Stamford holiday rentals

We found 877 holiday rentals — enter your dates for availability

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July 2025

August 2025

Find the perfect place for you stay in Stamford by choosing from 35 houses, 132 apartments and other holiday rentals. Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and cable TV. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Stamford

Showing deals for:10 Oct - 17 Oct

Exceptional

(12 reviews)

Near NYC ~ Fire pit, Game Room, Family Friendly, King Bed, Modern Luxury

New Rochelle, NY

13% off

AU$854 per night

includes taxes & fees

Ivy Covered Tudor on the Old Post Road in Fairfield.

Exceptional

(17 reviews)

Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!

Fairfield, CT

8% off

AU$2,571 per night

includes taxes & fees

Wonderful

(6 reviews)

The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace

Stamford, CT

8% off

AU$1,208 per night

includes taxes & fees

Exceptional

(13 reviews)

Entire House on Scenic Estate with Private Pond in Exclusive Neighborhood

Norwalk, CT

11% off

AU$470 per night

includes taxes & fees

SpaciouCozy and spacious living room with natural light.s lounge, modern entertainment, cozy furnishings.

Wonderful

(7 reviews)

The B&W Haven 5BR Home with yard theater + Office

Bridgeport, CT

7% off

AU$611 per night

includes taxes & fees

Very good

(6 reviews)

Minutes to NYC Private house in quite Neiborhood, walking distance to Starbucks

Mount Vernon, NY

8% off

AU$1,305 per night

includes taxes & fees

Exceptional

(32 reviews)

Private Renovated Home Convenient to Sacred Heart & Fairfield Universities

Fairfield, CT

8% off

AU$861 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Stamford

Stamford Suites

Sleeps 4 · 1 bedroom

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

The theatrical city of Stamford awaits you

The area's theatre scene and entertainment are just some of the reasons to come on holiday to Stamford. This city's restaurants, shopping and bars draw many visitors. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Stamford

Do you want to find things to do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Stamford has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

Chelsea Piers (1.3 mi / 2 km)
Norwalk Maritime Aquarium (7.1 mi / 11.5 km)
Rye Playland (9.3 mi / 14.9 km)
Bayville Adventure Park (10.3 mi / 16.6 km)
Cold Spring Harbor Laboratory (13.9 mi / 22.3 km)
Del Vino Vineyards (14.8 mi / 23.8 km)

Exploring the natural features in Stamford

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Stamford is a great place to get out in nature. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

West Beach (1.3 mi / 2.2 km)
Cummings Park Beach (1.4 mi / 2.3 km)
Cove Island Park (2 mi / 3.3 km)
Greenwich Point Park (4.1 mi / 6.7 km)
Calf Pasture Beach (8 mi / 12.8 km)
Old Mill Beach (9.7 mi / 15.7 km)

Seasonal weather averages in Stamford

If you're hoping to enjoy some warm-weather activities on your holiday, July, August, June and September are the hottest months to visit, when temperatures average 22°C.

Transport options to and around Stamford

The nearest airport is in White Plains, NY (HPN-Westchester County), located 8.7 mi (14 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Danbury, CT (DXR-Danbury Municipal), which is 22.2 mi (35.8 km) away.

If you'd rather travel by train, make your way to Stamford, CT (ZTF-Metro-North Train Station) or Stamford Transportation Center and explore the city from there.

Frequently asked questions

What is the best area to stay in Stamford when booking a holiday home?

Cove - East Side - Shippan is among the most desirable neighbourhoods where you'll find a holiday home in Stamford. During your time in the area, don't miss big-hitting attractions like Chelsea Piers and West Beach.

What is the most popular type of holiday home accommodation in Stamford?

Based on our research, houses are the most sought-after holiday property type in Stamford. But as you might expect, everyone's idea of an awesome trip can differ. Stayz has holiday homes with every size, shape and budget in mind, so you're sure to find your perfect match.

How much does it cost to rent a holiday home in Stamford?

A number of things can influence how much you'll pay for a holiday home in Stamford, like the time of year, length of stay and property type. However, all our holiday homes have something in common --- amazing value. Simply add your travel dates to find your perfect match.

How much does it cost to rent a beach house in Stamford?

The average price for a holiday home by the beach in Stamford depends on when you'll be there and the style and size of property you're looking for. Find prices quickly and easily on Stayz by entering your destination and travel dates. Then use the filter tool to select the number of bedrooms and amenities that you need, like a pool, WiFi and air conditioning.

Are there pet-friendly holiday homes in Stamford?

With 42 properties that welcome four-legged guests, your furry buddy can join in on your Stamford getaway. Use our filter tool to search our pet-friendly holiday homes and find the pawfect pad on Stayz.

Can I rent a house with a pool in Stamford?

Add an extra layer of fun to your holiday by booking one of the nine houses with a private pool in Stamford. Use our search filter to find the kind of property you want on Stayz, and then spend your days splashing about in a swimming pool that's just for you.

What are popular home amenities in Stamford?

A nearby waterfront, a swimming pool and tennis rank as the most popular home amenities in Stamford. Whether you're heading away as a party of one, with your better half or a group of family members, Stayz can help you find a holiday home that suits your tastes with all the features you'll enjoy.

Are there large group holiday homes in Stamford?

Stamford has eight holiday homes that can host 10 or more guests. These properties come with all the space you need to enjoy good times with loved ones.

Are there holiday homes in Stamford that welcome kids?

With 42 family-friendly holiday homes to pick from in Stamford, now is the perfect time to introduce the kids to the pleasures of travel. Click on our "Properties good for families" filter box to find stays that come with conveniences perfect for families on the move, such as living rooms, outdoor spaces, hot tubs and entertainment areas.

What are the top attractions for families in Stamford?

Keeping the kids happy during your Stamford holiday is child's play with these cool family-friendly attractions:

Norwalk Maritime Aquarium
The Maritime Aquarium
Calf Pasture Beach

Are there one-bedroom holiday homes in Stamford?

Yes, Stamford has 14 one-bedroom homes on offer. Often situated in prime areas because of their compact size, a one-bedroom property is ideal if you're getting away with your partner or a pal. And with plenty of home comforts like wireless internet and more privacy than a standard hotel, you'll be able to kick back and relax while enjoying this amazing destination.

Can I find two-bedroom holiday homes in Stamford?

Gather your nearest and dearest and experience complete comfort and privacy in one of the seven two-bedroom holiday homes Stamford has to offer.

Are there holiday homes with WiFi in Stamford?

Choose from 16 holiday homes with WiFi in Stamford. If you want to disconnect from the world on your holiday, but still want to be connected to the internet, these getaways have what you need. Narrow your search by applying the WiFi filter on Stayz.

How can I find holiday homes with air conditioning in Stamford?

Stamford has 42 holiday homes where you can chill out in air-conditioned comfort. To locate a stay on Stayz with this perk, enter your dates of travel and use the handy filters to select the "air conditioning" box.

How old do you have to be to rent a holiday home in Stamford?

The age limit can vary across properties on Stayz, so check the rules of the holiday home in Stamford you want. But usually, it's 16, 18 or 21.

How long can I rent a holiday home in Stamford for?

The length of time you can book a holiday home in Stamford differs according to the property. Just enter your desired dates to display a list of options offering extended stays. With loads of creature comforts like air conditioning and kitchens, as well as some offering weekly or monthly discounts, you're sure to get somewhere just right to call your home away from home in Stamford.