Cottage holiday rentals in Orange County
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Top-rated cottage rentals in Orange County
Guests agree: these cottages 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 cottage rentals in Orange County
Cottage rentals with a hot tub
Cottage in Monticello
4.75 out of 5 average rating, 12 reviewsCozy 3 Br Catskills Cottage Retreat w/hottub
26 May – 2 Jun
Cottage in Vernon Township
4.73 out of 5 average rating, 80 reviewsLuxe 10 guest Cottage Ski/Golf/Fire pit/Lakes/Hike
28 Nov – 5 Dec
Cottage in Matamoras
4.94 out of 5 average rating, 16 reviewsA Quaint Escape!
23–30 Sep
Cottage in Greenwood Lake
4.85 out of 5 average rating, 80 reviewsLake Cottage / Sauna, Hot Tub, Beach Access
23–30 Aug
Cottage in Montgomery
4.96 out of 5 average rating, 45 reviewsHudson Valley Home with Pool & Jacuzzi
24–31 Dec
Cottage in Greenwood Lake
4.96 out of 5 average rating, 74 reviewsCaptivating & Secluded Lake View Cottage w Hot Tub
10–17 Sep
Pet-friendly cottage rentals
Cottage in Pine Bush
4.95 out of 5 average rating, 63 reviewsModern BoHo 3BR Cottage Near by Hiking, Winery
18–25 Oct
Cottage in Middletown
4.94 out of 5 average rating, 48 reviewsHello Small Stone
26 Oct – 2 Nov
Cottage in West Milford
4.95 out of 5 average rating, 37 reviewsCharming Lake House 1 HR from NYC
30 Dec – 6 Jan
Cottage in Port Jervis
4.89 out of 5 average rating, 55 reviewsLake front house
24 Sep – 1 Oct
Cottage in Wurtsboro
4.9 out of 5 average rating, 21 reviewsCute Upstate Cottage - 90 Minutes from NYC!
27 Nov – 4 Dec
Cottage in Cornwall
5.0 out of 5 average rating, 32 reviewsCarriage House: Romantic Hideaway near West Point
17–24 Jul
Cottage in Warwick
4.95 out of 5 average rating, 78 reviewsMountain House Escape w/ Pool - 1 Hour from NYC
17–24 Nov
Cottage in Greenwood Lake
4.92 out of 5 average rating, 25 reviewsCozy 5 bedroom cottage with fireplace!
3–10 Oct
Private cottage rentals
Cottage in West Milford
4.89 out of 5 average rating, 18 reviewsNo big problems at this little house!
8–15 Sep
Cottage in Greenwood Lake
4.92 out of 5 average rating, 85 reviewsOasis on the water 1 hour from NYC
9–16 Sep
Cottage in Sparrow Bush
4.91 out of 5 average rating, 95 reviewsSerene Lakeside Oasis - 1.5 hrs from NYC Fast WiFi
23–30 Jun
Cottage in Matamoras
4.99 out of 5 average rating, 97 reviewsLazy River Cottage on the Delaware River
27 Feb – 6 Mar
Cottage in Newburgh
4.98 out of 5 average rating, 48 reviewsLakefront Getaway 1 Hr from NYC
16–23 Sep
Cottage in New Windsor
4.54 out of 5 average rating, 197 reviewsLake Front Property Sauna and Pool Near West Point
24 Feb – 3 Mar
Cottage in Forestburgh
4.89 out of 5 average rating, 133 reviewsLakefront cottage, ideal for writers
20–27 Jul
Cottage in Monroe
4.69 out of 5 average rating, 39 reviewsCreekside Paradise For Hikers.
13–20 Jun
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