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Our top choices for Pound Ridge vacation homes

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.6 out of 10, Exceptional, (25 reviews)
"Very kind host very comfortable rooms"
United States
brendan o.
The price is AED 464
AED 971 total
includes taxes & fees
28 Jan - 29 Jan
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
9.8 out of 10, Exceptional, (12 reviews)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
The price is AED 612
AED 1,300 total
includes taxes & fees
26 Jan - 27 Jan
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

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,
Shelton
9.0 out of 10, Wonderful, (2 reviews)
"The house was very clean. Rudolph and his son were very personable and welcoming. Very much enjoyed our stay."
United States
Alex C.
The price is AED 441
AED 723 total
includes taxes & fees
26 Jan - 27 Jan
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,

Marine Theme - 4 BR - Backyard - Fire pit

Marine Theme - 4 BR - Backyard - Fire pit
North End
9.8 out of 10, Exceptional, (8 reviews)
"We were in town for a short stay and everything was very nice"
United States
Kevin B.
The price is AED 696
AED 1,656 total
includes taxes & fees
24 Feb - 25 Feb
Marine Theme - 4 BR - Backyard - Fire pit

Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
New Fairfield
10.0 out of 10, Exceptional, (18 reviews)
"Great location and condition. Roome enough for everyone."
United States
Christopher H.
The price is AED 575
AED 1,664 total
includes taxes & fees
26 Jan - 27 Jan
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

Bright Escape, Top-Rated Design, Fire pit, Near Beach

Bright Escape, Top-Rated Design, Fire pit, Near Beach
Fairfield
10.0 out of 10, Exceptional, (11 reviews)
"Great clean, kid-friendly house in just the location we wanted. Lots of thoughtful touches throughout the house that made our stay very comfortable. Would stay again!"
United States
Mary G.
The price is AED 632
AED 1,774 total
includes taxes & fees
26 Jan - 27 Jan
Bright Escape, Top-Rated Design, Fire pit, Near Beach

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
Waterside
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is AED 579
AED 1,209 total
includes taxes & fees
26 Jan - 27 Jan
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

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
Fairfield
10.0 out of 10, Exceptional, (26 reviews)
"Great family home. Location is perfect, close to everything yet private and quiet. "
United States
Margaret W.
The price is AED 657
AED 1,767 total
includes taxes & fees
27 Jan - 28 Jan
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC

"Country outside the city " 3 bedrooms 2 full bathrooms

"Country outside the city " 3 bedrooms 2 full bathrooms
Holmes
9.6 out of 10, Exceptional, (4 reviews)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is AED 740
AED 2,117 total
includes taxes & fees
26 Jan - 27 Jan
"Country outside the city " 3 bedrooms 2 full bathrooms

Country Retreat | Heated Saltwater Pool | BBQ | Fire Pit

Country Retreat | Heated Saltwater Pool | BBQ | Fire Pit
Redding
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful house, very clean, spacious and a great host!!!"
United States
Alejandro A.
The price is AED 702
AED 1,956 total
includes taxes & fees
26 Jan - 27 Jan
Country Retreat | Heated Saltwater Pool | BBQ | Fire Pit

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is AED 2,388
AED 4,032 total
includes taxes & fees
26 Jan - 27 Jan
Beechmont - Perfect for Family Retreat!

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
North End
9.6 out of 10, Exceptional, (7 reviews)
"Very clean house. set up very nicely, landlord was very responsive and helpful. perfect for what we needed "
United States
Nancy H.
The price is AED 2,865
AED 5,364 total
includes taxes & fees
27 Jan - 28 Jan
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Luxury NY Home with Free Parking

Luxury NY Home with Free Parking
4.0 star property
White Plains
8.0 out of 10, Very Good, (1 review)
"Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine. "
United States
Safiya
The price is AED 1,021
AED 1,642 total
includes taxes & fees
26 Jan - 27 Jan
Luxury NY Home with Free Parking

Centric property close to all the great things in the city

Centric property close to all the great things in the city
Brooklawn - St. Vincent
7.0 out of 10, Good, (14 reviews)
"The host is very attentive and check in was very easy. The issue we have with this property is the location which is not in the control of the host. The property was basic and clean. As another review states, if you know the neighborhood then you know what to expect. So, if someone does not know the neighborhood, check Google Earth to see more of the surrounding streets and buildings. In addition, the listing says "Parking on site" but the only parking was the street. We did not stay and found...
United States
Sarah M.
The price is AED 579
AED 1,092 total
includes taxes & fees
26 Jan - 27 Jan
Centric property close to all the great things in the city

Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
Historic District
10.0 out of 10, Exceptional, (10 reviews)
"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!"
United States
Nancy B.
The price is AED 760
AED 1,856 total
includes taxes & fees
5 Feb - 6 Feb
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

🌟 Fairfield Luxury Estate for Short or Mid Term Stays | 🏊 Pool | 🎾 Tennis | 🧖 Sauna

🌟 Fairfield Luxury Estate for Short or Mid Term Stays | 🏊 Pool | 🎾 Tennis | 🧖 Sauna
Tunxis Hill
10.0 out of 10, Exceptional, (1 review)
"The Host was welcoming and responsive to our inquiries!Our stay was wonderful! The property was spectacular and offered all the amenities we needed for a comfortable and enjoyable visit. "
United States
Patricia B.
The price is AED 3,810
AED 8,465 total
includes taxes & fees
5 Feb - 6 Feb
🌟 Fairfield Luxury Estate for Short or Mid Term Stays | 🏊 Pool | 🎾 Tennis | 🧖 Sauna

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...
West Side
9.4 out of 10, Exceptional, (6 reviews)
"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."
United States
Dave J.
The price is AED 746
AED 1,688 total
includes taxes & fees
27 Jan - 28 Jan
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

NEW 45 Wolden Rd Ossining NY 10562

NEW 45 Wolden Rd Ossining NY 10562
2.0 star property
Ossining
The price is AED 1,789
AED 3,833 total
includes taxes & fees
26 Jan - 27 Jan
NEW 45 Wolden Rd Ossining NY 10562

Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
Tunxis Hill
9.4 out of 10, Exceptional, (20 reviews)
"The house is very clean and spacious! Great location for what my party needed. The host is incredibly responsive and very helpful. Overall this was a fantastic stay and would recommend. "
United States
Emily K.
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

The B&W Haven 5BR Home with yard theater + Office

The B&W Haven 5BR Home with yard theater + Office
Brooklawn - St. Vincent
9.4 out of 10, Exceptional, (8 reviews)
"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."
United States
George M.
The price is AED 1,051
AED 2,469 total
includes taxes & fees
26 Jan - 27 Jan
The B&W Haven 5BR Home with yard theater + Office
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