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 Poughkeepsie house rentals
House rentals with a pool
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
22 – 29 Oct
Home in Cold Spring
4.95 out of 5 average rating, 152 reviewsCozy, Modern Retreat in the Woods of Cold Spring
21 – 28 Sept
Home in Woodstock
4.98 out of 5 average rating, 100 reviewsWoodstock Historic Artist Estate- The Museum House
27 Dec – 3 Jan
Home in Cottekill
4.95 out of 5 average rating, 242 reviewsPeace & Privacy - High Falls (hot tub & salt pool)
2 – 9 Oct
Home in Rhinebeck
4.96 out of 5 average rating, 164 reviewsOn The Hill in Rhinebeck
30 Aug – 6 Sept
Home in Pound Ridge
5.0 out of 5 average rating, 126 reviewsPeaceful Light-Filled Guesthouse 1 Hour From NYC
14 – 21 Dec
Home in New Paltz
4.93 out of 5 average rating, 121 reviewsHarrison Field Enquire For Heated Pool Bike 2 Town
15 – 22 Nov
Home in Lagrangeville
4.84 out of 5 average rating, 120 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
27 Sept – 4 Oct
Weekly house rentals
Home in Napanoch
5.0 out of 5 average rating, 159 reviewsCozy Home on the Hill (Welcome to the country!)
3 – 10 Oct
Home in Rhinebeck
4.91 out of 5 average rating, 255 reviewsArchitectural wonder in the woods
15 – 22 Oct
Home in Verbank
4.98 out of 5 average rating, 155 reviewsThe Waterfall House
9 – 16 Oct
Home in New Paltz
4.99 out of 5 average rating, 167 reviews1890 Modern Industrial Farmhouse*Views/Rail Trail*
24 June – 1 July
Home in Rosendale
4.95 out of 5 average rating, 190 reviewsModern & Comfy Apt. Main St Rosendale
9 – 16 Sept
Home in Rhinebeck
4.92 out of 5 average rating, 170 reviews3Br Creekside Cottage on 130 acre forest w/ trails
20 – 27 Oct
Home in Hyde Park
4.93 out of 5 average rating, 129 reviewsCozy hilltop cottage
14 – 21 Oct
Home in Kingston
4.96 out of 5 average rating, 259 reviewsCountry Elegance with Beautiful Catskill Mt. Views
13 – 20 July
Private house rentals
Home in High Falls
4.85 out of 5 average rating, 155 reviewsHigh Falls Happy Home
6 – 13 Apr
Home in Danbury
4.99 out of 5 average rating, 336 reviewsBEAUTIFUL PRIVATE APARTMENT SUITE IN DANBURY CT!!
4 – 11 Dec
Home in Spring Glen
4.98 out of 5 average rating, 100 reviewsCreekside cottage on 65 acres
14 – 21 June
Home in Poughkeepsie
5.0 out of 5 average rating, 10 reviewsNewly Renovated Studio - In Heart of Poughkeepsie
20 – 27 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!
14 – 21 Feb
Home in Pleasant Valley
4.97 out of 5 average rating, 73 reviewsCozy Cape, Centrally Located
2 – 9 Feb
Home in Poughkeepsie
5.0 out of 5 average rating, 40 reviewsCharming 3 Bedroom Home - Near Vassar, Marist
5 – 12 Aug
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
$61 AUD before taxes and fees
Destinations to explore
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