Holiday Rentals in Woodstock
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120 rentals in Woodstock.
Streamside Cottage Half Mile to Town of Woodstock
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Enjoy Woodstock in the winter holiday season!
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Private Home ~ All Yours ~ Newly Renovated ~ In town ~ fenced in yard ~ Hot Tub
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TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
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In the heart of Woodstock 2BR with Hot Tub and Wood Fireplace,
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Woodstock mountainside retreat, nicest view in the Catskills!! RELAX!!!!
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Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock
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Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!
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Gracious Woodstock Retreat -Walking Distance to Town
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Private Home, Mins. to Woodstock
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Secluded Cabin with Hot Tub - 5 Miles to Woodstock
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The CubHouse
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Private oasis, Beautiful, perfect for families! Hot tub always open!
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Pristine Mountaintop Log Cabin in Pine Forest, 1.5 Miles to Town!
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Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
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NEW! Rock City Writer's Studio: Bucolic Setting, Nordic Sauna, Walk to Town!
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Relax near Catskills in our cozy Woodstock Apartment
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The Chapel at Upland, with heated salt water pool and new tennis/bball court
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Imagine Woodstock Byrdcliff House
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Cozy and spacious apartment in tree-lined neighborhood
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Relaxing Catskills Cottage in Nature
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Woodstock Paradise with Gardens & Private Heated Pool (seasonal)
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Woodstock Historic Artist Estate - The Carriage House
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Woodstock Artist's Retreat
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Saugerties retreat, hot tub, 10 min from Woodstock
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LIFE ABOVE 1200’
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Secluded family retreat within minutes of Woodstock village
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Woodstock historic artist estate - The Pond House
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Exceptional Property, Saline Pool, Waterfall, Views
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Woodstock Historic Artist Estate. The Museum House
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Gorgeous Tuscan inspired private oasis, Heated pool, 5 min to Woodstock
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Woodstock Luxury Retreat
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Family-Friendly Retreat Close to Town w/ Heated Pool, Hot Tub on Nearly 3 Acre
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Modern Farmhouse Getaway
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Gorgeous Designers Home - Perfect Winter Retreat- Close to Skiing
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Mid-Century Artist Cottage
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Magical Chalet with spectacular views
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'Casa Reál' ~ Expansive Woodstock House w/ Hot Tub
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12 private mtnside acres, salt pool, tennis court, Japanese teahouse gardens
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Red Maple Studio & Spa: Steam, Stream & Dream at Sawkill in Woodstock
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Cheerful, renovated 4 bedroom, 10 min walk to town
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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"Blissful Retreat" Elegant , Charming & Peaceful
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Charming Cottage w/ Yard - 2 Mi to Tinker St!
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Woodstock Cooper Lake Cottage
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Privacy & Luxury * Heart of Woodstock w/ Hot Tub
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Romantic Luxury Chalet
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Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
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Newly built Modern Cabin walk to town
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Exclusive Escape - 7 Minutes to Woodstock
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Fabulous Newly Renovated Family House Near Woodstock Center
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Showing results 1-50 of 120
Frequently Asked Questions about Woodstock
- Yes, here are some popular holiday rentals in Woodstock that have a pool:
- Streamside Cottage Half Mile to Town of Woodstock
- Woodstock cottage by the stream. Bring your dog!
- Private Home ~ All Yours ~ Newly Renovated ~ In town ~ fenced in yard ~ Hot Tub
- Yes, here are some popular holiday rentals in Woodstock that have internet access:
- Streamside Cottage Half Mile to Town of Woodstock
- Woodstock cottage by the stream. Bring your dog!
- Private Home ~ All Yours ~ Newly Renovated ~ In town ~ fenced in yard ~ Hot Tub
- The best pet friendly rentals in Woodstock are:
- Woodstock cottage by the stream. Bring your dog!
- Private Home ~ All Yours ~ Newly Renovated ~ In town ~ fenced in yard ~ Hot Tub
- TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
- Some of the most popular kid friendly rentals in Woodstock are:
- Streamside Cottage Half Mile to Town of Woodstock
- Private Home ~ All Yours ~ Newly Renovated ~ In town ~ fenced in yard ~ Hot Tub
- TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
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