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Best Vacation rentals and Airbnb offers in Woodstock, NY
9.7 255 reviews
Woodstock, NY
06/23 – 06/27
$386/nighttotal: $1544 (4 )
Cozy Woodstock Escape · Hot Tub & Village Access
3 5
apartment , Zena
This charming 3-bedroom apartment is located near the village of Woodstock, offering easy access to dining, concerts, and outdoor recreation. The property has consistently received excellent ratings for its cleanliness, location, and overall experience. The apartment features a spacious living area perfect for families or groups of up to 6 guests. Guests can enjoy a private grassy yard, a covered porch with rocking chairs, a fire pit, a hot tub, a fully equipped kitchen, and a private library.
9.9 455 reviews
Woodstock, NY
08/16 – 08/19
$352/nighttotal: $1056 (3 )
Woodstock Mountain Cottage
1 2
apartment , Woodstock
This charming cottage is located just three miles outside of Woodstock, in the Catskill Forest Preserve on the slope of Overlook Mountain, offering a peaceful retreat surrounded by natural beauty. The cottage consistently receives excellent ratings for its cleanliness, location, and overall experience. The cozy cabin can accommodate up to four guests and features two bedrooms, one bathroom, and a spacious loft. Enjoy a fully equipped kitchen, a wood-burning stove, a private patio with a grill, and access to hiking trails right from the property.
9.9 861 reviews
Woodstock, NY
08/16 – 08/19
$215/nighttotal: $645 (3 )
The Yellow Cottage, A Blend Of Village & Nature
1 2
apartment , Woodstock
This charming cottage is located in the heart of Woodstock Village, just a short walk from the main shops, restaurants, and galleries. The cottage has received excellent ratings for location, cleanliness, and overall user experience. This cozy retreat features a king-size bed and a cathedral ceiling, perfect for a romantic getaway. The cottage offers a basic kitchen, parking on-site, and a peaceful outdoor space with views of Guardian Mountain.
9.9 463 reviews
Woodstock, NY
08/02 – 08/06
$254/nighttotal: $1016 (4 )
Stylish Woodstock Guest House..mountain View
1 2
house , Woodstock
This Woodstock, NY guest house, a converted barn, sits on four acres in the Catskill Mountains, one mile from the Cub Market and 2.5 miles from Woodstock's town center. The 1-bedroom, 1-bathroom rental offers a king bed, day bed, private patio, deck, and amenities including a Japanese soaking tub, accommodating up to three guests; a microwave, toaster, and coffee maker are provided, but there's no stove/oven.
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.
10 369 reviews
Woodstock, NY
07/13 – 07/27
$367/nighttotal: $5138 (14 )
Modern Catskills Cabin
1 2
cabin , Woodstock
This Catskills cabin rental is located 10 minutes from both Saugerties and Woodstock, New York, offering easy access to area attractions like restaurants, breweries, and music venues. This one-bedroom, one-bathroom tiny house sleeps four guests comfortably, boasting a fully equipped kitchen, smart TV, spacious deck with fire pit, king-size and twin beds with Casper mattresses, and a private yard—complimentary firewood included.
9.8 456 reviews
Woodstock, NY
08/16 – 08/19
$227/nighttotal: $681 (3 )
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.
Woodstock, NY
06/23 – 06/27
$476/nighttotal: $1904 (4 )
Cozy Escape In Woodstock
3 5
apartment , Zena
This Woodstock, New York rental is located one mile from the village, offering easy access to hiking trails and nearby ski resorts such as Hunter and Bellayre. The four-bedroom, three-bathroom home features a mid-century modern and country-style design, sleeps eight guests, includes a private library with a pull-out sofa bed, a large yard with a hot tub and fire pit, and a fully equipped kitchen.
9.4 25 reviews
Woodstock, NY
07/11 – 07/12
$419/nightfor 1 night
Botanical Studio Retreat In The Heart Of Woodstock
1 2
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.
9.7 115 reviews
Woodstock, NY
07/13 – 07/27
$472/nighttotal: $6608 (14 )
Woodstock Sanctuary | Spa, Sauna & Walk To Town
1 2
chalet , Woodstock
This charming chalet is located just a short walk from Tinker Street in Woodstock, offering easy access to the town's shops, restaurants, and cultural attractions. It has consistently earned excellent ratings for its location, cleanliness, and overall guest experience. The two-bedroom cabin comfortably sleeps four guests and features a spacious living room with a wood-burning stove, a fully equipped kitchen, and a dedicated sound healing and massage room. Enjoy the private yard with a deck, cedar hot tub, cold plunge, outdoor shower, fire pit, and hammocks.
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.
9.8 17 reviews
Woodstock, NY
07/03 – 07/05
$225/nighttotal: $450 (2 )
Highwoods Cozy Cabin
1 2
cabin , Glasco
This Glasco cabin, located in the Catskills, is five minutes from both Woodstock and Saugerties, offering easy access to these popular towns. The one-bedroom, one-bathroom cottage sleeps two guests and features a kitchen, parking, and a loft bed with stunning field views; nearby activities include exploring the natural beauty of the Catskill Mountains.
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.
9.8 256 reviews
Woodstock, NY
08/16 – 08/19
$369/nighttotal: $1107 (3 )
Brand New House W Gated Backyard That Is Located Right At The Saugerties Village
3 2
apartment , Saugerties
This family-friendly vacation home is located in Saugerties, just a short walk from Esopus Creek and Esopus Falls, offering scenic views and outdoor recreation opportunities. The home has consistently received excellent ratings for user experience, location, and cleanliness. This 3-bedroom house, with a capacity of 7 guests, is perfect for families and groups seeking a comfortable and spacious stay. The home features a fully equipped kitchen, a private fenced yard, a terrace, and a grill, making it ideal for both indoor and outdoor enjoyment.
8.7 24 reviews
Woodstock, NY
08/16 – 08/19
$259/nighttotal: $777 (3 )
Retro Retreat Renovated 2br, Desk, No Chore List!
2 2
house , Lincoln Park
This retro-style house is located in Kingston, New York, about 20 miles from both Historic Huguenot Street and SUNY New Paltz, offering a peaceful retreat near popular attractions. Guests have consistently rated this property excellent for cleanliness and location, making it a popular choice for travelers. The 2-bedroom house comfortably accommodates 4 guests and features a fully equipped kitchen, a relaxing living room with a flat-screen TV, and a picnic area for outdoor enjoyment. The house also provides modern amenities like air conditioning, Wi-Fi, and parking, ensuring a comfortable and convenient stay.
10 11 reviews
Woodstock, NY
07/11 – 07/13
$349/nighttotal: $698 (2 )
Colorful Modern Hideaway In Downtown Woodstock - Ac & Wifi
1 1
apartment , Woodstock
This modern one-bedroom apartment is located in downtown Woodstock, New York, within walking distance of the Hudson Valley Mall and Vinnie's Farm Market, and a short drive from the Catskill Mountains and Catskill State Park. This 1-bathroom unit sleeps two guests and features air conditioning, free WiFi, and is close to the Woodstock Music Shop.
9.8 256 reviews
Woodstock, NY
08/16 – 08/19
$245/nighttotal: $735 (3 )
Starrypinescottage W Cedar Sauna Steps To Trails
2 2
apartment , Palenville
Starry Pines Cottage is located in Palenville, a short drive from Hunter Mountain and other popular destinations like Woodstock, Saugerties, Catskill, and Tannersville. The cottage has received excellent ratings for its location, cleanliness, and overall experience. The charming cottage has two bedrooms and one bathroom, comfortably accommodating up to four guests. The cottage offers a fully equipped kitchen, a private patio with a fire pit and BBQ, access to a shared outdoor sauna, and a shared yard with a sun deck and a trail.
Best Woodstock, NY vacation rentals with a balcony
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.
10 257 reviews
Woodstock, NY
08/02 – 08/06
$993/nighttotal: $3972 (4 )
Make Your Memories! Comfort, Warmth & Tranquility In The Exciting Hudson Valley.
4 2
apartment , Woodstock
This vacation home is located in Saugerties, just a short drive from Woodstock's iconic attractions like Opus 40 and Bethel Woods Museum. It offers a peaceful setting in the countryside, perfect for a relaxing getaway. The property has consistently received excellent ratings for its cleanliness, location, and overall experience. This 4-bedroom, 2-bathroom house comfortably accommodates 8 guests, with a spacious 1590 square feet of living space. Enjoy modern amenities like air conditioning, a Jacuzzi, a fully equipped kitchen, and a private terrace and garden, perfect for enjoying the fresh air and beautiful scenery.
10 26 reviews
Woodstock, NY
08/02 – 08/06
$259/nighttotal: $1036 (4 )
The Gathering Place 3-bedrm House. Between Kingston And Saugerties.
3 2
apartment , Lake Katrine
This Saugerties vacation home, near HITS on the Hudson and various Hudson Valley attractions, offers easy access to hiking trails, waterfalls, and towns like Woodstock and Rhinebeck. The 2,000-square-foot house features three bedrooms, two bathrooms, sleeps five guests, and includes a fully equipped kitchen, sunroom, multiple decks, a fire pit, Wi-Fi, and air conditioning.
9.8 57 reviews
Woodstock, NY
06/23 – 06/27
$727/nighttotal: $2908 (4 )
Casa Reál About Expansive Woodstock House With Hot Tub
4 5
house , West Hurley
This 4-bedroom, 4-bathroom home is located in Woodstock, just a short drive from West Hurley and other popular Hudson Valley destinations like Historic Huguenot Street and SUNY New Paltz. The house has received excellent user ratings for its comfortable accommodations and convenient location. The 2,800 square foot home comfortably sleeps up to 8 guests. Enjoy a relaxing stay with amenities like a fully equipped kitchen, a jacuzzi, a terrace, a garden, and free Wi-Fi.
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
10 10 reviews
Woodstock, NY
07/13 – 07/27
$1313/nighttotal: $18382 (14 )
Private Waterfront Retreat Cozy Fall/winter Getaway Hot Tub Sauna Firepit
3 2
apartment , Lake Katrine
This waterfront vacation home is located in Saugerties, a short drive from Kingston, Saugerties, and Woodstock, offering easy access to a variety of attractions and activities. The house is rated excellent and is perfect for families or groups looking for a peaceful and relaxing getaway. This 3-bedroom, 1-bathroom home can accommodate up to 8 guests. It features a spacious deck overlooking the water, a chef's kitchen, a game room, and a variety of outdoor activities, including a private dock, ping pong, and a fire pit.
10 74 reviews
Woodstock, NY
07/11 – 07/12
$737/nightfor 1 night
Nature Mountain Retreat - Outdoor Sauna+hot Tub
1 2
apartment , West Hurley
This mid-century home is situated on 10 acres of private land in West Hurley, just a short drive from the Rail Trail and hiking trails in the Catskills. The property offers a tranquil and secluded setting with excellent user, location, and cleanliness ratings. The two-bedroom house can comfortably accommodate up to four guests. Enjoy the luxurious hydrotherapy hot tub, the cedar barrel sauna, and the multiple outdoor fire pits, all while taking in stunning views of the Catskill Mountains.
10 6 reviews
Woodstock, NY
08/02 – 08/06
$1284/nighttotal: $5136 (4 )
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.
Woodstock, NY
07/11 – 07/13
$879/nighttotal: $1758 (2 )
Oscar Winning Living @ Livingstations
1 1
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.
Best Woodstock, NY vacation rentals with a fireplace
Woodstock, NY
07/03 – 07/05
$1327/nighttotal: $2654 (2 )
Chestnut Hill Farm
1 2
house , Palenville
Vacation rental. You will stay in Palenville. Facilities and services include a jacuzzi, a dish washer and a terrace. Take advantage of the Free Parking with this accommodation.
Woodstock, NY
07/13 – 07/27
$527/nighttotal: $7378 (14 )
Unique And Private 25ft Waterfall House In Hunter
4 2
house , Tannersville
This four-bedroom house rental near Elka Park, New York, is 8.2 miles from Hunter Mountain and 18 miles from Catskill State Park, offering easy access to popular attractions in the Tannersville area. The 2690-square-foot home features a private 25-foot waterfall, a fully equipped kitchen, a relaxing garden, free Wi-Fi, parking, and accommodates up to 12 guests.
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.
10 31 reviews
Woodstock, NY
07/11 – 07/12
$396/nightfor 1 night
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
1 2
cabin , Palenville
This cabin is a top-rated vacation rental in Palenville, located within 9 miles (15 km) of popular attractions like Vinnie's Farm Market and Kaaterskill Falls. The cabin offers a private outdoor area with a garden and barbecue grills, convenient amenities like a refrigerator and stovetop, and entertainment options like a TV with a DVD player. With a floor area of 640 square feet, the cabin comfortably accommodates up to 4 guests, featuring one bathroom and a well-equipped kitchen. Guests can enjoy the surrounding natural beauty, relax in the private outdoor area, and take advantage of the convenient amenities and entertainment options provided.