Search Holiday Rentals in Stamford

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Top Holiday Rentals in Stamford

Terrace/patio
Lower Lvl Private 2BR/1BA Family/Pet Friendly
10.0 out of 10, Exceptional, (103)
"Pleasant stay"
Lower Lvl Private 2BR/1BA Family/Pet Friendly
Fridge, microwave, stovetop, coffee/tea maker
Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!
10.0 out of 10, Exceptional, (3)
"We went to a show at the Capital Theater and this place was very convenient. Had a nice dinner in walking distance as well. The building is old and kind of gross, but the apartment itself was very nice, modern, and clean."
The price is £218
per night
31 May - 1 Jun
Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!
Beach nearby, sun-loungers, beach towels
NAUTICAL FAIRYTALE BEACH HOUSE / ACROSS THE ROAD FROM THE BEACH,45 MIN TO NYC
10.0 out of 10, Exceptional, (11)
"Enjoyed the house and the location! Would stay again!"
NAUTICAL FAIRYTALE BEACH HOUSE / ACROSS THE ROAD FROM THE BEACH,45 MIN TO NYC
Save an average of 15% on thousands of hotels when you're signed in
Private beach nearby, sun-loungers, beach umbrellas, beach towels
DUNE Fairfield Beach
3.0 star property
10.0 out of 10, Exceptional, (10)
"Modern cottage near the beach. Clean and comfortable. Very responsive."
The price is £214
per night
29 May - 30 May
DUNE Fairfield Beach
Property grounds
Lake Luxury
10.0 out of 10, Exceptional, (8)
"We loved our stay at this home. Plenty of space so we didn’t feel like we were on top of each other, gorgeous kitchen (plus a separate butler’s kitchen!), and lux bathrooms made this rental exactly what we needed. Thanks Gianna!"
Lake Luxury
Beach
Spacious 3BR Private Home * Direct Water View
10.0 out of 10, Exceptional, (12)
"This is a very nice accommodation. Situated by the beautiful park and water. You can find shopping facilities within walking distance. The landlord was very reliable in making sure that our stay was very nice."
Spacious 3BR Private Home * Direct Water View
Interior
Welcome to Villa Seabird, Luxury Escape on Long Island Sound
10.0 out of 10, Exceptional, (3)
"7 bedrooms, most with water views, were perfect for my siblings and me, our spouses and children, and our mother to spend a glorious weekend together! We hosted an unforgettable 80th bday party for our Mom with all our extended family and friends. Wow! The house is gorgeous! It is perfect for a event. The grand hall, the ability to open up the rooms to the backyard, and the VIEW, truly set the stage for a beautiful evening. The home is truly remarkable! My mom was overwhelmed and so thankful...
Welcome to Villa Seabird, Luxury Escape on Long Island Sound
Exterior
The Subterranean Haven
10.0 out of 10, Exceptional, (1)
"The neighborhood is really nice and clean with a good variety of stores nearby. We found the subterranean haven to be a great location for unwinding and having small events. The George's are incredibly understanding, patient and flexible. We'd definitely recommend this host to anyone."
The price is £166
per night
29 May - 30 May
The Subterranean Haven
Fridge, microwave, oven, stovetop
Lovely 2 Bedrooms Short term Rental Unit on a 2nd Floor
10.0 out of 10, Exceptional, (1)
"The owner is a verry nice person!!"
Lovely 2 Bedrooms Short term Rental Unit on a 2nd Floor
Outdoor pool, a heated pool
Westport Paradise With Every Amenity!
10.0 out of 10, Exceptional, (12)
"Super clean, comfortable, and great for overnight stay. Will definitely be back!"
The price is £649
per night
20 May - 21 May
Westport Paradise With Every Amenity!
Beach nearby, beach towels
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
10.0 out of 10, Exceptional, (14)
"We loved our stay at the bungalow last weekend. Donna equipped the home with everything needed for a comfortable stay, and more. It is located in a quiet area steps from the Milford Point Audubon center, Wheeler Marsh and Cedar beach. We walked to the Walnut Beach area where there are a few shops and restaurants, most notably a delicious Mexican restaurant and coffee shop. A perfect get away, despite the questionable weather."
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Beach nearby
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
10.0 out of 10, Exceptional, (1)
"The location within walking distance church"
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
View from property
Serenity Awaits at this Cozy Lakeside Bungalow
10.0 out of 10, Exceptional, (15)
"We so enjoyed our stay! The house was perfect for our family, conveniently located close to extended family and with the most beautiful view. The house had everything we needed and provided the perfect home base for spring break in our hometown. We even got to experience an earth quake ;) thank you!!"
Serenity Awaits at this Cozy Lakeside Bungalow
Property grounds
BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time
10.0 out of 10, Exceptional, (7)
"GREAT location and house for a family reunion. It had everything that we needed inside and out. Large rooms for entertaining, a beautiful pool and outdoor patio. Very centrally located for shopping, airports, farm stands and yet very quiet. GREAT STAY!"
BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time
Fridge, microwave, oven, stovetop
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
10.0 out of 10, Exceptional, (12)
"Stayed at Coastal Retreat for a weekend visit with son who attends Fairfield University, brought both sets of parents and teen daughter (ages ranging 73-16), plenty of room and able to enjoy a wonderful family dinner with son even in attendance. Wonderful area, close walk to beach and easy to get to downtown Fairfield and university. Very clean and welcoming! Greg was wonderful to work with and answered any question we had that came up both prior and upon arrival. The only thing we would mention...
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
Pool
Business or Weekend escape
9.8 out of 10, Exceptional, (11)
"Everything was great at the property. And the apartment was spotless and it had refreshments. We really loved the place. We probably will be back soon. The owner was very nice and great to work with. Thank you for your hospitality"
The price is £114
per night
29 May - 30 May
Business or Weekend escape
Exterior
Waterfront Retreat Center for Health & Wellness
9.6 out of 10, Exceptional, (49)
"Beautiful location and old, well-maintained house. Really perfect for our family group of 17"
Waterfront Retreat Center for Health & Wellness
1 bedroom, iron/ironing board, WiFi, bed sheets
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
9.6 out of 10, Exceptional, (8)
"Nice place to stay. Small but has everything you need. Close to the major highways. Hostess Jennifer was great She checked in several times with me."
The price is £120
per night
21 May - 22 May
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Terrace/patio
Luxury Designer 2 bedroom+office/3bed vacation home.
9.4 out of 10, Exceptional, (8)
"Paul was very communicative and helpful. We did not like the neighborhood but once you enter the apartment it’s a whole different story. The apartment was very clean and spacious. As mentioned in another review, it needs coverings on all windows for privacy from the neighbors."
The price is £329
per night
21 May - 22 May
Luxury Designer 2 bedroom+office/3bed vacation home.
Smart TV
Stylish 3-bedroom 3rd fl Apt in Mount Vernon, NY
9.4 out of 10, Exceptional, (9)
"The apartment was exactly as stated and shown in the photos"
Stylish 3-bedroom 3rd fl Apt in Mount Vernon, NY
Don't see what you're looking for?
See all available properties in Stamford
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 Rental Travel Info

Other types of properties in Stamford you may be interested in

Front of property
Amsterdam Hotel
2.0 star property
8.4 out of 10, Very good, (1501)
"Pretty decent although an older property. Help very friendly. Breakfast included but they need better bagels."
The price is £91
per night
20 May - 21 May
Amsterdam Hotel
Lobby
The Stamford Hotel
3.5 star property
7.8 out of 10, Good, (1089)
"I travel to Stamford regularly and have stayed at several hotels, including Hampton Inn, Hilton, Hyatt Regency and Marriott. The Stamford was as good as any of them with an easier location "
The price is £115
per night
12 Jun - 13 Jun
The Stamford Hotel
Reception
Hilton Stamford Hotel & Executive Meeting Center
3.5 star property
7.4 out of 10, Good, (1019)
"Parking garage with cameras. Safe walking to hotel. Room was very quiet and clean. Beds are comfortable."
The price is £161
per night
24 May - 25 May
Hilton Stamford Hotel & Executive Meeting Center
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.

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, apart-hotels, 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 favorite 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 depends 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 £114 per night. Entering your travel dates in the search wizard you might find 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?

Lower Lvl Private 2BR/1BA Family/Pet Friendly: This highly rated holiday home rental in Stamford offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker. Our travellers also rate Seascape Beach Home- Seas-the-Day at this cozy home on Shippan Point as a favourite home for rent in Stamford.

How many holiday rentals are there in Stamford?

Expedia has 35 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 Chelsea Piers 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.

Recent reviews of Stamford properties
Expedia verified reviews