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Our top choices for Old Greenwich 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 ¥17,245
¥37,679 total
includes taxes & fees
Jan 30 - Jan 31
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views
Cold Spring Harbor
10.0 out of 10, Exceptional, (74 reviews)
"The house is adorable and very clean. The beds are very comfortable.Everything was set up perfectly. The location and views are great. I would definitely stay here again. "
United States
Kerry P.
The price is ¥30,813
¥70,060 total
includes taxes & fees
Jan 29 - Jan 30
Captain's Cottage - Cold Spring Harbor Water Views

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

Nice Cozy Room By Empire City Casino And Cross County Shopping Center
Southeast Yonkers
8.2 out of 10, Very Good, (18 reviews)
"Great location"
United States
Jordan S.
The price is ¥14,415
¥20,568 total
includes taxes & fees
Jan 30 - Jan 31
Nice Cozy Room By Empire City Casino And Cross County Shopping Center

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 ¥24,025
¥50,205 total
includes taxes & fees
Feb 3 - Feb 4
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

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 ¥27,941
¥64,241 total
includes taxes & fees
Jan 29 - Jan 30
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Huntington
10.0 out of 10, Exceptional, (5 reviews)
"Very clean, modern and comfortable. Host was helpful and a great communicator. We will definitely stay again! "
United States
Tricia H.
The price is ¥31,271
¥60,299 total
includes taxes & fees
Feb 18 - Feb 19
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

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 ¥34,627
¥81,808 total
includes taxes & fees
Feb 12 - Feb 13
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

Luxury 3 BR Near NYC with Easy Parking

Luxury 3 BR Near NYC with Easy Parking
2.0 star property
Bryn Mawr
The price is ¥61,356
¥88,320 total
includes taxes & fees
Jan 29 - Jan 30
Luxury 3 BR Near NYC with Easy Parking

45 Minutes from NYC, Entire House near Stamford Downtown,

45 Minutes from NYC, Entire House near Stamford Downtown,
Downtown Stamford
10.0 out of 10, Exceptional, (21 reviews)
"The house was excellent in accomadations, cleanliness and location."
United States
Rene M.
The price is ¥32,418
¥65,916 total
includes taxes & fees
Feb 12 - Feb 13
45 Minutes from NYC, Entire House near Stamford Downtown,

New Beach Home near Stamford Downtown/Shippan

New Beach Home near Stamford Downtown/Shippan
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (22 reviews)
"Great stay!"
United States
Kyra S.
New Beach Home near Stamford Downtown/Shippan

Modern and spacious house close to NYC / Garden City

Modern and spacious house close to NYC / Garden City
Westbury
10.0 out of 10, Exceptional, (1 review)
"I had a wonderful stay at Nishant's home. Nishant was incredibly responsive, respectful, and helpful throughout my visit. The home was spotless, very comfortable, and easy to access, which made my stay even more enjoyable. I would highly recommend staying here for a pleasant and hassle-free experience."
United States
Rohan N.
The price is ¥54,228
¥98,333 total
includes taxes & fees
Feb 2 - Feb 3
Modern and spacious house close to NYC / Garden City

Cozy 1-bedroom house in beautiful Yonkers with AC

Cozy 1-bedroom house in beautiful Yonkers with AC
Lincoln Park
The price is ¥13,424
¥42,748 total
includes taxes & fees
Feb 4 - Feb 5
Cozy 1-bedroom house in beautiful Yonkers with AC

6 BR, 4 BA Mansion Close to the City

6 BR, 4 BA Mansion Close to the City
Getty Square
10.0 out of 10, Exceptional, (2 reviews)
"Great location and house"
United States
Megan T.
The price is ¥61,748
¥133,240 total
includes taxes & fees
Jan 29 - Jan 30
6 BR, 4 BA Mansion Close to the City

Waterfront Retreat Center for Health & Wellness

Waterfront Retreat Center for Health & Wellness
New Rochelle
9.8 out of 10, Exceptional, (67 reviews)
"House was perfect for our large family in town for our siblings birthday. Very comfortable and gorgeous location. It is a very unique place to stay and explained well in the description, so we knew what to expect. "
United States
john o.
The price is ¥185,336
¥336,027 total
includes taxes & fees
Feb 1 - Feb 2
Waterfront Retreat Center for Health & Wellness

Comfortable 1 family home in Tuckahoe that's near train

Comfortable 1 family home in Tuckahoe that's near train
Tuckahoe
The price is ¥59,491
¥106,353 total
includes taxes & fees
Jan 30 - Jan 31
Comfortable 1 family home in Tuckahoe that's near train

Private Country Getaway

Private Country Getaway
Bedford Hills
9.6 out of 10, Exceptional, (4 reviews)
"We had a busy and lovely weekend to attend and be part of my nieces wedding. The location was perfect and the property is beautiful. Kitchen was perfect for gathering in the morning and the great room was big and comfy for catching up! "
United States
Karin R.
The price is ¥76,270
¥188,579 total
includes taxes & fees
Feb 5 - Feb 6
Private Country Getaway

2-bedroom house in pleasant Glen Head with AC and charm

2-bedroom house in pleasant Glen Head with AC and charm
Glen Head
The price is ¥28,231
¥65,227 total
includes taxes & fees
Jan 29 - Jan 30
2-bedroom house in pleasant Glen Head with AC and charm

NEW 45 Wolden Rd Ossining NY 10562

NEW 45 Wolden Rd Ossining NY 10562
2.0 star property
Ossining
The price is ¥76,554
¥161,774 total
includes taxes & fees
Feb 23 - Feb 24
NEW 45 Wolden Rd Ossining NY 10562

3BR Prime Luxury near NYC w Arcade Room

3BR Prime Luxury near NYC w Arcade Room
2.0 star property
Southeast Yonkers
8.0 out of 10, Very Good, (1 review)
"We thought we rented the entire property, but was half of it. expect a lot of stairs. No bath tubs but two showers. some door knobs and locks need maintenance, but overall nice clean rooms."
United States
Anonymous traveler
The price is ¥37,982
¥62,170 total
includes taxes & fees
Feb 2 - Feb 3
3BR Prime Luxury near NYC w Arcade Room

Spacious 4-bedroom 2.5 bath colonial in Hicksville by Seema

Spacious 4-bedroom 2.5 bath colonial in Hicksville by Seema
Hicksville
9.2 out of 10, Wonderful, (5 reviews)
The price is ¥45,762
¥77,135 total
includes taxes & fees
Jan 29 - Jan 30
Spacious 4-bedroom 2.5 bath colonial in Hicksville by Seema
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

Find out more about Old Greenwich

Old Greenwich Vacation Homes information

Number of reviews
257
Accommodation
369 Vacation Homes
Lowest Price
¥20,568
Highest Price
¥336,027

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