Compare Vacation Rentals & Airbnb in Woodstock, NY

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Woodstock, NY vacation rentals
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136 Rentals and Airbnb in Woodstock, NY

Best family friendly Woodstock, NY vacation rentals

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

Family-friendly Whimsical Retreat, Minutes To Town - Woodstock, NY
10 8 reviews
Woodstock, NY
23/06 – 27/06
$489/nighttotal: $1956 (4 )

Family-friendly Whimsical Retreat, Minutes To Town

1 5
apartment , West Hurley
Camp Maverick, a two-bedroom apartment near West Hurley, offers a wooded setting a short drive from Woodstock's attractions.
This self-catering property sleeps six, features a treehouse, fenced yard, children's toys, Sonos speakers, a fire pit, and Wi-Fi, making it ideal for families seeking a relaxing break near Woodstock.
Updated/pet-friendly Cabin By Hikes And Woodstock! - Woodstock, NY
9.3 124 reviews
Woodstock, NY
16/08 – 19/08
$392/nighttotal: $1176 (3 )

Updated/pet-friendly Cabin By Hikes And Woodstock!

2 2
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.
Mirror Moon Cottage (Waterfront) - Woodstock, NY
9.9 247 reviews
Woodstock, NY
16/08 – 19/08
$430/nighttotal: $1290 (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.
Country House In Catskills - Woodstock, NY
9.7 14 reviews
Woodstock, NY
16/08 – 19/08
$364/nighttotal: $1092 (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.

Best Woodstock, NY vacation rentals with a balcony

Luxurious & Enchanting Log House In Heart Of Hudson Valley/catskills, Upstate Ny - Woodstock, NY
10 285 reviews
Woodstock, NY
02/08 – 06/08
$1786/nighttotal: $7144 (4 )

Luxurious & Enchanting Log House In Heart Of Hudson Valley/catskills, Upstate Ny

4 2
apartment , Lake Katrine
This log cabin is situated on the border of Kingston and Saugerties in the Catskills, just under 150 kilometres from New York City, and is a short drive from Lake Katrine. The property has excellent user, location and cleanliness ratings.
The 232 square metre cabin can accommodate up to 16 guests and boasts a gourmet kitchen, a Mongolian yurt for meditation, a 72-inch copper tub with a skylight, a top-notch Sonos stereo system, a 77-inch LG OLED TV with streaming services, a whole-house generator, and a spacious outdoor area for activities like grilling, sunbathing, and stargazing.
Church Des Artistes - Woodstock, NY
9.8 10 reviews
Woodstock, NY
11/07 – 12/07
$3756/nightfor 1 night

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.
Big  Medicine  Ranch - Rustic Sunrise Cabin - Catskills - Woodstock, NY
10 31 reviews
Woodstock, NY
11/07 – 12/07
$554/nightfor 1 night

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

1 2
cabin , Palenville
This smoke-free cabin is located in Palenville, just 14 kilometres from both Vinnie's Farm Market and the impressive Kaaterskill Falls, offering a peaceful retreat in the heart of the Catskill Mountains. It has received excellent user ratings, making it a popular choice for travellers.
The cabin is a comfortable 59 square metres and sleeps up to four guests, offering a well-equipped kitchen, a garden, and a terrace, ideal for enjoying the fresh mountain air. Guests can also take advantage of the on-site barbecue grills, making it a great choice for a relaxing and self-sufficient getaway.
Cozy Escape In Woodstock - Woodstock, NY
Woodstock, NY
23/06 – 27/06
$666/nighttotal: $2664 (4 )

Cozy Escape In Woodstock

3 5
apartment , Zena
This four-bedroom, three-bathroom apartment in Woodstock, New York, is situated approximately 1.6 kilometres from Woodstock village, offering easy access to hiking trails and the Hunter and Bellayre ski resorts.
The 4-bedroom property sleeps eight guests and boasts a private library, a large garden with a hot tub and fire pit, and a fully equipped kitchen; local markets and dining options are within easy reach.

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 interesting places! You can visit the Woodstock Historical Society Museum to learn about the town's history, or head to the Overlook Mountain, which offers stunning views of the Catskill Mountains. And if you're a music fan, you can check out the Museum at Bethel Woods, which commemorates the iconic Woodstock festival.
  • 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 Woodstock Village Green, which is a central point in the town. If you're looking for a more challenging hike, the Overlook Mountain trail is a popular choice. And if you're a cyclist, the Ashokan Rail Trail is a great option, offering 12 miles of paved path.
  • 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, or kayaking in the Catskill Mountains, or go swimming in the Ashokan Reservoir. In the winter, you can even go skiing or snowboarding at Belleayre Mountain Ski Center.
  • What are the best vacation rentals with a pool in Woodstock, NY?

  • What other towns or cities can be easily accessed from Woodstock, NY?

    Woodstock is well-connected to other towns in the region. You can easily drive to Kingston, which is about 20 minutes away, or Saugerties, which is about 15 minutes away. If you want to explore further, you can visit New Paltz, which is about 30 minutes away, or Albany, which is about a 2-hour drive.
  • 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 usually offer a range of amenities, including kitchens, bathrooms, bedrooms, and living areas. Many also have outdoor spaces like patios or decks. You can often find rentals with additional amenities like fireplaces, hot tubs, or even swimming pools.
  • 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 pleasant weather and beautiful foliage, while summer is ideal for outdoor activities. Winter is quieter but offers opportunities for snow sports.
  • What are the local dishes in Woodstock, NY region?

    The local cuisine in the Woodstock area is influenced by its rural setting. You can find delicious farm-to-table dishes featuring fresh, seasonal ingredients. Try local specialties like apple cider donuts, maple syrup, and smoked meats.

Destinations nearby

Best Woodstock, NY vacation rentals with a sauna

Modern Escape • Sauna • Firepit • Near Woodstock - Woodstock, NY
9.9 273 reviews
Woodstock, NY
11/07 – 13/07
$746/nighttotal: $1492 (2 )

Modern Escape • Sauna • Firepit • Near Woodstock

2 1
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.
Nature Mountain Retreat - Outdoor Sauna+hot Tub - Woodstock, NY
10 74 reviews
Woodstock, NY
11/07 – 12/07
$1030/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.
Starrypinescottage W Cedar Sauna Steps To Trails - Woodstock, NY
9.8 256 reviews
Woodstock, NY
02/08 – 06/08
$340/nighttotal: $1360 (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).
Chic Waterfront W/ Hot Tub, Sauna And Sky Deck! - Woodstock, NY
10 15 reviews
Woodstock, NY
02/08 – 06/08
$2120/nighttotal: $8480 (4 )

Chic Waterfront W/ Hot Tub, Sauna And Sky Deck!

5 2
apartment , Lake Katrine
This five-bedroom Lake Katrine house, near Esopus Creek (under 5km) and the Hudson Valley Mall (under 5km), offers stunning waterfront views and easy access to Ulster Landing Beach and South Landing (within 10km).
The 229-square-metre property sleeps 14 guests and boasts a private swimming pool, jacuzzi, sauna, and a fully equipped kitchen, alongside on-site water park access for family fun.

Best Woodstock, NY vacation rentals with a fireplace

Your Own Room With Private Entrance, Porch & Bath - Woodstock, NY
9.6 86 reviews
Woodstock, NY
13/07 – 27/07
$389/nighttotal: $5446 (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.
Woodstock Chalet -
Peace & Quiet & Space (O My!) - Woodstock, NY
9.8 150 reviews
Woodstock, NY
02/08 – 06/08
$257/nighttotal: $1028 (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.
Cleos Cabin: Private Retreat With Fenced Dog Run - Woodstock, NY
9.0 12 reviews
Woodstock, NY
03/07 – 05/07
$1327/nighttotal: $2654 (2 )

Cleos Cabin: Private Retreat With Fenced Dog Run

3 2
apartment , Glasco
This Glasco lodge boasts a scenic 2-acre setting near the waterfront, a short drive (approx. 16 km) from Saugerties, and within easy reach of Woodstock and Kingston.
The 149 square metre property offers three bedrooms, two bathrooms, sleeps eight guests, and includes a chef's kitchen, multiple workspaces, a fenced dog run, and a wood-burning stove; nearby activities include skiing at Hunter Mountain (approx. 56 km).
Casa Reál About Expansive Woodstock House With Hot Tub - Woodstock, NY
9.8 57 reviews
Woodstock, NY
23/06 – 27/06
$1017/nighttotal: $4068 (4 )

Casa Reál About Expansive Woodstock House With Hot Tub

4 5
house , West Hurley
This Woodstock house is located 43km from both Historic Huguenot Street and SUNY New Paltz, and 42km from the Mohonk Preserve, making it a great base for exploring the area. The property has received excellent user ratings, suggesting a comfortable and enjoyable stay.
The house has 4 bedrooms and 4 bathrooms, spread over 260 square metres, accommodating up to 8 guests. Enjoy the fully equipped kitchen, the relaxing garden, the hot tub, and the peaceful surroundings, as well as the modern amenities such as free Wi-Fi and a flat-screen TV.
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