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.
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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, 125 reviewsLakefront cottage-year round hot tub -The Lily Pad
22–29 Mar
Cottage in Kent
4.88 out of 5 average rating, 152 reviewsNEW - Hot Tub - Mohawk Mtn - Appalachian Trl
15–22 Oct
Cottage in Kingston
4.93 out of 5 average rating, 43 reviewsCharming Cottage in Kingston - License #002740
6–13 Apr
Cottage in Cold Spring
4.76 out of 5 average rating, 139 reviewsCozy Country Cottage Spa/Fireplace/Enclosed Yard
8–15 Sept
Cottage in Patterson
4.86 out of 5 average rating, 29 reviewsThe Silent Sun Cottage/Kayak/Lakefront/Hottub
13–20 Oct
Cottage in Hyde Park
5.0 out of 5 average rating, 52 reviewsPeaceful Hudson Valley Retreat with Hot Tub
21–28 May
Cottage in Red Hook
4.92 out of 5 average rating, 324 reviewsGoose Landing Cottage by the lake with NEW Hot Tub
12–19 Nov
Cottage in Red Hook
4.9 out of 5 average rating, 192 reviewsLAKE COTTAGE WITH HOT TUB - PAINTED TURTLE
12–19 Apr
Pet-friendly cottage rentals
Cottage in Pawling
5.0 out of 5 average rating, 33 reviewsCozy Cottage Getaway with Wood Burning Stove
30 Dec – 6 Jan
Cottage in Saugerties
4.97 out of 5 average rating, 96 reviewsCottage on the creek with wonderful waterfall view
7–14 Feb
Cottage in Rhinebeck
4.93 out of 5 average rating, 46 reviewsThe Treetops - Woodland Cottage Next to Omega
13–20 May
Cottage in Ulster Park
5.0 out of 5 average rating, 13 reviewsNestled in Hudson River nature park near Kingston
10–17 Aug
Cottage in Ancram
5.0 out of 5 average rating, 15 reviewsChic cottage w fireplace, 1-GB wifi, 5-acre woods
21–28 Dec
Cottage in Saugerties
5.0 out of 5 average rating, 3 reviewsCreekside Cottage Retreat: Light, Cozy, Getaway
3–10 Oct
Cottage in Pleasant Valley
5.0 out of 5 average rating, 11 reviewsRed House in the woods
9–16 May
Cottage in Red Hook
5.0 out of 5 average rating, 52 reviewsCreekside Cottage | The Fitz House Red Hook NY
22–29 Oct
Private cottage rentals
Cottage in Staatsburg
4.9 out of 5 average rating, 166 reviewsCharming Creek side Getaway 3.5 mi. from Omega
22–29 Sept
Cottage in Red Hook
4.98 out of 5 average rating, 211 reviewsCoZy Newly Renovated Cottage in Red Hook Village
10–17 Aug
Cottage in Tivoli
4.96 out of 5 average rating, 194 reviewsClausterhaus
3–8 Sept
Cottage in Kingston
4.92 out of 5 average rating, 128 reviewsModern, Lakeside Cottage
27 Dec – 3 Jan
Cottage in Rhinebeck
4.81 out of 5 average rating, 72 reviewsBlue Cottage in Rhinebeck
28 Feb – 7 Mar
Cottage in Pawling
5.0 out of 5 average rating, 62 reviewsTwin Lakes Designer A-frame Stone Cottage
23–30 Jan
Cottage in Clinton Corners
5.0 out of 5 average rating, 13 reviewsSun Bear Cottage: 3-Bdrm with Sauna
11–18 Aug
Cottage in Pawling
4.98 out of 5 average rating, 82 reviewsForest Acres Cottage: 10 min to AT/Empire St Trail
4–11 Jul
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