Stamford Holiday Rentals

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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Holiday Rentals in Stamford

Lobby
Stamford Suites

Aparthotel in Downtown Stamford

4.0 star property
6.2 out of 10, (77)
"It was great"
United States
Natalie
The price is AU$209
includes taxes & fees
14 Dec - 15 Dec
Stamford Suites
Lounge
Luxury Apartments by Hyatus at The Asher

Aparthotel in Downtown Stamford

4.5 star property
10.0 out of 10, Exceptional, (19)
"Clean and had everything you need for longer stay Comfortable "
United States
christine
Luxury Apartments by Hyatus at The Asher
Pool
Stamford Grand Apartment + Cozy Den

Apartment in Downtown Stamford

2.0 star property
9.6 out of 10, Exceptional, (5)
"Very nice stay."
United States
Anonymous traveller
Stamford Grand Apartment + Cozy Den
Private beach nearby, sun-loungers, beach umbrellas, beach towels
DUNE Fairfield Beach

Apartment in Fairfield

3.0 star property
9.0 out of 10, Wonderful, (77)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
DUNE Fairfield Beach
Terrace/patio
3BR Prime Luxury near NYC w Arcade Room

Holiday Home in Southeast Yonkers

2.0 star property
8.0 out of 10, Very good, (1)
"We thought we rented the entire property, but was half of it. expect a lot of stairs. No bath tubs but two showers. some door knobs and locks need maintenance, but overall nice clean rooms."
United States
Anonymous traveller
The price is AU$1,170
includes taxes & fees
4 Dec - 5 Dec
3BR Prime Luxury near NYC w Arcade Room
Standard Room, 1 King Bed, Main Building | 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 AU$473
includes taxes & fees
7 Dec - 8 Dec
Guesthouse at Norwalk Inn
Reception
Global Luxury Suites White Plains

Apartment in White Plains

3.5 star property
6.8 out of 10, (33)
"Being in an apartment building for an actual stay instead of a house was a first for myself and the family but overall a good stay."
United States
Ramon
Global Luxury Suites White Plains
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, (21)
"Perfect place to rest. Excellent service! "
Mexico
Lucymar
The price is AU$379
includes taxes & fees
7 Dec - 8 Dec
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Pool
Business or Weekend escape

Holiday Home in Stratford

9.2 out of 10, Wonderful, (51)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is AU$226
includes taxes & fees
1 Jan - 2 Jan 2026
Business or Weekend escape
House | Living area
Modern Luxury Home w GameRoom & Parking

Holiday Home in Southeast Yonkers

3.0 star property
7.2 out of 10, Good, (5)
"This was an excellent House My birthday weekend was amazing I totally would book again"
United States
Keisheena
Modern Luxury Home w GameRoom & Parking
2 bedrooms, in-room safe, WiFi
Elegant 2BR Modern Oasis Brand-New Build, Luxe Touches & Lightning-Fast WiFi, AC

Apartment in Bronx

9.0 out of 10, Wonderful, (8)
"We had a wonderful time. The apartment was exactly as described in the posting. Every room was super clean, bright, and welcoming. We were very comfortable. Eche was very helpful. We appreciated how quickly he responded to our questions. He checked in with us and made sure we had everything we needed. Many nice extra touches made us feel at home. We plan to stay here next time we are in town!"
United States
Karen C.
Elegant 2BR Modern Oasis Brand-New Build, Luxe Touches & Lightning-Fast WiFi, AC
Smart TV
Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC

Apartment in Bronx

9.8 out of 10, Exceptional, (13)
"Excellent property close to Fordham, very clean and nice amenities! Hope to stay here on our next visit to see our daughter at Fordham."
United States
Amy B.
Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC
Front of property
Beechmont - Perfect for Family Retreat!

Holiday Home in North End

5.0 star property
The price is AU$1,792
includes taxes & fees
9 Dec - 10 Dec
Beechmont - Perfect for Family Retreat!
Microwave, stovetop
1 bed room basement apartment.

Apartment in East Meadow

8.6 out of 10, Excellent, (12)
"I loved staying there very clean and quiet. I will definitely come back. Nice neighborhood "
United States
Ana M.
The price is AU$258
includes taxes & fees
7 Dec - 8 Dec
1 bed room basement apartment.
Smart TV
Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic

Apartment in Scarsdale

9.2 out of 10, Wonderful, (5)
"The owner was very responsive and kind. The apartment was very clean and well updated. We are older adults and the access to the basement apartment was a bit of a challenge but the owner did graciously help with our luggage. The family does clearly disclose that they live above the unit and sounds of children may be heard. Between the sounds of the family above and the fact it’s a basement, not a “Loft”, with all the plumbing just above your head - it was not for us. "
United States
Annette D.
The price is AU$580
includes taxes & fees
5 Dec - 6 Dec
Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic
Living area
Luxury NY Home close to NYC

Holiday Home in Southeast Yonkers

2.0 star property
Luxury NY Home close to NYC
Exterior
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Holiday Home in North End

9.4 out of 10, Exceptional, (6)
"This property is absolutely beautiful. Extremely clean. The host was very attentive to my questions before and after check in. The host checked on my family during our stay. The yard, the porches, and the entire interior are so cozy and comfortable. The check in and check out processes were smooth. The neighborhood is quiet. I am already looking forward to going back! Definitely recommend the Beechmont House"
United States
April R.
The price is AU$2,126
includes taxes & fees
7 Dec - 8 Dec
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
Fridge, microwave, oven, stovetop
Marvelous 5-bedroom house with AC in Yonkers

Holiday Home in Bryn Mawr

2.0 star property
2.0 out of 10, (1)
"Cancelled my stay at check out time while I was at the NY airport— said there was a “power outage”. “Upgraded” me to a luxury property that turned out to be a dirty 3rd floor walk up. When I asked for a refund, they lied to VRBO and said I never showed up. I had to prove to VRBO with texts and phone records that they cancelled me. I suspected a bait and switch. Also, VRBO had to start an investigation because the phone number from the owner was an unknown number—my information had been...
United States
Amy L.
Marvelous 5-bedroom house with AC in Yonkers
In-room dining
Luxury Living in the Heart of NY

Holiday Home in Southeast Yonkers

4.0 star property
2.0 out of 10, (1)
"The photos of the unit were beautiful however the wear and tear on the actual property did not compare. The bathroom sink constantly leaked and because the floors were not even they stayed wet. The nightstands were broken the refrigerator would not open all the way. I also was not notified until the day of check in that the unit was on the 3rd floor and there was 2 flights of stairs just to get to the entrance to the unit."
United States
Ebony
Luxury Living in the Heart of NY
Outdoor dining
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven

Cottage in Croton-on-Hudson

9.6 out of 10, Exceptional, (15)
"We enjoyed our overnight stay at this quaint nicely appointed carriage house."
United States
Cathleen C.
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven
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

Royal Regency Hotel

Royal Regency Hotel

10/10 Excellent
"Great value for the money and super breakfast."
Kenyen 1-night trip
Posted 13 hours ago
Royal Regency Hotel

Find out more about Stamford

Everything you need to know about Stamford holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Stamford holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Stamford holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Stamford holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Stamford. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Stamford holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Stamford holiday rentals we have selected for you start as low as AU$209 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Stamford rentals

At Expedia, we put the best Stamford holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Stamford rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Stamford holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Stamford. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.