Cottage vacation rentals in Sleepy Hollow
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Top-rated cottage rentals in Sleepy Hollow
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Sleepy Hollow cottage rentals
Cottage rentals with a hot tub
Cottage in Greenwood Lake
4.86 out of 5 average rating, 138 reviewsCozy Cottage | HotTub & Family Rm | 1H fr NYC
Feb 17 – 24
Cottage in Highland Lakes
4.97 out of 5 average rating, 267 reviewsThe Mountaintop Lakehouse that Time Forgot.
Oct 18 – 25
Cottage in Kerhonkson
4.84 out of 5 average rating, 140 reviewsGunks Cottage|Fire Pit|Pool|Near Minnewaska Park
Jul 20 – 27
Cottage in Kent
4.88 out of 5 average rating, 152 reviewsNEW - Hot Tub - Mohawk Mtn - Appalachian Trl
Oct 15 – 22
Cottage in Kerhonkson
4.84 out of 5 average rating, 252 reviewsStony Kill Ranch - Hot Tub and Waterfall Access
Aug 18 – 25
Cottage in Port Jefferson
4.8 out of 5 average rating, 264 reviewsThe Hilltop Harborview
Sep 15 – 22
Cottage in Monticello
4.98 out of 5 average rating, 108 reviewsRustic Chic hidden Gem in the southern Catskills.
May 15 – 22
Cottage in Kerhonkson
5.0 out of 5 average rating, 87 reviewsYe Little Wood | Cozy Forest Cottage with Hot Tub
Mar 17 – 24
Pet-friendly cottage rentals
Cottage in Newtown
4.92 out of 5 average rating, 163 reviewsPrivate and Serene home close to I-84 and shopping
Jan 4 – 11
Cottage in Kerhonkson
4.87 out of 5 average rating, 158 reviewsKerhonkson cottage in the woods with stream
May 30 – Jun 6
Cottage in Kerhonkson
4.91 out of 5 average rating, 379 reviewsHome Alone Woods
Jul 23 – 30
Cottage in Monticello
4.92 out of 5 average rating, 130 reviewsCozy Catskill Getaway Upstate NY - 5 min to casino
Jun 4 – 11
Cottage in Jefferson
4.95 out of 5 average rating, 304 reviewsLake Hopatcong Getaway Cabin
Jul 18 – 25
Cottage in Redding
4.93 out of 5 average rating, 231 reviewsCozy Cottage by the pond
Jun 14 – 21
Cottage in Rhinebeck
4.95 out of 5 average rating, 230 reviewsRidgetop 2 Br Cabin- Views, 130acre forest & falls
Sep 28 – Oct 5
Cottage in Bloomington
4.98 out of 5 average rating, 466 reviews'The Blue Jay Cottage' - Privacy With A View!
Jun 1 – 8
Private cottage rentals
Cottage in Rosendale
4.99 out of 5 average rating, 123 reviewsSweet Green Rosendale Cottage
Oct 7 – 14
Cottage in South Salem
4.96 out of 5 average rating, 113 reviewsSerene lake front cottage 1 hour from NYC
Aug 14 – 21
Cottage in Clintondale
4.93 out of 5 average rating, 167 reviewsThe cottage at Maple Ave - upstate mountain view
Mar 29 – Apr 5
Cottage in West Park
4.84 out of 5 average rating, 195 reviewsRustic, Sunny, Little Red Cottage in the Woods
Dec 26 – Jan 2
Cottage in Ulster Park
4.94 out of 5 average rating, 186 reviewsHidden Gem Cottage — cozy escape to play or WFH
Mar 18 – 25
Cottage in Goshen
4.98 out of 5 average rating, 103 reviewsCountry Cottage in Goshen
Aug 19 – 26
Cottage in Newburgh
4.88 out of 5 average rating, 187 reviewsCozy Lake Cottage
May 27 – Jun 3
Cottage in Vernon Township
4.86 out of 5 average rating, 125 reviewsDream Lakefront Home + Skiing near NYC
Mar 4 – 11
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