Best Holiday rentals and Airbnb offers in Woodstock, NY
9.2 22 reviews
Woodstock, NY
03/07 – 05/07
SG$565/nighttotal: SG$1130 (2 )
Near Hiking & Skiing: Hunter Mountain Getaway!
3 2
house , Tannersville
This Elka Park townhouse, near Hunter Mountain (12.2 km) and Catskill State Park (27.4 km), offers convenient access to skiing and outdoor activities in Tannersville. The 149-square-metre property boasts three bedrooms, a fully equipped kitchen with dishwasher, a fireplace, in-unit laundry, and free Wi-Fi, comfortably accommodating families or groups.
8.0 47 reviews
Woodstock, NY
11/07 – 12/07
SG$252/nightfor 1 night
'A Place In The Woods' - Cabin On Chloe's Lake On 23 Acres Near Woodstock, Ny
1 2
cabin , Saugerties
This charming cabin is located in the Catskill Mountains, just eight miles from Woodstock and three miles from Saugerties, offering a peaceful retreat amidst scenic landscapes. It has received very good user ratings, highlighting its appeal to travellers seeking a tranquil escape. The cabin has one bedroom and one bathroom, accommodating up to two guests, and offers a cosy and secluded experience. It features a wood-burning fireplace, a private lake, and access to a shared Tipi Room with amenities, providing a unique and comfortable stay.
10 11 reviews
Woodstock, NY
03/07 – 05/07
SG$891/nighttotal: SG$1782 (2 )
Peaceful Riverfront Cottage With Private Hot Tub
2 2
apartment , Lake Katrine
This waterfront property near Lake Katrine, New York, is situated less than 1.6km from Esopus Creek and Catskill State Park, and 4km from the Hudson Valley Mall, offering easy access to outdoor recreation and shopping. This 121 square metre house sleeps five guests and boasts two bedrooms, one bathroom, a fully equipped kitchen, a jacuzzi, a terrace, a garden, and on-site parking, along with free Wi-Fi and barbecue facilities.
8.4 12 reviews
Woodstock, NY
02/08 – 06/08
SG$309/nighttotal: SG$1236 (4 )
Groovy 1 Bedroom Apartment In Woodstock - Ac & Wifi!
1 2
apartment , Woodstock
This one-bedroom flat in Woodstock offers walking access to local shops, restaurants, and galleries within 500 meters. This apartment, suitable for two guests, features a retro 60s and 70s inspired interior, a vintage vinyl collection, a clawfoot bathtub, and is conveniently located for exploring Hunter Mountain and Kaaterskill Falls, with proximity to Dietz Stadium and Kiwanis Ice Arena.
9.8 151 reviews
Woodstock, NY
02/08 – 06/08
SG$236/nighttotal: SG$944 (4 )
Woodstock Chalet -
Peace & Quiet & Space (O My!)
1 2
apartment , West Hurley
This West Hurley studio apartment is conveniently located near Route 28, a few hundred metres from a supermarket, liquor store, and library, and within a 40km drive of the Amtrak Rhinecliff station. The self-contained unit, sleeping up to two guests, boasts a spacious layout with cathedral ceilings, a stargazer skylight, a private garden, parking, and upscale amenities including a heat pump, Wi-Fi, and a propane fireplace.
9.4 27 reviews
Woodstock, NY
11/07 – 13/07
SG$388/nighttotal: SG$776 (2 )
Botanical Studio Retreat In The Heart Of Woodstock
1 1
apartment , Woodstock
This Woodstock studio apartment is centrally located, within easy walking distance of Woodstock's shops, restaurants, and music venues. The self-catering unit sleeps two guests in a queen-size bed and features a full kitchen, a vintage clawfoot bathtub, fast Wi-Fi, and a smart TV; nearby attractions include the Catskill Mountains (distances to specific trails require further information).
9.7 94 reviews
Woodstock, NY
13/07 – 27/07
SG$272/nighttotal: SG$3808 (14 )
Chestnut Hill Getaway
1 2
house , Zena
This slopeside Woodstock cottage in Zena, New York, is located within 3.2km of Catskill State Park, Woodstock Golf Club, and Thorn Preserve, and 4.8km from the Woodstock Music Shop and SweetHeart Gallery. This 56-square-metre property sleeps two guests in one bedroom and one bathroom, offering a fully equipped kitchen, free Wi-Fi, a private patio, and ski-in/ski-out access.
10 1 review
Woodstock, NY
11/07 – 13/07
SG$462/nighttotal: SG$924 (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.
9.9 202 reviews
Woodstock, NY
13/07 – 27/07
SG$258/nighttotal: SG$3612 (14 )
Luxury Camping, Northern Moon Cabin
1 2
cabin , Woodstock
This cosy cabin is located in the Catskill Mountains, just a short drive (approximately 10km) from Woodstock and within easy reach of other attractions like the Saugerties Lighthouse and the Woodstock Artists Association. The cabin has received excellent ratings from previous guests for its cleanliness, location, and overall experience. The cabin has one bedroom and can accommodate up to two guests. It offers a tranquil glamping experience with a unique incinerating toilet, no running water, and a focus on nature immersion, encouraging guests to disconnect and recharge.
9.4 22 reviews
Woodstock, NY
11/07 – 13/07
SG$395/nighttotal: SG$790 (2 )
Groovy Getaway In Woodstock – Retro & Vinyl Vibes
1 1
apartment , Woodstock
This Woodstock apartment, situated in the town centre, offers easy walking access to Woodstock's shops, restaurants, and art galleries. The one-bedroom flat features a stylish kitchen, a clawfoot bath, free on-site parking, and sleeps two guests, boasting a retro-style interior with modern amenities.
Woodstock, NY
11/07 – 13/07
SG$1924/nighttotal: SG$3848 (2 )
Rock 'N' House - Unique Design Ft In Ad Magazine
4 1
house , Woodstock
This Saugerties residence is situated 42 kilometres from Catskill State Park and 45 kilometres from Historic Huguenot Street, offering a unique AD Magazine-featured design. This spacious 240 square metre dwelling accommodates up to 15 guests with four bedrooms and four bathrooms, boasting air conditioning, a dishwasher, microwave, fridge, electric vehicle charging, garden access, and a balcony with mountain views.
9.9 137 reviews
Woodstock, NY
11/07 – 13/07
SG$521/nighttotal: SG$1042 (2 )
Contemporary Guesthouse With Views And Privacy
1 1
apartment , Woodstock
This secluded studio is just three miles from Woodstock, offering stunning views of meadows, mountains, and woods. It has been consistently rated excellent for location, cleanliness, and overall user experience. The self-contained studio comfortably sleeps two guests and features high ceilings, a wall of glass, and a queen-size sleeping loft. Guests can enjoy a private heated pool, fire pit, and a waterfall for meditation, as well as a fully equipped kitchenette and a range of amenities for a comfortable stay.
Best family friendly Woodstock, NY holiday rentals
Among the 136 accommodations in Woodstock, NY, here are the 4 best family friendly rentals
10 2 reviews
Woodstock, NY
13/07 – 27/07
SG$655/nighttotal: SG$9170 (14 )
Hunter Ny, Forests & Mountains | Waterfall House
4 2
apartment , Tannersville
This Elka Park holiday home is situated near Catskill State Park, less than 5km from Platte Clove Preserve and within 14km of Hunter Mountain, offering easy access to hiking, skiing and other outdoor pursuits. This 250 square metre property sleeps eight guests in four bedrooms and two bathrooms, and boasts a fully equipped kitchen, terrace, garden, parking, fireplace, barbecue, and excellent guest reviews.
9.8 46 reviews
Woodstock, NY
27/06 – 04/07
SG$659/nighttotal: SG$4613 (7 )
Retreat With Huge Fireplace 5-min To Woodstock
1 2
cabin , Zena
The Curated Cabin is located in the Catskills, a scenic region just 5km from Woodstock and 12km from Saugerties, offering a peaceful escape from city life. This charming property has received excellent ratings for its location, cleanliness, and overall experience. This 3-bedroom, 2-bathroom property comfortably accommodates up to 6 guests. Enjoy a well-equipped kitchen, a large deck with outdoor furniture, a fire pit, a children's play area, and stunning mountain views.
8.0 6 reviews
Woodstock, NY
11/07 – 12/07
SG$628/nightfor 1 night
Bright Apt W Additional Room
1 2
apartment , Kingston
This studio apartment is situated in Kingston, just 23 kilometres from Historic Huguenot Street and 24 kilometres from both Loren Campbell Baseball Field and SUNY New Paltz, offering a peaceful setting close to local attractions. It has received excellent ratings for location, cleanliness, and overall user experience. This self-catering property can accommodate up to three guests and features a comfortable bedroom, a fully equipped kitchen with a fridge and microwave, and a private garden and terrace. Guests can enjoy free Wi-Fi, air conditioning, and on-site parking.
10 28 reviews
Woodstock, NY
02/08 – 06/08
SG$333/nighttotal: SG$1332 (4 )
The Gathering Place 3-bedrm House. Between Kingston And Saugerties.
3 2
apartment , Lake Katrine
This Saugerties holiday home, near Lake Katrine, offers easy access to attractions such as HITS on the Hudson and various fairgrounds, all within a short driving distance. The 186 square metre property boasts three bedrooms sleeping up to six guests, a spacious sunroom, multiple outdoor decks, a fully equipped kitchen with additional fridge, laundry facilities, a spa, and parking, alongside outdoor amenities including a fire pit and BBQ.
Best Woodstock, NY holiday rentals with a balcony
9.6 17 reviews
Woodstock, NY
27/06 – 04/07
SG$577/nighttotal: SG$4039 (7 )
Woodstock, Kingston, Saugerties Catskills, Pool Table, Private, Fire Pit
2 2
cabin , Zena
This log cabin is situated in Kingston, a rural area in Ulster County, close to the Ashokan Rail Trail- Woodstock Dike Trailhead and Birch Body Care. The cabin has received excellent user ratings and is a popular choice for families and pet owners seeking a peaceful escape in the Catskills. The spacious two-bedroom cabin spans 186 square metres and comfortably accommodates five guests. It features a well-equipped kitchen, a cosy living room with a fireplace, a lower level with a TV area and pool table, a covered back porch, and a garden.
9.0 2 reviews
Woodstock, NY
03/07 – 05/07
SG$1706/nighttotal: SG$3412 (2 )
Chestnut Hill Farm
4 2
house , Palenville
This charming house is located in Saugerties, a short drive from Catskill State Park and Hudson Athens Lighthouse, offering easy access to beautiful natural scenery and historical landmarks. The property has received excellent ratings for its cleanliness, location, and overall experience. The house provides ample space for a large group or family, with four bedrooms and two bathrooms spread across 19 square metres. Guests can enjoy a fully equipped kitchen, a terrace with pool views, a spa bath, and private parking, ensuring a comfortable and relaxing stay.
10 10 reviews
Woodstock, NY
02/08 – 06/08
SG$1843/nighttotal: SG$7372 (4 )
Private Waterfront Retreat Cozy Fall/winter Getaway Hot Tub Sauna Firepit
3 2
apartment , Lake Katrine
This charming house is situated in Saugerties, just 8 kilometres from Kingston, 16 kilometres from Woodstock and 32 kilometres from Rhinebeck, offering a peaceful escape in a rural setting with easy access to nature trails and local attractions. The house has received excellent user ratings, making it a popular choice for travellers seeking a comfortable and enjoyable stay. The property spans 111 square metres and comfortably accommodates up to 8 guests. The house offers a range of amenities, including a fully equipped kitchen, a spacious living area, a private garden, a spa, a tennis court, and a game room with a foosball table, air hockey, board games, and puzzles.
10 115 reviews
Woodstock, NY
02/08 – 06/08
SG$418/nighttotal: SG$1672 (4 )
The Carriage House Loft
1 2
apartment , Lincoln Park
The Carriage House Kingston is situated in Kingston, New York, just 8 kilometres from both the Hudson Valley Mall and Kingston city centre. This apartment has received excellent ratings for its location, cleanliness, and overall user experience. The apartment has one bedroom and one bathroom, comfortably accommodating up to two guests. A range of features are on offer, including a full kitchen, BBQ facilities, a terrace, a garden, a spa, a restaurant, and free Wi-Fi.
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've got the famous Woodstock Museum, which tells the story of the iconic 1969 festival. There's also the Overlook Mountain for incredible views, and the Saugerties Lighthouse if you're into maritime history.
What are the best Airbnb and vacation rentals in Woodstock, NY?
Which walking or cycling routes are the best in Woodstock, NY?
For a scenic walk, try the Overlook Mountain Trail. It's a bit of a climb, but the views from the top are worth it. For cycling, the Sawyer’s Kill Trail is a lovely, flat route that follows a stream through the woods.
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 on the Ashokan Reservoir, or rock climbing at Minnewaska State Park Preserve.
What are the best vacation rentals with a pool in Woodstock, NY?
What other towns or cities can be easily accessed from Woodstock, NY?
You can easily get to Kingston, Rhinebeck, and New Paltz from Woodstock. They're all within a 30-minute drive and offer a variety of restaurants, shops, and attractions.
What are the best rentals for families and kids in Woodstock, NY?
What amenities are commonly available in vacation rentals in Woodstock, NY?
Most vacation rentals in Woodstock have basic amenities like Wi-Fi, a kitchen, and laundry facilities. Many also offer fireplaces, hot tubs, and outdoor space.
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 really depends on what you're looking for. Spring and autumn are beautiful, with mild weather and vibrant colours. Summer is great for outdoor activities, and winter is perfect for skiing and snowboarding.
Destinations nearby
Best Woodstock, NY holiday rentals with a sauna
9.8 257 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).
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.
10 150 reviews
Woodstock, NY
11/07 – 13/07
SG$745/nighttotal: SG$1490 (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.
9.6 189 reviews
Woodstock, NY
02/08 – 06/08
SG$817/nighttotal: SG$3268 (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.
Best Woodstock, NY holiday rentals with a fireplace
9.8 225 reviews
Woodstock, NY
03/07 – 05/07
SG$612/nighttotal: SG$1224 (2 )
Woodstock Charmer
1 2
bungalow , Woodstock
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.
9.9 65 reviews
Woodstock, NY
11/07 – 12/07
SG$1005/nightfor 1 night
Catskill Classic Charm.
5 2
apartment , Palenville
This five-bedroom Palenville house, a century-old property, sits at the foot of the Catskill Mountains, 9.6km from both Woodstock and Saugerties. Sleeping ten guests, this self-catering property boasts a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, a garden, parking, and ample outdoor space including a porch, patio, and fire pit; complimentary tea and coffee are provided, with private catering available on request.
9.6 199 reviews
Woodstock, NY
03/07 – 05/07
SG$1167/nighttotal: SG$2334 (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.
10 15 reviews
Woodstock, NY
27/06 – 04/07
SG$208/nighttotal: SG$1456 (7 )
Stone House By The Stream
1 2
apartment , Woodstock
This secluded apartment, situated in the Catskill Mountains, offers a peaceful escape just a 10-minute drive from Woodstock village and a 5-minute drive from Catskill mountain hiking and skiing. This modernized main house and barn accommodation sleeps up to three guests, featuring a kitchen with a fridge, air conditioning, internet, and exclusive use of decks, an outdoor firepit, and an antique stone well house, all set amidst pine woods and a stream.