Compare Vacation Rentals & Airbnb in Woodstock, NY

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

Best family friendly Woodstock, NY vacation rentals

Among the 229 accommodations in Woodstock, NY, here are the 4 best family friendly rentals

Family-friendly Whimsical Retreat, Minutes To Town - Woodstock, NY
10 9 reviews

Family-friendly Whimsical Retreat, Minutes To Town

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.
Fiber Artist's Studio - Woodstock, NY
10 75 reviews

Fiber Artist's Studio

apartment, Woodstock
This Woodstock, New York studio apartment, registration number 21H-137, is situated 1.6km from Woodstock's town centre, offering easy access to shops, galleries, and restaurants, and proximity to Catskill hiking trails.
The newly renovated self-contained apartment sleeps four guests in two bedrooms and one bathroom, boasting a garden, parking, air conditioning, internet access, and a kitchen equipped with a fridge, freezer and microwave.
Charming Rustic Home In The Hudson Valley. Pool Is Heated And Open! New Hot Tub! - Woodstock, NY
10 11 reviews

Charming Rustic Home In The Hudson Valley. Pool Is Heated And Open! New Hot Tub!

apartment, Woodstock
This Saugerties holiday home is situated 4km from Catskill State Park and within 10km of Vinnie's Farm Market and Thorn Preserve, offering easy access to hiking trails and local attractions.
The 186 square metre property boasts three bedrooms, three bathrooms, and sleeps eight guests, featuring a private outdoor pool, hot tub, barbecue grills, and free Wi-Fi.
Heart Of Woodstock Village Cottage, Fully Restored - Woodstock, NY
9.8 79 reviews

Heart Of Woodstock Village Cottage, Fully Restored

apartment, Woodstock
This Woodstock cottage, a fully private single-family home, is located in the village centre, a short walk from Woodstock town square and its amenities.
The 130 square metre property boasts two bedrooms, one bathroom, and sleeps four, featuring a fully equipped kitchen, air conditioning, a private garden with a bocce court and firepit, and free parking.

Best Woodstock, NY vacation rentals with a balcony

Modern Farmhouse In The Woods - Woodstock, NY
9.9 167 reviews

Modern Farmhouse In The Woods

apartment, Zena
This modern farmhouse is situated in the woods, just 12km from both Saugerties and Woodstock, offering easy access to a variety of restaurants, shops, and attractions. The property has received excellent ratings for its cleanliness, location, and overall user experience.
The three-bedroom home, spanning 167 square metres, comfortably accommodates up to six guests. Enjoy a private pool, a large yard perfect for outdoor activities, and a fully equipped kitchen with modern appliances.
Play All Day - Sleep By The Stream At Night - Swimming Hole - Woodstock, NY
No reviews

Play All Day - Sleep By The Stream At Night - Swimming Hole

apartment, Palenville
Apartment rental. You will be in Palenville.
Services and facilities include a food shop, a tennis court and an iron.
Perfect Dream Log House On Creek With Waterfalls, Shorter Stay For Friends - Woodstock, NY
9.8 63 reviews

Perfect Dream Log House On Creek With Waterfalls, Shorter Stay For Friends

apartment, Woodstock
This waterfront property is situated in Lake Hill, just 3.2 kilometres from the James Cox Gallery and within a 9.6 kilometre radius of Woodstock Music Shop, Esopus Creek, Woodstock Golf Club, and Mount Tremper Arts, offering a tranquil setting for your Woodstock getaway. The property has received excellent user ratings, highlighting its appeal to visitors.
The home features three bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy a range of amenities, including a fully equipped kitchen, a spa tub, a fireplace, and a private garden, perfect for relaxing after a day exploring the area.
The Bears Nest - Woodstock, NY
9.3 3 reviews

The Bears Nest

house, Shokan
The Bears Nest, a three-bedroom house in Boiceville, is situated 43km from Mohonk Golf Course and 85km from Stewart International Airport.
This Shokan holiday home sleeps 14 guests and boasts a jacuzzi, garden, terrace, parking, and a fully equipped kitchen, alongside free Wi-Fi and an electric vehicle charging point.

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.

Popular destinations

Best Woodstock, NY vacation rentals with a sauna

Nature Mountain Retreat - Outdoor Sauna+hot Tub - Woodstock, NY
10 79 reviews

Nature Mountain Retreat - Outdoor Sauna+hot Tub

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.
Family Lake House Waterfront - Woodstock, NY
10 6 reviews

Family Lake House Waterfront

house, Lake Katrine
The Family Lake House Waterfront is located in Saugerties, a short distance from Lake Katrine, approximately 41 km from both the Bardavon Opera House and Mohonk Preserve.
This two-bedroom house offers a fully equipped kitchen, a spacious living area with a fireplace, a private patio, outdoor furniture, and a fire pit, comfortably accommodating up to 13 guests.
Woodstock Colonial Estate W/ Pool, Hot Tub, Sauna - Woodstock, NY
10 27 reviews

Woodstock Colonial Estate W/ Pool, Hot Tub, Sauna

apartment, Woodstock
This Saugerties residence, a substantial five-bedroom dwelling, offers a private 0.8-hectare retreat located just a few minutes drive from Woodstock and Kingston, ensuring proximity to the area's cultural attractions.
This luxurious house, accommodating up to ten guests, features five en-suite bedrooms, a gourmet kitchen, a wood-burning fireplace, a hot tub, and a sauna, with easy access to Catskills hiking trails, Kaaterskill Falls, and Hunter Mountain.
Beautifully Renovated Woodstock Cottage With Sauna - Woodstock, NY
9.9 69 reviews

Beautifully Renovated Woodstock Cottage With Sauna

house, West Hurley
This newly renovated guesthouse, situated in West Hurley, New York, is a 5-minute drive (approximately 3.2 kilometres) from Woodstock's town centre, offering easy access to its shops and restaurants.
The property boasts a 1-bedroom, 1-bathroom dwelling sleeping up to 4 guests, featuring a fully equipped kitchen, private cedar-lined sauna, swimming pool access, BBQ, fire pit, and an 8-acre secluded woodland setting.

Best Woodstock, NY vacation rentals with a fireplace

Absolute Woodstock Chill - Woodstock, NY
10 16 reviews

Absolute Woodstock Chill

apartment, Woodstock
This Catskills apartment, a six-minute drive from Woodstock town centre and three minutes from the Bearsville Theatre, enjoys a secluded 3.5-acre setting bordering Woodstock Land Conservancy land.
The two-bedroom, one-bathroom dwelling sleeps six, offering a fully equipped kitchen, high-speed Wi-Fi, a 75-inch Smart TV, and access to extensive outdoor activities including hiking trails and nearby ski resorts like Belleayre Mountain.
Charming Quiet Family Friendly Home Close To Town - Woodstock, NY
10 44 reviews

Charming Quiet Family Friendly Home Close To Town

apartment, Woodstock
This Woodstock property, a four-bedroom, three-bathroom house sleeping seven, is situated on a four-acre plot near a pond and creek, a 1.9km walk from Woodstock's main street and a 56km drive from Hunter and Belleayre Mountains.
The self-catering home boasts an open-plan living, dining, and kitchen area, a children's playhouse, keyless entry, and access to numerous hiking trails within a 16km radius, plus a wood-burning fireplace, propane grill, and outdoor fire pit.
Sunset Mountain View Retreat · 11 Min To Woodstock - Woodstock, NY
9.9 145 reviews

Sunset Mountain View Retreat · 11 Min To Woodstock

apartment, Shokan
This Shokan holiday home is situated near Mount Tremper, a short walk from Catskill State Park and 9.6km from Woodstock.
This 232 square metre property sleeps seven guests in four bedrooms and boasts a fitness centre, barbecue grills, a patio, and an arcade/game room, alongside a fully equipped kitchen and free Wi-Fi.
Romantic, Magical Cottage In Catskills Nr Woodstock - Woodstock, NY
10 83 reviews

Romantic, Magical Cottage In Catskills Nr Woodstock

house, Woodstock
This romantic cottage is located in Willow, a charming village near Woodstock, New York, just 50 kilometres from Stewart International Airport. The property enjoys excellent user, location and cleanliness ratings.
The cottage has one bedroom and one bathroom, covering 102 square metres. Amenities include a fully equipped kitchen, a private terrace and garden, a hot tub and spa facilities, as well as free Wi-Fi and parking.
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