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Woodstock Family & Kid Friendly Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
140 rentals in Woodstock.
Sioux Tipi on the waterfall, vacation rental in Woodstock
Sioux Tipi on the waterfall, vacation rental in Woodstock
Sioux Tipi on the waterfall, vacation rental in Woodstock

Sioux Tipi on the waterfall

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Junebug Cottage: peace, love and privacy a short walk to Woodstock village green, vacation rental in Woodstock
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green, vacation rental in Woodstock
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green, vacation rental in Woodstock

Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
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Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!, vacation rental in Woodstock
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!, vacation rental in Woodstock
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!, vacation rental in Woodstock

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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SECLUDED POOL, SPA & STREAM on 7 Acres, JUST 5 MINUTES FROM TOWN, vacation rental in Woodstock
SECLUDED POOL, SPA & STREAM on 7 Acres, JUST 5 MINUTES FROM TOWN, vacation rental in Woodstock
SECLUDED POOL, SPA & STREAM on 7 Acres, JUST 5 MINUTES FROM TOWN, vacation rental in Woodstock

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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Streamside Cottage Walking Distance to Town of Woodstock, vacation rental in Woodstock
Streamside Cottage Walking Distance to Town of Woodstock, vacation rental in Woodstock
Streamside Cottage Walking Distance to Town of Woodstock, vacation rental in Woodstock

Streamside Cottage Walking Distance to Town of Woodstock

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Cozy and eclectic Woodstock getaway, vacation rental in Woodstock
Cozy and eclectic Woodstock getaway, vacation rental in Woodstock
Cozy and eclectic Woodstock getaway, vacation rental in Woodstock

Cozy and eclectic Woodstock getaway

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps, Kid friendly
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Glamping at Woodstock Meadows - Outdoor B&B (2 secluded tents w/amenities), vacation rental in Woodstock
Glamping at Woodstock Meadows - Outdoor B&B (2 secluded tents w/amenities), vacation rental in Woodstock
Glamping at Woodstock Meadows - Outdoor B&B (2 secluded tents w/amenities), vacation rental in Woodstock

Glamping at Woodstock Meadows - Outdoor B&B (2 secluded tents w/amenities)

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
More info
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chezbevet, a country cabin, vacation rental in Woodstock
chezbevet, a country cabin, vacation rental in Woodstock
chezbevet, a country cabin, vacation rental in Woodstock

chezbevet, a country cabin

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
More info
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Hotel Woodstock - Queen Anne's Lace Suite, vacation rental in Woodstock
Hotel Woodstock - Queen Anne's Lace Suite, vacation rental in Woodstock
Hotel Woodstock - Queen Anne's Lace Suite, vacation rental in Woodstock

Hotel Woodstock - Queen Anne's Lace Suite

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Kid friendly
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INCREDIBLE “WALKABLE” RENTAL with Sawkill Creek Views, vacation rental in Woodstock
INCREDIBLE “WALKABLE” RENTAL with Sawkill Creek Views, vacation rental in Woodstock
INCREDIBLE “WALKABLE” RENTAL with Sawkill Creek Views, vacation rental in Woodstock

INCREDIBLE “WALKABLE” RENTAL with Sawkill Creek Views

Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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Privacy & Luxury * Heart of Woodstock w/ Hot Tub, vacation rental in Woodstock
Privacy & Luxury * Heart of Woodstock w/ Hot Tub, vacation rental in Woodstock
Privacy & Luxury * Heart of Woodstock w/ Hot Tub, vacation rental in Woodstock

Privacy & Luxury * Heart of Woodstock w/ Hot Tub

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Private entire home in center of Woodstock ~ Dogs welcome ~ Hot Tub, vacation rental in Woodstock
Private entire home in center of Woodstock ~ Dogs welcome ~ Hot Tub, vacation rental in Woodstock
Private entire home in center of Woodstock ~ Dogs welcome ~ Hot Tub, vacation rental in Woodstock

Private entire home in center of Woodstock ~ Dogs welcome ~ Hot Tub

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage, vacation rental in Woodstock
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage, vacation rental in Woodstock
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage, vacation rental in Woodstock

TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Beautiful & Spacious Woodstock Home w/ Pool, vacation rental in Woodstock
Beautiful & Spacious Woodstock Home w/ Pool, vacation rental in Woodstock
Beautiful & Spacious Woodstock Home w/ Pool, vacation rental in Woodstock

Beautiful & Spacious Woodstock Home w/ Pool

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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In the heart of Woodstock 2BR with Hot Tub and Wood Fireplace,, vacation rental in Woodstock
In the heart of Woodstock 2BR with Hot Tub and Wood Fireplace,, vacation rental in Woodstock
In the heart of Woodstock 2BR with Hot Tub and Wood Fireplace,, vacation rental in Woodstock

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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Woodstock mountainside retreat, nicest view in the Catskills!! RELAX!!!!, vacation rental in Woodstock
Woodstock mountainside retreat, nicest view in the Catskills!! RELAX!!!!, vacation rental in Woodstock
Woodstock mountainside retreat, nicest view in the Catskills!! RELAX!!!!, vacation rental in Woodstock

Woodstock mountainside retreat, nicest view in the Catskills!! RELAX!!!!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Updated/Pet-Friendly Cabin By Hikes and Woodstock!, vacation rental in Woodstock
Updated/Pet-Friendly Cabin By Hikes and Woodstock!, vacation rental in Woodstock
Updated/Pet-Friendly Cabin By Hikes and Woodstock!, vacation rental in Woodstock

Updated/Pet-Friendly Cabin By Hikes and Woodstock!

Rental Home
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps, Kid friendly
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Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock, vacation rental in Woodstock
Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock, vacation rental in Woodstock
Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock, vacation rental in Woodstock

Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Charming Artists Cottage, vacation rental in Woodstock
Charming Artists Cottage, vacation rental in Woodstock
Charming Artists Cottage, vacation rental in Woodstock

Charming Artists Cottage

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
More info
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Modern Cottage w/ Amazing Views & Hot Tub, vacation rental in Woodstock
Modern Cottage w/ Amazing Views & Hot Tub, vacation rental in Woodstock
Modern Cottage w/ Amazing Views & Hot Tub, vacation rental in Woodstock

Modern Cottage w/ Amazing Views & Hot Tub

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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Bearsville Barn: Featured in Vogue -  Renovated Barn w/ 30 ft Ceilings and, vacation rental in Woodstock
Bearsville Barn: Featured in Vogue -  Renovated Barn w/ 30 ft Ceilings and, vacation rental in Woodstock
Bearsville Barn: Featured in Vogue -  Renovated Barn w/ 30 ft Ceilings and, vacation rental in Woodstock

Bearsville Barn: Featured in Vogue - Renovated Barn w/ 30 ft Ceilings and

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Gracious Woodstock Retreat -Walking Distance to Town, vacation rental in Woodstock
Gracious Woodstock Retreat -Walking Distance to Town, vacation rental in Woodstock
Gracious Woodstock Retreat -Walking Distance to Town, vacation rental in Woodstock

Gracious Woodstock Retreat -Walking Distance to Town

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Beautiful Woodstock Mountain House with Hot Tub and Ping Pong, vacation rental in Woodstock
Beautiful Woodstock Mountain House with Hot Tub and Ping Pong, vacation rental in Woodstock
Beautiful Woodstock Mountain House with Hot Tub and Ping Pong, vacation rental in Woodstock

Beautiful Woodstock Mountain House with Hot Tub and Ping Pong

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
More info
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Hotel Woodstock - Daisy Suite, vacation rental in Woodstock
Hotel Woodstock - Daisy Suite, vacation rental in Woodstock
Hotel Woodstock - Daisy Suite, vacation rental in Woodstock

Hotel Woodstock - Daisy Suite

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Kid friendly
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Private Home, Mins. to Woodstock, vacation rental in Woodstock
Private Home, Mins. to Woodstock, vacation rental in Woodstock
Private Home, Mins. to Woodstock, vacation rental in Woodstock

Private Home, Mins. to Woodstock

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Kid friendly
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Secluded Cabin with Hot Tub - 5 Miles to Woodstock, vacation rental in Woodstock
Secluded Cabin with Hot Tub - 5 Miles to Woodstock, vacation rental in Woodstock
Secluded Cabin with Hot Tub - 5 Miles to Woodstock, vacation rental in Woodstock

Secluded Cabin with Hot Tub - 5 Miles to Woodstock

Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi, vacation rental in Woodstock
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi, vacation rental in Woodstock
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi, vacation rental in Woodstock

ADORABLE 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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Pet Friendly Cabin Doh-Ray up  * 1500 ft, vacation rental in Woodstock
Pet Friendly Cabin Doh-Ray up  * 1500 ft, vacation rental in Woodstock
Pet Friendly Cabin Doh-Ray up  * 1500 ft, vacation rental in Woodstock

Pet Friendly Cabin Doh-Ray up * 1500 ft

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Kid friendly
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Brookside Retreat: Streamside Patio, Fireplace, Writer's Studio, Walk to Villag, vacation rental in Woodstock
Brookside Retreat: Streamside Patio, Fireplace, Writer's Studio, Walk to Villag, vacation rental in Woodstock
Brookside Retreat: Streamside Patio, Fireplace, Writer's Studio, Walk to Villag, vacation rental in Woodstock

Brookside Retreat: Streamside Patio, Fireplace, Writer's Studio, Walk to Villag

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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JUST LISTED! Romance +history +luxury +privacy in heart of village = Maple House, vacation rental in Woodstock
JUST LISTED! Romance +history +luxury +privacy in heart of village = Maple House, vacation rental in Woodstock
JUST LISTED! Romance +history +luxury +privacy in heart of village = Maple House, vacation rental in Woodstock

JUST LISTED! Romance +history +luxury +privacy in heart of village = Maple House

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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Showing results 1-30 of 170