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

Adorable Kingston Cottage In The Heart Of The Roundout Historic Area Downtown. - Woodstock, NY
9.4 26 reviews
Woodstock, NY
13/07 – 27/07
$422/nighttotal: $5908 (14 )

Adorable Kingston Cottage In The Heart Of The Roundout Historic Area Downtown.

2 2
apartment , Kingston
This two-bedroom house in Kingston's Roundout district is located within a 1.6 kilometre walk of the Kingston Rondout Visitor Centre and the Hudson River Maritime Museum.
The 110 square metre property boasts a garden, a fully equipped kitchen, free WiFi, and a dining area, comfortably accommodating up to four guests.
Log Cabin/screened Porch, 9 Acres/ Mountain Views - Woodstock, NY
9.8 42 reviews
Woodstock, NY
13/07 – 27/07
$512/nighttotal: $7168 (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.
Cozy, Tranquil Fully Equipped House Near Woodstock - Woodstock, NY
9.9 100 reviews
Woodstock, NY
13/07 – 27/07
$422/nighttotal: $5908 (14 )

Cozy, Tranquil Fully Equipped House Near Woodstock

1 2
apartment , Phoenicia
This Phoenicia house, situated near a tranquil stream and within easy driving distance of Phoenicia's attractions, offers a peaceful retreat in the Catskill Mountains.
The 2-bedroom, 2-bathroom property sleeps 4 guests and boasts a fully equipped kitchen, wood-burning stove, gas BBQ, fire pit, trampoline, Foosball table, and relaxing outdoor seating; ideal for families seeking a relaxing getaway.
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).

Best Woodstock, NY vacation rentals with a balcony

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.
Charming 1-bedroom Apartment In Peaceful Palenville With Wifi, Ac - Woodstock, NY
Woodstock, NY
11/07 – 12/07
$522/nightfor 1 night

Charming 1-bedroom Apartment In Peaceful Palenville With Wifi, Ac

1 2
apartment , Palenville
This Palenville apartment offers a convenient base for exploring the Catskill Mountains, being within easy reach of Hunter Mountain and Kaaterskill Falls.
The self-catering flat, sleeping two guests in one bedroom with one bathroom, includes a fully equipped kitchen, WiFi, air conditioning, parking, and is close to local restaurants and hiking trails.
Retreat To Hudson Valley For A Historic Stay At The Newly Renovated Mini Manor - Woodstock, NY
Woodstock, NY
02/08 – 06/08
$393/nighttotal: $1572 (4 )

Retreat To Hudson Valley For A Historic Stay At The Newly Renovated Mini Manor

2 2
apartment , Kingston
This apartment is located in Kingston's downtown waterfront district, 920 metres from Esopus Creek and 1.2 kilometres from the Ulster Performing Arts Centre, offering convenient access to local attractions.
This family-friendly flat provides accommodation for up to five guests with two bedrooms, one bathroom, free Wi-Fi, air conditioning, a full kitchen, and on-site parking, alongside a garden and sunroom for relaxation, with opportunities for kayaking and motor boating nearby.
The Stables - Woodstock, NY
9.9 168 reviews
Woodstock, NY
02/08 – 06/08
$454/nighttotal: $1816 (4 )

The Stables

1 2
house , Lincoln Park
The Stables is located in a rural setting, approximately 27 kilometres from the Loren Campbell Baseball Field and 26 kilometres from Historic Huguenot Street. The house has received excellent ratings for location, cleanliness and user experience.
The property is a one-bedroom dwelling that can accommodate up to two guests. The Stables offers a range of amenities, including a fully equipped kitchen, a private patio, a garden, a spa, free Wi-Fi, private parking, and cable TV. Guests can enjoy peaceful garden views, stunning mountain views, and explore nearby hiking trails.

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
02/08 – 06/08
$618/nighttotal: $2472 (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.
Whispering Pines: Secluded Retreat Near Town - Woodstock, NY
10 150 reviews
Woodstock, NY
11/07 – 13/07
$810/nighttotal: $1620 (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.
Nature Mountain Retreat - Outdoor Sauna+hot Tub - Woodstock, NY
10 75 reviews
Woodstock, NY
11/07 – 13/07
$830/nighttotal: $1660 (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.
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

Woodstock, Kingston, Saugerties Catskills, Pool Table, Private, Fire Pit - Woodstock, NY
9.6 17 reviews
Woodstock, NY
27/06 – 04/07
$627/nighttotal: $4389 (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.
Campfire Bungalow - Kid Friendly - Woodstock, NY
9.8 86 reviews
Woodstock, NY
13/07 – 27/07
$727/nighttotal: $10178 (14 )

Campfire Bungalow - Kid Friendly

5 2
apartment , Palenville
Campfire Bungalow is located in Palenville, just a short drive from the Catskill Mountains and the scenic Hudson River, offering easy access to outdoor activities and stunning scenery. This property has received excellent ratings for its cleanliness, location, and overall user experience.
The bungalow is a spacious 211 square metre property with 5 bedrooms and 3 bathrooms, comfortably accommodating up to 10 guests. It features modern amenities, a large deck with dining space and a fire pit, and is family-friendly with features like a pack and play, a bouncer, a high chair, and a baby monitor.
Woodstock Sanctuary | Spa, Sauna & Walk To Town - Woodstock, NY
Woodstock, NY
03/07 – 05/07
$479/nighttotal: $958 (2 )

Woodstock Sanctuary | Spa, Sauna & Walk To Town

1 2
cabin , Woodstock
This charming bed and breakfast is located just a short walk from Tinker Street, the heart of Woodstock, offering a peaceful retreat from the bustling town centre. The property is tucked away down a private road, ensuring a tranquil and secluded setting.
The accommodation comprises one bedroom and one bathroom, comfortably sleeping two guests. Enjoy a range of amenities, including a fully equipped kitchen, a wood-burning stove, a cedar hot tub and cold plunge, and a dedicated sound healing and massage room.
Quaint Woodstock Escape - 2 Mi To Tinker St! - Woodstock, NY
9.4 19 reviews
Woodstock, NY
11/07 – 13/07
$743/nighttotal: $1486 (2 )

Quaint Woodstock Escape - 2 Mi To Tinker St!

3 1
house , West Hurley
This West Hurley house, situated 3.2km from Tinker Street in Woodstock, offers easy access to attractions such as the Huguenot Street Historic Site (42km away).
This 204 square metre property sleeps six comfortably, boasting three bedrooms, a fully equipped kitchen, a spa, and amenities including Wi-Fi and parking.
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