Search Vacation Homes in Pound Ridge

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Oct 24 - Oct 26
In two weeks
Oct 31 - Nov 2
In one month
Nov 14 - Nov 16
In two months
Dec 12 - Dec 14

Vacation Homes in Pound Ridge

Property grounds
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
9.6 out of 10, Exceptional, (17)
"Perfect place to rest. Excellent service! "
$165 nightly
The price is $187
Oct 17 - Oct 18
Total with taxes and fees
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Interior
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
9.0 out of 10, Wonderful, (2)
"The house was very clean. Rudolph and his son were very personable and welcoming. Very much enjoyed our stay."
$174 nightly
The price is $197
Oct 19 - Oct 20
Total with taxes and fees
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Fridge, microwave, oven, stovetop
Marine Theme - 4 BR - Backyard - Fire pit
Marine Theme - 4 BR - Backyard - Fire pit
9.8 out of 10, Exceptional, (7)
"Had a great stay at Sarah’s place. She was very communicative and helpful before and during our stay. The house was nice and large - it was great having two living rooms for our large group. Convenient location close to many stores and sights!"
$393 nightly
The price is $445
Nov 4 - Nov 5
Total with taxes and fees
Marine Theme - 4 BR - Backyard - Fire pit
Fridge, microwave, oven, stovetop
Bright Escape, Top-Rated Design, Fire pit, Near Beach
Bright Escape, Top-Rated Design, Fire pit, Near Beach
10.0 out of 10, Exceptional, (9)
"Convenient to everything. Lovely place to stay."
$457 nightly
The price is $529
Oct 23 - Oct 24
Total with taxes and fees
Bright Escape, Top-Rated Design, Fire pit, Near Beach
Outdoor dining
Beechmont - Perfect for Family Retreat!
Beechmont - Perfect for Family Retreat!
5.0 star property
$916 nightly
The price is $1,054
Oct 20 - Oct 21
Total with taxes and fees
Beechmont - Perfect for Family Retreat!
Property grounds
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
10.0 out of 10, Exceptional, (5)
"Lovely little home in Stamford."
$294 nightly
The price is $332
Oct 23 - Oct 24
Total with taxes and fees
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Outdoor dining
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC
10.0 out of 10, Exceptional, (20)
"Great family home. Location is perfect, close to everything yet private and quiet. "
$469 nightly
The price is $535
Nov 12 - Nov 13
Total with taxes and fees
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC
3 bedrooms, iron/ironing board, travel crib, WiFi
"Country outside the city " 3 bedrooms 2 full bathrooms
"Country outside the city " 3 bedrooms 2 full bathrooms
2.0 star property
9.6 out of 10, Exceptional, (4)
"Great house! We had a fantastic weekend!! Thank you so much "
$539 nightly
The price is $610
Oct 27 - Oct 28
Total with taxes and fees
"Country outside the city " 3 bedrooms 2 full bathrooms
Fridge, oven, stovetop, coffee/tea maker
Centric property close to all the great things in the city
Centric property close to all the great things in the city
7.2 out of 10, Good, (13)
"This rental was great accommodation"
$263 nightly
The price is $297
Oct 19 - Oct 20
Total with taxes and fees
Centric property close to all the great things in the city
Fridge, microwave, oven, stovetop
Seaview Ave House-4BR/8PPL Retreat
Seaview Ave House-4BR/8PPL Retreat
9.8 out of 10, Exceptional, (11)
"Overall enjoyed the house and where it was located highly recommend "
$571 nightly
The price is $613
Oct 20 - Oct 21
Total with taxes and fees
Seaview Ave House-4BR/8PPL Retreat
TV, fireplace
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
9.8 out of 10, Exceptional, (12)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
$366 nightly
The price is $397
Nov 11 - Nov 12
Total with taxes and fees
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Smart TV, stereo
Charming Colonial for Events and Getaways! – Perfect for Family Retreat!
Charming Colonial for Events and Getaways! – Perfect for Family Retreat!
10.0 out of 10, Exceptional, (3)
"Very clean house. set up very nicely, landlord was very responsive and helpful. perfect for what we needed "
$1,190 nightly
The price is $1,351
Oct 20 - Oct 21
Total with taxes and fees
Charming Colonial for Events and Getaways! – Perfect for Family Retreat!
Outdoor dining
Updated, cozy single family in Fairfield County
Updated, cozy single family in Fairfield County
9.4 out of 10, Exceptional, (12)
"This location is great close to highway and mall."
$439 nightly
The price is $498
Oct 19 - Oct 20
Total with taxes and fees
Updated, cozy single family in Fairfield County
Smart TV, fireplace, books
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
10.0 out of 10, Exceptional, (13)
"The house worked very well for our family holiday. Very clean, had everything we needed "
$505 nightly
The price is $572
Oct 21 - Oct 22
Total with taxes and fees
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
Fridge, microwave, oven, stovetop
The B&W Haven 5BR Home with yard theater + Office
The B&W Haven 5BR Home with yard theater + Office
9.2 out of 10, Wonderful, (7)
"Host was very polite and communicated well throughout the stay. The property appears well maintained. There are window units but everyone was comfortable for the duration of our stay."
$593 nightly
The price is $672
Oct 19 - Oct 20
Total with taxes and fees
The B&W Haven 5BR Home with yard theater + Office
Outdoor dining
45 Minutes from NYC, Entire House near Stamford Downtown,
45 Minutes from NYC, Entire House near Stamford Downtown,
10.0 out of 10, Exceptional, (18)
"Very nice property. Owner was very nice and quickly answered any questions we had. Well stocked pantry and fridge!! We enjoyed our stay and property was very convenient and comfortable. "
$423 nightly
The price is $479
Nov 4 - Nov 5
Total with taxes and fees
45 Minutes from NYC, Entire House near Stamford Downtown,
5 bedrooms, desk, iron/ironing board, free WiFi
Modern + Spacious 5BR/2BA Home, Renovated Backyard
Modern + Spacious 5BR/2BA Home, Renovated Backyard
9.4 out of 10, Exceptional, (3)
"Used for family weekend at SHU. Convenient location and plenty of space for the whole family! "
$682 nightly
The price is $773
Oct 19 - Oct 20
Total with taxes and fees
Modern + Spacious 5BR/2BA Home, Renovated Backyard
Interior
🌟 Fairfield Luxury Estate | 7BR 8BA | 🏊 Heated Pool | 🎾 Tennis | 🧖 Sauna | Sleeps 16
🌟 Fairfield Luxury Estate | 7BR 8BA | 🏊 Heated Pool | 🎾 Tennis | 🧖 Sauna | Sleeps 16
$1,942 nightly
The price is $2,192
Oct 19 - Oct 20
Total with taxes and fees
🌟 Fairfield Luxury Estate | 7BR 8BA | 🏊 Heated Pool | 🎾 Tennis | 🧖 Sauna | Sleeps 16
Exterior
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
2.0 star property
10.0 out of 10, Exceptional, (7)
"Stayed with our adult children for a family wedding. Everyone enjoyed the spotless, attractive & appointed home with lovely king beds in all the rooms. It was a treat!Host was very attentive, would highly recommend!"
$514 nightly
The price is $582
Oct 27 - Oct 28
Total with taxes and fees
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
A heated pool
Country Retreat | Heated Saltwater Pool | BBQ | Fire Pit
Country Retreat | Heated Saltwater Pool | BBQ | Fire Pit
10.0 out of 10, Exceptional, (1)
"Beautiful house, very clean, spacious and a great host!!!"
$549 nightly
The price is $626
Oct 21 - Oct 22
Total with taxes and fees
Country Retreat | Heated Saltwater Pool | BBQ | Fire Pit
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pound Ridge Hotel Reviews

Amsterdam Hotel

Amsterdam Hotel

10/10 Excellent
"Good service. Friendly staff. Good location "
Elli 7-night trip
Posted 16 hours ago
Amsterdam Hotel

Find out more about Pound Ridge

Pound Ridge Vacation Homes information

Number of reviews
156
Accommodation
393 Vacation Homes
Lowest Price
$187
Highest Price
$2,192

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