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Search results; 201 homes in Poughkeepsie

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Top guest favourite
Cabin in Poughkeepsie
Cedar Hill Cabin 2 Poughkeepsie
2 bedrooms, 5 beds, 1 private bathroom
17–22 Sept
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4.92 out of 5 average rating, 13 reviews
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Guest favourite
Cabin in Poughkeepsie
Cedar Hill Cabins - Cabin 1
2 bedrooms, 1 bathroom
21–26 Sept
4.92 out of 5 average rating, 12 reviews
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Top guest favourite
Home in Smithville
Cozy Home— 3.4 miles from Cherry Event Barn
3 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Cabin in Poughkeepsie
Flat Creek Cabin
2 bedrooms, 4 beds, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 62 reviews
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Guest favourite
Home in Evening Shade
The Lodge Near Strawberry River
3 bedrooms, 6 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 7 reviews
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Barn in Evening Shade
Graceful Woods Bardo
1 bedroom, 3 beds, 1 bathroom
20–25 Sept
New place to stay
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Guest favourite
Home in Poughkeepsie
Strawberry River Lodge | Sandbar & Float
5 bedrooms, 5 beds, 3 bathrooms
17–22 Sept
5.0 out of 5 average rating, 5 reviews
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Home in Strawberry
Downtime at the creek
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
New place to stay
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Guest favourite
Home in Lynn
The Governor’s Lodge
3 bedrooms, 4 beds, 2 bathrooms
16–21 Oct
4.72 out of 5 average rating, 18 reviews
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Guest favourite
Bungalow in Ash Flat
21 Sharp Street Retreat
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.94 out of 5 average rating, 69 reviews
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Top guest favourite
Cabin in Hardy
Cabin at the Creek
1 bedroom, 1 double bed, 1 bathroom
27 Sept – 2 Oct
4.98 out of 5 average rating, 40 reviews
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Guest favourite
Home in Cherokee Village
Perkins/Madden Relaxation
2 bedrooms, 7 single beds, 1 bathroom
17–22 Sept
4.86 out of 5 average rating, 49 reviews
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Guest favourite
Home in Cherokee Village
Lakeside Terrace Lodge: Dog-Friendly with Hot Tub
2 bedrooms, 4 beds, 1 bathroom
20–25 Sept
4.85 out of 5 average rating, 60 reviews
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Guest favourite
Cabin in Hardy
Kayaks - Lakefront Home - Kiwanie Lodge East
2 bedrooms, 3 beds, 2 bathrooms
22–27 Sept
4.89 out of 5 average rating, 75 reviews
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Guest favourite
Cabin in Hardy
Tranquil cabin w/AC, 2 natural creeks and WIFI
2 bedrooms, 4 beds, 1 bathroom
20–25 Sept
4.78 out of 5 average rating, 18 reviews
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Guest favourite
Cabin in Cherokee Village
Hillside Haven secluded vintage cabin with hot tub
2 bedrooms, 3 beds, 1 bathroom
19–24 Sept
4.98 out of 5 average rating, 314 reviews
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Guest favourite
Cabin in Williford
Bertucci’s Country Cabin
1 bedroom, 2 beds, 1 bathroom
29 Sept – 4 Oct
4.91 out of 5 average rating, 218 reviews
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Guest favourite
Home in Cherokee Village
7 Lakes Cottage~4 kayaks, 2 fire pits, 1 deck
2 bedrooms, 5 beds, 1 bathroom
1–6 Oct
4.92 out of 5 average rating, 37 reviews
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Superhost
Cabin in Cherokee Village
Cherokee Village Cozy Cabin | Adventure Awaits
3 bedrooms, 3 beds, 1.5 bathrooms
22–27 Sept
4.7 out of 5 average rating, 177 reviews