A sailboat on a calm sea during sunset.

Holiday Homes in Greenwich

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Greenwich holiday homes

A dock with kayaks and a canoe, surrounded by trees and a calm lake.

1. 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)
"Nice stay"
United States
Christopher J.
The price is NZ$584
includes taxes & fees
11 Nov - 12 Nov
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
An outdoor seating area with a round table, a chair, and a hanging light fixture.

2. Gem by the water+ firepit and all fenced backyard

Gem by the water+ firepit and all fenced backyard
Waterside
10.0 out of 10, Exceptional, (21 reviews)
"Property was exactly what we needed for our stay"
United States
Christopher E.
The price is NZ$782
includes taxes & fees
9 Nov - 10 Nov
Gem by the water+ firepit and all fenced backyard
A modern living room with a white sofa, a glass coffee table, and a piano.

3. Spacious 3BR Townhome | Garage + Near Downtown

Spacious 3BR Townhome | Garage + Near Downtown
West Side
9.2 out of 10, Wonderful, (9 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 NZ$998
includes taxes & fees
11 Nov - 12 Nov
Spacious 3BR Townhome | Garage + Near Downtown
A living room with a sofa, armchair, ottoman, and coffee table.

4. Stamford Home | Family, Work and Plenty of Parking

Stamford Home | Family, Work and Plenty of Parking
Cove - East Side - Shippan
8.6 out of 10, Excellent, (9 reviews)
"the home was nice clean if in the area I would stay here again"
United States
james w.
The price is NZ$782
includes taxes & fees
11 Nov - 12 Nov
Stamford Home | Family, Work and Plenty of Parking
Open concept kitchen

5. 5BR Beach House, Game Room + Huge Backyard

5BR Beach House, Game Room + Huge Backyard
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (27 reviews)
"Very spacious and nicely decorated"
United States
Linda M.
5BR Beach House, Game Room + Huge Backyard
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a central island with stools.

6. 5BR Beach Home | Walk to Cove Beach + Private Yard

5BR Beach Home | Walk to Cove Beach + Private Yard
Cove - East Side - Shippan
9.6 out of 10, Exceptional, (27 reviews)
"The house was perfect! Plenty of bedding and the kitchen was well appointed. We were there for my fathers memorial and the living room provided a great space for us to connect and talk together. "
United States
Maury A.
The price is NZ$2,302
includes taxes & fees
27 Nov - 28 Nov
5BR Beach Home | Walk to Cove Beach + Private Yard
An outdoor patio with a fire pit, green chairs, and a table.

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

Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
New Rochelle
10.0 out of 10, Exceptional, (13 reviews)
"Host was very polite and helpful. Excellent condition VRBO."
United States
Drew C.
The price is NZ$550
includes taxes & fees
16 Nov - 17 Nov
Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
A square fire pit with flames, surrounded by a wooden deck, set against a backdrop of a lake and trees under a clear sky.

8. Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views

Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views
Greenwich
10.0 out of 10, Exceptional, (2 reviews)
"Great location on the lake which the kids loved. The hosts were very friendly and easy to communicate with. The addition of the outdoor grill was a big plus and we enjoyed many afternoons out on the deck. We would stay again."
United States
Nathan R.
The price is NZ$3,834
includes taxes & fees
10 Nov - 11 Nov
Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views
A modern kitchen with white cabinets, a marble island, and black bar stools.

9. Spacious Retreat with Game Room and Fire Pit

Spacious Retreat with Game Room and Fire Pit
West Norwalk
9.4 out of 10, Exceptional, (3 reviews)
"We had a wonderful stay."
United States
Linda S.
The price is NZ$1,196
includes taxes & fees
10 Nov - 11 Nov
Spacious Retreat with Game Room and Fire Pit
A modern outdoor patio with a seating area, a central table, and a large umbrella.

10. Mansion in Greenwich with private lake and river

Mansion in Greenwich with private lake and river
Greenwich
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful home. Exquisite decor and our kids enjoyed fishing right out back. Thoroughly enjoyed. "
United States
J.J. O.
The price is NZ$8,993
includes taxes & fees
14 Nov - 15 Nov
Mansion in Greenwich with private lake and river
A two-story house with a front porch, a chimney, and a well-maintained garden with a stone pathway leading to the entrance.

11. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is NZ$976
includes taxes & fees
8 Nov - 9 Nov
Gilded Age Luxury Surrounded by Nature
A bedroom with a large bed, a black sofa, a mirror, and a chandelier.

12. 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
8.0 out of 10, Very good, (20 reviews)
"Great location"
United States
Jordan S.
The price is NZ$207
includes taxes & fees
8 Nov - 9 Nov
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
A lakeside view with boats docked, surrounded by autumn-colored trees and houses.

13. 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, (89 reviews)
"Comfortable beds and close to good food"
United States
Stacey S.
The price is NZ$913
includes taxes & fees
16 Nov - 17 Nov
Captain's Cottage - Cold Spring Harbor Water Views
A hotel room with a bed, a desk, a chair, a microwave, a coffee maker, and a TV.

14. Cozy Studio by Hofstra University

Cozy Studio by Hofstra University
Uniondale
9.6 out of 10, Exceptional, (49 reviews)
"Great stay "
United States
Tyshieka R.
The price is NZ$290
includes taxes & fees
30 Nov - 1 Dec
Cozy Studio by Hofstra University
A modern kitchen with a marble island, bar stools, and a built-in oven.

15. Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Huntington
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful time for stay."
United States
Logan M.
The price is NZ$694
includes taxes & fees
8 Nov - 9 Nov
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
A modern living room with a fireplace, a television, and a dining area with chairs and a table.

16. Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Historic District
10.0 out of 10, Exceptional, (16 reviews)
"The property was very clean, host was excellent. The location is near restaurants, transportation, and grocery stores. Nice place to spend time with friends and family."
United States
Melissa H.
The price is NZ$1,059
includes taxes & fees
9 Nov - 10 Nov
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
A modern living room with a blue rocking chair, a wooden coffee table, and a vase with dried plants. There are two framed artworks on the wall and a wooden accent wall.

17. Cozy Home.

Cozy Home.
Hempstead
9.8 out of 10, Exceptional, (7 reviews)
"Clean basement apartment, comfy couch and easy check in."
United States
Gina O.
The price is NZ$499
includes taxes & fees
9 Nov - 10 Nov
Cozy Home.
A boardwalk with benches along a beach, buildings in the background, and a sunset sky.

18. It's a Loft on the Second floor. Mins away from UBS Arena, JFK Airport

It's a Loft on the Second floor. Mins away from UBS Arena, JFK Airport
Elmont
9.4 out of 10, Exceptional, (58 reviews)
"Farida was an excellent host. We enjoyed our stay when we visited NY."
United States
Jacob
The price is NZ$557
includes taxes & fees
9 Nov - 10 Nov
It's a Loft on the Second floor. Mins away from UBS Arena, JFK Airport
A swimming pool at night with blue lighting.

19. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (60 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
The price is NZ$245
includes taxes & fees
8 Nov - 9 Nov
Business or Weekend escape
A two-story house with a large front porch, a garage, and a well-maintained lawn.

20. The Victorian Blue 25min to NYC

The Victorian Blue 25min to NYC
North Side
9.8 out of 10, Exceptional, (9 reviews)
"Nice place very spacious and easy access to property. Clean and efficient"
United States
Sarah D.
The price is NZ$2,804
includes taxes & fees
13 Nov - 14 Nov
The Victorian Blue 25min to 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 Greenwich Hotel Reviews

Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC

Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC

10/10 Excellent
"Beutiful property! I would definitely keep this in mind for any trip around the Hudson valley area. Already recommended it to a few friends."
Christopher R. 2-night trip
Posted 15 hours ago
Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC

Find out more about Greenwich

Greenwich Holiday Homes information

Number of reviews
400
Accommodation
77 Holiday Homes
Lowest Price
NZ$207
Highest Price
NZ$8,993