Cottage holiday rentals in Dutchess County
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Top-rated cottage rentals in Dutchess County
Guests agree: these cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for cottage rentals in Dutchess County
Cottage rentals with a hot tub
Cottage in Red Hook
4.86 out of 5 average rating, 126 reviewsLakefront cottage-year round hot tub -The Lily Pad
11–18 Jun
Cottage in Kent
4.88 out of 5 average rating, 153 reviewsNEW - Hot Tub - Mohawk Mtn - Appalachian Trl
17–24 Mar
Cottage in Kingston
4.93 out of 5 average rating, 43 reviewsCharming Cottage in Kingston - License #002740
8–15 Jan
Cottage in Cold Spring
4.77 out of 5 average rating, 143 reviewsCozy Country Cottage Spa/Fireplace/Enclosed Yard
25 Mar – 1 Apr
Cottage in Hyde Park
5.0 out of 5 average rating, 53 reviewsPeaceful Hudson Valley Retreat with Hot Tub
6–13 Apr
Cottage in Pine Plains
5.0 out of 5 average rating, 4 reviewsEnchanting cottage in a beautiful oasis
15–22 Nov
Cottage in Red Hook
4.92 out of 5 average rating, 324 reviewsGoose Landing Cottage by the lake with NEW Hot Tub
25 Jul – 1 Aug
Cottage in Red Hook
4.9 out of 5 average rating, 192 reviewsLAKE COTTAGE WITH HOT TUB - PAINTED TURTLE
21–28 Oct
Pet-friendly cottage rentals
Cottage in Ulster Park
5.0 out of 5 average rating, 15 reviewsNestled in Hudson River nature park near Kingston
16–23 Sep
Cottage in Rhinebeck
4.93 out of 5 average rating, 46 reviewsThe Treetops - Woodland Cottage Next to Omega
16–23 May
Cottage in Pleasant Valley
5.0 out of 5 average rating, 11 reviewsRed House in the woods
17–24 Aug
Cottage in Saugerties
5.0 out of 5 average rating, 5 reviewsCreekside Cottage Retreat: Light, Cozy, Getaway
5–12 Oct
Cottage in Rhinebeck
4.87 out of 5 average rating, 60 reviewsThe Schoolhouse, Rhinebeck Perfection
11–18 Sep
Cottage in Red Hook
5.0 out of 5 average rating, 53 reviewsCreekside Cottage | The Fitz House Red Hook NY
30 Nov – 7 Dec
Cottage in Ancram
5.0 out of 5 average rating, 16 reviewsChic cottage w BBQ, media/games room, 5-acre woods
23–30 Dec
Cottage in Saugerties
4.97 out of 5 average rating, 98 reviewsCottage on the creek with wonderful waterfall view
7–14 Jan
Private cottage rentals
Cottage in Staatsburg
4.9 out of 5 average rating, 168 reviewsCharming Creek side Getaway 3.5 mi. from Omega
18–25 Jun
Cottage in Rhinebeck
4.97 out of 5 average rating, 100 reviewsExtra Large Rhinebeck Village Guest House
14–21 Nov
Cottage in Red Hook
4.98 out of 5 average rating, 213 reviewsCoZy Newly Renovated Cottage in Red Hook Village
19–26 Aug
Cottage in Tivoli
4.96 out of 5 average rating, 194 reviewsClausterhaus
18–23 Jun
Cottage in Kingston
4.92 out of 5 average rating, 128 reviewsModern, Lakeside Cottage
14–21 Mar
Cottage in Rhinebeck
4.81 out of 5 average rating, 72 reviewsBlue Cottage in Rhinebeck
10–17 Feb
Cottage in Clinton Corners
5.0 out of 5 average rating, 13 reviewsSun Bear Cottage: 3-Bdrm with Sauna
29 Apr – 6 May
Cottage in Pawling
5.0 out of 5 average rating, 64 reviewsTwin Lakes Designer A-frame Stone Cottage
27 Mar – 3 Apr
Destinations to explore
- Cottage rentals New York
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