Stamford Holiday Rentals

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Stamford holiday rentals

Private kitchen
The Mansion Hotel-style

Aparthotel in Norwalk

2.5 star property
8.6 out of 10, Excellent, (19)
"Lovely property in a gorgeous setting. Staff were very responsive and welcoming. "
United States
Holly
The price is HK$986
HK$1,134 total
includes taxes & fees
13 Dec - 14 Dec
The Mansion Hotel-style
Interior
Gold Coast Getaway! Upscale Apt Near New Canaan

Apartment in Norwalk

3.0 star property
The price is HK$949
HK$1,349 total
includes taxes & fees
14 Dec - 15 Dec
Gold Coast Getaway! Upscale Apt Near New Canaan
Interior
Sweet Studio w/ Lounge & Pool Table

Apartment in Westport

8.8 out of 10, Excellent, (6)
"So cute and comfortable "
United States
Maria
The price is HK$1,105
HK$2,159 total
includes taxes & fees
12 Dec - 13 Dec
Sweet Studio w/ Lounge & Pool Table
Fridge, microwave, stovetop, coffee/tea maker
Gold Coast Getaway! Upscale Apt Near New Canaan

Apartment in Norwalk

2.0 star property
The price is HK$856
HK$1,352 total
includes taxes & fees
14 Dec - 15 Dec
Gold Coast Getaway! Upscale Apt Near New Canaan
Property grounds
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Holiday Home in Greenwich

9.6 out of 10, Exceptional, (23)
"The property was beautiful and clean, very comfortable with a nice view of the lake! Our hosts were helpful and attentive without being intrusive in any way. Our stay was peaceful and restful, just perfect. "
United States
Victoria R.
The price is HK$894
HK$1,939 total
includes taxes & fees
10 Dec - 11 Dec
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Cookware/dishes/utensils
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Apartment in Downtown Stamford

9.2 out of 10, Wonderful, (11)
"loved walking the city. pizza was good."
United States
michelle b.
The price is HK$1,085
HK$2,085 total
includes taxes & fees
12 Dec - 13 Dec
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Property grounds
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Holiday Home in Waterside

9.8 out of 10, Exceptional, (9)
"Lovely little home in Stamford."
United States
Pat A.
The price is HK$1,225
HK$2,561 total
includes taxes & fees
16 Dec - 17 Dec
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Living area
Modern Luxury 1BR Stamford Getaway

Apartment in Downtown Stamford

10.0 out of 10, Exceptional, (1)
"The apartment is located in the hub bub of Stamford, a nice area very populated even in the evening where it feels safe. Apartment had all amenities that I needed. The host provided extra touches like a Keurig coffee pot stocked with Keurig cups and sugar. A washing machine and dryer were a plus as I like to pack only clean clothes. Bed was super comfortable. Modern design has a Zen vibe, great to decompress after travel. TV offered free movies that didn’t require my own subscription which...
United States
Debbie N.
The price is HK$1,284
HK$2,441 total
includes taxes & fees
11 Dec - 12 Dec
Modern Luxury 1BR Stamford Getaway
Fridge, microwave, oven, stovetop
Modern Luxe 1BR Apt in Downtown Stamford

Apartment in Downtown Stamford

9.6 out of 10, Exceptional, (5)
"Our family stayed in the hotel(s) next door. It was so nice to have our own personal space!"
United States
Jill G.
The price is HK$1,051
HK$2,839 total
includes taxes & fees
15 Dec - 16 Dec
Modern Luxe 1BR Apt in Downtown Stamford
Marina
Seabreeze at the beach west beach Stamford ct.

Apartment in Cove - East Side - Shippan

9.8 out of 10, Exceptional, (9)
"Excellent property, very clean, nicely furnished. One of the best VRBOs we have rented. Owner was exceptionally good about communication and went out of his way to make sure stay went well. Will come again. "
United States
David S.
The price is HK$1,218
HK$3,047 total
includes taxes & fees
22 Dec - 23 Dec
Seabreeze at the beach west beach Stamford ct.
Property entrance
Guesthouse at Norwalk Inn

Aparthotel in Norwalk

3.5 star property
8.4 out of 10, Very good, (40)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is HK$2,107
HK$2,422 total
includes taxes & fees
11 Dec - 12 Dec
Guesthouse at Norwalk Inn
Exterior
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

Holiday Home in Norwalk

2.0 star property
10.0 out of 10, Exceptional, (8)
"We were so pleased with the accommodations. The location is so quiet in a charming neighborhood. The home is well equipped with kitchen supplied and entertainment options. We were delighted to be able to barbecue. Claudia is very responsive and helpful."
Canada
nawab k.
The price is HK$2,077
HK$4,624 total
includes taxes & fees
5 Jan - 6 Jan 2026
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
Outdoor dining
45 Minutes from NYC, Entire House near Stamford Downtown,

Holiday 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.
The price is HK$1,284
HK$2,927 total
includes taxes & fees
17 Dec - 18 Dec
45 Minutes from NYC, Entire House near Stamford Downtown,
Outdoor dining
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

Holiday Home in West Side

9.4 out of 10, Exceptional, (6)
"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."
United States
Dave J.
The price is HK$2,163
HK$4,347 total
includes taxes & fees
15 Dec - 16 Dec
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...
Property grounds
Stamford CT Guest Suite. Spacious, private home for visiting family & friends

Apartment in Stamford

The price is HK$1,167
HK$2,583 total
includes taxes & fees
30 Dec - 31 Dec
Stamford CT Guest Suite. Spacious, private home for visiting family & friends
Lobby
Stamford Suites

Aparthotel in Downtown Stamford

4.0 star property
6.2 out of 10, (78)
"It was great"
United States
Natalie
The price is HK$932
HK$1,072 total
includes taxes & fees
28 Dec - 29 Dec
Stamford Suites
Terrace/patio
New Beach Home near Stamford Downtown/Shippan

Holiday Home in Cove - East Side - Shippan

10.0 out of 10, Exceptional, (22)
"Great stay!"
United States
Kyra S.
The price is HK$2,591
HK$6,503 total
includes taxes & fees
12 Dec - 13 Dec
New Beach Home near Stamford Downtown/Shippan
Property grounds
Bright Stylish Chic 4BR 4BA Home Pet Friendly!

Holiday Home in North Stamford

10.0 out of 10, Exceptional, (105)
"Wonderful family home!Everything you need!Beautiful location!Great host!"
United States
Linda T.
The price is HK$3,396
HK$7,321 total
includes taxes & fees
14 Dec - 15 Dec
Bright Stylish Chic 4BR 4BA Home Pet Friendly!
Marina
Stylish Beach Home near Stamford Downtown/Beach

Holiday Home in Cove - East Side - Shippan

10.0 out of 10, Exceptional, (23)
"A very nice house, with excellent service and an unbeatable location. We had a great time."
Mexico
Armando V.
The price is HK$2,328
HK$5,671 total
includes taxes & fees
11 Dec - 12 Dec
Stylish Beach Home near Stamford Downtown/Beach
TV
Spacious 3 Bd Home Pet Friendly, Parking and Laundry

Holiday Home in Cove - East Side - Shippan

9.4 out of 10, Exceptional, (3)
"We chose to stay here for a family event nearby. We found the property very clean and comfortable throughout our stay and would not hesitate to book it again. Although this trip wasn’t about adventuring elsewhere, we know it is convenient to many great places in Fairfield County, Connecticut, as well as New York."
United States
Ellen L.
The price is HK$1,914
HK$4,022 total
includes taxes & fees
14 Dec - 15 Dec
Spacious 3 Bd Home Pet Friendly, Parking and Laundry
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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Top Stamford Hotel Reviews

Days Inn by Wyndham Woodbury Long Island

Days Inn by Wyndham Woodbury Long Island

10/10 Excellent
"Room was spotless. Friendly receptionist. Rooms were cleaned daily without calling for service. Only hot and cold beverages 24 hours. "
ELIZABETH 3-night trip
Posted 17 hours ago
Days Inn by Wyndham Woodbury Long Island

Find out more about Stamford

Search for holiday rentals in Stamford on Expedia! You can easily find your home rentals, villas, holiday apartments in Stamford using one of the methods below:

  • View our selection of featured holiday rentals in Stamford
  • Use the map to find apartments and other holiday homes in the Stamford neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Stamford while they last

Look no further and take a look at our great range of rental properties in Stamford!

Frequently asked questions

Are there holiday rentals in Stamford?

Yes, there are holiday rentals in Stamford close to Chelsea Piers, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the array of shops and lively bars in Stamford. While you're here, you can also enjoy the top-notch restaurants and beaches.

What are some of the best holiday rentals that Stamford has to offer?

3BR Prime Luxury near NYC w Arcade Room: This holiday home rental outside of Stamford is near the airport and offers free WiFi to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals are there in Stamford?

Expedia has 27 holiday rentals for your stay in Stamford.

What can I see and do in Stamford?

Cultural attractions include Stamford Center for the Arts and Stamford Museum and Nature Center, whereas West Beach and Cummings Park Beach are a couple of picturesque spots to enjoy the outdoors. While here, Stamford Town Center and Stamford Public Library - Ferguson Library are other places worth a visit.

What’s a holiday rental in Stamford like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Stamford. Holiday rentals offer amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a family trip.