitchen including a fridge and dishwasher, plus parking and excellent guest reviews.
Nature Mountain Retreat - Outdoor Sauna+hot Tub - Woodstock, NY
10 74 reviews
Woodstock, NY
11/07 – 12/07
SG$947/nightfor 1 night

Nature Mountain Retreat - Outdoor Sauna+hot Tub

1 2
apartment , West Hurley
This mid-century house is situated on a 10-acre property in West Hurley, just a short drive from the Rail Trail and within easy reach of Woodstock and Kingston. The property offers a peaceful retreat surrounded by nature and has received excellent ratings for location, cleanliness and overall user experience.
The two-bedroom home comfortably accommodates four guests and features a fully equipped kitchen, two bathrooms, and a spacious living area. Enjoy the luxury of a hydrotherapy hot tub and cedar barrel sauna, both offering stunning mountain views, as well as multiple fire pits for cosy evenings under the stars.

Best Woodstock, NY holiday rentals with a fireplace

Sioux Tipi On Chloe's Lake - Woodstock, NY
9.8 6 reviews
Woodstock, NY
02/08 – 06/08
SG$201/nighttotal: SG$804 (4 )

Sioux Tipi On Chloe's Lake

1 2
chalet , Saugerties
This Saugerties house is conveniently located just 2.8 miles from Vinnie's Farm Market and within 6 miles of HITS-on-the-Hudson and Kiwanis Ice Arena, offering easy access to local attractions. The property has received excellent user ratings, making it a popular choice for travellers.
This one-bedroom house provides comfortable accommodation for up to 4 guests in a compact 22 square metre space. The house has a fully equipped kitchen with a fridge and microwave, a cosy fireplace, 99 bathrooms, parking, designated smoking areas, and allows pets.
Campfire Cottage: Fireplace, Fire Pit & No Chores! - Woodstock, NY
10 31 reviews
Woodstock, NY
02/08 – 06/08
SG$288/nighttotal: SG$1152 (4 )

Campfire Cottage: Fireplace, Fire Pit & No Chores!

2 2
apartment , Lincoln Park
This one-bedroom house is situated in Kingston, New York, within 5km of attractions like Esopus Creek, Hudson Valley Mall, and Ulster Performing Arts Center, offering a peaceful setting close to both nature and amenities. The property has received excellent user ratings, indicating a comfortable and enjoyable stay for guests.
This 31 square metre house accommodates up to three guests and features a fully equipped kitchen, a garden, a fireplace, and parking. Guests can enjoy modern amenities like free Wi-Fi, a Smart TV, and air conditioning, making it an ideal choice for a relaxing getaway.
Spacious Private Retreat W. Pool + Fireplace - Woodstock, NY
9.5 71 reviews
Woodstock, NY
23/06 – 27/06
SG$660/nighttotal: SG$2640 (4 )

Spacious Private Retreat W. Pool + Fireplace

4 5
apartment , Woodstock
This four-bedroom apartment is located in Bearsville, a short drive from the village and Woodstock town centre, offering a peaceful retreat in the Catskills. It has received excellent ratings for location, cleanliness, and user experience.
The apartment has three bathrooms and comfortably sleeps six guests. It features a private saltwater pool, a jacuzzi, a spacious garden, and a dedicated playroom for children, making it perfect for families and groups.
Breathtaking Catskill Retreat Lake Views  Hot Tub - Woodstock, NY
9.8 167 reviews
Woodstock, NY
02/08 – 06/08
SG$426/nighttotal: SG$1704 (4 )

Breathtaking Catskill Retreat Lake Views Hot Tub

2 2
apartment , West Hurley
This contemporary and rustic apartment is situated on a quiet road just a couple of kilometres from Woodstock village, offering stunning views of the Ashokan Reservoir. The apartment has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment is spacious and bright, with a large living room, two bedrooms, and two bathrooms, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, a jacuzzi, air conditioning, and a private outdoor patio with a hot tub, perfect for relaxing and enjoying the surrounding nature, which offers opportunities for swimming, hiking, and skiing.
©2026 cozycozy.com