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Search results; Over 1,000 homes in Poughkeepsie

Guest favourite
Home in Poughkeepsie
Charming home near Walkway Over The HUDSON
2 bedrooms, 2 beds, 2 private bathrooms
13–18 Sept
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4.94 out of 5 average rating, 420 reviews
Guest favourite
Apartment in Poughkeepsie
Spacious and stylish entire one bedroom apartment.
1 bedroom, 2 beds, 1 bathroom
10–15 Sept
4.97 out of 5 average rating, 386 reviews
Top guest favourite
Room in Poughkeepsie
Hudson Pond · Garden Queen Suite · GF Breakfast
1 queen bed, 1 bathroom
30 Oct – 4 Nov
4.99 out of 5 average rating, 173 reviews
Top guest favourite
Home in Poughkeepsie
The Hudson Valley Hideaway
1 bedroom, 1 queen bed, 1 bathroom
7–12 Sept
4.97 out of 5 average rating, 38 reviews
Top guest favourite
Home in Poughkeepsie
Charming 3 Bedroom Home - Near Vassar, Marist
3 bedrooms, 3 beds, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 86 reviews
Top guest favourite
Home in Poughkeepsie
Washington Wonder Big 4bd/2b
4 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
4.96 out of 5 average rating, 82 reviews
Top guest favourite
Home in Hyde Park
Beautiful 3 bedroom home with Hudson River views
3 bedrooms, 4 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Milton
Cozy Escape with Stunning Hudson River Views
4 bedrooms, 4 beds, 2.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Room in Hyde Park
Cozy Suite in the Heart of Hyde Park
1 queen bed, 1 bathroom
17–22 Sept
5.0 out of 5 average rating, 217 reviews
Top guest favourite
Cottage in Hyde Park
Cozy Historic Hyde Park Cottage - Near CIA & River
3 bedrooms, 3 beds, 1.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Flat in Wappingers Falls
Village Center Duplex
2 bedrooms, 2 king beds, 1 bathroom
16–21 Sept
4.88 out of 5 average rating, 95 reviews
Top guest favourite
Home in Hyde Park
Charming Hyde Park Retreat|Minutes from Vanderbilt
3 bedrooms, 3 queen beds, 1.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Guest suite in Marlboro
Spacious & Private Hudson Valley Getaway
1 bedroom, 1 queen bed, 1 bathroom
11–16 Oct
4.96 out of 5 average rating, 545 reviews
Top guest favourite
Guest suite in Poughkeepsie
Beautiful 2+ BR Unit Next to Vassar!
2 bedrooms, 4 beds, 1 bathroom
11–16 Sept
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Cottage in Clintondale
The cottage at Maple Ave - upstate mountain view
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 280 reviews
Guest favourite
Room in Poughkeepsie
Walk to Marist | Cozy Private Room
1 double bed, 1 bathroom
20–25 Dec
5.0 out of 5 average rating, 13 reviews
Guest favourite
Flat in Beacon
Trailhead 1BR Next to Hiking on Beacon Mt
1 bedroom, 1 bed, 1 bathroom
8–13 Nov
4.93 out of 5 average rating, 68 reviews
Top guest favourite
Home in Ulster Park
Old Post Cabin
3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 26 reviews
Guest favourite
Shared room in Poughkeepsie
Tiny space double bed corner privacy screen #6
1 bedroom, 1 bed, 2 shared bathrooms
6–11 Sept
5.0 out of 5 average rating, 33 reviews