House holiday rentals in Poughkeepsie
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Top-rated house rentals in Poughkeepsie
Guests agree: these houses 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 house rentals in Poughkeepsie
House rentals with a pool
Home in Stamford
4.97 out of 5 average rating, 220 reviewsMidcentury Modern ZenHouse Sculptor Studio
10–17 Nov
Home in Cold Spring
4.95 out of 5 average rating, 152 reviewsCozy, Modern Retreat in the Woods of Cold Spring
22–29 Oct
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
26 Dec – 2 Jan
Home in Woodstock
4.98 out of 5 average rating, 101 reviewsWoodstock Historic Artist Estate- The Museum House
25 Jan – 1 Feb
Home in Cottekill
4.95 out of 5 average rating, 242 reviewsPeace & Privacy - High Falls (hot tub & salt pool)
22–29 Jul
Home in Rhinebeck
4.96 out of 5 average rating, 164 reviewsOn The Hill in Rhinebeck
30 Aug – 6 Sep
Home in Lagrangeville
4.84 out of 5 average rating, 120 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
27 Sep – 4 Oct
Home in Pound Ridge
5.0 out of 5 average rating, 126 reviewsPeaceful Light-Filled Guesthouse 1 Hour From NYC
14–21 Dec
Weekly house rentals
Home in Rhinebeck
4.91 out of 5 average rating, 255 reviewsArchitectural wonder in the woods
11–18 Jul
Home in Poughkeepsie
4.79 out of 5 average rating, 112 reviewsStylish, Mid-Century Designer Home
30 Nov – 7 Dec
Home in New Paltz
4.99 out of 5 average rating, 168 reviews1890 Modern Industrial Farmhouse*Views/Rail Trail*
20–27 Jun
Home in Verbank
4.98 out of 5 average rating, 155 reviewsThe Waterfall House
7–14 May
Home in Rhinebeck
4.92 out of 5 average rating, 170 reviews3Br Creekside Cottage on 130 acre forest w/ trails
11–18 Sep
Home in Rosendale
4.95 out of 5 average rating, 190 reviewsModern & Comfy Apt. Main St Rosendale
5–12 Sep
Home in Spring Glen
4.98 out of 5 average rating, 100 reviewsCreekside cottage on 65 acres
14–21 Jun
Home in Germantown
4.95 out of 5 average rating, 363 reviewsAirbnb Magazine Featured Gorgeous Swedish Barn
22–29 Sep
Private house rentals
Home in High Falls
4.85 out of 5 average rating, 155 reviewsHigh Falls Happy Home
4–11 Oct
Home in Danbury
4.99 out of 5 average rating, 336 reviewsBEAUTIFUL PRIVATE APARTMENT SUITE IN DANBURY CT!!
15–22 Nov
Home in Poughkeepsie
5.0 out of 5 average rating, 10 reviewsNewly Renovated Studio - In Heart of Poughkeepsie
31 Oct – 7 Nov
Home in Pleasant Valley
4.97 out of 5 average rating, 73 reviewsCozy Cape, Centrally Located
12–19 Nov
Home in Poughkeepsie
4.95 out of 5 average rating, 39 reviewsPoughkeepsie 3br home near Vassar college/hospital
4–11 Jan
Home in Hyde Park
4.96 out of 5 average rating, 76 reviewsCozy Historic Piersaull House - Charming & Quirky!
17–24 Mar
Home in Poughkeepsie
5.0 out of 5 average rating, 40 reviewsCharming 3 Bedroom Home - Near Vassar, Marist
5–12 Aug
Home in Hyde Park
5.0 out of 5 average rating, 65 reviewsThe Gatehouse in Historic Hyde Park
7–14 Nov
Quick stats about house rentals in Poughkeepsie
Total rentals
40 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
2.6K reviews
Nightly prices starting at
€ 37 before taxes and fees
Destinations to explore
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