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Our top choices for Pound Ridge vacation homes

1. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.Greenwich
9.8 out of 10, Exceptional, (46 reviews)
The price is AED 630
AED 1,184 total
includes taxes & fees
15 Nov - 16 Nov

2. Gilded Age Luxury Surrounded by Nature
Gilded Age Luxury Surrounded by NatureCranbury
The price is AED 819
AED 1,487 total
includes taxes & fees
18 Nov - 19 Nov

3. Spacious Retreat with Game Room and Fire Pit
Spacious Retreat with Game Room and Fire PitWest Norwalk
8.6 out of 10, Excellent, (4 reviews)
The price is AED 1,299
AED 2,769 total
includes taxes & fees
18 Nov - 19 Nov

4. Gem by the water+ firepit and all fenced backyard
Gem by the water+ firepit and all fenced backyardWaterside
10.0 out of 10, Exceptional, (22 reviews)
The price is AED 824
AED 1,633 total
includes taxes & fees
17 Nov - 18 Nov

5. 3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ
3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQCranbury
8.8 out of 10, Excellent, (8 reviews)
The price is AED 1,084
AED 2,150 total
includes taxes & fees
19 Nov - 20 Nov

6. Spacious 3BR Townhome | Garage + Near Downtown
Spacious 3BR Townhome | Garage + Near DowntownWest Side
9.2 out of 10, Wonderful, (9 reviews)
The price is AED 1,010
AED 2,005 total
includes taxes & fees
16 Nov - 17 Nov

7. Spacious 3BR | Family + Work | Ample Parking
Spacious 3BR | Family + Work | Ample ParkingCove - East Side - Shippan
8.6 out of 10, Excellent, (9 reviews)
The price is AED 852
AED 1,707 total
includes taxes & fees
15 Nov - 16 Nov

8. Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport BorderHistoric District
10.0 out of 10, Exceptional, (16 reviews)
The price is AED 856
AED 2,215 total
includes taxes & fees
15 Nov - 16 Nov

9. Renovated Retreat with Heated Pool
Renovated Retreat with Heated PoolRedding
9.4 out of 10, Exceptional, (3 reviews)
The price is AED 1,101
AED 2,541 total
includes taxes & fees
18 Nov - 19 Nov

10. 5BR Water View Home, Sauna, Game Room, Fire Pit
5BR Water View Home, Sauna, Game Room, Fire PitCove - East Side - Shippan
9.4 out of 10, Exceptional, (32 reviews)
The price is AED 1,612
AED 3,184 total
includes taxes & fees
15 Nov - 16 Nov

11. Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views
Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic ViewsGreenwich
10.0 out of 10, Exceptional, (2 reviews)
The price is AED 5,135
AED 8,160 total
includes taxes & fees
18 Nov - 19 Nov

12. 5BR Beach Home w/ Fireplaces, Fire Pit & Game Room
5BR Beach Home w/ Fireplaces, Fire Pit & Game RoomCove - East Side - Shippan
10.0 out of 10, Exceptional, (27 reviews)
The price is AED 1,723
AED 3,527 total
includes taxes & fees
15 Nov - 16 Nov

13. Coastal 5BR: Billiards, Ping Pong, Fire Pit, Yard
Coastal 5BR: Billiards, Ping Pong, Fire Pit, YardCove - East Side - Shippan
9.6 out of 10, Exceptional, (27 reviews)
The price is AED 2,828
AED 4,869 total
includes taxes & fees
27 Nov - 28 Nov

14. Centric property close to all the great things in the city
Centric property close to all the great things in the cityBrooklawn - St. Vincent
6.8 out of 10, (18 reviews)
The price is AED 579
AED 939 total
includes taxes & fees
18 Nov - 19 Nov

15. 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
10.0 out of 10, Exceptional, (21 reviews)
The price is AED 691
AED 1,322 total
includes taxes & fees
18 Nov - 19 Nov

16. Private Single Fam, walk 2 train/ Theater- Dogs OK
Private Single Fam, walk 2 train/ Theater- Dogs OKGreenwich
The price is AED 910
AED 2,873 total
includes taxes & fees
2 Dec - 3 Dec

17. Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC trainFairfield
10.0 out of 10, Exceptional, (41 reviews)
The price is AED 734
AED 2,008 total
includes taxes & fees
15 Nov - 16 Nov

18. Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
Charming suite with patio, heating, WiFi, free parking in welcoming New RochelleNew Rochelle
10.0 out of 10, Exceptional, (14 reviews)
The price is AED 533
AED 1,139 total
includes taxes & fees
7 Dec - 8 Dec

19. Elite room stay
Elite room stayBridgeport
The price is AED 760
AED 1,205 total
includes taxes & fees
15 Nov - 16 Nov

20. Contemporary Cozy Cottage
Contemporary Cozy CottageLake Peekskill
9.8 out of 10, Exceptional, (43 reviews)
The price is AED 826
AED 1,420 total
includes taxes & fees
16 Nov - 17 Nov
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.
Learn more about Pound Ridge
Hikers discover miles of scenic trails through the Pound Ridge Reservation, where forest paths lead to peaceful streams and rocky outcroppings. Families gather at the Ward Pound Ridge Museum to explore local history before picnicking in the meadows nearby.













































































































































