Woodstock Holiday Rentals
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117 rentals in Woodstock.
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Charming Artist's Cottage
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Romantic Country Barn By the Stream
Cabin Holiday Rental
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Woodstock's Brook Cottage: TOP-RATED streamside luxury, fireplace, walk-to-town!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Romantic Luxury Chalet for Two
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Streamside Cottage Walking Distance to Town of Woodstock
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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SECLUDED POOL, SPA & STREAM on 7 Acres, JUST 5 MINUTES FROM TOWN
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Pristine Mountaintop Log Cabin in Pine Forest, 1.5 Miles to Town!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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A Romantic Escape, Woodstock Barn by A Stream with Hot Tub
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Work, play & winter in Woodstock! In-town with hot tub.
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Woodstock Mountain House with Hot Tub and Ping Pong
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Magical Chalet with spectacular views
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Private Home, Mins. to Woodstock
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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INCREDIBLE “WALKABLE” RENTAL with Sawkill Creek Views
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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A True Gem in the heart of Woodstock, w/ fireplace & hot tub, wheelchair access
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Secluded, Renovated Cabin with Hot Tub - 5 Miles to Woodstock
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Absolutely Gorgeous 1876 Eyebrow Colonial Home on 36 acres. Kids under 12 free!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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NEW romantic/luxe Woodstock designer hideaway skylit, AC, firepit, walkable
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Village Center: Gracious & Spacious Retreat 'Above the Books'
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Brookside Retreat: Streamside Patio, Fireplace, Writer's Studio, Walk to Villag
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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SPRING at CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Romantic + historic artist’s cottage in private woods ~ wake up to birdsong!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Stunning home with pool, spa, mountain views, sleeps up to 12, walk to Woodstock
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Gracious Woodstock Retreat -Walking Distance to Town
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Privacy & Luxury * Heart of Woodstock w/ Hot Tub
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Best of Both Worlds: Mtn Views, Fireplace, Pool, Walk to Village Green!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Custom Post and Beam Home on a Stream
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Woodstock-SUMMER Charming 2BR Cottage w/inground POOL on 10acres -mountain views
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Family-Friendly Retreat Close to Town w/ Heated Pool, Hot Tub on Nearly 3 Acre
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Contemporary, Secluded Cabin in the Heart of Woodstock W/ Hot Tub & Fireplace
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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As Seen on HGTV's House Hunters & NY Times- Woodstock Cedar Cottage + Hot Tub
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Country Cabin in Woodstock, NY- Cozy and Pet Friendly
Holiday Rental House
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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House on 35 Acres w/Mt Views, Private Trails & Creeks
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Mountain Stream Retreat: rustic elegance, decks overlooking stream, wood stove!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Mountain Gardens - DOGS WELCOME!!!
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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COUNTRY HOME Fenced Backyard, 1 mi. to Town, Kids & Dogs OK!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Pet Friendly Cabin Doh-Ray up * 1500 ft
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Family Rental - Log House & Renovated Modern Home in One, Heated Saltwater Pool
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Secluded, Luxury Home with Hot Tub
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Mid-Century Gem with Heated Pool 1 Mile from Town
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Woodstock-Pool, Hot Tub, Stream; 7 Acres; Hike&Ski
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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MODERN house with a pool and hot tub
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Woodstock Mediterranean Retreat
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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New Luxury 5BR Woodstock Secret Retreat Near all Ski MT Heated Pool& Hot Tub
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Margaret's Cottage New listing Woodstock Village
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Updated/Pet-Friendly Cabin By Hikes and Woodstock!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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In the heart of Woodstock 2BR with Hot Tub and Wood Fireplace,
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Frequently Asked Questions about Woodstock
- Yes, here are some popular holiday rentals in Woodstock that have a pool:\n
- \n
- Woodstock-Pool, Hot Tub, Stream; 7 Acres; Hike&Ski \n
- COUNTRY HOME Fenced Backyard, 1 mi. to Town, Kids & Dogs OK! \n
- Stunning home with pool, spa, mountain views, sleeps up to 12, walk to Woodstock \n
- Yes, here are some popular holiday rentals in Woodstock that have internet access:\n
- \n
- Secluded, Luxury Home with Hot Tub \n
- Pet Friendly Cabin Doh-Ray Up At 1450ft \n
- Contemporary, Secluded Cabin In The Heart of Woodstock \n
- The best pet friendly rentals in Woodstock are:\n
- \n
- Secluded, Luxury Home with Hot Tub \n
- Pet Friendly Cabin Doh-Ray Up At 1450ft \n
- Contemporary, Secluded Cabin In The Heart of Woodstock \n
- Some of the most popular kid friendly rentals in Woodstock are:\n
- \n
- Secluded, Luxury Home with Hot Tub \n
- Pet Friendly Cabin Doh-Ray Up At 1450ft \n
- Contemporary, Secluded Cabin In The Heart of Woodstock \n