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Popular Stamford Vacation Rentals

Find the perfect Stamford vacation rental

House Stamford
from $541 per night
House ∙ 18 guests ∙ 5 bedrooms

260 m² House

5.0
Outstanding(31 ratings)
Stamford, Fairfield County, Connecticut, United States
Details
House Stamford
from $381 per night
8 guests ∙ 4 bedrooms

House

4.7
Excellent(28 ratings)
Stamford, Fairfield County, Connecticut, United States
Details
Cabin Stamford
from $263 per night
4 guests ∙ 2 bedrooms

Cabin

4.8
Outstanding(27 ratings)
Stamford, Fairfield County, Connecticut, United States
Details
Apartment Stamford
from $115 per night
Apartment ∙ 3 guests ∙ 1 bedroom

62 m² Apartment

4.5
Excellent(13 ratings)
Stamford, Fairfield County, Connecticut, United States
Details
Apartment Stamford
from $401 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

94 m² Apartment

5.0
Outstanding(17 ratings)
Stamford, Fairfield County, Connecticut, United States
Details
Apartment Stamford
from $132 per night
2 guests ∙ 1 bedroom

Apartment

4.0
Very good(1 rating)
Stamford, Fairfield County, Connecticut, United States
Details
House Stamford
from $529 per night
House ∙ 6 guests ∙ 3 bedrooms

130 m² House

5.0
Outstanding(10 ratings)
Stamford, Fairfield County, Connecticut, United States
Details
Apartment Stamford
from $184 per night
4 guests ∙ 2 bedrooms

Apartment

5.0
Outstanding(36 ratings)
Stamford, Fairfield County, Connecticut, United States
Details
House Stamford
from $334 per night
6 guests ∙ 3 bedrooms

House

4.6
Excellent(5 ratings)
Stamford, Fairfield County, Connecticut, United States
Details
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Vacation rentals with a balcony

House  Stamford
from $1,433 per night
House ∙ 15 guests ∙ 5 bedrooms

335 m² House

5.0
Outstanding(8 ratings)
Stamford, Fairfield County, Connecticut, United States
Balcony
Details
Apartment  Stamford
from $179 per night
Apartment ∙ 4 guests ∙ 1 bedroom

70 m² Apartment

5.0
Outstanding(17 ratings)
Stamford, Fairfield County, Connecticut, United States
Balcony
Details
House  Stamford
from $462 per night
15 guests ∙ 5 bedrooms

House

5.0
Outstanding(33 ratings)
Stamford, Fairfield County, Connecticut, United States
Balcony
Details
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Vacation rentals with Wi-Fi

Apartment  Stamford
from $207 per night
Apartment ∙ 3 guests ∙ 1 bedroom

67 m² Apartment

Stamford, Fairfield County, Connecticut, United States
Internet
Details
Apartment  Stamford
from $157 per night
6 guests ∙ 2 bedrooms

Apartment

4.6
Excellent(11 ratings)
Stamford, Fairfield County, Connecticut, United States
Internet
Details
House  Stamford
from $278 per night
7 guests ∙ 3 bedrooms

House

5.0
Outstanding(29 ratings)
Stamford, Fairfield County, Connecticut, United States
Internet
Details
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Vacation rentals and apartments with air conditioning

House  Stamford
from $224 per night
5 guests ∙ 2 bedrooms

House

5.0
Outstanding(8 ratings)
Stamford, Fairfield County, Connecticut, United States
Air conditioning
Details
Apartment  Stamford
from $257 per night
Apartment ∙ 3 guests ∙ 1 bedroom

77 m² Apartment

5.0
Outstanding(15 ratings)
Stamford, Fairfield County, Connecticut, United States
Air conditioning
Details
Apartment  Stamford
from $154 per night
3 guests ∙ 1 bedroom

Apartment

4.9
Outstanding(9 ratings)
Stamford, Fairfield County, Connecticut, United States
Air conditioning
Details
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Frequently Asked Questions

How much does it cost to book a vacation rental in Stamford?

Usually, a stay in Stamford starts at $109 per night.

Is there a wide selection of vacation rentals in Stamford?

Our large collection of vacation homes makes it easy to filter and compare 477 offers in Stamford.

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.

Stamford Information

About Stamford

Located in Fairfield County, Connecticut, Stamford is a unique city that is home to the annual Connecticut Salsa Festival, has a town trolley, and gives any tourist a taste of New England! With nightlife, outdoor adventures, and a wide variety of restaurants, Stamford provides entertainment for any visitor.

Things to Do in Stamford

Visit the Stamford Center for the Arts at the Palace Theater to see a concert, play, comedy show, and more. The theater is also home to the Conneticut Ballet and Stamford Symphony. For an educational and outdoor adventure, check out the Stamford Museum and Nature Center. You can see the stars there from the 22-inch telescope at Stamford Observatory. You can also go on a scavenger hunt or explore one of the various hiking trails. If you go on a Sunday, make sure to visit the farmer’s market! Visit Cove Island Park, which is on the Long Island Sound, to go to the beach or go rollerblading on the trail. You can go fishing and observe water birds while your kids play in the children’s area and newly developed recreation facilities. After you tire yourself out in the park, head to Stamford Town Center for some shopping and a bite to eat.

Day Trips Near Stamford

Stamford is about a two hour drive from New York City! With so many people and activities, it’s hard to get bored when you’re in the Big Apple. Walk around Times Square, eat your way through Chinatown, or see a concert at Madison Square Garden. While you’re in the city, catch a baseball game at Yankee Stadium or visit the Bronx Zoo. If you want to stay in Connecticut, we suggest taking a ride on the Essex Steam Train and Riverboat ride! The train and riverboat ride take you through the beautiful Connecticut River Valley, which includes meadows and a waterfall.

Stamford Accommodation

Stamford has various accommodations downtown or in more suburban areas. If you would like to be near the Long Island Sound, we recommend staying in the Cove area. The Cove has beaches, boating, and Cove Island Park. Stay in the South End if you want to be in a more modern apartment near restaurants and shopping. For a more suburban experience, stay in Westover, which is about a mile from downtown Stamford. 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 Stamford vacation rental today!

Transportation in Stamford

Stamford is a very biker-friendly city. There are bike hitches conveniently placed around downtown Stamford, so that you can attach your bike to a parking meter. You can also take the Harbor Point Trolley, which is a free trolley that runs daily. With 14 different stops, the Harbor Point Trolley allows you to easily go downtown to go out to dinner or shopping. Other public transportation options include taking Amtrak or the Metro-North New Haven Line. If you prefer to drive a car, there are several places where you can a rent a car for your vacation, such as Avis Rental Car and Hertz Rental Car.

Popular Day Trips Near Stamford

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