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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 private bathrooms

7–12 Sept

$5,591 SGD for 5 nights

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5.0 out of 5 average rating, 185 reviews

Top guest favourite

Home in Pound Ridge

Chic Midcentury Retreat with Private Pond near NYC

4 bedrooms, 3 beds, 2 bathrooms

10–15 Aug

$3,753 SGD for 5 nights

4.97 out of 5 average rating, 33 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

$1,462 SGD for 5 nights

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

$2,450 SGD for 5 nights

4.89 out of 5 average rating, 70 reviews

Guest favourite

Home in Pound Ridge

Scandi forest home with heated pool

3 bedrooms, 4 beds, 2.5 bathrooms

17–22 Aug

$4,554 SGD for 5 nights

5.0 out of 5 average rating, 5 reviews

Guest favourite

Home in Pound Ridge

Secluded Modern Getaway-Seasonal heated pool

3 bedrooms, 3 beds, 3 bathrooms

8–13 Sept

$5,813 SGD for 5 nights

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

Guest favourite

Barn in Pound Ridge

Life Is Beautiful! Treetop Lux Barn In The Woods.

1 bedroom, 1 queen bed, 1 bathroom

5–10 Aug

$3,074 SGD for 5 nights

5.0 out of 5 average rating, 8 reviews

Guest favourite

Home in Pound Ridge

Over Sized Colonial in very private setting

6 bedrooms, 7 beds, 6.5 bathrooms

9–14 Aug

$6,187 SGD for 5 nights

4.81 out of 5 average rating, 43 reviews

Guest favourite

Flat in Stamford

Standalone Cottage surrounded by woods

1 bedroom, 2 beds, 1 bathroom

28 Sept – 3 Oct

$860 SGD for 5 nights

4.95 out of 5 average rating, 268 reviews

Top guest favourite

Home in Pound Ridge

Historic wooded 3BD 1 hour from NYC

3 bedrooms, 3 beds, 2.5 bathrooms

24 Feb – 1 Mar

$4,537 SGD for 5 nights

5.0 out of 5 average rating, 42 reviews

Top guest favourite

Guest suite in Stamford

Charming Retreat in North Stamford

1 queen bed, 1 bathroom

9–14 Oct

$778 SGD for 5 nights

4.95 out of 5 average rating, 161 reviews

Guest favourite

Home in Bedford

Bedford Paradise Getaway | Hot Tub | Town Center

3 bedrooms, 4 beds, 1 bathroom

23–28 Aug

4.92 out of 5 average rating, 116 reviews

Top guest favourite

Guest house in Bedford Hills

The Perch: Saltwater Pool Woodland Cottage Retreat

2 bedrooms, 3 beds, 1 bathroom

23–28 Aug

$5,702 SGD for 5 nights

5.0 out of 5 average rating, 91 reviews

Home in Danbury

Dreamy Waterfront Paradise 90 Mins from NYC

2 bedrooms, 2 beds, 2 bathrooms

25–30 Aug

$4,638 SGD for 5 nights

New place to stay

Top guest favourite

Cabin in Norwalk

Sunny French Cottage

1 bedroom, 1 bed, 1 bathroom

9–14 Aug

$1,173 SGD for 5 nights

4.94 out of 5 average rating, 121 reviews

Top guest favourite

Cottage in South Salem

Oscaleta Guest House: Lakefront Cabin

1 bedroom, 1 queen bed, 1 bathroom

22–27 Aug

Extended stay discount

5.0 out of 5 average rating, 136 reviews

Top guest favourite

Home in Wilton

Mid Century Modern Cottage

1 queen bed, 1 bathroom

12–17 Sept

$1,107 SGD for 5 nights

4.94 out of 5 average rating, 238 reviews

Top guest favourite

Guest suite in Mount Kisco

Spacious, private retreat 45 mins to NYC

1 bedroom, 3 beds, 1 bathroom

9–14 Aug

Free cancellation

4.98 out of 5 average rating, 142 reviews