This charming bungalow is just a few kilometres from the village of Woodstock, offering stunning views of Overlook Mountain from its large deck and a tranquil setting in the woods. The property enjoys excellent user, location, and cleanliness ratings, making it a popular choice for travellers seeking a peaceful escape. The bungalow has three bedrooms and one bathroom, accommodating up to four guests. It features a well-equipped kitchen, a spacious deck with a charcoal grill, a hammock, and easy chairs, and a range of activities including climbing trees, playing corn hole, speedminton, croquet, and exploring the nearby pond.
Woodstock, NY
11/07 – 12/07
A$668/nightfor 1 night
Botanical Studio Retreat In The Heart Of Woodstock
1 2
studio , Woodstock
This Woodstock flat offers a central location within 500 meters of shops, restaurants, and live music venues, with the Overlook Mountain Trailhead and Senate House State Historic Site also close by. This studio accommodates two guests and features botanical-inspired interiors, a full kitchen, a queen bed, air conditioning, and Wi-Fi, with the Catskill Mountains and Catskill State Park nearby for outdoor pursuits.
9.9 65 reviews
Woodstock, NY
23/06 – 27/06
A$1174/nightTotal: A$4696 (4 )
Saugerties Family Friendly Heated Pool + Hot Tub
1 5
apartment , Woodstock
This three-bedroom apartment is located in the Hudson Valley/Catskills region, just 10 kilometres from Woodstock, 15 kilometres from Saugerties and 30 kilometres from Hunter Mountain, offering a tranquil setting overlooking a spring-fed pond. The property has received excellent ratings for its location, cleanliness and overall experience. The apartment can accommodate up to nine guests and features a spacious living area with a pool table, a fully equipped kitchen, and a private garden with a heated saltwater pool. Guests can enjoy modern amenities like high-speed Wi-Fi, smart TVs, a record player, and a fireplace, as well as a children's play area and a pet-friendly policy.
10 42 reviews
Woodstock, NY
02/08 – 06/08
A$257/nightTotal: A$1028 (4 )
Catskills 2 Br Cottage
1 2
cabin , Shokan
This Shokan mountainside cottage, near Woodstock and Phoenicia, offers stunning seasonal views of the Catskill Mountains and Ashokan Reservoir, and is less than 48 kilometres from Belleayre Mountain. Sleeping up to five guests, this two-bedroom, 1.5-bathroom lodge boasts a fully equipped kitchen, wood-burning stove, air conditioning, Wi-Fi, parking, and a garden; pets are welcome.
9.6 199 reviews
Woodstock, NY
03/07 – 05/07
A$1291/nightTotal: A$2582 (2 )
Cottage With Private Deck On 8 Acres Of Woods
1 2
apartment , Zena
This charming cottage is located in Zena, just a short drive from major tourist attractions, nestled within an 8-acre property featuring a forest and pond. The cottage has consistently received excellent ratings for its cleanliness, location, and overall experience, making it a popular choice for travellers. The cosy cottage offers a private deck, a fireplace, and a large bathroom, comfortably accommodating up to three guests. Enjoy the shared pool, relax in the jacuzzi, and explore the surrounding nature with its pond, forest, and tiny stream.
9.7 115 reviews
Woodstock, NY
13/07 – 27/07
A$671/nightTotal: A$9394 (14 )
Woodstock Sanctuary | Spa, Sauna & Walk To Town
1 2
chalet , Woodstock
This charming chalet is located just a short walk from Tinker Street, the heart of Woodstock, offering easy access to the village's shops, restaurants, and cultural attractions. The chalet has received excellent ratings from previous guests for its location, cleanliness, and overall experience. The chalet has two bedrooms and one bathroom, comfortably accommodating up to four guests. A range of amenities are available, including a fully equipped kitchen, a private garden with a hot tub and outdoor shower, high-speed internet, a dedicated home office, and a complimentary sound healing session.
9.9 576 reviews
Woodstock, NY
16/08 – 19/08
A$369/nightTotal: A$1107 (3 )
Relax On The Ridge - 2 Miles From Woodstock
1 2
house , Woodstock
This charming guest house is situated just 3.2 kilometres from the centre of Woodstock and 16 kilometres from Phoenicia, offering a tranquil escape in a peaceful countryside setting. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The self-contained unit provides a comfortable living space for up to four guests, with a king-size bed and a queen sleeper sofa. Guests can enjoy amenities such as a fully equipped kitchenette, a wood-burning stove, and a private bathroom with a tub shower, perfect for relaxing after exploring the surrounding area.
9.7 79 reviews
Woodstock, NY
23/06 – 27/06
A$589/nightTotal: A$2356 (4 )
Woodstock Charmer-elephants, Nature, Hike, Summer
1 5
apartment , Woodstock
This charming cottage is situated just 8 kilometres from Woodstock, in the scenic Catskills mountain foothills, offering a peaceful retreat amidst the natural beauty of the area. The property has received excellent ratings for its location, cleanliness, and overall experience. The two-bedroom home comfortably accommodates up to five guests and features a fully equipped kitchen, a cosy den, and a private outdoor patio with a barbecue. Enjoy the convenience of amenities such as a washer/dryer, strong Wi-Fi, and a stereo system with streaming services, as well as the opportunity to explore nearby hiking trails, lakes, and the Ashokan Reservoir.
9.7 189 reviews
Woodstock, NY
13/07 – 27/07
A$497/nightTotal: A$6958 (14 )
Historic 18th-century Farmhouse In Woodstock, Ny.
3 2
apartment , Woodstock
This 4-bedroom house is situated just 2km from Woodstock town centre and a short walk from the Levon Helm Ramble events, offering easy access to the town's attractions and the charm of the surrounding countryside. The property enjoys excellent ratings for location, cleanliness, and overall user experience. The house comfortably sleeps up to 8 guests and features a fully equipped kitchen, a garden, and a private parking space. Guests can enjoy outdoor activities like hiking and cycling in the nearby woods and swimming in Onteora Lake, as well as relaxing in the peaceful garden and enjoying the house's old-world charm.
9.9 194 reviews
Woodstock, NY
16/08 – 19/08
A$461/nightTotal: A$1383 (3 )
Charming Artist Cottage
1 2
cabin , Woodstock
This charming woodland retreat is situated just three miles from Woodstock Village, offering a peaceful escape on six wooded acres at the foot of Overlook Mountain. The cabin has consistently received excellent ratings for its cleanliness, location and overall experience. The cosy cottage is perfect for a family or group of four, with two bedrooms and one bathroom. It boasts modern amenities, including satellite internet and a fully equipped kitchen, as well as a garden and a brook for those who want to enjoy the natural surroundings.
10 1 review
Woodstock, NY
11/07 – 13/07
A$511/nightTotal: A$1022 (2 )
New-romantic Lake View Carriage House
1 1
cabin , Woodstock
This lodge in Lake Hill is a short walk from Catskills Park and 5 kilometres from the James Cox Gallery. This one-bedroom, one-bathroom cabin accommodates two guests and includes a kitchenette with a microwave, air conditioning, Wi-Fi, and an in-unit washer and dryer.
9.8 5 reviews
Woodstock, NY
11/07 – 12/07
A$252/nightfor 1 night
The Acorn At Oak Lodge
1 2
apartment , Palenville
This Palenville flat, The Acorn at Oak Lodge, is located 79 kilometres from Albany International Airport and offers a private entrance for enhanced guest privacy. This family-friendly self-catering accommodation provides 13 square metres of space with air conditioning, a fully equipped kitchen including a toaster, and capacity for three guests, with complimentary WiFi and private parking available.
Best family friendly Woodstock, NY holiday rentals
Among the 136 accommodations in Woodstock, NY, here are the 4 best family friendly rentals
9.9 247 reviews
Woodstock, NY
16/08 – 19/08
A$438/nightTotal: A$1314 (3 )
Mirror Moon Cottage (Waterfront)
1 2
apartment , Woodstock
Mirror Moon Cottage is located in a historic arts and music community, just 4 kilometres from the centre of Woodstock, offering a peaceful escape from the town's bustle. This charming cottage consistently receives excellent ratings for location, cleanliness, and user experience. The cottage has two bedrooms and one bathroom, comfortably accommodating up to five guests. It features a fully equipped kitchen, a private garden, and a range of amenities including free bike rentals, self-care products, and a guidebook with local recommendations.
9.7 121 reviews
Woodstock, NY
02/08 – 06/08
A$438/nightTotal: A$1752 (4 )
Sweeping Mountain Views
1 2
cabin , Woodstock
This charming log cabin is situated on Mead Mountain, just 5 kilometres from the centre of Woodstock, offering stunning views of the Hudson Valley. It has consistently received excellent ratings for its location, cleanliness, and overall experience. The cabin sleeps up to four guests in its two bedrooms, with one bathroom. It is well-equipped with a kitchen, a garden, a fitness centre, and free parking. Guests can enjoy a guitar, a fireplace, and a unique spiral staircase, as well as the opportunity to spot local wildlife.
9.7 14 reviews
Woodstock, NY
16/08 – 19/08
A$370/nightTotal: A$1110 (3 )
Country House In Catskills
1 2
house , Malden-on-Hudson
The Country House in Catskills is located in Saugerties, just 42 kilometres from Catskill State Park and 23 kilometres from Hudson Athens Lighthouse, offering a peaceful escape from the hustle and bustle of Malden-on-Hudson. This property has received excellent ratings for its cleanliness, location, and overall user experience. The one-bedroom house offers 111 square metres of space, comfortably accommodating up to four guests. The property features a fully equipped kitchen, a private patio, a garden, a tennis court, and a terrace, providing ample opportunities for relaxation and entertainment.
9.8 42 reviews
Woodstock, NY
13/07 – 27/07
A$521/nightTotal: A$7294 (14 )
Log Cabin/screened Porch, 9 Acres/ Mountain Views
2 2
cabin , Phoenicia
This charming log cabin is situated in Willow, a peaceful mountain area just 15km from Phoenicia, 20km from Woodstock and 25km from Kingston, making it an ideal base for exploring the region. This highly rated property boasts excellent reviews from previous guests. The spacious 102 square metre cabin sleeps up to four people in two bedrooms and one bathroom. Enjoy the open plan kitchen, dining and living area, perfect for relaxing with family or friends, as well as the outdoor space, with a garden, terrace and a hot tub, offering stunning views of Mount Tremper.
Best Woodstock, NY holiday rentals with a balcony
9.6 139 reviews
Woodstock, NY
02/08 – 06/08
A$1410/nightTotal: A$5640 (4 )
Hot Tub - Fire Pit - Bbq - Hammock - Colonial
4 2
apartment , Kingston
This apartment is situated on the river in Kingston, just under 2km from the Ulster Performing Arts Center, Premier Medical Group, and HealthAlliance Hospital: Mary's Avenue Campus. Guests have consistently rated this accommodation as excellent for its location, cleanliness, and overall experience. The apartment has two bedrooms, free WiFi, and a sofa bed, making it suitable for families or groups of friends. Amenities include a fully equipped kitchen, a spa tub, a garden, barbecue grills, and a terrace, offering a comfortable and relaxing stay.
10 6 reviews
Woodstock, NY
13/07 – 27/07
A$1914/nightTotal: A$26796 (14 )
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.
9.4 11 reviews
Woodstock, NY
02/08 – 06/08
A$569/nightTotal: A$2276 (4 )
The Hidden Cottage Private, Relaxing, Great Location, Has Everything You Need
2 2
cottage , Saugerties
This Saugerties holiday home is situated 4.5km from Catskill State Park and within 9.6km of attractions including Vinnie's Farm Market, Thorn Preserve, Woodstock Golf Club, and Opus 40. The 146 square metre property sleeps five guests in two bedrooms and one bathroom, boasting a fully equipped kitchen, terrace, garden, free Wi-Fi, and parking.
10 5 reviews
Woodstock, NY
02/08 – 06/08
A$472/nightTotal: A$1888 (4 )
Charming Garden Apartment With Hudson River Views In Historic Downtown Kingston
1 2
apartment , Kingston
This Kingston flat, situated in the Ponckhockie district, is 0.8km from Kingston's Strand and 1.6km from Hutton Brickyards, offering easy access to the city centre and local events. The self-contained ground-floor apartment sleeps two, boasting a California king-size bed, full kitchen with dishwasher, private patio, and access to a garden, plus on-site parking and central air conditioning; it's pet-friendly (dogs under 20kg).
Frequently asked questions about holiday rentals in Woodstock, NY
What are some interesting places to visit in or near Woodstock, NY?
Woodstock is full of interesting places! You have to visit the Woodstock Museum, which tells the story of the famous 1969 festival. For art lovers, the Overlook Gallery and The Center for Photography at Woodstock are must-sees. And if you want to soak up nature, the Overlook Mountain offers stunning views.
What are the best Airbnb and holiday rentals in Woodstock, NY?
Which walking or cycling routes are the best in Woodstock, NY?
For cycling, the Woodstock Rail Trail is a great option. It's a paved, 12 km trail that follows the old railway line. For a shorter walk, the Phoenicia-Woodstock Trail is lovely. It's a 7 km trail through the woods with beautiful scenery.
What are the most popular Airbnbs in Woodstock, NY?
What sports or outdoor activites can visitors enjoy in and around Woodstock, NY?
Woodstock is a great place for outdoor activities. You can go hiking in the Catskill Mountains, kayaking or canoeing on the Esopus Creek, or even go rock climbing at the Mohonk Preserve.
What are the best holiday rentals with a pool in Woodstock, NY?
What other towns or cities can be easily accessed from Woodstock, NY?
You can easily reach Kingston, a charming town with a historic downtown and a waterfront. For a bigger city, Albany, the state capital, is about a 1.5-hour drive. And if you want to explore more of the Catskills, Saugerties and Kingston are just a short drive away.
What are the best rentals for families and kids in Woodstock, NY?
What amenities are commonly available in vacation rentals in Woodstock, NY?
Vacation rentals in Woodstock typically offer a range of amenities like a kitchen, laundry facilities, and Wi-Fi. Many also have fireplaces, outdoor spaces, and hot tubs. You'll find a good variety of options, from cozy cabins to spacious houses.
What are the best rentals or Airbnbs with a jacuzzi in Woodstock, NY?
What time of year is best to rent a vacation rental Woodstock, NY?
The best time to visit Woodstock depends on your preferences. Spring and autumn offer mild weather and beautiful foliage. Summer is great for outdoor activities, but it can get busy. Winter brings snow and a quieter atmosphere.
What are the local dishes in Woodstock, NY region?
Woodstock has a vibrant food scene. You can find everything from farm-to-table restaurants to cozy cafes. Local specialties include hearty dishes made with fresh, seasonal ingredients, like apple pie, maple syrup, and local cheeses. Don't miss the Woodstock Farmers' Market for delicious local produce and baked goods.
Destinations nearby
Best Woodstock, NY holiday rentals with a sauna
9.8 256 reviews
Woodstock, NY
02/08 – 06/08
A$346/nightTotal: A$1384 (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).
9.6 189 reviews
Woodstock, NY
02/08 – 06/08
A$904/nightTotal: A$3616 (4 )
Ορεινό σαλέ 6 χιλιόμετρα από το Hunter Resort. απόλυτη ιδιωτικότητα!
4 2
resort , Hunter
This resort is located just six miles from Hunter Mountain in Lanesville, a peaceful mountain area offering stunning views and easy access to nearby attractions. It boasts excellent user ratings and is a popular choice for families and groups looking for a relaxing getaway. The property spans 216 square metres and comfortably accommodates up to 10 guests in its four bedrooms and three bathrooms. Enjoy a range of amenities including a private pool, hot tub, sauna, fire pit, and a games room, as well as a host of outdoor activities like hiking, fishing, and snow tubing.
9.9 273 reviews
Woodstock, NY
02/08 – 06/08
A$629/nightTotal: A$2516 (4 )
Modern Escape • Sauna • Firepit • Near Woodstock
2 2
apartment , Zena
This two-bedroom cabin is situated in the Catskill Mountains, just 13 kilometres from Woodstock and 19 kilometres from Saugerties, offering easy access to both towns and the scenic slopes. The cabin boasts a fully equipped kitchen, a cosy living area, a large sunroom, a private patio and BBQ area, and a private balcony off the second bedroom, accommodating up to four guests.
10 74 reviews
Woodstock, NY
11/07 – 13/07
A$844/nightTotal: A$1688 (2 )
Nature Mountain Retreat - Outdoor Sauna+hot Tub
1 1
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
10 30 reviews
Woodstock, NY
02/08 – 06/08
A$486/nightTotal: A$1944 (4 )
The Cozycraftsman In The Catskills With Hot Tub
2 2
apartment , Palenville
This house is located in Palenville, just 14.5 kilometres from Vinnie's Farm Market, Kaaterskill Falls, and North-South Lake Campground & Day Use Area, offering a peaceful escape close to nature. It has received excellent user ratings, making it a popular choice for travellers. The house has two bedrooms and one bathroom, accommodating up to four guests. You can enjoy a private garden with barbecue grills, a spa tub, a fireplace, a fully equipped kitchen, free Wi-Fi, a spacious patio, and parking.
10 150 reviews
Woodstock, NY
11/07 – 13/07
A$824/nightTotal: A$1648 (2 )
Whispering Pines: Secluded Retreat Near Town
1 1
apartment , Woodstock
This studio apartment is situated in a peaceful residential area in Woodstock, just 2.4 kilometres from the town centre and a short distance from the Adirondack Trailways bus stop. The property has received excellent ratings for user experience, location, and cleanliness. The studio can accommodate up to four guests and features a spacious kitchen with a handcrafted island and a large dining table. Guests can enjoy a range of amenities, including a fire pit, outdoor shower, barbecue grills, decks with seating areas, a barrel sauna, an organic garden, fruit trees, and a natural spring.
9.9 50 reviews
Woodstock, NY
23/06 – 27/06
A$881/nightTotal: A$3524 (4 )
'Casa Reál' ~ Expansive Woodstock House W/ Hot Tub
4 5
apartment , West Hurley
This 4-bedroom holiday home is located just a short drive from Woodstock town centre, offering easy access to local attractions and nestled amongst scenic tree views. The property has received excellent ratings for its location, cleanliness, and overall experience. The spacious apartment can accommodate up to 8 guests and has a modern, mid-century design. Enjoy a fully equipped kitchen, private hot tub, screened-in porch, fire pit, and large lawn, perfect for relaxing and entertaining.
9.6 86 reviews
Woodstock, NY
13/07 – 27/07
A$396/nightTotal: A$5544 (14 )
Your Own Room With Private Entrance, Porch & Bath
1 2
apartment , Woodstock
This Woodstock castle, located 2.1km from Woodstock town centre and a 5-minute walk from the NYC bus service, offers convenient access to both local amenities and transport links. Sleeping up to seven guests, this property boasts three bedrooms, a fully equipped kitchen with organic coffee and tea, a screened-in porch, and extensive entertainment options including a large movie selection and record player, all within a one-acre Catskills setting.