House holiday rentals in Woodstock
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Top-rated house rentals in Woodstock
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Woodstock house rentals
House rentals with a pool
Home in Woodstock
4.89 out of 5 average rating, 157 reviewsThe Shula | Farmhouse | Fire pit, Hot tub, Pool
Home in Mount Tremper
4.93 out of 5 average rating, 200 reviewsZen, Modern, Glass - Indoors meets Outdoors
Home in New Paltz
4.98 out of 5 average rating, 468 reviewsmidcentury mod fireplace walk 2 hiking trl/village
Home in Woodstock
4.85 out of 5 average rating, 204 reviewsWoodstock Retreat Fireplaces/Private/4 mins 2 town
Home in Rhinebeck
4.87 out of 5 average rating, 116 reviews4Br Mountain Brook House on 130 acres w/ trails
Home in Woodstock
4.85 out of 5 average rating, 121 reviewsGorgeous Villa Mntn Views, salt H2O pool, hot tub!
Home in Woodstock
4.92 out of 5 average rating, 238 reviewsLittle owl Japanese teahouse: pool and tennis
Home in Saugerties
4.95 out of 5 average rating, 107 reviewsMODERN FARMHOUSE in the WOODS
Weekly house rentals
Home in Kingston
4.95 out of 5 average rating, 166 reviewsSecluded Scandinavian 3BR w/ workspace & fireplace
Home in Saugerties
4.96 out of 5 average rating, 194 reviewsRetro-Chic Cabin in Woodstock - Sauna
Home in Saugerties
4.97 out of 5 average rating, 288 reviewsCreekside Cottage
Home in Woodstock
4.84 out of 5 average rating, 232 reviewsThe Tinker Street Retreat!
Home in Woodstock
5 out of 5 average rating, 136 reviewsWhispering Pines: Secluded Retreat near town
Home in Saugerties
4.98 out of 5 average rating, 127 reviewsThe Stone House
Home in Saugerties
4.98 out of 5 average rating, 103 reviewsHudson Valley Evergreen Treehouse
Home in Kingston
4.96 out of 5 average rating, 287 reviewsCountry Elegance with Beautiful Catskill Mt. Views
Private house rentals
Home in Saugerties
4.98 out of 5 average rating, 153 reviewsChic & eclectic retreat at Woodstock/Saugerties!
Home in Woodstock
4.97 out of 5 average rating, 157 reviewsWoodstock Retreat -walk to town
Home in Saugerties
4.93 out of 5 average rating, 135 reviewsUpstate Waterfront Saugerties Retreat-Near HITS
Home in Mount Tremper
4.98 out of 5 average rating, 128 reviewsScenic Waterfront • Near Spa • Breweries • Dining
Home in Germantown
4.96 out of 5 average rating, 297 reviewsModern Country Cottage, Views, Trails, Fireplace!
Home in Kerhonkson
4.95 out of 5 average rating, 281 reviewsArchitect's Hudson Valley Home in the Woods
Home in Saugerties
4.95 out of 5 average rating, 147 reviewsConvenient Cottage
Home in Germantown
4.95 out of 5 average rating, 398 reviewsAirbnb Magazine Featured Gorgeous Swedish Barn
Quick stats about house rentals in Woodstock
Total rentals
120 properties
Total number of reviews
11K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Destinations to explore
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