Find Vacation Rentals in Old Greenwich

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Popular Old Greenwich Vacation Rentals

Find the perfect Old Greenwich vacation rental

House Old Greenwich
from $370 per night
7 guests ∙ 3 bedrooms

House

5.0
Outstanding(18 ratings)
Old Greenwich, Greenwich, Connecticut, United States
Details
House Old Greenwich
from $983 per night
House ∙ 10 guests ∙ 5 bedrooms

372 m² House

4.9
Outstanding(40 ratings)
Old Greenwich, Greenwich, Connecticut, United States
Details
Apartment Old Greenwich
from $121 per night
Apartment ∙ 3 guests ∙ 1 bedroom

62 m² Apartment

4.5
Excellent(11 ratings)
Old Greenwich, Greenwich, Connecticut, United States
Details
Cabin Old Greenwich
from $283 per night
4 guests ∙ 2 bedrooms

Cabin

4.8
Outstanding(26 ratings)
Old Greenwich, Greenwich, Connecticut, United States
Details
House Old Greenwich
from $993 per night
House ∙ 6 guests ∙ 3 bedrooms

195 m² House

4.9
Outstanding(14 ratings)
Old Greenwich, Greenwich, Connecticut, United States
Details
House Old Greenwich
from $1,330 per night
House ∙ 6 guests ∙ 4 bedrooms

279 m² House

Old Greenwich, Greenwich, Connecticut, United States
Details
Apartment Old Greenwich
from $207 per night
Apartment ∙ 2 guests ∙ 1 bedroom

64 m² Apartment

4.0
Very good(4 ratings)
Old Greenwich, Greenwich, Connecticut, United States
Details
Apartment Old Greenwich
from $343 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

116 m² Apartment

4.9
Outstanding(20 ratings)
Old Greenwich, Greenwich, Connecticut, United States
Details
House Old Greenwich
from $1,001 per night
8 guests ∙ 4 bedrooms

House

Old Greenwich, Greenwich, Connecticut, United States
Details
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Recommended Rentals With Pools

House  Old Greenwich
from $1,146 per night
10 guests ∙ 6 bedrooms

House

4.8
Outstanding(8 ratings)
Old Greenwich, Greenwich, Connecticut, United States
Pool
Details
Apartment  Old Greenwich
from $262 per night
Apartment ∙ 5 guests ∙ 3 bedrooms

72 m² Apartment

5.0
Outstanding(1 rating)
Old Greenwich, Greenwich, Connecticut, United States
Pool
Details
House  Old Greenwich
from $1,009 per night
10 guests ∙ 5 bedrooms

House

Old Greenwich, Greenwich, Connecticut, United States
Pool
Details
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Pet-Friendly Homes and Apartments

House  Old Greenwich
from $947 per night
House ∙ 16 guests ∙ 6 bedrooms

260 m² House

5.0
Outstanding(29 ratings)
Old Greenwich, Greenwich, Connecticut, United States
Pet-friendly
Details
Apartment  Old Greenwich
from $343 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

116 m² Apartment

4.9
Outstanding(14 ratings)
Old Greenwich, Greenwich, Connecticut, United States
Pet-friendly
Details
House  Old Greenwich
from $983 per night
House ∙ 10 guests ∙ 6 bedrooms

372 m² House

4.9
Outstanding(39 ratings)
Old Greenwich, Greenwich, Connecticut, United States
Pet-friendly
Details
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Vacation rentals with a balcony

House  Old Greenwich
from $787 per night
14 guests ∙ 5 bedrooms

House

4.4
Very good(24 ratings)
Old Greenwich, Greenwich, Connecticut, United States
Balcony
Details
Apartment  Old Greenwich
from $169 per night
Apartment ∙ 2 guests ∙ 2 bedrooms

47 m² Apartment

5.0
Outstanding(4 ratings)
Old Greenwich, Greenwich, Connecticut, United States
Balcony
Details
House  Old Greenwich
from $1,091 per night
House ∙ 5 guests ∙ 3 bedrooms

283 m² House

5.0
Outstanding(4 ratings)
Old Greenwich, Greenwich, Connecticut, United States
Balcony
Details
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Frequently Asked Questions

What is the price of vacation rentals in Old Greenwich?

Usually, a stay in Old Greenwich starts at $122 per night.

Are there any vacation rentals available to book in Old Greenwich?

You can find and compare 655 offers in Old Greenwich and book an ideal place for your next getaway.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Greenwich Information

About Greenwich

Located in the Fairfield County of Connecticut, Greenwich is known as the Gateway to New England. Although Greenwich used to be a place where many New York commuters lived, it has now developed its’ own reputation and has become the headquarters for many businesses. The combination of its location within New England, the history, and beaches make Greenwich a great place to book your next getaway.

Things to Do in Greenwich

Between the abundant nature, history, and businesses, you certainly won’t be bored while staying in Greenwich. Go boating, swimming, for a picnic, and more at the beach at Greenwich Point. If you’re looking to go for an adventure, take the ferry from Roger Sherman Baldwin Park to visit Great Captain Island and Island Beach. Island Beach is just south of Greenwich Harbor and is in the Long Island Sound. Visit the recently renovated Bruce Museum to view wildlife panoramas, art, and historic exhibits. If you want to see more history, you can visit one of the oldest buildings in Greenwich. Putnam Cottage is in a tavern from the Revolutionary War. For highly rated restaurants and high end shopping, take a walk down Greenwich Avenue. If you love animals, try taking a private tour of the LEO Zoological Conservation Center, where you can see rare and endangered animals. The Greenwich Audubon Center, furthermore, has 285 acres of land filled with trails and nature education programs.

Day Trips Near Greenwich

If you’re looking to explore the area around Greenwich, there are plenty of options for a day trip. Manhattan is only an hour away! Go to New York to see the Statue of Liberty, Rockefeller Center, Central Park, and more. If you would like to stay in Connecticut, visit the town of Mystic, which is only a two hour drive from Greenwich. See penguins, sea lions, and beluga whales at Mystic Aquarium. Walk around the village and Mystic Seaport to experience the charm of New England. Travel to Mashantucket, Connecticut to see a concert or play poker at Foxwoods Resort Casino.

Greenwich Accommodation

Greenwich is made up of seven unique villages, which each have multiple hotels and bed and breakfasts. Stay in Riverside if you want to be on the waterfront to go sailing and fishing. It is also next to a railroad station if you are thinking of taking a day trip to New York. Central Greenwich is the town’s hub and is the place to be if you want to spend time exploring shops and restaurants. Stay in Old Greenwich to be close to the beach and boating. Wherever you choose to stay, Tripping can help you compare all of the rentals in the area by price, ratings, reviews, and more. Book your Greenwich vacation rental today!

Transportation in Greenwich

Take the Metro North Railroad around Greenwich. There are stations at Cos Cob, Greenwich, Old Greenwich, and Riverside. You can also take it to New York and New Haven. Norwalk Transport also offers shuttle buses to Central Greenwich and West Putnam from the Greenwich Metro North Station. If you are looking to go to Stamford or White Plains, take the I-Bus Express.

Popular Day Trips Near Old Greenwich

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