Book Holiday Homes in Stamford

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Featured Holiday Homes in Stamford

Historic Connecticut Home w/ Grill & Spacious Yard

Historic Connecticut Home w/ Grill & Spacious Yard

Weston
Stay at this vacation home in Weston. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Wilton Historical Society and ...
Historic Connecticut Home w/ Grill & Spacious Yard
Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views

Cold Spring Harbor
The price is NZ$820 per night from 7 Apr to 8 Apr
NZ$820
includes taxes & fees
7 Apr - 8 Apr
Book a stay at this family-friendly vacation home in Cold Spring Harbor. Enjoy free WiFi, a garden, and patios. Our guests praise the helpful staff in our reviews. ...
Captain's Cottage - Cold Spring Harbor Water Views
Lakeside luxury: beautiful, relaxing 4 bedroom home

Lakeside luxury: beautiful, relaxing 4 bedroom home

Trumbull
Stay at this vacation home in Trumbull. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Roosevelt Forest and Beardsley Zoo are located ...
Lakeside luxury: beautiful, relaxing 4 bedroom home
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Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake

Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake

Danbury
Stay at this vacation home in Danbury. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Bear Mountain Reservation and Candlewood ...
Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake
Business or Weekend escape

Business or Weekend escape

Stratford
The price is NZ$238 per night from 15 Apr to 16 Apr
NZ$238
includes taxes & fees
15 Apr - 16 Apr
Stay at this vacation home in Stratford. Enjoy an in-room coffeemaker and air conditioning. Our guests praise the helpful staff in our reviews. Popular attractions ...
Business or Weekend escape
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

Yonkers
Book a stay at this family-friendly vacation home in Yonkers. Enjoy free WiFi, balconies, and an in-room coffeemaker. Popular attractions Legoland Discovery ...
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
Cheerful 4 bedrooms residential house.

Cheerful 4 bedrooms residential house.

Bridgeport
Stay at this vacation home in Bridgeport. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Hartford HealthCare Amphitheater and ...
Cheerful 4 bedrooms residential house.
Modern 4BD/3BA w/Parking & deck & 29 min>NYC

Modern 4BD/3BA w/Parking & deck & 29 min>NYC

Hastings-on-Hudson
Book a stay at this family-friendly vacation home in Yonkers. Enjoy free WiFi, a water park, and a garden. Popular attractions Untermyer Gardens Conservancy ...
Modern 4BD/3BA w/Parking & deck & 29 min>NYC
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

Centereach
Stay at this vacation home in Centereach. Enjoy air conditioning. Popular attractions AMF Centereach Lanes and Smithaven Mall are located nearby.
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
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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.

Stamford Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Stamford vacation homes are the perfect way for you to wing it.

Holiday houses in Stamford let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Stamford in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Stamford adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Stamford with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Stamford vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Stamford Holiday Homes essential information

Accommodation
609 Holiday Homes
Lowest Price
NZ$166
Highest Price
NZ$820
Popular accommodation
Historic Connecticut Home w/ Grill & Spacious Yard, Captain's Cottage - Cold Spring Harbor Water Views, Lakeside luxury: beautiful, relaxing 4 bedroom home, Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake, Business or Weekend escape, PureHeart House, Spacious, Peaceful 3bdr House in Yonkers, Cheerful 4 bedrooms residential house., Modern 4BD/3BA w/Parking & deck & 29 min>NYC, Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

Top trending hotels in Stamford

Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave, Stamford, CT
Fully refundableReserve now, pay when you stay
The price is NZ$178 per night from 7 Apr to 8 Apr
NZ$178
includes taxes & fees
7 Apr - 8 Apr
Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Amsterdam Hotel
La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

2.5 out of 5
135 Harvard Avenue, Stamford, CT
Fully refundableReserve now, pay when you stay
The price is NZ$166 per night from 28 Apr to 29 Apr
NZ$166
includes taxes & fees
28 Apr - 29 Apr
Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
La Quinta Inn & Suites by Wyndham Stamford / New York City
The Stamford Hotel

The Stamford Hotel

3.5 out of 5
700 East Main Street, Stamford, CT
Fully refundableReserve now, pay when you stay
The price is NZ$332 per night from 20 Apr to 21 Apr
NZ$332
includes taxes & fees
20 Apr - 21 Apr
Stay at this 3.5-star business-friendly hotel in Stamford. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff ...
The Stamford Hotel
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Stamford Marriott Hotel & Spa

Stamford Marriott Hotel & Spa

3.5 out of 5
243 Tresser Blvd, Stamford, CT
Fully refundableReserve now, pay when you stay
The price is NZ$375 per night from 13 Apr to 14 Apr
NZ$375
includes taxes & fees
13 Apr - 14 Apr
Stay at this 3.5-star spa hotel in Stamford. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Stamford Marriott Hotel & Spa
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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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^Subject to availability and chosen travel dates.