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 Mongaup Valley
4.98 out of 5 average rating, 159 reviewsHot Tub, Playground, 3 Acres, and Much More!
Nov 19 – 26
Cottage in Woodstock
4.9 out of 5 average rating, 376 reviewsFamous Architect - Streamside Cottage w/ hot tub
Sep 27 – Oct 4
Cottage in Greenwood Lake
4.86 out of 5 average rating, 139 reviewsCozy Cottage | HotTub & Family Rm | 1H fr NYC
Dec 6 – 13
Cottage in Highland Lakes
4.97 out of 5 average rating, 268 reviewsThe Mountaintop Lakehouse that Time Forgot.
Dec 30 – Jan 6
Cottage in Kent
4.88 out of 5 average rating, 153 reviewsNEW - Hot Tub - Mohawk Mtn - Appalachian Trl
Mar 16 – 23
Cottage in Kerhonkson
4.84 out of 5 average rating, 141 reviewsGunks Cottage|Fire Pit|Pool|Near Minnewaska Park
Aug 26 – Sep 2
Cottage in Kerhonkson
4.84 out of 5 average rating, 252 reviewsStony Kill Ranch - Hot Tub and Waterfall Access
Sep 1 – 8
Cottage in West Hurley
4.94 out of 5 average rating, 251 reviewsWoodstock Carriage House HotTub FirePit Pool
Oct 9 – 16
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
Feb 6 – 13
Cottage in Kerhonkson
4.91 out of 5 average rating, 379 reviewsHome Alone Woods
Jul 31 – Aug 7
Cottage in Kerhonkson
4.89 out of 5 average rating, 448 reviewsMod Scandinavian! HudsonValley! Awesome locale!
Jul 19 – 26
Cottage in Milford
4.96 out of 5 average rating, 236 reviewsSpring Sale! Cozy Cottage | Walk to Beach | Pet
Oct 24 – 31
Cottage in Rhinebeck
4.95 out of 5 average rating, 233 reviewsRidgetop 2 Br Cabin- Views, 130acre forest & falls
Sep 20 – 27
Cottage in Redding
4.93 out of 5 average rating, 232 reviewsCozy Cottage by the pond
Jun 10 – 17
Cottage in Bloomington
4.98 out of 5 average rating, 469 reviews'The Blue Jay Cottage' - Privacy With A View!
Jul 11 – 18
Cottage in Jefferson
4.95 out of 5 average rating, 307 reviewsLake Hopatcong Getaway Cabin
Jul 18 – 25
Private cottage rentals
Cottage in Woodstock
4.99 out of 5 average rating, 277 reviewsGrapevine Cottage
Sep 15 – 22
Cottage in South Salem
4.96 out of 5 average rating, 113 reviewsSerene lake front cottage 1 hour from NYC
Oct 12 – 19
Cottage in Accord
4.88 out of 5 average rating, 216 reviewsSweet Cottage on a Farm Road
Cottage in Rhinebeck
4.99 out of 5 average rating, 121 reviewsFabulous Lemon Cottage in Rhinebeck, NY
Oct 23 – 30
Cottage in Parksville
4.97 out of 5 average rating, 240 reviewsRolling River Guest House ~ Cozy & Fun
Sep 15 – 22
Cottage in Vernon Township
4.86 out of 5 average rating, 125 reviewsDream Lakefront Home + Skiing near NYC
Nov 17 – 24
Cottage in New Paltz
4.99 out of 5 average rating, 517 reviewsStone House 1807. Comfort, Peace and Nature.
Feb 18 – 25
Cottage in Newburgh
4.87 out of 5 average rating, 188 reviewsCozy Lake Cottage
Jul 23 – 30
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- Family travel hub Tips and inspiration
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