Greenwich Vacation Rentals

Compare 1,391 available properties from 19 providers
Greenwich
Save up to 21%

Best Vacation Home Deals in Greenwich

-21%
House ∙ 5 guests ∙ 3 bedrooms
Greenwich, Fairfield County, Connecticut, United States
from $712 $899
VRBO
5.0
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-16%
House ∙ 2 guests ∙ 1 bedroom
Downtown, Stamford, Connecticut, United States
from $95 $113
VRBO
3.8
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-19%
House ∙ 3 guests ∙ 1 bedroom
North Stamford, Stamford, Connecticut, United States
from $317 $391
VRBO
4.9
View deal

Discover a rental matching your needs among the 1,391 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 21%.

Recommended Vacation Rentals in Greenwich

Find your perfect vacation rental in Greenwich: from $33 per night

Apartment ∙ 2 guests
Greenwich, Fairfield County, Connecticut, United States
from $190
VRBO
5.0
View deal
House ∙ 5 guests ∙ 3 bedrooms
Greenwich, Fairfield County, Connecticut, United States
from $253
VRBO
4.9
View deal
House ∙ 4 guests ∙ 2 bedrooms
Greenwich, Fairfield County, Connecticut, United States
from $340
VRBO
5.0
View deal
House ∙ 5 guests ∙ 3 bedrooms
Greenwich, Fairfield County, Connecticut, United States
from $711
VRBO
5.0
View deal
House ∙ 6 guests ∙ 2 bedrooms
Greenwich, Fairfield County, Connecticut, United States
from $300
VRBO
4.2
View deal
House ∙ 6 guests ∙ 3 bedrooms
Greenwich, Fairfield County, Connecticut, United States
from $667
VRBO
5.0
View deal
House ∙ 6 guests ∙ 3 bedrooms
Greenwich, Fairfield County, Connecticut, United States
from $372
VRBO
4.7
View deal
House ∙ 2 guests ∙ 1 bedroom
Greenwich, Fairfield County, Connecticut, United States
from $74
Airbnb
5.0
View deal
House ∙ 2 guests ∙ 1 bedroom
Greenwich, Fairfield County, Connecticut, United States
from $82
Airbnb
5.0
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Vacation Rentals With Fireplaces

Fireplace
House ∙ 6 guests ∙ 3 bedrooms
Greenwich, Fairfield County, Connecticut, United States
from $446
VRBO
4.9
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Fireplace
House ∙ 8 guests ∙ 4 bedrooms
Greenwich, Fairfield County, Connecticut, United States
from $622
VRBO
5.0
View deal
Fireplace
House ∙ 13 guests ∙ 6 bedrooms
Greenwich, Fairfield County, Connecticut, United States
from $620
VRBO
5.0
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Dog-Friendly Vacation Rentals

Pet-friendly
House ∙ 5 guests ∙ 3 bedrooms
Greenwich, Fairfield County, Connecticut, United States
from $217
VRBO
5.0
View deal
Pet-friendly
Cabin ∙ 6 guests ∙ 2 bedrooms
Greenwich, Fairfield County, Connecticut, United States
from $177
Airbnb
5.0
View deal
Pet-friendly
House ∙ 10 guests ∙ 4 bedrooms
Greenwich, Fairfield County, Connecticut, United States
from $432
Airbnb
4.5
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Vacation Houses With Pools

Pool
House ∙ 5 guests ∙ 3 bedrooms
Greenwich, Fairfield County, Connecticut, United States
from $467
VRBO
4.7
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Pool
House ∙ 6 guests ∙ 3 bedrooms
Greenwich, Fairfield County, Connecticut, United States
from $550
VRBO
4.9
View deal
Pool
House ∙ 7 guests ∙ 3 bedrooms
Greenwich, Fairfield County, Connecticut, United States
from $623
VRBO
4.8
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Popular Rental Amenities in Greenwich

  • Internet (1,211)
  • Kitchen (1,185)
  • AC (1,099)
  • TV (987)
  • Washer (885)
  • Microwave (466)
  • Fireplace (338)
  • Yard (328)
  • Dishwasher (309)
  • Pet allowed (297)
  • Grill (213)
  • No smoking (189)
Filters are conveniently available to help you in your search to find a great rental in Greenwich. Most of the properties in Greenwich include "internet" or "TVs," which makes it a great vacation spot if you need internet access during your vacation or you want to tune out with some TV time. Not as many vacation rentals in Greenwich are available if you want to go fishing or if you want to sweat it out in a sauna as "saunas" and "fishing" are not often available in Greenwich.

Price and Availability Index in Greenwich

Vacation Rental Price Information in Greenwich

The graph shows the average rental prices for the next twelve months in Greenwich. The week with the highest average prices is in June (6/8 - 6/15). During this week, a night will cost on average $272. The week with the lowest average prices is in January (1/11 - 1/18).

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 August (8/10 - 8/17). May (5/11 - 5/18) 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

Find the Greenwich climate diagram. In the next 6 months, July will have higher average temperatures. No heat wave is expected in January, where minimum average temperatures usally hit a 23° low. The rainiest month is July while the driest month is August.

Accommodations in Greenwich

In Greenwich, nearly half of the properties are house rentals, which represent 45.05% of its properties. Additionally, the average nightly cost of house rentals in Greenwich is $242, and their size, on average, is 2,550 ft². Furthermore, most house rentals in this destination can welcome 4 guests, which makes it an ideal destination for medium-sized groups and families. If you are interested in another accommodation type, you could consider apartment rentals, which are the other most frequent accommodation type in Greenwich. The average size of apartment rentals in Greenwich is 830 ft², and the average price is $159 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 1,391 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 300 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 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