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Best Vacation rentals and Airbnb offers in Woodstock, NY
9.6 17 reviews
Woodstock, NY
06/27 – 07/04
$449/nighttotal: $3143 (7 )
Woodstock, Kingston, Saugerties Catskills, Pool Table, Private, Fire Pit
2 2
cabin , Zena
This 6-year-old log cabin, located in a rural area in Kingston, offers a secluded location in the woods with plenty of wildlife. It's a 30-minute drive from Woodstock and a 45-minute drive from Kingston city centre. It has excellent user ratings. The cabin has a floor area of 2000 square feet, 2 bedrooms, 2 bathrooms, and a guest capacity of 5. It features a spacious kitchen with a gas range and granite countertops, a covered back porch with stunning views, a comfy living room with a gas fireplace, a lower level with a TV area, pool table, and half bathroom, and a garden. It also has air conditioning, a terrace/balcony, parking, and internet. Nearby, you can find hiking trails, rail trails, and major tourist attractions such as the Overlook Fire Tower and Mohonk Preserve.
9.0 2 reviews
Woodstock, NY
07/03 – 07/05
$1327/nighttotal: $2654 (2 )
Chestnut Hill Farm
4 2
house , Palenville
This charming house is located in Saugerties, just a short drive from both Catskill State Park and the Hudson Athens Lighthouse, offering easy access to the area's natural beauty and historical landmarks. The house has consistently earned excellent ratings for its cleanliness, location, and overall guest experience. The 4-bedroom, 2-bathroom house offers ample space for families or groups of up to 8 guests, with a total floor area of 200 square feet. Enjoy modern amenities like a fully equipped kitchen, air conditioning, a private terrace, a garden, and a spa, perfect for relaxing after a day of exploring the surrounding area.
9.4 27 reviews
Woodstock, NY
07/11 – 07/13
$302/nighttotal: $604 (2 )
Botanical Studio Retreat In The Heart Of Woodstock
1 1
apartment , Woodstock
This Woodstock studio apartment is centrally located, offering easy walking access to Woodstock's shops, restaurants, and live music venues. The unit features a queen bed, full kitchen with modern appliances, a clawfoot tub, fast Wi-Fi, and a smart TV; it comfortably sleeps two guests.
9.8 456 reviews
Woodstock, NY
08/02 – 08/06
$186/nighttotal: $744 (4 )
Nook Above The Pub!
1 2
apartment , Woodstock
This apartment is located above the historic Woodstock Pub, putting you within walking distance of shops, restaurants, and The Colony, a popular music venue. The apartment has received excellent ratings for location, cleanliness, and user experience. The apartment features one bedroom and one bathroom, accommodating up to three guests with a full futon and an optional twin mattress. Guests can enjoy amenities like air conditioning, parking, internet, a kitchen with a fridge and microwave, and a $10 food voucher for the pub. You can also take advantage of the area's proximity to hiking trails, skiing, kayaking, music, and theater.
9.9 65 reviews
Woodstock, NY
07/11 – 07/12
$782/nightfor 1 night
Catskill Classic Charm.
5 2
apartment , Palenville
This 5-bedroom, 1-bathroom house in Palenville, New York, sits at the base of the Catskill Mountains, six miles from both Woodstock and Saugerties. This century-old home sleeps 10 guests, offering a full kitchen with dishwasher, air conditioning, a garden, parking, and ample outdoor space including a porch, patio, and fire pit; private food service is available upon request.
Woodstock, NY
07/13 – 07/27
$292/nighttotal: $4088 (14 )
House Of Tranquility
2 2
house , Woodstock
This house is situated in a Woodstock district providing easy access to local attractions and amenities. This accommodation accommodates up to 11 guests with 2 bathrooms, a fully equipped kitchen, air conditioning, internet, parking, and a balcony, perfect for travelers seeking a comfortable stay in Woodstock.
9.7 13 reviews
Woodstock, NY
06/27 – 07/04
$417/nighttotal: $2919 (7 )
Woodstock Retreat
2 2
apartment , Woodstock
This Woodstock apartment is located on Wittenberg Road, just a short distance from the downtown area, offering easy access to shops, restaurants, and attractions. The apartment has received excellent ratings for its cleanliness, location, and overall experience. This spacious rental comfortably sleeps four guests in its two bedrooms. Enjoy the modern design, two outdoor fire pits, a friendly cat, and access to a wide range of Catskills activities, including skiing, biking, hiking, and yoga.
9.7 94 reviews
Woodstock, NY
07/13 – 07/27
$211/nighttotal: $2954 (14 )
Chestnut Hill Getaway
1 2
house , Zena
This charming cottage is located near Woodstock, just a short distance from the Woodstock Golf Club, Woodstock Music Shop, and Thorn Preserve - Catskill Center. The property consistently receives excellent ratings for its location, cleanliness, and overall experience. The cottage offers 600 square feet of living space with one bedroom, one bathroom, and a capacity for two guests. Amenities include a fully equipped kitchen, a private patio, free Wi-Fi, and access to a garden.
9.8 151 reviews
Woodstock, NY
08/02 – 08/06
$184/nighttotal: $736 (4 )
Woodstock Chalet -
Peace & Quiet & Space (O My!)
1 2
apartment , West Hurley
This West Hurley studio rental is conveniently located near Route 28, offering easy access to a supermarket, liquor store, and public library, and is a short drive from the Thruway and several airports including Stewart International Airport (50 minutes away). The 1-bedroom, 1-bathroom unit sleeps 2 guests and features a spacious, light-filled interior with cathedral ceilings, a private backyard, upscale amenities such as a heat pump, Wi-Fi, and a propane fireplace, plus easy access to public transportation and bike rentals.
10 15 reviews
Woodstock, NY
07/03 – 07/05
$299/nighttotal: $598 (2 )
Imagine Cabin
Private Retreat With Outdoor Shower
1 2
cabin , Glasco
This luxury glamping cabin is situated in the Catskills region, a short drive from Glasco, New York, offering easy access to Catskills outdoor activities. The one-bedroom unit sleeps two guests and features a stone fireplace, a detached outhouse with a compost toilet, an outdoor shower, and potential hot tub access (for stays of three nights or more).
10 5 reviews
Woodstock, NY
07/13 – 07/27
$314/nighttotal: $4396 (14 )
House Of Tranquility
1 2
apartment , Woodstock
This apartment in Woodstock is a 2-bedroom, 2-bathroom unit offering a peaceful retreat with air conditioning, internet, and parking, situated close to local attractions. This accommodation accommodates up to 6 guests and features a full kitchen, providing a versatile space for relaxation, work, or social gatherings.
9.8 46 reviews
Woodstock, NY
06/27 – 07/04
$512/nighttotal: $3584 (7 )
Retreat With Huge Fireplace 5-min To Woodstock
1 2
cabin , Zena
The Curated Cabin is located near Zena, just a short drive from Woodstock and Saugerties, offering a peaceful escape in the heart of the Catskills. This cabin consistently receives excellent ratings for its location, cleanliness, and overall experience. The three-bedroom, two-bathroom cabin comfortably accommodates up to six guests. Enjoy the spacious deck with outdoor furniture, fire pit, and BBQ, as well as the private one-acre forest, perfect for exploring and relaxing.
Popular Family Vacation Rentals in Woodstock, NY
Enjoy fresh air and nearby hiking trails when you book one of these family-friendly retreats in Woodstock, NY.
9.9 100 reviews
Woodstock, NY
07/13 – 07/27
$302/nighttotal: $4228 (14 )
Cozy, Tranquil Fully Equipped House Near Woodstock
1 2
apartment , Phoenicia
This Phoenicia house rental, perfect for families, boasts a tranquil stream-view balcony and is ideally located near the Catskill Mountains, offering easy access to hiking trails and outdoor recreation. The 2-bedroom, 2-bathroom home sleeps 4 guests and features a fully equipped kitchen, large deck with gas grill, wood-burning stove, fire pit, foosball table, and trampoline – ideal for a relaxing Catskills getaway.
10 13 reviews
Woodstock, NY
07/11 – 07/13
$286/nighttotal: $572 (2 )
Cozy Cottage With View Mountain-ashokan Reservoir
1 1
house , Shokan
This secluded 11-acre guest house offers Ashokan Reservoir and Catskill Mountain views, with direct access to the Ashokan Rail Trail and a short drive to Woodstock and Saugerties. This dust/pet-free cottage accommodates two guests with one bedroom and one bathroom, featuring a full kitchen, air conditioning, garden, and parking, and is a 25-minute drive to Belleayre Mountain ski center.
9.6 5 reviews
Woodstock, NY
07/13 – 07/27
$248/nighttotal: $3472 (14 )
Beautiful & Cozy 2 Bedroom Charmer
2 2
apartment , Saugerties
This 2-bedroom house in Saugerties offers a peaceful country setting, providing convenient access to Saugerties Village, Woodstock, HITS, and Hunter Mountain. This family-friendly rental accommodates up to 4 guests and features a full kitchen with a fridge, freezer, microwave, and dishwasher, plus a garden, and is ideally located for exploring Catskills hiking trails and enjoying winter skiing.
9.8 171 reviews
Woodstock, NY
07/13 – 07/27
$555/nighttotal: $7770 (14 )
Cozy Silo Home With Mountain Views Near Woodstock
1 2
chalet , Woodstock
The Willow Silo chalet is located in the Catskill Mountains, just a short drive from Woodstock and Phoenicia, offering a peaceful escape in the heart of nature. This unique accommodation boasts consistently excellent ratings for location, cleanliness, and overall experience. The three-story silo can comfortably accommodate up to six guests and features a fully equipped kitchen, a spacious deck with a gas BBQ, and a hammock for relaxing under the stars. Enjoy breathtaking mountain views from the main bedroom and deck, and explore the nearby hiking trails and waterfalls for an unforgettable Catskills adventure.
Best Woodstock, NY vacation rentals with a balcony
Woodstock, NY
07/13 – 07/27
$1369/nighttotal: $19166 (14 )
Rock 'N' House - Unique Design Ft In Ad Magazine
4 2
house , Woodstock
This AD Magazine featured house is located in Saugerties, 26 miles from Catskill State Park and 28 miles from Historic Huguenot Street. This 2580 square foot residence offers 4 bedrooms, 4 bathrooms, and can accommodate up to 15 guests, featuring a well-equipped kitchen, air conditioning, a terrace with mountain views, a garden, and private parking with an electric vehicle charging station.
10 115 reviews
Woodstock, NY
08/02 – 08/06
$325/nighttotal: $1300 (4 )
The Carriage House Loft
1 2
apartment , Lincoln Park
The Carriage House Kingston is located in Kingston, New York, just an 8-minute drive from both the Hudson Valley Mall and the city center, offering easy access to shopping and dining. The apartment consistently receives excellent ratings for location, cleanliness, and overall experience. The apartment features one bedroom and one bathroom, comfortably accommodating two guests. Enjoy amenities such as a full kitchen, a private balcony, and access to a shared garden, BBQ area, and spa.
Woodstock, NY
08/02 – 08/06
$281/nighttotal: $1124 (4 )
Retreat To Hudson Valley For A Historic Stay At The Newly Renovated Mini Manor
2 2
apartment , Kingston
This non-smoking apartment is located downtown on the Kingston waterfront, offering 0.6 miles to Esopus Creek and 0.8 miles to the Ulster Performing Arts Center. This family-friendly rental accommodates up to 5 guests with 2 bedrooms, 1 bathroom, free Wi-Fi, air conditioning, a full kitchen, and on-site parking, plus access to a garden and sunroom.
This 1890s Cape Cod-style farmhouse rental is situated in Saugerties, New York, approximately 28 miles from Catskill State Park and 30 miles from Mohonk Preserve, offering easy access to popular attractions near Woodstock. This 1,600-square-foot vacation home boasts four bedrooms, two bathrooms, and accommodates up to 15 guests, featuring a fully equipped kitchen, Jacuzzi, and private parking, along with a terrace, garden, and indoor play area.
Frequently Asked Questions about vacation rentals in Woodstock, NY
What are some interesting places to visit in or near Woodstock, NY?
Woodstock is full of cool places! You can check out the Woodstock Museum, which has a lot of information about the town's history, including the famous music festival. The Saugerties Lighthouse is a short drive away and offers stunning views of the Hudson River. And if you're into art, the Overlook Gallery has a great collection of local artists' work.
What are the best Airbnb and vacation rentals in Woodstock, NY?
Which walking or cycling routes are the best in Woodstock, NY?
The Overlook Mountain Trail is a popular choice for hiking, offering scenic views of the Catskill Mountains. If you're into cycling, the Woodstock Rail Trail is a great paved path that runs along the old train line. It's a great way to see the area and get some exercise.
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, biking, fishing, swimming, and kayaking in the area. The Ashokan Reservoir is a great spot for swimming and kayaking, while the Catskill Mountains offer plenty of hiking trails for all levels.
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, New Paltz, and Saugerties from Woodstock, all within a 30-minute drive. Each town has its own unique charm and things to see and do.
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 kitchens, living rooms, bedrooms, and bathrooms. Many also have outdoor spaces like decks or patios, and some even have fireplaces or hot tubs. You can find rentals with different amenities to fit your needs.
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 what you're looking for. If you want to enjoy the fall foliage, September and October are great. If you want to ski, winter is the time to go. Spring and summer are great for hiking and outdoor activities.
Destinations nearby
Best Woodstock, NY vacation rentals with a sauna
9.8 20 reviews
Woodstock, NY
07/13 – 07/27
$294/nighttotal: $4116 (14 )
Paris Meets Woodstock / Artist Home
1 2
apartment , West Hurley
This West Hurley artist's studio, located in Glenford near Woodstock, NY, offers easy access to hiking trails, the Sage Academy of Sound, and the restaurants and music venues of Woodstock. The pet-friendly unit features a private sauna, outdoor shower, garden with fire pit, full kitchen (fridge, dishwasher), one bedroom, one bathroom, and accommodates two guests.
10 15 reviews
Woodstock, NY
08/02 – 08/06
$1517/nighttotal: $6068 (4 )
Chic Waterfront W/ Hot Tub, Sauna And Sky Deck!
5 2
apartment , Lake Katrine
This Lake Katrine waterfront home, near Esopus Creek and Hudson Valley Mall (within 3 miles), offers easy access to Ulster Landing Beach and South Landing (within 6 miles). This 2,460-square-foot vacation rental boasts five bedrooms, two bathrooms, sleeps fourteen guests, and includes a private pool, jacuzzi, sauna, and a fully equipped kitchen; plus, enjoy on-site water park fun.
Woodstock, NY
07/13 – 07/27
$617/nighttotal: $8638 (14 )
Oscar Winning Living @ Livingstations
1 2
apartment , Woodstock
This 3500 sq. ft. unique apartment is located on 8 acres of private forestland in Woodstock, NY, providing unobstructed horizon views and complete seclusion. This artistic residence, designed by Oscar-winning filmmaker Hillary Harris, offers 3 bedrooms, 1 bathroom, and accommodates up to 6 guests with amenities including air conditioning, a dishwasher, a freezer, a garden, a sauna, and a fitness center.
10 6 reviews
Woodstock, NY
07/13 – 07/27
$1346/nighttotal: $18844 (14 )
Family Lake House Waterfront
3 2
house , Lake Katrine
The Family Lake House Waterfront is located in Saugerties, a town 25 miles from the Bardavon Opera House and Mohonk Preserve. This pet-friendly, 1,240 square foot house features two bedrooms, one bathroom, a fully equipped kitchen, and a spacious outdoor area with a patio, terrace, and balcony, comfortably accommodating up to 13 guests.
Best Woodstock, NY vacation rentals with a fireplace
10 198 reviews
Woodstock, NY
06/27 – 07/04
$407/nighttotal: $2849 (7 )
Beautiful, Tranquil Woodstock Mountain House In The Middle Of 4 Wooded Acres
2 2
apartment , Woodstock
This 2,050-square-foot vacation home is located in a rural area of Woodstock, just three miles from the Woodstock Music Shop, Woodstock Artists Cemetery, and SweetHeart Gallery. This four-guest house features two bedrooms, two bathrooms, a spa tub, a fireplace, and a fully equipped kitchen with a refrigerator, oven, and dishwasher.
9.9 74 reviews
Woodstock, NY
08/02 – 08/06
$421/nighttotal: $1684 (4 )
Gorgeous Tranquil Cottage With Hot Tub & Stream
1 2
apartment , Zena
This charming cottage is located just minutes from the town of Woodstock, offering a peaceful retreat in a wooded setting. It consistently receives excellent ratings for its cleanliness, location, and overall experience. The two-bedroom cabin comfortably accommodates up to four guests. Amenities include a fully equipped kitchen, a private hot tub, a wood-burning fireplace, a screened-in porch, and a steam shower, ensuring a relaxing and enjoyable stay.
Woodstock, NY
06/27 – 07/04
$273/nighttotal: $1911 (7 )
Woodstock Sanctuary | Spa, Sauna & Walk To Town
1 2
cabin , Woodstock
This Woodstock bed and breakfast is located at the end of a private road, just a short walk from Tinker Street, the village's main street with restaurants, shops, and cultural attractions. This peaceful getaway offers a tranquil escape from the hustle and bustle of town. The one-bedroom rental has a full kitchen, a dedicated home office, and a sound healing and massage room. Guests can enjoy the private yard with a hot tub, cold plunge, outdoor shower, deck, fire pit, and yoga swing.
10 43 reviews
Woodstock, NY
08/02 – 08/06
$181/nighttotal: $724 (4 )
Catskills 2 Br Cottage
1 2
cabin , Shokan
This Shokan Catskill Mountains cottage is located near Woodstock and Phoenicia, offering easy access to Belleayre Mountain, approximately a 30-minute drive away. This two-bedroom, 1.5-bathroom house sleeps five, features a fully equipped kitchen with dishwasher, a wood-burning stove, and a private garden with parking; pets are welcome.