Stamford, CT Vacation Rentals: condo and apartment rentals & more

Discover a selection of 308 vacation rentals in Stamford, CT that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $115 per night, and condos and houses are popular options for a stay in Stamford. Either way, you'll find a rental for everyone's needs.

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Find the best place to stay — Stamford

Search 308 vacation rentals

Stayed Oct 2020

Everything you need in a great location!

We had a fun and peaceful time in this spacious VRBO. It had everything we needed from fluffy towels, well stocked kitchen utensils, plenty of heat and hot H2O, and all in a great location. VERY clean! Your stay includes access to work space on first...

Stayed Oct 2020

Fall in Connecticut

We spent 9 nights in this enchanted house in early October. Martha’s place was even more beautiful than the pictures: spotless and well-appointed, with thoughtful touches throughout. Our high schooler was doing remote learning for part of this time s...

Stayed Sep 2020

Charming house and front garden

Perfect location near everything ( beaches, boating, downtown ) perfectly appointed house with a nautical theme, down to the glasses and plates. Host Victoria will take care of everything, and keep the garden fresh with new flowers during your stay !...

Stayed Sep 2020

Great Stay!

I recently spent two weeks at this vrbo and found the experience to be very positive! The townhouse was as expected: very clean, with amenities as listed, a lovely backyard, and nice neighborhood to walk around. Henri was very responsive when I had...

Stayed Sep 2020

Wedding made perfect!

This property was beyond perfect. The house was not only clean, fully equipped, and spacious the vibe was so cozy and welcoming I felt like we were in our own home. We stayed as is was my sons wedding and Deirdre could not have been more helpful and ...

Stayed Sep 2020

A memorable experience, ready for my next stay at the Zen House

Beautiful property with calm, cleanliness, and serenity coming to mind, although many other qualificatives deserve to be part of this list. And most importantly, the hosts are not only great people but they also have mastered the art of making the gu...

Stayed Aug 2020

Beautiful pool

The star of this property is the pool. It is beautiful, clean, and the grounds surrounding it are lovely for spending the day outside. My family (including 2 kids) spent most of our time in the pool and were sad to have to leave! The house is a bit...

Stayed Jul 2020

Terrific location and yard - very basic accommodation

The house location, in one of the prettiest coastal towns in the NE, is perfect. The kitchen is well equipped, and the backyard is large and private. Jim, the owner, is extremely helpful and responsive to any fixable issues. The house interior is wel...

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Destination guide

Stamford: A hub for business and creatives

Nestled on the edge of the New York City commuter belt, Stamford packs one hefty punch on the economics front. It's full of Fortune 500 companies, hosts major print media offices, and exudes a confident professionalism to boot. That's all neatly balanced out by a drive towards the creative arts, coalescing in one boho waterside district and a downtown area that's packed with galleries, international eateries, hipster bars, and theaters. That means Stamford vacation rentals don’t only offer a prime jump-off point for exploring the Big Apple, but also access to a buzzing town center in its own right.

Things to do

Enjoy nature in Stamford

Despite its modern, business-centric vibe and youthful energy, Stamford also retains strong links to the Connecticut countryside. You'll see that at the highly-rated Stamford Museum & Nature Center, where boardwalk trails and petting zoos combine to create an experience for the whole family. Other draws near the town center include the manicured gardens of the Bartlett Arboretum, with its Red Oak Trail and jazz-echoing bandstand, while the sandy beaches of Cummings Park and Cove Island are the place to escape onto the Atlantic shores.

Activities

Dining and dancing your way through Stamford

Being laden with everything from Peruvian grill houses and 24-hour American diners to rowdy Irish pubs and NYC sports bars, Stamford certainly has loads to offer on the gastronomy and nightlife front. Cinemas and arts centers bring a more cerebral line up of things for the evening, too, while plenty of creative little jewelry boutiques and vintage stores keep the shoppers coming. If you're eager to enjoy Connecticut's more natural side, then be sure to search for Stamford vacation rentals close to the beaches along the Long Island Sound – they're truly beautiful.

Weather

Enjoy the summer in Stamford

Stamford's place on the edge of the beautiful Long Island Sound means that it's a shame to shun the beaches on a winter jaunt to the town. Instead, try looking for Stamford vacation rentals during the warmer months of the summer, which starts around May and tails off with September. Doing that will ensure you get to make the most of the al fresco beer terraces and sandy coastal stretches, not to mention the blooming gardens of the prized Bartlett Arboretum.

Natural features

Stamford and the salt wash of the Long Island Sound

With the north-western side of town encompassed by the rolling hills and beech forests of central Connecticut, where country clubs and well-to-do ranches are fronted by whitewashed picket fences, it's the coastal reaches of Stamford that usually draw the eye. There are long, sandy beaches in central parks like Cove Island, while boating ponds and harbors cut inland to the east and west, offering prime sailing territory, tracts of great fishing spots, and remote barrier islands like Shea and Sheffield. Just be sure to bring the waterproofs if you really want to explore…

How to get there

Transportation options to and around Stamford

Fly into White Plains, NY (HPN-Westchester County), the closest airport, located 8.6 mi (13.9 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Danbury, CT (DXR-Danbury Municipal), which is 22.1 mi (35.6 km) away.

If you'd rather travel by train, the main station serving the city is Stamford Transportation Center.

How many vacation rentals are available around Stamford, CT?

Our 2020 property listings offer a large selection of 308 vacation rentals around Stamford. From 30 condo and apartment rentals to 249 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What is the best area to stay when traveling to Stamford?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Stamford:

Queens: 4,750 vacation rentals
Bronx: 1,933 vacation rentals
West Bronx: 190 vacation rentals
Riverside: 16 vacation rentals
Fresh Meadows: 19 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Stamford?

Vrbo offers a large selection of vacation rentals near lovely places in Stamford. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

Stamford Public Library - Ferguson Library: 319 vacation rentals
E. Gaynor Brennan Golf Course: 333 vacation rentals
Sterling Farms Golf Course: 309 vacation rentals
Fort Stamford Park: 326 vacation rentals
Stamford Historical Society Museum: 304 vacation rentals

But there are many other points of interest around Stamford listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Condos/Apartments in Stamford?

Yes, of course. Vrbo has 30 Condos/Apartments in Stamford. Our other popular types of vacation rentals in Stamford include:

Houses: 249 rentals available
Studios: 27 rentals available
Townhouses: 7 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Cottages and more.

Can I find a vacation rental with pool in Stamford?

Yes, you can select your preferred vacation rental with pool among our 73 vacation rentals with pool available in Stamford. Please use our search bar to access the selection of vacation rentals available.