Vacation Rentals in Woodstock, NY

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Woodstock, NY holiday rentals
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136 Holiday rentals and Airbnb in Woodstock, NY

Best family friendly Woodstock, NY holiday rentals

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

Studio Apt W Garden - Woodstock, NY
8.0 6 reviews
Woodstock, NY
11/07 – 12/07
A$695/nightfor 1 night

Studio Apt W Garden

1 2
studio , Kingston
This studio apartment is situated in Kingston, just 23 kilometres from Historic Huguenot Street and 24 kilometres from both Loren Campbell Baseball Field and SUNY New Paltz, offering a peaceful setting close to local attractions. It has received excellent ratings for location, cleanliness, and overall user experience.
This self-catering property can accommodate up to three guests and features a comfortable bedroom, a fully equipped kitchen with a fridge and microwave, and a private garden and terrace. Guests can enjoy free Wi-Fi, air conditioning, and on-site parking.
Log Cabin/screened Porch, 9 Acres/ Mountain Views - Woodstock, NY
9.8 42 reviews
Woodstock, NY
13/07 – 27/07
A$521/nighttotal: A$7294 (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.
Retreat To Hudson Valley For A Historic Stay At The Newly Renovated Mini Manor - Woodstock, NY
Woodstock, NY
02/08 – 06/08
A$400/nighttotal: A$1600 (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.
Beautiful & Cozy 2 Bedroom Charmer - Woodstock, NY
9.6 5 reviews
Woodstock, NY
03/07 – 05/07
A$577/nighttotal: A$1154 (2 )

Beautiful & Cozy 2 Bedroom Charmer

2 2
apartment , Saugerties
This 2-bedroom flat is located in a tranquil country setting near the Catskills, offering convenient access to Saugerties Village, Woodstock, HITS (Horse Shows in the Sun), and Hunter Mountain for skiing.
This family-friendly property accommodates up to four guests and features a kitchen with a fridge, freezer, microwave, and dishwasher, alongside a garden and internet access, making it an excellent base for relaxation and exploration.

Best Woodstock, NY holiday rentals with a balcony

House Of Tranquility - Woodstock, NY
Woodstock, NY
13/07 – 27/07
A$415/nighttotal: A$5810 (14 )

House Of Tranquility

2 2
house , Woodstock
This detached holiday home is located in the Woodstock district, offering convenient access to local amenities.
This detached holiday home accommodates up to 11 guests, featuring 2 bathrooms, air conditioning, Wi-Fi, a fully equipped kitchen, and a private balcony, with complimentary private parking available.
Charming Garden Apartment With Hudson River Views In Historic Downtown Kingston - Woodstock, NY
10 6 reviews
Woodstock, NY
02/08 – 06/08
A$472/nighttotal: A$1888 (4 )

Charming Garden Apartment With Hudson River Views In Historic Downtown Kingston

1 2
apartment , Kingston
This Kingston flat, situated in the Ponckhockie district, is 0.8km from Kingston's Strand and 1.6km from Hutton Brickyards, offering easy access to the city centre and local events.
The self-contained ground-floor apartment sleeps two, boasting a California king-size bed, full kitchen with dishwasher, private patio, and access to a garden, plus on-site parking and central air conditioning; it's pet-friendly (dogs under 20kg).
Woods Cabin-kingston/woodstock, Ny. - Woodstock, NY
10 1 review
Woodstock, NY
02/08 – 06/08
A$253/nighttotal: A$1012 (4 )

Woods Cabin-kingston/woodstock, Ny.

1 2
cabin , Zena
This off-grid, solar-powered studio lodge in Kingston offers a tranquil woodland setting, situated a mere 600 metres from Esopus Creek and within easy reach of numerous hiking trails, 16 kilometres to Woodstock and Kingston, and 32 kilometres to Rhinebeck.
This single-bedroom, single-bathroom cabin accommodates two guests and features an on-site kitchenette, a hot shower, and an indoor composting toilet, providing a sustainable retreat with opportunities to observe local wildlife and explore nearby cultural attractions such as Bethel Woods Museum and Opus 40.
Campfire Bungalow - Kid Friendly - Woodstock, NY
9.8 86 reviews
Woodstock, NY
02/08 – 06/08
A$946/nighttotal: A$3784 (4 )

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.

Frequently asked questions about holiday rentals in Woodstock, NY

  • What are some interesting places to visit in or near Woodstock, NY?

    Woodstock is full of interesting places! You have to visit the Woodstock Museum, which tells the story of the famous 1969 festival. For art lovers, the Overlook Gallery and The Center for Photography at Woodstock are must-sees. And if you want to soak up nature, the Overlook Mountain offers stunning views.
  • What are the best Airbnb and holiday rentals in Woodstock, NY?

  • Which walking or cycling routes are the best in Woodstock, NY?

    For cycling, the Woodstock Rail Trail is a great option. It's a paved, 12 km trail that follows the old railway line. For a shorter walk, the Phoenicia-Woodstock Trail is lovely. It's a 7 km trail through the woods with beautiful scenery.
  • 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 in the Catskill Mountains, kayaking or canoeing on the Esopus Creek, or even go rock climbing at the Mohonk Preserve.
  • What are the best holiday rentals with a pool in Woodstock, NY?

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

    You can easily reach Kingston, a charming town with a historic downtown and a waterfront. For a bigger city, Albany, the state capital, is about a 1.5-hour drive. And if you want to explore more of the Catskills, Saugerties and Kingston are just a short drive away.
  • 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 typically offer a range of amenities like a kitchen, laundry facilities, and Wi-Fi. Many also have fireplaces, outdoor spaces, and hot tubs. You'll find a good variety of options, from cozy cabins to spacious houses.
  • 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 mild weather and beautiful foliage. Summer is great for outdoor activities, but it can get busy. Winter brings snow and a quieter atmosphere.
  • What are the local dishes in Woodstock, NY region?

    Woodstock has a vibrant food scene. You can find everything from farm-to-table restaurants to cozy cafes. Local specialties include hearty dishes made with fresh, seasonal ingredients, like apple pie, maple syrup, and local cheeses. Don't miss the Woodstock Farmers' Market for delicious local produce and baked goods.

Destinations nearby

Best Woodstock, NY holiday rentals with a sauna

Starrypinescottage W Cedar Sauna Steps To Trails - Woodstock, NY
9.8 257 reviews
Woodstock, NY
02/08 – 06/08
A$346/nighttotal: A$1384 (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).
Modern Escape • Sauna • Firepit • Near Woodstock - Woodstock, NY
9.9 273 reviews
Woodstock, NY
11/07 – 13/07
A$759/nighttotal: A$1518 (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.
Oscar Winning Living @ Livingstations - Woodstock, NY
Woodstock, NY
11/07 – 13/07
A$1250/nighttotal: A$2500 (2 )

Oscar Winning Living @ Livingstations

1 1
apartment , Woodstock
This 334-square-metre Woodstock residence is situated on over 3.2 hectares of private woodland, offering unobstructed horizon views.
This architecturally unique apartment boasts 3 bedrooms, accommodating up to 6 guests, and features air conditioning, Wi-Fi, a kitchen with a dishwasher and freezer, a garden, sauna, and fitness centre.
Paris Meets Woodstock / Artist Home - Woodstock, NY
9.8 20 reviews
Woodstock, NY
13/07 – 27/07
A$417/nighttotal: A$5838 (14 )

Paris Meets Woodstock / Artist Home

1 2
apartment , West Hurley
This West Hurley artist's studio, located in Glenford, is a short drive (approximately 16km) from Woodstock, New York, offering easy access to the Sage Academy of Sound and numerous hiking trails.
The self-contained apartment sleeps two, features a private studio, sauna, garden with vegetables, and a fully equipped kitchen including a fridge and dishwasher, plus parking and excellent guest reviews.

Best Woodstock, NY holiday rentals with a fireplace

Double A-frame Escape In The Catskills. - Woodstock, NY
9.8 157 reviews
Woodstock, NY
13/07 – 27/07
A$600/nighttotal: A$8400 (14 )

Double A-frame Escape In The Catskills.

1 2
cabin , West Hurley
The Thaddeus House is a charming cabin situated in West Hurley, just a short drive from Woodstock and other popular destinations in the Hudson Valley. It has consistently received excellent ratings for its location, cleanliness, and overall guest experience.
The cosy retreat offers three bedrooms and two bathrooms, comfortably accommodating up to six guests. The well-equipped kitchen, wood-burning fireplace, private yard, and a range of outdoor toys provide everything you need for a relaxing and enjoyable stay.
Historic Catskills Farmhouse With Sweeping Views - Woodstock, NY
10 114 reviews
Woodstock, NY
13/07 – 27/07
A$872/nighttotal: A$12208 (14 )

Historic Catskills Farmhouse With Sweeping Views

4 2
apartment , Shokan
This farmhouse is situated in Shokan, a rural area in the Catskills, approximately 15 km from Woodstock and Phoenicia and 20 km from Kingston. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The farmhouse offers four bedrooms, each with a unique character, and features a spacious living area with a fireplace and a baby grand piano. Guests can enjoy a chef's kitchen, a private garden, a spring-fed pond for swimming or ice skating, and access to hiking trails in the surrounding forest.
Catskills 2 Br Cottage - Woodstock, NY
10 43 reviews
Woodstock, NY
02/08 – 06/08
A$257/nighttotal: A$1028 (4 )

Catskills 2 Br Cottage

1 2
cabin , Shokan
This Shokan mountainside cottage, near Woodstock and Phoenicia, offers stunning seasonal views of the Catskill Mountains and Ashokan Reservoir, and is less than 48 kilometres from Belleayre Mountain.
Sleeping up to five guests, this two-bedroom, 1.5-bathroom lodge boasts a fully equipped kitchen, wood-burning stove, air conditioning, Wi-Fi, parking, and a garden; pets are welcome.
Retreat With Huge Fireplace 5-min To Woodstock - Woodstock, NY
9.8 46 reviews
Woodstock, NY
27/06 – 04/07
A$729/nighttotal: A$5103 (7 )

Retreat With Huge Fireplace 5-min To Woodstock

1 2
cabin , Zena
The Curated Cabin is located in the Catskills, a scenic region just 5km from Woodstock and 12km from Saugerties, offering a peaceful escape from city life. This charming property has received excellent ratings for its location, cleanliness, and overall experience.
This 3-bedroom, 2-bathroom property comfortably accommodates up to 6 guests. Enjoy a well-equipped kitchen, a large deck with outdoor furniture, a fire pit, a children's play area, and stunning mountain views.
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