Greenwich Vacation Rentals

Compare 303 available properties from 20 providers
Greenwich
Save up to 31%

Best vacation home deals in Greenwich

$775
from $534
-31%
4000 ft² House
10 5
Greenwich, Fairfield County, Connecticut, United States
Found on
VRBO
$1,281
from $890
-31%
3500 ft² House
12 4
Pound Ridge, Westchester County, New York, United States
Found on
VRBO
$1,111
from $822
-26%
3200 ft² House
20 7
Yorktown, Westchester County, New York, United States
Found on
VRBO

Discover a rental matching your needs among the 303 fantastic vacation rentals from different providers in Greenwich. Every one of the vacation rentals from the different providers are directly compared by our algorithm so you can save up to 31%.

Recommended vacation rentals in Greenwich

Rent a vacation accommodation in Greenwich: from $50 per night

from $426
House
6 4
Greenwich, Fairfield County, Connecticut, United States
4.0
"Very good" 1 review
Found on VRBO
from $97
House
2 1
Downtown, Stamford, Connecticut, United States
4.0
"Very good" 1 review
Found on VRBO
from $393
3800 ft² House
10 4
North Stamford, Stamford, Connecticut, United States
5.0
"Excellent" 29 reviews
Found on VRBO
from $165
Apartment
4 2
Armonk, North Castle, New York, United States
5.0
"Excellent" 1 review
Found on VRBO
from $100
420 ft² Apartment
3 1
Newfield - Westover - Turn of River, Stamford, Connecticut, United States
4.9
"Excellent" 8 reviews
Found on VRBO
from $400
Country living near Manhattan. Charming antique home on 4 acres of woods
7 4
Bedford, Westchester County, New York, United States
5.0
"Excellent" 1 review
Found on VRBO
from $142
House
4 1
Chappaqua, New Castle, New York, United States
5.0
"Excellent" 2 reviews
Found on VRBO
$549
from $407
-26%
House
5 3
Rowayton, Norwalk, Connecticut, United States
4.7
"Excellent" 3 reviews
Found on VRBO
See all offers

  Best dog-friendly rentals

from $436
House
6 3
Greenwich, Fairfield County, Connecticut, United States
4.9
"Excellent" 7 reviews
Found on VRBO
from $126
1000 ft² House
4 2
Newfield - Westover - Turn of River, Stamford, Connecticut, United States
4.9
"Excellent" 13 reviews
Found on VRBO
from $226
House
4 4
West Harrison, Harrison, New York, United States
4.4
"Outstanding" 617 reviews
Found on Booking.com
from $340
1250 ft² House
4 2
Greenwich, Fairfield County, Connecticut, United States
5.0
"Excellent" 1 review
Found on VRBO
See all offers

  Vacation rentals with a fireplace

from $1,080
House
10 5
Cove - East Side - Shippan, Stamford, Connecticut, United States
5.0
"Excellent" 6 reviews
Found on VRBO
from $418
3800 ft² House
10 4
Greenwich, Fairfield County, Connecticut, United States
4.8
"Excellent" 5 reviews
Found on VRBO
$775
from $534
-31%
4000 ft² House
10 5
Greenwich, Fairfield County, Connecticut, United States
5.0
"Excellent" 6 reviews
Found on VRBO
from $305
1190 ft² House
3 1
North Stamford, Stamford, Connecticut, United States
4.9
"Excellent" 6 reviews
Found on VRBO
See all offers

  Vacation homes with fishing spots nearby

from $467
1290 ft² House
5 3
Greenwich, Fairfield County, Connecticut, United States
5.0
"Excellent" 5 reviews
Found on VRBO
from $722
1400 ft² House
6 3
Greenwich, Fairfield County, Connecticut, United States
5.0
"Excellent" 5 reviews
Found on VRBO
$1,281
from $890
-31%
3500 ft² House
12 4
Pound Ridge, Westchester County, New York, United States
5.0
"Excellent" 1 review
Found on VRBO
$1,315
from $865
-34%
3500 ft² House
10 4
Mount Kisco, Westchester County, New York, United States
4.0
"Very good" 2 reviews
Found on VRBO
See all offers

Popular rental amenities in Greenwich

  • Internet (171)
  • Kitchen (166)
  • Parking (157)
  • AC (125)
  • TV (123)
  • No smoking (122)
  • Microwave (118)
  • Washer (108)
  • Dishwasher (90)
  • Yard (88)
  • Grill (85)
  • Pool (82)
Filters are conveniently available to help you in your search to find a great rental in Greenwich. Most of the properties in Greenwich include "TVs" or "internet," which makes it a great vacation spot if you never miss an episode of your favorite show or you need internet access during your vacation. Not as many vacation rentals in Greenwich are available if you want a rental with a sauna or if you enjoy soaking in the hot tub as "Jacuzzis" and "saunas" are not often available in Greenwich.

Price and Availability Index Greenwich

Vacation Rental Price Information in Greenwich

The graph shows the average rental prices for the next six months in Greenwich. The week with the highest average prices is in May (5/26 - 6/2). During this week, a night will cost on average $445. The week with the lowest average prices is in October (10/6 - 10/13).

Rental Availability Information in Greenwich

The availability graph shows the percentage of available rentals in Greenwich. The week with the lowest percentage of available accommodations is in June (6/23 - 6/30). December (12/29 - 1/5) has got the highest percentage of available rentals.

The weather in Greenwich

37°
23°
39°
25°
46°
30°
59°
41°
70°
52°
77°
61°
84°
68°
82°
64°
77°
57°
64°
48°
52°
36°
45°
32°
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Above are the weather conditions for Greenwich. During July, maximum temperatures go up to more than 84° On the other hand, you could have temperatures dropping under 23° in January. The wettest month is December with 16 rainy days on average. On the contrary, there is an average of only 9 rainy days in August, which is the driest month.

In Greenwich, nearly half of the properties are house rentals, which represent 42.46% of its properties. Additionally, the average nightly cost of house rentals in Greenwich is $574, and their size, on average, is 3,430 ft². Furthermore, most house rentals in this destination can welcome 8 guests, which makes it an ideal destination for large groups. If you are interested in another accommodation type, you could consider hotel rooms, which are the other most frequent accommodation type in Greenwich. The average size of hotel rooms in Greenwich is 380 ft², and the average price is $190 a night.

A vacation home in stylish, picturesque Greenwich

On the coast of Long Island Sound, the gorgeous suburb of Greenwich, Connecticut has been featured in films like "Revolutionary Road," among others. With top-notch recreational activities and premier cultural events at your doorstep, the New England style single-family vacation homes of Greenwich won't disappoint.

Show all 303 properties
Art & Culture

Culture, history, and art in one place

The Bruce Museum in downtown Greenwich is home to interesting anthropological and natural artifacts as well decorative and fine art. The museum also hosts the annual Outdoor Arts Festival in October and the Spring Outdoor Crafts Festival in May.

On the site of Connecticut's first art colony, Bush-Holley House offers visitors a glimpse into 18th century New England living. The 1949-built Philip Johnson Glass House in New Canaan is a geometric, minimal architectural achievement; be sure to book tickets well in advance to visit the property.

Family Activities

A family-friendly affair

The Stamford Museum and Nature Center thrills kids with its planetarium and otter pond. Equally delightful is the Maritime Aquarium in Norwalk, where sharks, harbor seals, river otters, and loggerhead sea turtles jostle for attention.

An educational family experience awaits at the LEO Zoological Conservation Center where you can see animals up close. The Greenwich Audubon Center offers native animal species, meadows, and forests.

Local Attractions

Hit the outdoors!

Greenwich Point Park boasts a lengthy sand beach, miles of walking trails, and views of the New York City skyline! Off Greenwich's coast is Great Captain’s Island, a haven for birdwatchers, and the site of a majestic 19th century lighthouse. For sunbathing and swimming, Island Beach is just a ferry ride away.

How about a hike to the gorgeous old-growth forest at Mianus River Gorge? The Mianus River Park attracts anglers, bikers, and joggers for its 400 acres of forests, trails, and wetlands.

The towns of Norwalk, Stamford, Darien, and New Canaan are a short drive away. New York City is easily accessed via the Metro North train.

We compare more than 250 providers, including:

Booking.com Vacation Rentals in Greenwich VRBO Vacation Rentals in Greenwich HomeAway Vacation Rentals in Greenwich TripAdvisor Vacation Rentals in Greenwich VacationRentals.com Vacation Rentals in Greenwich HouseTrip Vacation Rentals in Greenwich FlipKey Vacation Rentals in Greenwich Wimdu Vacation Rentals in Greenwich 9flats.com Vacation Rentals in Greenwich VaycayHero Vacation Rentals in Greenwich PerfectPlaces.com Vacation Rentals in Greenwich Homestay.com Vacation Rentals in Greenwich only-apartments Vacation Rentals in Greenwich Interhome Vacation Rentals in Greenwich Bedycasa Vacation Rentals in Greenwich Novasol Vacation Rentals in Greenwich HomeEscape Vacation Rentals in Greenwich

Vacation destinations near Greenwich