Discover a selection of 500 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 houses and condos are popular options for a stay in Stamford. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Stamford
Destination guide

The artsy city of Stamford awaits you

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

Things to do

Sightseeing in and around Stamford

Are you hoping to find attractions to see while you're in the area? Venture out of your vacation home and experience everything that Stamford has to offer. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Hand & Stone Massage and Facial Spa (1.1 mi / 1.7 km)
  • 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)

Seasonal weather averages in Stamford

If you're hoping to enjoy some warm-weather activities on your vacation, July, August, June and September are the hottest months to visit, when temperatures average 74°F.

Natural features

Exploring the natural features in Stamford

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Stamford is a great place to get outside. Here are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:

  • West Beach (1.3 mi / 2.2 km)
  • Greenwich Point Park (4.1 mi / 6.7 km)
  • Calf Pasture Beach (8 mi / 12.8 km)
  • Compo Beach (10.2 mi / 16.5 km)
  • Planting Fields Arboretum State Historic Park (13.3 mi / 21.3 km)
  • Fairfield Beach (15.6 mi / 25.1 km)
How to get there

Transportation options to and around Stamford

The nearest airport is in Westchester County Airport (HPN), located 8.7 mi (14 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into John F. Kennedy Intl. Airport (JFK), which is 31 mi (49.9 km) away.

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

What are the top vacation rentals in or near Stamford?

Whether you're after a cozy retreat for you and your sweetheart or someplace spacious to fit family and friends, you'll find some top vacation rentals in and around Stamford. Here are a couple to get you started:

  • Make use of conveniences like an iron and ironing board and a TV at "Work From Home 1 Bdr Downtown Stamford". Located around 0.1 miles from Stamford, this vacation rental has 1 bedroom and is a hit with guests.
  • "Lovely Cozy Apt Near Downtown, Restaurants And Shopping" is another top-notch choice, offering 1 bedroom, air conditioning, a kitchen and more. It's around 1 mile from Stamford.

For even more great options, use the search bar at the top of the page to find the perfect Stamford vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near Stamford?

Escape from the rat race at one of our weekend getaways in or near Stamford. Whether you'd like to catch up with friends or spend treasured time with the family, we'll have something to suit your needs. These are some of our top-rated options:

  • Make yourself at home at "The Deluxe Fred 2 Floor 6 Br". Located roughly 1 mile to the southeast of Stamford, this delightful escape has all you need for a chilled out stay, including a stovetop and free toiletries.
  • Otherwise, make memories with loved ones at "Trendy 1 Bedroom +loft Apartment W", which is around 1 mile to the west of Stamford. You'll have use of free toiletries, a fridge and more here.

Can I find studio apartments for rent in and around Stamford?

Studio apartments are a simple yet stylish choice, ideally suited for couples or solo adventurers. Spend your days getting acquainted with your new surroundings and your nights resting up in your cozy hideaway. These vacation rentals in or near Stamford are sure to please:

  • Get away on your own or take a few pals to "Work From Home 1 Bdr Downtown Stamford". You'll have lots of amenities at your fingertips, including WiFi and a kitchen.
  • An equally fantastic property is "Lovely Cozy Apt Near Downtown, Restaurants And Shopping". Don't let its modest size fool you — this comfy apartment is loaded with convenient amenities like a kitchen, air conditioning and lots more.

Can I find short term rentals in or near Stamford?

Whether you're seeking a small apartment for you and a few friends or a vacation home that'll fit the entire family, short-term rentals are easy to find in and around Stamford. These retreats are an ideal base for a quick trip:

  • For a memorable vacation, it's hard to beat "Trendy 1 Bedroom +loft Apartment W". It's close to the center of Stamford, along with countless things to see and do.
  • Alternatively, spend a couple of relaxing nights at "Nautical Fairytale Beach House - Across The Road From The Beach". This conveniently located property makes it easy to explore the area's sights.

What are the best large group vacation rentals in or near Stamford?

Big groups mean massive fun. They also mean finding someplace that'll effortlessly fit your entire crew. Check out our large group vacation rentals in or around Stamford and get everyone together under the same roof:

  • Offering privacy, comfort and space, you'll get everyone's stamp of approval at "The Deluxe Fred 2 Floor 6 Br". Up to 12 people can be accommodated at this property which has 6 bedrooms, a garden and a firepit. It's around 1 mile to the southeast of Stamford.
  • Invite as many as 15 of your favorite people to "New Stylish Beach Home Near Stamford Downtown" and fill the place with laughter and love. This popular option has 5 bedrooms and is around 2 miles to the east of central Stamford. It's packed with features to keep a large group occupied, such as a water view and a garden.

What are the best houses for rent with a pool in or near Stamford?

Nothing screams fun and frivolity like a pool. Grab your inflatable flamingo and browse these rental houses in or near Stamford that come with this vacation perk:

  • Pack your swimming gear and book a few days at "Nautical Fairytale Beach House - Across The Road From The Beach". There are also lots of other great amenities here, including a toaster and beach sun loungers.
  • Otherwise, recharge your batteries at "New Waterfront House Walking Distance From Cove Beach". Along with a refreshing pool, you can also make use of coffee and tea making facilities and a balcony.

Not sure what the weather's like in Stamford? It has a humid subtropical climate, with average temperatures in summer ranging from 65 ºF to 80 ºF. If you're seeking more inspiration on places to stay in this amazing destination, use the search bar at the top of the page and adjust the filters to look through our entire selection of Stamford vacation rentals.

What are the best large family vacation rentals in or near Stamford?

It's always more fun to share wonderful times with the people that are closest to your heart. Whether you're organizing a family break or celebrating a special occasion with your best friends, we'll have a large vacation rental to suit your needs. Here are two of our best in and around Stamford:

  • Get your group under the same roof at "The Deluxe Fred 2 Floor 6 Br", which has 6 bedrooms sleeping up to 12 guests. This getaway is located 1 mile to the southeast of Stamford and features amenities such as a travel crib and a smart TV.
  • Another popular option is "Nautical Fairytale Beach House - Across The Road From The Beach". This property is 1 mile southeast of Stamford and comes with a fridge, free toiletries and more. With 3 bedrooms accommodating up to 11 people, you won't need to leave anyone off your guest list.

If you're hoping to visit some family-friendly attractions around the area, there's no shortage of choice. Norwalk Maritime Aquarium, Greenwich Avenue and Beardsley Zoo promise lots of fun for both adults and kids.

Are there one-bedroom vacation rentals in or near Stamford?

Often located in prime positions due to their smaller footprint, a one-bedroom rental is a perfect solution if it's just the two of you. Here's a taste of our range in or near Stamford:

  • Consider "Work From Home 1 Bdr Downtown Stamford", a fantastic centrally located one-bedroom property. A kitchen and off-street parking options are among its useful amenities.
  • Or maybe "Lovely Cozy Apt Near Downtown, Restaurants And Shopping" matches your style better. Another conveniently located one-bedroom option, this place has a garden, a kitchen and much more.

Can I find two-bedroom vacation rentals in or near Stamford?

Yes, you can. From trendy apartments to comfy cabin retreats, Vrbo has a range of vacation rentals. Families or small groups will adore these two-bedroom beauties in or near Stamford:

  • Offering a garden and a kitchen, "Lovely 2 Bedroom Apt With Parking And Outdoor Sitting" has all the ingredients you need for an enjoyable stay. Settle in and then head out and explore your new surroundings.
  • Another highly recommended option is "Lower Lvl Private 2br/1ba Family". With convenient amenities like a swimming pool and a garden, it'll be plain sailing making yourselves at home here. Choose your favorite room, unpack your bags and let the fun begin!

What are the best three-bedroom vacation rentals in or near Stamford?

If you want a bit more room for the youngsters (or a last-minute tagalong), a three-bedroom vacation rental is the way to go. Vrbo can help you find all the best options in or near Stamford, beginning with these:

  • Lock in a few nights or more at "Nautical Fairytale Beach House - Across The Road From The Beach". Offering amenities including a fireplace and a kitchen, this spacious stay will make you feel right at home.
  • Alternatively, check out the spacious vacation rental that is "Charming Beach Cape". Settle in with your nearest and dearest and enjoy its many conveniences, such as a fireplace and off-street parking options.