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Vacation Homes in Greenwich

Our top choices for Greenwich vacation homes

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

9.4 out of 10, Exceptional, (11)
"Perfect place to rest. Excellent service! "
The price is SAR 495
SAR 1,023 total
includes taxes & fees
29 Sep - 30 Sep
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Charming 2-bedroom house in fabulous Stamford with AC, WiFi

10.0 out of 10, Exceptional, (2)
"Lovely little home in Stamford."
The price is SAR 656
SAR 1,318 total
includes taxes & fees
24 Sep - 25 Sep
Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

2.0 star property
9.6 out of 10, Exceptional, (4)
"We had such a nice and peaceful stay! Shelton’s place was super clean, quiet, comfortable, and had everything we needed. Would definitely stay here again! "
Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

Spacious 4-bedroom house in charming Rye with AC

The price is SAR 750
SAR 1,699 total
includes taxes & fees
19 Sep - 20 Sep
Spacious 4-bedroom house in charming Rye with AC

Rye Colonial Walk to Town & Bike to Beach

10.0 out of 10, Exceptional, (5)
"The hosts were incredibly gracious. The house is in a beautiful neighborhood and an excellent location."
Rye Colonial Walk to Town & Bike to Beach

Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck

2.0 star property
9.8 out of 10, Exceptional, (12)
"Location and apartment were both wonderful. Short walk to train. Great hosts!"
Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck

Stylish downstairs apartment. Walk to town, train, & beach ferry!

10.0 out of 10, Exceptional, (22)
"This was one of the best places I’ve stayed. We stayed for 2 weeks. The house was extremely clean and the host was so accommodating if we needed anything. The neighborhood was quiet and peaceful."
Stylish downstairs apartment. Walk to town, train, & beach ferry!

Near NYC ~ Fire pit, Game Room, King Bed

9.6 out of 10, Exceptional, (14)
"Super close to Iona, quiet neighbkrhood. House is lerfect for family or friends to spend quality time together"
Near NYC ~ Fire pit, Game Room, King Bed

Luxury Home with Amazing Water Views - Perfect for an intimate family gathering

10.0 out of 10, Exceptional, (2)
"Great Property"
Luxury Home with Amazing Water Views - Perfect for an intimate family gathering

Stylish Beach Home near Stamford Downtown/Beach

10.0 out of 10, Exceptional, (22)
"Everything was great"
Stylish Beach Home near Stamford Downtown/Beach

P21018 - 2nd St @ Mamaroneck

10.0 out of 10, Exceptional, (1)
"We have a large family and this property was perfect for our visit! There’s enough sleeping space, 3 bathrooms and everything we needed to make our stay comfortable. We were centrally located enough to accomplish everything we wanted with ease. We traveled to the city, a game at MetLife, the beach, and a street event in White Plains!! The host was very responsive when we had an issue getting the AC to work and had it working within minutes. Triad Vacation Rentals was also extremely easy and...
P21018 - 2nd St @ Mamaroneck

New Beach Home near Stamford Downtown/Shippan

10.0 out of 10, Exceptional, (21)
"Great stay!"
New Beach Home near Stamford Downtown/Shippan

Quaint duplex with private yard. Walk to beach, dining, & shopping!

10.0 out of 10, Exceptional, (45)
"What a lovely house in such a great area of Greenwich! Clean home, sweet little back yard to enjoy the sunshine and birds, communicative host - will definitely come again next time we're in the area!"
Quaint duplex with private yard. Walk to beach, dining, & shopping!

Charming Greenwich Getaway - Minutes from MetroNorth Train to NYC

10.0 out of 10, Exceptional, (2)
"Overall stay was really nice. The house was very comfortable and very clean with all you need for a nice get away. We would stay here again without hesitation. "
The price is SAR 2,228
SAR 4,415 total
includes taxes & fees
30 Sep - 1 Oct
Charming Greenwich Getaway - Minutes from MetroNorth Train to NYC

Charming duplex with private yard. Close to the beach, dining & shopping!

9.8 out of 10, Exceptional, (40)
"Duplex unit was clean, as described and perfect for our stay visiting family in Rye. Lots of extra towels and nice welcoming snacks in the kitchen. Super convenient location. Will likely stay there again. "
Charming duplex with private yard. Close to the beach, dining & shopping!

Beautiful 5 bedroom Darien house with pool

Beautiful 5 bedroom Darien house with pool

Elegant Hideaway • Free Parking

Elegant Hideaway • Free Parking

GORGEOUS WATER FRONT HOUSE / HUGE GARDEN & SEA ACCESS

10.0 out of 10, Exceptional, (22)
"This house is amazing and location on a tributary to the Long Island sound is incredibly scenic. We'd absolutely stay again!"
GORGEOUS WATER FRONT HOUSE / HUGE GARDEN & SEA ACCESS

Luxury NY Home with Free Parking

4.0 star property
The price is SAR 1,614
SAR 2,217 total
includes taxes & fees
19 Sep - 20 Sep
Luxury NY Home with Free Parking

Waterview House Walking Distance from Cove Beach

9.0 out of 10, Wonderful, (20)
"Very communicative hosts. Spot was beautiful, and generally a very nice place to spend a weekend! "
The price is SAR 1,628
SAR 3,299 total
includes taxes & fees
24 Sep - 25 Sep
Waterview House Walking Distance from Cove Beach
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 Greenwich Hotel Reviews