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Vacation Homes in Old Greenwich

Captain's Cottage - Cold Spring Harbor Water Views

Cold Spring Harbor
10.0 out of 10, Exceptional, (73)
"Location was perfect!"
United States
Linda J P.
The price is SAR 773
SAR 1,784 total
includes taxes & fees
8 Dec - 9 Dec
Captain's Cottage - Cold Spring Harbor Water Views

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

Greenwich
9.6 out of 10, Exceptional, (21)
"Perfect place to rest. Excellent service! "
Mexico
Lucymar
The price is SAR 422
SAR 925 total
includes taxes & fees
7 Dec - 8 Dec
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Waterside
10.0 out of 10, Exceptional, (8)
"Lovely little home in Stamford."
United States
Pat A.
The price is SAR 591
SAR 1,251 total
includes taxes & fees
4 Dec - 5 Dec
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Southeast Yonkers
8.2 out of 10, Very Good, (18)
"Great place great location"
United States
Daquan H.
The price is SAR 355
SAR 506 total
includes taxes & fees
14 Dec - 15 Dec
Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Huntington
10.0 out of 10, Exceptional, (5)
"Great space! Very clean & well appointed! If you forgot to pack it, it is probably there!"
United States
Patrick
The price is SAR 770
SAR 1,484 total
includes taxes & fees
1 Jan - 2 January 2026
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

45 Minutes from NYC, Entire House near Stamford Downtown,

Downtown Stamford
10.0 out of 10, Exceptional, (19)
"Our hosts were very attentive and responsive with communications. The house is lovely, clean, well stocked and in a great location. We thoroughly enjoyed our stay!"
United States
Megan P.
The price is SAR 713
SAR 1,535 total
includes taxes & fees
17 Dec - 18 Dec
45 Minutes from NYC, Entire House near Stamford Downtown,

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

West Side
9.4 out of 10, Exceptional, (6)
"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 SAR 923
SAR 1,940 total
includes taxes & fees
7 Dec - 8 Dec
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

Stylish Beach Home near Stamford Downtown/Beach

Cove - East Side - Shippan
10.0 out of 10, Exceptional, (23)
"A very nice house, with excellent service and an unbeatable location. We had a great time."
Mexico
Armando V.
The price is SAR 1,122
SAR 2,727 total
includes taxes & fees
11 Dec - 12 Dec
Stylish Beach Home near Stamford Downtown/Beach

Spacious 3 Bd Home Pet Friendly, Parking and Laundry

Cove - East Side - Shippan
9.4 out of 10, Exceptional, (3)
"We chose to stay here for a family event nearby. We found the property very clean and comfortable throughout our stay and would not hesitate to book it again. Although this trip wasn’t about adventuring elsewhere, we know it is convenient to many great places in Fairfield County, Connecticut, as well as New York."
United States
Ellen L.
The price is SAR 882
SAR 1,889 total
includes taxes & fees
16 Dec - 17 Dec
Spacious 3 Bd Home Pet Friendly, Parking and Laundry

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

2.0 star property
Norwalk
10.0 out of 10, Exceptional, (8)
"We were so pleased with the accommodations. The location is so quiet in a charming neighborhood. The home is well equipped with kitchen supplied and entertainment options. We were delighted to be able to barbecue. Claudia is very responsive and helpful."
Canada
nawab k.
The price is SAR 1,062
SAR 2,285 total
includes taxes & fees
21 Dec - 22 Dec
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

Foliage at Westchester Manor - Near Sleepy Hollow

2.0 star property
Ossining
The price is SAR 1,594
SAR 3,548 total
includes taxes & fees
8 Dec - 9 Dec
Foliage at Westchester Manor - Near Sleepy Hollow

Spacious 4-bedroom 2.5 bath colonial in Hicksville by Seema

Hicksville
10.0 out of 10, Exceptional, (1)
"Wonderful house for our family trip to Long Island, the perfect space for us and plenty of room for my littles to play. Rooms were spacious and comfortable and the house was clean! "
United States
Abigail F.
The price is SAR 901
SAR 1,605 total
includes taxes & fees
8 Dec - 9 Dec
Spacious 4-bedroom 2.5 bath colonial in Hicksville by Seema

Charming 3-bedroom modern family retreat!

Huntington
9.6 out of 10, Exceptional, (8)
"Great location & thoughtful amenities."
United States
Joshua
The price is SAR 1,189
SAR 1,787 total
includes taxes & fees
4 Dec - 5 Dec
Charming 3-bedroom modern family retreat!

New Beach Home near Stamford Downtown/Shippan

Cove - East Side - Shippan
10.0 out of 10, Exceptional, (22)
"Great stay!"
United States
Kyra S.
The price is SAR 1,250
SAR 3,137 total
includes taxes & fees
4 Dec - 5 Dec
New Beach Home near Stamford Downtown/Shippan

Comfortable 1 family home in Tuckahoe that's near train

Tuckahoe
Comfortable 1 family home in Tuckahoe that's near train

Family Home near NY Beach, Private Workspace by Zen Living

Glen Head
8.6 out of 10, Excellent, (7)
"Property was clean and had everything we needed for a quick weekend trip. Host was super quick to respond and checked in. "
United States
Jenna G.
The price is SAR 1,396
SAR 2,643 total
includes taxes & fees
27 Dec - 28 Dec
Family Home near NY Beach, Private Workspace by Zen Living

Abundant space with a full kitchen next to trails and golfing

2.0 star property
Old Bethpage
The price is SAR 1,032
SAR 1,286 total
includes taxes & fees
10 Dec - 11 Dec
Abundant space with a full kitchen next to trails and golfing

6 BR, 4 BA Mansion Close to the City

Getty Square
10.0 out of 10, Exceptional, (1)
"Awesome space, perfect for our fall getaway, close to NYC or small town shopping"
United States
Jennifer L.
The price is SAR 1,501
SAR 3,248 total
includes taxes & fees
4 Dec - 5 Dec
6 BR, 4 BA Mansion Close to the City

Bright Stylish Chic 4BR 4BA Home Pet Friendly!

North Stamford
10.0 out of 10, Exceptional, (105)
"Wonderful family home!Everything you need!Beautiful location!Great host!"
United States
Linda T.
The price is SAR 1,639
SAR 3,532 total
includes taxes & fees
14 Dec - 15 Dec
Bright Stylish Chic 4BR 4BA Home Pet Friendly!

Peaceful 5 Bedroom 3 Bathroom House - 30 min from NYC

Tuckahoe
9.4 out of 10, Exceptional, (8)
"Lots of sleeping and common space. Super easy to work with the owner."
United States
Dorian L.
Peaceful 5 Bedroom 3 Bathroom House - 30 min from NYC
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