Vacation Rentals in Stamford, CT

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Stamford, CT holiday rentals
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526 Holiday rentals and Airbnb in Stamford, CT

Best family friendly Stamford, CT holiday rentals

Among the 526 accommodations in Stamford, CT, here are the 4 best family friendly rentals

Gameroom, Backyard + Pool! 5m To Train + Downtown - Stamford, CT
10 86 reviews
Stamford, CT
11/08 – 15/08
A$1138/nighttotal: A$4552 (4 )

Gameroom, Backyard + Pool! 5m To Train + Downtown

1 4
apartment , Stamford
This family-friendly apartment is conveniently located just 8km from downtown Stamford and the University of Connecticut’s Stamford campus, making it ideal for exploring the city and its surrounding areas. The apartment boasts excellent ratings for its cleanliness, location, and overall user experience.
The apartment has four bedrooms and three bathrooms, comfortably accommodating up to eight guests. It features a private pool, a spacious game room, and a fully equipped kitchen with modern appliances, ensuring a comfortable and enjoyable stay for families and groups.
Red Door Cottage On A Green Half Acre - Stamford, CT
Stamford, CT
27/06 – 04/07
A$1090/nighttotal: A$7630 (7 )

Red Door Cottage On A Green Half Acre

2 2
apartment , Stamford
Red Door Cottage, a two-bedroom holiday home in Stamford's Southfield Point, is situated on a peninsula between Old Greenwich and Stamford, offering easy access to both towns and a private beach.
This family-friendly property sleeps five, boasting a fully fenced garden, deck, fire pit, parking, and amenities including a fridge-freezer, dishwasher, and air conditioning; nearby activities include cycling and exploring Old Greenwich.
Serene Upstairs Apt. Walk To Town, Train, & Beach Ferry! Off-street Parking. - Stamford, CT
9.8 73 reviews
Stamford, CT
19/07 – 26/07
A$675/nighttotal: A$4725 (7 )

Serene Upstairs Apt. Walk To Town, Train, & Beach Ferry! Off-street Parking.

3 4
apartment , Greenwich
This top-floor flat is located in central Greenwich, just an 8-minute walk from the train station and a short stroll from the town centre, offering a peaceful retreat on a quiet street. It has received excellent ratings for location, cleanliness, and overall experience.
The apartment offers 116 square metres of space, providing comfortable accommodation for up to six guests across three bedrooms and two bathrooms. Amenities include a modern kitchen, a private deck, a comfortable living room with a 4K TV and an electric fireplace, air conditioning, a garden, parking, and fast Wi-Fi, perfect for remote working.
Luxurious 3br/2ba Modern Haven Downtown Stamford - Stamford, CT
10 7 reviews
Stamford, CT
30/07 – 11/08
A$822/nighttotal: A$9864 (12 )

Luxurious 3br/2ba Modern Haven Downtown Stamford

3 2
apartment , Stamford
This Stamford city centre apartment is conveniently located near Stamford Town Centre, offering easy access to restaurants, shops, and cultural attractions such as the Stamford Center for the Arts and the Fernando Luis Alvarez Gallery.
The three-bedroom, two-bathroom dwelling boasts an open-plan layout, sleeping up to nine guests and features a fully equipped modern kitchen, air conditioning, and internet access.

Best Stamford, CT holiday rentals with a pool

Among the 526 accommodations in Stamford, CT, here are the 4 best rentals with a pool

Midcentury Modern Zenhouse Sculptor Studio - Stamford, CT
9.7 3 reviews
Stamford, CT
25/09 – 05/10
A$733/nighttotal: A$7330 (10 )

Midcentury Modern Zenhouse Sculptor Studio

1 2
studio , Stamford
This Midcentury Modern ZenHouse Sculptor Studio apartment is situated in Stamford, Connecticut, approximately 22.5 kilometres from both the State University of New York at Purchase and Manhattanville College, and Westchester County Airport.
The 111-square-metre self-catering apartment features a spacious layout with one bedroom, one bathroom, and can accommodate up to three guests, offering amenities such as a fully equipped kitchen with dishwasher, a private terrace, garden, swimming pool, tennis court, parking, and complimentary Wi-Fi.
Luxury Skyview 2 Bedrooms Apartment Pool Gym Game - Stamford, CT
Stamford, CT
11/08 – 15/08
A$557/nighttotal: A$2228 (4 )

Luxury Skyview 2 Bedrooms Apartment Pool Gym Game

1 4
apartment , Stamford
This centrally located flat in Stamford offers convenient access to local attractions and a well-connected base for exploring the city.
This stylish accommodation provides two bedrooms, two bathrooms, and accommodates up to four guests, featuring a kitchen with essential appliances, air conditioning, a swimming pool, garden, and fitness centre, with pets welcome.
Modern Apt Downtown - Stamford, CT
Stamford, CT
27/06 – 04/07
A$451/nighttotal: A$3157 (7 )

Modern Apt Downtown

1 2
apartment , Stamford
This Stamford flat offers immediate access to Atlantic Station's dining, shopping, and waterfront, with the train station just 300 metres away.
Guests can enjoy a 1-bedroom, 1-bathroom residence for up to 3 people, featuring floor-to-ceiling windows, hardwood floors, European stainless steel appliances, a rain shower, washer/dryer, and access to a communal pool, lounge, and fitness centre.
Stamford Grand Apartment + Cozy Den - Stamford, CT
9.8 9 reviews
Stamford, CT
15/07 – 22/07
A$736/nighttotal: A$5152 (7 )

Stamford Grand Apartment + Cozy Den

2 2
apartment , Stamford
This Stamford city centre flat is situated a short walk from Stamford Town Centre, Stamford Public Library, and Stamford Center for the Arts, with Stamford Transportation Center and the Metro-North Train Station approximately 1.2km away.
The 72 square metre one-bedroom apartment sleeps five, featuring a fully equipped kitchen, in-unit laundry, a private pool, and a sofa bed; limited housekeeping is provided.

Frequently asked questions about holiday rentals in Stamford, CT

  • What should a first-time visitor not miss in Stamford, CT?

    For a first-time visit, you should definitely check out the Stamford Museum & Nature Center, a great place to learn about local history and nature. You'll also want to stroll along the scenic waterfront at the Stamford Harbor, enjoying the views and maybe grabbing some ice cream.
  • What are the best Airbnb and holiday rentals in Stamford, CT?

  • Which neighborhood in Stamford, CT should you consider for a vacation rental?

    The Downtown neighbourhood is a popular choice for a vacation rental, as it's close to the Stamford Town Center, the waterfront, and many restaurants and shops. For a quieter option, you could consider the Springdale neighbourhood, which is known for its residential feel and proximity to parks.
  • What are the most popular Airbnbs in Stamford, CT?

  • What are the top family-friendly attractions in Stamford, CT?

    The Stamford Museum & Nature Center is a great place for families, with its interactive exhibits, nature trails, and animal encounters. The Mill River Park is another good option, featuring a playground, a splash pad, and a carousel.
  • What are the best holiday rentals with a pool in Stamford, CT?

    Harborview/freeparking/downtown, Lux 1br W/ Amenities Downtown and Stamford Grand Apartment + Cozy Den are the best holiday rentals with a pool in Stamford, CT.

  • When is the best time to book a vacation rental in Stamford, CT?

    The best time to book a vacation rental in Stamford is during the shoulder seasons, from April to May and September to October, as you'll find better deals and fewer crowds. However, if you prefer warmer weather, the summer months are also popular.
  • What are the best rentals for families and kids in Stamford, CT?

  • What are the best budget-friendly activities in Stamford, CT?

    You can enjoy a free stroll along the Stamford waterfront, taking in the views of the harbour and the city skyline. If you're looking for a more active experience, you can rent a bike and explore the city's many bike paths.
  • What are the best rentals or Airbnbs with a jacuzzi in Stamford, CT?

  • What are the best restaurants with local dishes in Stamford, CT?

    For a taste of local cuisine, head to the Barcelona Wine Bar, which serves up delicious tapas and Spanish dishes. Another great option is The Capital Grille, known for its classic American dishes and its elegant setting.
  • What are the best walking or cycling routes in Stamford, CT?

    The Stamford harbour walk is a popular choice for a scenic stroll, offering views of the water and the city skyline. For a longer bike ride, you can follow the Mianus River Greenway, which runs for 11 kilometres along the Mianus River.
  • Are there pet-friendly attractions in Stamford, CT?

    Yes, the Stamford Museum & Nature Center is pet-friendly, allowing well-behaved dogs on leash on its grounds and trails. The Mill River Park is also dog-friendly, with designated areas for pets.
  • What are the benefits of choosing a vacation rental in Stamford, CT?

    Vacation rentals offer more space and privacy compared to hotels, and often come with amenities like kitchens and laundry facilities. They can also be a more budget-friendly option, especially for families or groups.
  • What are the top sports attractions and facilities in Stamford, CT?

    Stamford is home to the Chelsea Piers Connecticut, a large sports and entertainment complex that features a variety of activities, including ice skating, rock climbing, and bowling. The city also has several public parks with sports facilities, such as the Mill River Park, which has baseball fields, tennis courts, and a playground.

Destinations nearby

Best Stamford, CT holiday rentals with a balcony

The Fred Deluxe 7 Br By I95, Train, Harborvw, Stamford Beaches & Workspace - Stamford, CT
9.0 10 reviews
Stamford, CT
29/07 – 01/09
A$1323/nighttotal: A$44982 (34 )

The Fred Deluxe 7 Br By I95, Train, Harborvw, Stamford Beaches & Workspace

7 1
apartment , Stamford
This Stamford house is located in the Cove - East Side - Shippan district, within a 2.4km walk of Cummings Park and Chelsea Piers, and less than 1.6km from Stamford Town Center and Cummings Park Beach. The property has received excellent user ratings, indicating a high level of satisfaction from previous guests.
The house has 7 bedrooms and 2 bathrooms, comfortably accommodating up to 14 guests. It comes with a range of amenities including a fitness centre, a garden, a terrace, parking, and a fully equipped kitchen with a dishwasher, microwave, and fridge.
Cozy 3br Stay In Stamford & Near Old Greenwich - Stamford, CT
10 1 review
Stamford, CT
06/10 – 08/10
A$543/nighttotal: A$1086 (2 )

Cozy 3br Stay In Stamford & Near Old Greenwich

3 1
apartment , Stamford
This one-bedroom flat in Stamford is located 17.7 kilometres from the State University of New York at Purchase and 19.3 kilometres from Manhattanville College.
This 112 square metre apartment offers a private entrance, a balcony, and a fully equipped kitchen, accommodating up to 11 guests with complimentary private parking and free Wi-Fi.
Lavish 1 Bed Apt + Rooftop & Gym - Downtown Stamford - Stamford, CT
8.0 3 reviews
Stamford, CT
25/09 – 05/10
A$421/nighttotal: A$4210 (10 )

Lavish 1 Bed Apt + Rooftop & Gym - Downtown Stamford

1 2
apartment , Stamford
This Downtown Stamford apartment, a short walk (less than 1 km) from the Stamford Town Centre, Fernando Luis Alvarez Gallery, and Stamford Public Library, offers convenient access to cultural attractions and transport links.
The 64 square metre self-catering flat features one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, in-unit laundry, free Wi-Fi, a private balcony, and access to a fitness centre, spa and parking.
Stamford Grand Apartment - Stamford, CT
9.6 13 reviews
Stamford, CT
29/07 – 01/09
A$408/nighttotal: A$13872 (34 )

Stamford Grand Apartment

1 1
apartment , Stamford
This Stamford city centre apartment is ideally located a short walk from Stamford Town Centre, the Ferguson Library, and Stamford Center for the Arts, with Stamford Transportation Center and Stamford Metro-North Train Station approximately 1.2km away.
This 70 square metre dwelling boasts two bedrooms, one bathroom, sleeps four guests, and includes a private pool, in-unit laundry, and a fully equipped kitchen with fridge, microwave, and dishwasher.

Best Stamford, CT holiday rentals with parking

Comfortable 3br/2ba Near Old Greenwich In Stamford - Stamford, CT
10 5 reviews
Stamford, CT
25/07 – 25/10
A$467/nighttotal: A$42964 (92 )

Comfortable 3br/2ba Near Old Greenwich In Stamford

1 2
apartment , Stamford
This 3-bedroom, 2-bathroom flat is located in Stamford's South/Waterside district, offering a 1.6 kilometre walk to Downtown Stamford and its train station, and a 0.8 to 1.6 kilometre walk to Harbor Point and Cove Island Park.
This fully equipped apartment accommodates up to six guests with queen beds, features a dedicated workspace, in-unit laundry, two parking spaces, and air conditioning, with convenient access to public transport via a nearby bus stop.
Comfort Meets Convenience Parking, Gym, Near Nyc - Stamford, CT
Stamford, CT
25/07 – 25/10
A$649/nighttotal: A$59708 (92 )

Comfort Meets Convenience Parking, Gym, Near Nyc

1 2
apartment , Stamford
This one-bedroom flat in Stamford's Harbor Point district offers direct access to downtown dining and entertainment, with the Metro-North Railroad just a short walk away for convenient travel to New York City.
This 48 square meter apartment accommodates up to four guests and includes a fitness centre, seasonal rooftop terrace, in-unit laundry, a dedicated workspace, high-speed WiFi, and a 55-inch television, with covered parking provided.
74 M² Apartment ∙ 2 Bedrooms ∙ 3 Guests - Stamford, CT
Stamford, CT
29/07 – 01/09
A$331/nighttotal: A$11254 (34 )

74 M² Apartment ∙ 2 Bedrooms ∙ 3 Guests

2 1
apartment , Stamford
Apartment rental for 3 guests. This accommodation is located in Stamford.
Services and facilities: a washing machine, a kitchen and a freeze. This is a pet-friendly accommodation!
Luxury Apt W/ Gym Downtown - Stamford, CT
Stamford, CT
29/07 – 01/09
A$530/nighttotal: A$18020 (34 )

Luxury Apt W/ Gym Downtown

2 1
apartment , Stamford
This two-bedroom flat is situated in central Stamford, offering direct access to shops, restaurants, and waterfront attractions, and is a short walk from the train station.
This 106 square metre apartment accommodates up to five guests and features floor-to-ceiling windows with city views, a state-of-the-art fitness centre, a rooftop terrace with fire pits and BBQ grills, and an on-site swimming pool.
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