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Search results; Over 1,000 homes in Pound Ridge

Top guest favourite
Home in Pound Ridge
Peaceful Light-Filled Guesthouse salt pool/sauna
3 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 187 reviews
Top guest favourite
Home in Pound Ridge
Chic Midcentury Retreat with Private Pond near NYC
4 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
4.97 out of 5 average rating, 34 reviews
Guest favourite
Cottage in Pound Ridge
Cozy cottage in the village of Pound Ridge
1 bedroom, 1 queen bed, 1 bathroom
16–21 Sept
4.96 out of 5 average rating, 79 reviews
Guest favourite
Home in Pound Ridge
1840Farmhouse, 65"OLED4k, firepit, 3x4ktvs, 3acres
2 bedrooms, 2 beds, 2 bathrooms
3–8 Oct
4.89 out of 5 average rating, 70 reviews
Guest favourite
Home in Pound Ridge
Secluded Modern Getaway-Seasonal heated pool
3 bedrooms, 3 beds, 3 bathrooms
4–9 Sept
4.77 out of 5 average rating, 13 reviews
Home in Pound Ridge
Luxury Renovated French Tutor Stone Estate w/pool
7 bedrooms, 7 beds, 3 bathrooms
1–6 Oct
New place to stay
Top guest favourite
Guest house in Bedford Hills
The Perch: Saltwater Pool Woodland Cottage Retreat
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 92 reviews
Top guest favourite
Home in Pound Ridge
Historic wooded 3BD 1 hour from NYC
3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Mar
5.0 out of 5 average rating, 43 reviews
Guest favourite
Home in Pound Ridge
Over Sized Colonial in very private setting
6 bedrooms, 7 beds, 6.5 bathrooms
16–21 Aug
4.81 out of 5 average rating, 43 reviews
Guest favourite
Barn in Pound Ridge
Life Is Beautiful! Treetop Lux Barn In The Woods.
1 bedroom, 1 queen bed, 1 bathroom
18–23 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Guest house in Bedford
Private Guest Studio
1 bed, 1 bathroom
22–27 Aug
4.92 out of 5 average rating, 233 reviews
Top guest favourite
Home in Pound Ridge
Private farm cottage +hiking
1 bedroom, 1 king bed, 1.5 bathrooms
9–14 Nov
5.0 out of 5 average rating, 59 reviews
Guest favourite
Cabin in Pound Ridge
The Cottage on Maple Grove Farm
1 bedroom, 1 queen bed, 1 bathroom
1–6 Oct
4.94 out of 5 average rating, 16 reviews
Guest favourite
Room in Pound Ridge
Corner Queen with Blue Walls
1 queen bed, 1 bathroom
1–6 Jan
4.88 out of 5 average rating, 24 reviews
Top guest favourite
Guest suite in Bedford
Sweet Suite in walkable historic Bedford Village
2 bedrooms, 2 beds, 1 bathroom
19–24 Sept
4.95 out of 5 average rating, 145 reviews
Superhost
Room in Pound Ridge
Short visits or year long place to stay in nature
1 double bed, 1 bathroom
20–25 Aug
4.83 out of 5 average rating, 23 reviews
Top guest favourite
Home in Wilton
Mid Century Modern Cottage
1 queen bed, 1 bathroom
22–27 Sept
4.94 out of 5 average rating, 238 reviews
Top guest favourite
Farm stay in Redding
Charming Historic Cottage in the Redwoods
3 bedrooms, 4 beds, 1 bathroom
29 Sept – 4 Oct
4.98 out of 5 average rating, 98 reviews