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 Saugerties
4.94 out of 5 average rating, 65 reviewsPerfect Family Winter Retreat•Close to Ski•Firepit
Home in Hunter
4.67 out of 5 average rating, 61 reviewsHeated Indoor pool 5BR-3B close to hunter base
Home in Stanfordville
5 out of 5 average rating, 5 reviewsThe Round House w/ Heated Pool
Home in Woodstock
4.85 out of 5 average rating, 123 reviewsGorgeous Villa Mntn Views, salt H2O pool, hot tub!
Home in Lagrangeville
4.84 out of 5 average rating, 134 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Home in New Paltz
4.93 out of 5 average rating, 133 reviewsHarrison Field Holiday’s In The Hudson Valley
Home in Saugerties
4.96 out of 5 average rating, 161 reviewsLux 1800's renovated farmhouse w/hot tub+pool
Home in Wallkill
4.89 out of 5 average rating, 47 reviewsResort style house with saltwater inground pool
Weekly house rentals
Home in Mount Tremper
4.9 out of 5 average rating, 216 reviewsStunning Modern Barn minutes from Woodstock 21N195
Home in Wallkill
4.86 out of 5 average rating, 110 reviewsModern Upstate Gem Surrounded by Trees | Hot Tub
Home in Catskill
4.98 out of 5 average rating, 391 reviewsThe Martin House, Catskills
Home in Ancram
4.82 out of 5 average rating, 109 reviewsSecluded Post-And-Beam Retreat
Home in Stamford
4.96 out of 5 average rating, 119 reviewsMountain House Family Getaway!
Home in Mount Tremper
4.97 out of 5 average rating, 154 reviewsPerfect Abbey Road Retreat
Home in Margaretville
4.94 out of 5 average rating, 152 reviewsBelleayre GrandHouse 6 BRs w/Hot tub/Sauna/Game RM
Home in West Kill
4.94 out of 5 average rating, 119 reviewsCatskill Mountain Cabin Waterfall Retreat
Private house rentals
Home in Tannersville
4.98 out of 5 average rating, 40 reviewsHome in Tannersville-Secluded Large Luxe Cabin
Home in High Falls
5 out of 5 average rating, 219 reviewsMahali Petu - A Big Little House
Home in Newburgh
4.84 out of 5 average rating, 56 reviewsEntire Home (private pool), Event Friendly
Home in Stone Ridge
4.96 out of 5 average rating, 136 reviewsSecluded Oasis w/ Fire Place In Stone Ridge
Home in Ulster Park
4.88 out of 5 average rating, 221 reviewsEntire lake house to yourself. Great for groups
Home in Jewett
4.87 out of 5 average rating, 54 reviews2023 Cave mountain house -Hunter/Windham mountain
Home in Greenville
4.87 out of 5 average rating, 243 reviewsBeautiful Fall cabin, North Catskills/Greenville
Home in Craryville
4.92 out of 5 average rating, 110 reviewsThe Gatehouse at Raspberry Ridge
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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- Monthly Rentals Woodstock
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