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Search results; Over 1,000 places in Pound Ridge

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Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

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Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Guest favorite

Cottage in Pound Ridge

Cozy cottage in the village of Pound Ridge

Free cancellation

Sep 21 – 26

R19,419 ZAR for 5 nights

for 5 nights

4.97 out of 5 average rating, 59 reviews

Top guest favorite

Home in Pound Ridge

Private farm cottage +hiking

Free cancellation

Jul 19 – 24

R23,474 ZAR for 5 nights

for 5 nights

5.0 out of 5 average rating, 38 reviews

Guest favorite

Home in Pound Ridge

Chic Midcentury Retreat with Private Pond near NYC

3 beds

Jun 1 – 6

R53,349 ZAR for 5 nights

for 5 nights

4.95 out of 5 average rating, 22 reviews

Top guest favorite

Home in Pound Ridge

Peaceful Light-Filled Guesthouse 1 Hour From NYC

5 beds

Jul 27 – Aug 1

R76,567 ZAR for 5 nights

for 5 nights

5.0 out of 5 average rating, 162 reviews

Superhost

Cottage in Pound Ridge

Pound Ridge Paradise: Your Private Cottage Retreat

3 beds

Jun 1 – 6

R27,742 ZAR for 5 nights

for 5 nights

4.82 out of 5 average rating, 62 reviews

Guest favorite

Cabin in Pound Ridge

The Cottage on Maple Grove Farm

1 queen bed

Jun 1 – 6

R29,129 ZAR for 5 nights

for 5 nights

4.91 out of 5 average rating, 11 reviews

Superhost

Room in Pound Ridge

Stay with MartinHosting for 8 years,

Corner Queen with Blue Walls

Jul 6 – 11

R8,557 ZAR for 5 nights

for 5 nights

4.84 out of 5 average rating, 19 reviews

Top guest favorite

Guest suite in Wilton

Serene Pond Views charming private patio…

1 queen bed

Jun 1 – 6

R13,722 ZAR for 5 nights

for 5 nights

4.9 out of 5 average rating, 142 reviews

Guest suite in Mount Kisco

Spacious, private retreat 45 mins to NYC

Free cancellation

Jun 15 – 20

R21,852 ZAR for 5 nights

for 5 nights

4.99 out of 5 average rating, 81 reviews

Guest favorite

Room in Stamford

Stay with Mrs Bea

North Stamford Peaceful King Bdrm w/desk & walk-in

Jun 7 – 12

R8,323 ZAR for 5 nights

for 5 nights

5.0 out of 5 average rating, 14 reviews

Top guest favorite

Guest suite in Stamford

Retreat in North Stamford

Free cancellation

Jun 15 – 20

R14,191 ZAR for 5 nights

for 5 nights

4.96 out of 5 average rating, 73 reviews

Superhost

Home in Pound Ridge

1840Farmhouse, 65"OLED4k, firepit, 3x4ktvs, 3acres

Free cancellation

Aug 23 – 28

R28,767 ZAR for 5 nights

for 5 nights

4.86 out of 5 average rating, 49 reviews

Guest favorite

Cottage in South Salem

Private cottage in horse country &1 hour from NYC!

1 queen bed

Jun 1 – 6

R24,220 ZAR for 5 nights

for 5 nights

4.95 out of 5 average rating, 236 reviews

Top guest favorite

Guesthouse in South Salem

1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt

Free cancellation

Jul 1 – 6

R20,700 ZAR for 5 nights

for 5 nights

4.94 out of 5 average rating, 283 reviews

Guest suite in South Salem

Guest Suite in the Woods

1 king bed

Jun 9 – 14

R17,072 ZAR for 5 nights

for 5 nights

4.67 out of 5 average rating, 9 reviews

Guest favorite

Room in Stamford

Stay with EvelinHosting for 4 years,

Small private room in my home for one person only

Jun 28 – Jul 3

R6,039 ZAR for 5 nights

for 5 nights

4.91 out of 5 average rating, 150 reviews

Guest favorite

Guest suite in Wilton

Guest suite with private enter

Free cancellation

Jun 29 – Jul 4

R10,670 ZAR for 5 nights

for 5 nights

4.84 out of 5 average rating, 170 reviews

Room in Brewster

Stay with RE EndeavorsOrganic farm,

The Orchard Room on 127 Acres

Jan 5 – 10

R8,173 ZAR for 5 nights

for 5 nights

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