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Vacation Homes in Stamford

Vacation Home in Cove - East Side - Shippan

10.0 out of 10, Exceptional, (22)
"Great stay!"
United States
Kyra S.
$787 nightly
The price is $836
Dec 12 - Dec 13
Total with taxes and fees
New Beach Home near Stamford Downtown/Shippan

Vacation Home in Downtown Stamford

10.0 out of 10, Exceptional, (20)
"Our hosts were very attentive and responsive with communications. The house is lovely, clean, well stocked and in a great location. We thoroughly enjoyed our stay!"
United States
Megan P.
$332 nightly
The price is $376
Dec 17 - Dec 18
Total with taxes and fees
45 Minutes from NYC, Entire House near Stamford Downtown,

Vacation Home in Cove - East Side - Shippan

8.8 out of 10, Excellent, (8)
"Overall it was a good stay for my work team."
United States
Lesley F.
The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace

Vacation Home in Cove - East Side - Shippan

4-bd modern luxury water view townhome with hot tub close to beach

Vacation Home in Waterside

9.8 out of 10, Exceptional, (9)
"Lovely little home in Stamford."
United States
Pat A.
$291 nightly
The price is $329
Dec 14 - Dec 15
Total with taxes and fees
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Vacation Home in Greenwich

10.0 out of 10, Exceptional, (6)
"We had a wonderful stay. Emily was an absolute pleasure to work with, and the home is wonderful."
United States
Nathan P.
Cheerful spacious family home in Old Greenwich - close to beach and town!

Vacation Home in Greenwich

2.0 star property
August in Old Greenwich - walk to town bike to beach!

Vacation Home in South End

2.0 star property
NEW 3 BR 2 BTH in Harbor Point
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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Find out more about Stamford

What types of Vacation Homes can I find in Stamford?

At Expedia, you’ll find great Stamford Vacation Homes for your family vacation, business trip, romantic weekend break, and more. If you’re planning a vacation with kids, try using the traveler experience filter to select “Family-friendly” Stamford Vacation Homes. Or, if you’re traveling for work, you can check the “Business-friendly” box to find business-oriented places to stay in Stamford. While you’re making your decision, you can use our map facility to view your shortlisted properties and their distance from Stamford, or nearby places of interest. There are great places to stay for every budget, so if you need cheap Vacation Homes in Stamford, use our simple search function to help you secure a great deal.

How much do Vacation Homes cost in Stamford?

The price per night for Stamford Vacation Homes in 2026 can start from as low as *. The cost of Vacation Homes varies depending on a number of factors: the dates of your stay, the exact location of the accommodation, and whether there are any special events taking place near Stamford, to name just three. When there’s a high demand for rooms in Stamford, this can cause prices to increase, whereas traveling during a quieter time of the year can mean lower prices. Booking through Expedia can help you find some of the best deals for cheap Vacation Homes in Stamford, so you can sleep easy without going over your budget.

How to find the best deals on Stamford Vacation Homes?

Expedia’s search function can help you find some of the best deals on Stamford Vacation Homes. You can select a minimum and maximum price per night according to your budget, and filter by guest ratings and star ratings to ensure you find the right Vacation Homes for your needs. Changing the sort order according to price can also help you to view cheap Vacation Homes in Stamford at a glance, and you can combine this with our own picks to highlight some of the best available offers. Don’t forget, if you’re an Expedia Rewards member, you can use the “Member Prices” filter to make extra savings on your booking.

Why should I choose Expedia to book Stamford Vacation Homes?

Booking with Expedia allows you to browse a wide selection of places to stay in Stamford, complete with search filters that make it easy to locate Vacation Homes that best meet your specific requirements. Our clear and easy-to-use search function makes it effortless to compare amenities, prices, property types, neighborhoods, and much more. At Expedia, you can also find flights, car rental, and activities, and you can combine your bookings for greater savings. Plus, Expedia Rewards members accrue points on all eligible purchases. Build your points total to gain discounts on subsequent bookings in the future. Membership is free, so go ahead and join.

What is the cancellation policy on booking Stamford Vacation Homes?

At Expedia, we understand that plans change, and the good news is you can cancel many bookings for Stamford Vacation Homes with a full refund, depending on the rules and restrictions. For example, some Vacation Homes may not give refunds if you cancel your booking within 24 or 48 hours of your arrival date, and some bookings are non-refundable. Be sure to view the policies provided by the Stamford Vacation Homes, and confirm the exact cancellation window on your selected location’s details page. If free cancellation is important to you, you can filter for the “Fully refundable” payment type when you search for your Vacation Homes.

*Prices and availability are subject to change. Additional terms may apply 

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