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, 140 reviewsCozy Cottage | HotTub & Family Rm | 1H fr NYC
Nov 17 – 24
Cottage in Highland Lakes
4.97 out of 5 average rating, 268 reviewsThe Mountaintop Lakehouse that Time Forgot.
Mar 17 – 24
Cottage in Kerhonkson
4.85 out of 5 average rating, 142 reviewsGunks Cottage|Fire Pit|Pool|Near Minnewaska Park
Sep 15 – 22
Cottage in Kent
4.88 out of 5 average rating, 153 reviewsNEW - Hot Tub - Mohawk Mtn - Appalachian Trl
Sep 29 – Oct 6
Cottage in Kerhonkson
4.84 out of 5 average rating, 252 reviewsStony Kill Ranch - Hot Tub and Waterfall Access
Sep 1 – 8
Cottage in Monticello
4.98 out of 5 average rating, 109 reviewsRustic Chic hidden Gem in the southern Catskills.
Dec 11 – 18
Cottage in Kerhonkson
5.0 out of 5 average rating, 88 reviewsYe Little Wood | Cozy Forest Cottage with Hot Tub
Nov 12 – 19
Cottage in Danbury
4.92 out of 5 average rating, 72 reviewsThe Nugget: Sunlit Cottage with Hot Tub & Fire Pit
Sep 6 – 13
Pet-friendly cottage rentals
Cottage in Newtown
4.92 out of 5 average rating, 165 reviewsPrivate and Serene home close to I-84 and shopping
Oct 6 – 13
Cottage in Kerhonkson
4.91 out of 5 average rating, 379 reviewsHome Alone Woods
Jul 31 – Aug 7
Cottage in Kerhonkson
4.86 out of 5 average rating, 162 reviewsKerhonkson cottage in the woods with stream
Jun 8 – 13
Cottage in Kerhonkson
4.89 out of 5 average rating, 448 reviewsMod Scandinavian! HudsonValley! Awesome locale!
Jun 20 – 27
Cottage in Bloomington
4.98 out of 5 average rating, 469 reviews'The Blue Jay Cottage' - Privacy With A View!
Jul 6 – 13
Cottage in Redding
4.93 out of 5 average rating, 233 reviewsCozy Cottage by the pond
Jun 9 – 16
Cottage in Philipstown
4.99 out of 5 average rating, 179 reviewsModern Country Cottage by Bear Mountain
Dec 19 – 26
Cottage in Monroe
5.0 out of 5 average rating, 129 reviewsCozy Lake Cabin
Jul 11 – 18
Private cottage rentals
Cottage in Accord
4.88 out of 5 average rating, 216 reviewsSweet Cottage on a Farm Road
Cottage in Rosendale
4.99 out of 5 average rating, 123 reviewsSweet Green Rosendale Cottage
Sep 22 – 29
Cottage in Clintondale
4.93 out of 5 average rating, 167 reviewsThe cottage at Maple Ave - upstate mountain view
Jul 9 – 16
Cottage in Newburgh
4.87 out of 5 average rating, 188 reviewsCozy Lake Cottage
Jul 6 – 13
Cottage in New Paltz
4.99 out of 5 average rating, 518 reviewsStone House 1807. Comfort, Peace and Nature.
Jan 6 – 13
Cottage in Tillson
4.99 out of 5 average rating, 107 reviewsCozy cottage with local art
Mar 22 – 29
Cottage in Danbury
4.97 out of 5 average rating, 113 reviewsFern Grove Cottage
Jul 17 – 24
Cottage in West Park
4.84 out of 5 average rating, 195 reviewsRustic, Sunny, Little Red Cottage in the Woods
Jan 30 – Feb 6
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