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Our top choices for Old Greenwich vacation homes

1. Gem by the water+ firepit and all fenced backyard
Gem by the water+ firepit and all fenced backyardWaterside
10.0 out of 10, Exceptional, (21 reviews)
The price is AED 824
AED 1,640 total
includes taxes & fees
3 Nov - 4 Nov

2. 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 1,033
AED 2,042 total
includes taxes & fees
3 Nov - 4 Nov

3. 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 628
AED 1,226 total
includes taxes & fees
3 Nov - 4 Nov

4. Stamford Home | Family, Work and Plenty of Parking
Stamford Home | Family, Work and Plenty of ParkingCove - East Side - Shippan
8.6 out of 10, Excellent, (9 reviews)

5. 5BR Beach House, Game Room + Huge Backyard
5BR Beach House, Game Room + Huge BackyardCove - East Side - Shippan
10.0 out of 10, Exceptional, (26 reviews)
The price is AED 2,810
AED 5,067 total
includes taxes & fees
3 Nov - 4 Nov

6. 5BR Beach House, Water Views, Steps to Beach, Backyard
5BR Beach House, Water Views, Steps to Beach, BackyardCove - East Side - Shippan
9.4 out of 10, Exceptional, (32 reviews)
The price is AED 2,369
AED 4,242 total
includes taxes & fees
11 Nov - 12 Nov

7. 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 5,510
AED 8,621 total
includes taxes & fees
3 Nov - 4 Nov

8. Captain's Cottage - Cold Spring Harbor Water Views
Captain's Cottage - Cold Spring Harbor Water ViewsCold Spring Harbor
10.0 out of 10, Exceptional, (89 reviews)
The price is AED 1,084
AED 2,182 total
includes taxes & fees
8 Nov - 9 Nov

9. Nice Cozy Room By Empire City Casino And Cross County Shopping Center
Nice Cozy Room By Empire City Casino And Cross County Shopping CenterSoutheast Yonkers
7.8 out of 10, Good, (19 reviews)
The price is AED 347
AED 461 total
includes taxes & fees
3 Nov - 4 Nov

10. 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, (12 reviews)

11. Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Ultra-Modern Studio | Near Hospital & NYCIM | WiFiHuntington
10.0 out of 10, Exceptional, (5 reviews)
The price is AED 837
AED 1,494 total
includes taxes & fees
3 Nov - 4 Nov

12. Spacious Retreat with Game Room and Fire Pit
Spacious Retreat with Game Room and Fire PitWest Norwalk
9.4 out of 10, Exceptional, (3 reviews)
The price is AED 1,308
AED 2,767 total
includes taxes & fees
18 Nov - 19 Nov

13. 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 1,021
AED 2,427 total
includes taxes & fees
9 Nov - 10 Nov

14. Mansion in Greenwich with private lake and river
Mansion in Greenwich with private lake and riverGreenwich
9.8 out of 10, Exceptional, (6 reviews)

15. Gilded Age Luxury Surrounded by Nature
Gilded Age Luxury Surrounded by NatureCranbury
The price is AED 1,267
AED 2,020 total
includes taxes & fees
3 Nov - 4 Nov

16. Huntington Village 4BR Walkable Sleeps 8
Huntington Village 4BR Walkable Sleeps 8Huntington
10.0 out of 10, Exceptional, (5 reviews)
The price is AED 1,983
AED 3,349 total
includes taxes & fees
16 Nov - 17 Nov

17. Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington Village
Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington VillageHuntington
9.2 out of 10, Wonderful, (12 reviews)
The price is AED 1,587
AED 2,220 total
includes taxes & fees
9 Nov - 10 Nov

18. Newly Stunningly Updated 4-bedroom house in lovely Hicksville with WiFi, AC.
Newly Stunningly Updated 4-bedroom house in lovely Hicksville with WiFi, AC.Hicksville
9.6 out of 10, Exceptional, (4 reviews)
The price is AED 2,743
AED 4,637 total
includes taxes & fees
3 Nov - 4 Nov

19. The Victorian Blue 25min to NYC
The Victorian Blue 25min to NYCNorth Side
9.8 out of 10, Exceptional, (9 reviews)
The price is AED 2,098
AED 3,640 total
includes taxes & fees
8 Nov - 9 Nov

20. Spacious 4-bedroom house in charming Hicksville with AC
Spacious 4-bedroom house in charming Hicksville with ACDowntown Hicksville
10.0 out of 10, Exceptional, (4 reviews)
The price is AED 2,624
AED 4,491 total
includes taxes & fees
3 Nov - 4 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.
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Top Old Greenwich Hotel Reviews

Ardsley Acres Hotel Westchester
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