Stamford Holiday Rentals

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Holiday Rentals in Stamford

Terrace/patio
Lower Lvl Private 2BR/1BA Family/Pet Friendly
10.0 out of 10, Exceptional, (102)
"Beautiful, ultra comfy and clean space, great beds, amazing gym and home theatre, easy check-in and excellent, rapid responses from host. Wish I could have stayed longer."
Lower Lvl Private 2BR/1BA Family/Pet Friendly
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
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 AU$420
includes taxes & fees
31 May - 1 June
Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!
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Private beach nearby, sun-loungers, beach umbrellas, beach towels
DUNE Fairfield Beach
3.0 star property
10.0 out of 10, Exceptional, (8)
"Great stay"
The price is AU$432
includes taxes & fees
9 May - 10 May
DUNE Fairfield Beach
1 bedroom, iron/ironing board, WiFi, bed sheets
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
10.0 out of 10, Exceptional, (7)
"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 AU$230
includes taxes & fees
6 May - 7 May
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
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
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 AU$391
includes taxes & fees
7 May - 8 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 AU$1,239
includes taxes & fees
7 May - 8 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
1 bedroom, WiFi, bed sheets
Charming Private Oasis in Old Greenwich – A Commuter's Dream!
10.0 out of 10, Exceptional, (1)
"the owners were on property and very accommodating, the unit was pristine with lots of little extras. would definitely stay there again. "
Charming Private Oasis in Old Greenwich – A Commuter's Dream!
Balcony
GORGEOUS WATER FRONT HOUSE / HUGE GARDEN & SEA ACCESS
10.0 out of 10, Exceptional, (9)
"Our family gathered for a dinner with 22 people on the patio and the setting and house made that possible and it was lovely. 30 family members came to practice a dance on the back lawn and we had space in the house for them to relax and visit. Our family of 10 was very comfortable and found the accommodations tasteful and renovations were lovely! I would give a 5+ rating and thanks to Alex, who was so helpful before we arrived, with questions about the house."
GORGEOUS WATER FRONT HOUSE / HUGE GARDEN & SEA ACCESS
Pool
Business or Weekend escape
9.6 out of 10, Exceptional, (10)
"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 AU$210
includes taxes & fees
14 May - 15 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
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 AU$620
includes taxes & fees
3 May - 4 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
Reception
Global Luxury Suites White Plains
3.5 star property
7.6 out of 10, Good, (17)
"Excessive number of large seized pets create certain uncomfortability."
Global Luxury Suites White Plains
Exterior
Stamford Suites
2.5 star property
7.0 out of 10, Good, (700)
"Big clean spacious rooms, easily walkable to Stamford downtown with free breakfast. Property is not in great condition but otherwise centrally located with free parking."
The price is AU$255
includes taxes & fees
16 May - 17 May
Stamford Suites
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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 Home 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, (1499)
"The stay was very enjoyable and located in a very conscientious area."
The price is AU$178
includes taxes & fees
5 May - 6 May
Amsterdam Hotel
Desk, laptop workspace, blackout curtains, iron/ironing board
Baymont by Wyndham White Plains - Elmsford
2.5 star property
8.2 out of 10, Very good, (1005)
"It was clean, and the staff was very nice,friendly and helpful."
The price is AU$217
includes taxes & fees
27 May - 28 May
Baymont by Wyndham White Plains - Elmsford
Lobby
The Stamford Hotel
3.5 star property
7.8 out of 10, Good, (1084)
"Staff seemed a bit unhappy. Nothing really bad but just matter of fact. I would totally stay here again though. Wash down the entrance walkway to spruce up first impressions. Very clean. Lots of amenities. "
The price is AU$309
includes taxes & fees
5 May - 6 May
The Stamford Hotel
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, 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$210 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?

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