Holiday Homes in Greenwich

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Featured Holiday Homes in Greenwich and around

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

9.0 out of 10, Wonderful, (7)
"Perfect place to rest. Excellent service! "
The price is €216
includes taxes & fees
31 Jul - 1 Aug
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

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

10.0 out of 10, Exceptional, (44)
"Needed a place to stay with our dog while visiting our granddaughters in a nearby town."
Quaint duplex with private yard. Walk to beach, dining, & shopping!

Spacious 4-bedroom house in charming Rye with AC

The price is €397
includes taxes & fees
29 Jul - 30 Jul
Spacious 4-bedroom house in charming Rye with AC

St Julian's Place - Large updated Apt @ 40 Min NYC

10.0 out of 10, Exceptional, (35)
"This is the 3rd time we've stayed here. The apartment looks great and is convenient for us to visit family. We always enjoy staying here."
St Julian's Place - Large updated Apt @ 40 Min NYC

3-bedroom house in pleasant Norwalk with Pool, outdoor BBQ, and so much more

10.0 out of 10, Exceptional, (3)
"We enjoyed our stay. "
3-bedroom house in pleasant Norwalk with Pool, outdoor BBQ, and so much more

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

2.0 star property
9.8 out of 10, Exceptional, (11)
"Great location, quite dead end. Excellent value, we had a very comfortable stay.Walking distance to the station for Metro North into NYC. Great deli just around the corner. Responsive hosts, will gladly use again!! "
Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck

Near NYC ~ Fire pit, Game Room, Family Friendly, King Bed, Modern Luxury

9.6 out of 10, Exceptional, (12)
"Super close to Iona, quiet neighbkrhood. House is lerfect for family or friends to spend quality time together"
Near NYC ~ Fire pit, Game Room, Family Friendly, King Bed, Modern Luxury

Spacious 3b/3b Mediterranean in White Plains

9.8 out of 10, Exceptional, (11)
"Convenient location and wonderful property - spacious, well appointed, great communication with the hosts. Very appreciative!"
Spacious 3b/3b Mediterranean in White Plains

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

9.2 out of 10, Wonderful, (5)
"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

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. "
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, (39)
"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!

3 Mi to Downtown: Spacious White Plains Home

9.6 out of 10, Exceptional, (5)
3 Mi to Downtown: Spacious White Plains Home

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, (21)
"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
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 €824
includes taxes & fees
17 Aug - 18 Aug
Waterview House Walking Distance from Cove Beach

Stylish Beach Home near Stamford Downtown/Beach

10.0 out of 10, Exceptional, (20)
"Everything was great"
The price is €719
includes taxes & fees
2 Aug - 3 Aug
Stylish Beach Home near Stamford Downtown/Beach

The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace

8.6 out of 10, Excellent, (7)
"Overall it was a good stay for my work team."
The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace

Charm Colonial Walk to Town & Train · 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."
Charm Colonial Walk to Town & Train · Bike to 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