Cottage holiday rentals in Sleepy Hollow
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Top-rated cottage rentals in Sleepy Hollow
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Holiday rentals for every style
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Popular amenities for cottage rentals in Sleepy Hollow
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
17–24 Nov
Cottage in Highland Lakes
4.97 out of 5 average rating, 269 reviewsThe Mountaintop Lakehouse that Time Forgot.
17–24 Mar
Cottage in Kerhonkson
4.85 out of 5 average rating, 142 reviewsGunks Cottage|Fire Pit|Pool|Near Minnewaska Park
15–22 Sept
Cottage in Kent
4.88 out of 5 average rating, 153 reviewsNEW - Hot Tub - Mohawk Mtn - Appalachian Trl
29 Sept – 6 Oct
Cottage in Kerhonkson
4.84 out of 5 average rating, 252 reviewsStony Kill Ranch - Hot Tub and Waterfall Access
1–8 Sept
Cottage in Monticello
4.98 out of 5 average rating, 109 reviewsRustic Chic hidden Gem in the southern Catskills.
11–18 Dec
Cottage in Kerhonkson
5.0 out of 5 average rating, 89 reviewsYe Little Wood | Cozy Forest Cottage with Hot Tub
12–19 Nov
Cottage in Danbury
4.92 out of 5 average rating, 72 reviewsThe Nugget: Sunlit Cottage with Hot Tub & Fire Pit
6–13 Sept
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
6–13 Oct
Cottage in Kerhonkson
4.91 out of 5 average rating, 379 reviewsHome Alone Woods
31 Jul – 7 Aug
Cottage in Kerhonkson
4.86 out of 5 average rating, 162 reviewsKerhonkson cottage in the woods with stream
8–13 Jun
Cottage in Kerhonkson
4.89 out of 5 average rating, 448 reviewsMod Scandinavian! HudsonValley! Awesome locale!
20–27 Jun
Cottage in Bloomington
4.98 out of 5 average rating, 469 reviews'The Blue Jay Cottage' - Privacy With A View!
6–13 Jul
Cottage in Redding
4.93 out of 5 average rating, 233 reviewsCozy Cottage by the pond
9–16 Jun
Cottage in Philipstown
4.99 out of 5 average rating, 179 reviewsModern Country Cottage by Bear Mountain
19–26 Dec
Cottage in Monroe
5.0 out of 5 average rating, 129 reviewsCozy Lake Cabin
11–18 Jul
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
22–29 Sept
Cottage in Clintondale
4.93 out of 5 average rating, 167 reviewsThe cottage at Maple Ave - upstate mountain view
9–16 Jul
Cottage in Newburgh
4.87 out of 5 average rating, 188 reviewsCozy Lake Cottage
6–13 Jul
Cottage in New Paltz
4.99 out of 5 average rating, 518 reviewsStone House 1807. Comfort, Peace and Nature.
6–13 Jan
Cottage in Tillson
4.99 out of 5 average rating, 107 reviewsCozy cottage with local art
22–29 Mar
Cottage in Danbury
4.97 out of 5 average rating, 113 reviewsFern Grove Cottage
17–24 Jul
Cottage in West Park
4.84 out of 5 average rating, 195 reviewsRustic, Sunny, Little Red Cottage in the Woods
30 Jan – 6 Feb
Destinations to explore
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