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Woodstock Family & Kid Friendly Rentals

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82 rentals in Woodstock.
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Charming Artist's Cottage
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Romantic Country Barn By the Stream
Cabin
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Woodstock's Brook Cottage: TOP-RATED streamside luxury, fireplace, walk-to-town!
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Streamside Cottage Walking Distance to Town of Woodstock
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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SECLUDED POOL, SPA & STREAM on 7 Acres, JUST 5 MINUTES FROM TOWN
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Pristine Mountaintop Log Cabin in Pine Forest, 1.5 Miles to Town!
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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A Romantic Escape, Woodstock Barn by A Stream with Hot Tub
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Beautiful Woodstock Mountain House with Hot Tub and Ping Pong
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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Work, play & winter in Woodstock! In-town with hot tub.
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Magical Chalet with spectacular views
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Private Home, Mins. to Woodstock
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Kid friendly
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A True Gem in the heart of Woodstock, w/ fireplace & hot tub, wheelchair access
Rental Home
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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INCREDIBLE “WALKABLE” RENTAL with Sawkill Creek Views
Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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Secluded, Renovated Cabin with Hot Tub - 5 Miles to Woodstock
Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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Absolutely Gorgeous 1876 Eyebrow Colonial Home on 36 acres. Kids under 12 free!
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Brookside Retreat: Streamside Patio, Fireplace, Writer's Studio, Walk to Villag
Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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SPRING at CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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Stunning home with pool, spa, mountain views, sleeps up to 12, walk to Woodstock
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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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, Kid friendly
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Gracious Woodstock Retreat -Walking Distance to Town
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Privacy & Luxury * Heart of Woodstock w/ Hot Tub
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Custom Post and Beam Home on a Stream
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Woodstock-SUMMER Charming 2BR Cottage w/inground POOL on 10acres -mountain views
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, Kid friendly
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Family-Friendly Retreat Close to Town w/ Heated Pool, Hot Tub on Nearly 3 Acre
Rental Home
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps, Kid friendly
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Contemporary, Secluded Cabin in the Heart of Woodstock W/ Hot Tub & Fireplace
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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As Seen on HGTV's House Hunters & NY Times- Woodstock Cedar Cottage + Hot Tub
Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Country Cabin in Woodstock, NY- Cozy and Pet Friendly
Rental Home
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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COUNTRY HOME Fenced Backyard, 1 mi. to Town, Kids & Dogs OK!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Mountain Gardens - DOGS WELCOME!!!
Rental Home
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Pet Friendly Cabin Doh-Ray up * 1500 ft
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Kid friendly
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House on 35 Acres w/Mt Views, Private Trails & Creeks
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Family Rental - Log House & Renovated Modern Home in One, Heated Saltwater Pool
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Secluded, Luxury Home with Hot Tub
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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Woodstock Mediterranean Retreat
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Mid-Century Gem with Heated Pool 1 Mile from Town
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Woodstock-Pool, Hot Tub, Stream; 7 Acres; Hike&Ski
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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MODERN house with a pool and hot tub
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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New Luxury 5BR Woodstock Secret Retreat Near all Ski MT Heated Pool& Hot Tub
Rental Home
5 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps, Kid friendly
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Margaret's Cottage New listing Woodstock Village
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Updated/Pet-Friendly Cabin By Hikes and Woodstock!
Rental Home
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps, Kid friendly
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In the heart of Woodstock 2BR with Hot Tub and Wood Fireplace,
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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Contemporary, Secluded Cabin In The Heart of Woodstock
Cabin
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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New Hot Tub & Heated Pool in Prime Woodstock Gut Renovated Modern Home
Rental Home
5 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps, Kid friendly
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Privacy & Luxury @ Heart of Woodstock w/ Hot Tub
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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'A Place in the Woods' - Cabin on Chloe's Lake on 20 acres near Woodstock, NY
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
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HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Woodstock walk to town, entire home and property to yourself, mountain views.
Rental Home
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps, Kid friendly
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Woodstock - Private 8-Room House Secluded, Private Stream with AC
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Pet Friendly Cabin Doh-Ray Up At 1450ft
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Kid friendly
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