Holiday Rentals in Stamford, CT

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Stamford, CT holiday rentals
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Best Holiday rentals and Airbnb offers 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

Family-friendly | 4 Bed 3 Bath | Downtown Delight - Stamford, CT
9.6 26 reviews
Stamford, CT
11/08 – 15/08
SG$1013/nighttotal: SG$4052 (4 )

Family-friendly | 4 Bed 3 Bath | Downtown Delight

1 4
apartment , Stamford
This Stamford apartment, perfect for families, boasts four bedrooms, three bathrooms, and sleeps eight, offering convenient access to Stamford's attractions, although precise distances aren't specified.
The self-catering property includes a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, plus air conditioning, parking, and internet access; further details on interior design are unavailable.
Walkable Townhouse With Garage 45 Min To Nyc - Stamford, CT
8.4 8 reviews
Stamford, CT
30/07 – 11/08
SG$814/nighttotal: SG$9768 (12 )

Walkable Townhouse With Garage 45 Min To Nyc

3 2
house , Stamford
This Stamford house, situated in the Downtown Stillwater area, is approximately 18km from SUNY Purchase and 18km from Westchester County Airport.
The 162 square metre property sleeps up to 15 guests, offering three bedrooms, three bathrooms, a well-equipped kitchen with dishwasher, private parking, Wi-Fi, and a terrace with garden views.
Serene Upstairs Apt. Walk To Town, Train, & Beach Ferry! Off-street Parking. - Stamford, CT
9.8 73 reviews
Stamford, CT
19/07 – 26/07
SG$610/nighttotal: SG$4270 (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.
Stylish Loft W/parking Near Nyc + Hospital - Stamford, CT
9.9 65 reviews
Stamford, CT
30/07 – 11/08
SG$246/nighttotal: SG$2952 (12 )

Stylish Loft W/parking Near Nyc + Hospital

1 2
apartment , Stamford
This charming cottage is located in Stamford, just a short distance from the city centre and close to attractions like the Stamford Town Centre and the Stamford Museum & Nature Center. The property has received excellent ratings for its cleanliness, location, and overall experience.
This cosy home sleeps up to four guests and features a fully equipped kitchen, a dedicated workstation, and two Smart TVs. Guests can also enjoy a private patio, a fenced yard, and two parking spaces.

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
15/07 – 22/07
SG$848/nighttotal: SG$5936 (7 )

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.
Historic 6-bdrm Tudor Estate W Pool/tennis Access - Stamford, CT
9.6 10 reviews
Stamford, CT
27/06 – 04/07
SG$1967/nighttotal: SG$13769 (7 )

Historic 6-bdrm Tudor Estate W Pool/tennis Access

6 2
apartment , Stamford
This six-bedroom apartment is ideally located in central Stamford, just a short walk from both E. Gaynor Brennan Golf Course and Stamford Hospital. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The spacious flat is perfect for large groups or families, offering a comfortable and well-equipped living space. Guests can enjoy a range of amenities, including a swimming pool, tennis court, sauna, and barbecue facilities, as well as a fully-equipped kitchen, a terrace, and a garden.
Stamford Grand Apartment + Cozy Den - Stamford, CT
9.8 9 reviews
Stamford, CT
27/06 – 04/07
SG$653/nighttotal: SG$4571 (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.
Modern Apt Downtown - Stamford, CT
Stamford, CT
27/06 – 04/07
SG$487/nighttotal: SG$3409 (7 )

Modern Apt Downtown

1 2
apartment , Stamford
This Stamford city centre flat is located 2.9km from West Beach and 17.7km from Westchester County Airport, offering easy access to local amenities and attractions.
The 66 square metre one-bedroom apartment sleeps five, features a fully equipped kitchen with dishwasher, in-unit laundry, and access to an indoor swimming pool and fitness centre.

Frequently asked questions about holiday rentals in Stamford, CT

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

    The Stamford Museum & Nature Center is a great option for families, with interactive exhibits, nature trails, and a planetarium. The Stamford Town Center mall offers a variety of entertainment options for kids, including a carousel and a play area.
  • What are the best Airbnb and vacation rentals in Stamford, CT?

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

    Booking a vacation rental in Stamford during the shoulder seasons, like spring or autumn, is generally a good idea. You'll find more affordable rates and fewer crowds compared to the peak summer months.
  • What are the most popular Airbnbs in Stamford, CT?

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

    A walk or bike ride along the scenic waterfront path is a free and enjoyable activity. The Stamford Museum & Nature Center offers free admission on the first Thursday of each month. The city also has several parks, like Mill River Park, that are perfect for picnicking or simply relaxing.
  • What are the best vacation rentals with a pool in Stamford, CT?

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

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

    For a taste of local cuisine, try the seafood at The Half Full Brewery or the classic American dishes at The Capital Grille. If you're looking for something more casual, the Stamford Diner is a local favourite.
  • What are the best rentals for families and kids in Stamford, CT?

  • What are the best walking or cycling routes in Stamford, CT?

    The Stamford Town Center is a great place to start a walk or bike ride. The paved trail along the waterfront is a popular route, offering scenic views of the harbour. The nearby Mianus River Park also has several walking and cycling trails.
  • What are the best rentals or Airbnbs with a jacuzzi in Stamford, CT?

  • Are there pet-friendly attractions in Stamford, CT?

    Mill River Park is a great spot to bring your dog, with plenty of open space for walking and playing. Several restaurants in the downtown area also have outdoor seating that is pet-friendly.
  • What are the benefits of choosing a vacation rental in Stamford, CT?

    Vacation rentals offer more space and privacy compared to hotels. They often come with kitchen facilities, allowing you to prepare your own meals. Many rentals also have unique features and charm that you won't find in a standard hotel.
  • What are the top sports attractions and facilities in Stamford, CT?

    Stamford is home to the Stamford Advocate, a daily newspaper, as well as the Stamford Town Center, a large shopping mall. The city also has a number of parks and recreational facilities, including the Stamford Museum & Nature Center.

Destinations nearby

Best Stamford, CT holiday rentals with a balcony

The Fred Deluxe 7 Br By I95, Train, Harborvw, Stamford Beaches & Workspace\n\n - Stamford, CT
9.0 10 reviews
Stamford, CT
25/09 – 05/10
SG$1153/nighttotal: SG$11530 (10 )

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

7 2
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.
One Bedroom With Modern Kitchen, Balcony With Water View - Stamford, CT
9.1 34 reviews
Stamford, CT
29/07 – 01/09
SG$373/nighttotal: SG$12682 (34 )

One Bedroom With Modern Kitchen, Balcony With Water View

1 1
apartment , Greenwich
This one-bedroom flat is situated in Greenwich, offering water views and located 13.2 kilometres from the State University of New York at Purchase and 13.9 kilometres from Manhattanville College.
This 74 square metre apartment accommodates two guests and features air conditioning, a terrace with garden and water views, a well-equipped kitchen with a dishwasher and microwave, complimentary WiFi, and free private parking, with beauty services and bicycle rental available on-site.
Charming 1-bedroom Apartment  In Greenwich With Water View & Balcony. - Stamford, CT
10 5 reviews
Stamford, CT
15/07 – 22/07
SG$563/nighttotal: SG$3941 (7 )

Charming 1-bedroom Apartment In Greenwich With Water View & Balcony.

1 2
apartment , Greenwich
This Cos Cob flat offers a tranquil water view in Greenwich, located within 500 meters of historical sites such as the Bush Holley House Museum and Putnam Cottage.
This one-bedroom flat accommodates up to three guests with a queen bed and sofa bed, featuring a full kitchen, air conditioning, WiFi, a fireplace, and a terrace, with parking available.
New Beach Home Near Stamford Downtown/shippan - Stamford, CT
10 24 reviews
Stamford, CT
06/10 – 08/10
SG$1293/nighttotal: SG$2586 (2 )

New Beach Home Near Stamford Downtown/shippan

5 1
apartment , Stamford
This spacious five-bedroom apartment is located in the desirable Shippan Point neighbourhood, just a short walk from West and Cummings Beaches and a few minutes' drive from parks, restaurants, and shops. It has received excellent user ratings and is a perfect choice for families and groups.
This comfortable home offers 260 square metres of living space and can accommodate up to 16 guests. The apartment boasts a fully equipped kitchen, a private garden with two large decks, and a range of entertainment options, including a billiards table, ping pong, and foosball.

Best Stamford, CT holiday rentals with parking

Gem By The Water With Firepit & All Fenced Backyard 2 Bedrooms - Stamford, CT
9.1 22 reviews
Stamford, CT
06/10 – 08/10
SG$303/nighttotal: SG$606 (2 )

Gem By The Water With Firepit & All Fenced Backyard 2 Bedrooms

1 1
house , Stamford
This Stamford villa offers waterfront living, a private garden, and is conveniently located 18 kilometres from Westchester County Airport, 19 kilometres from SUNY Purchase, and 21 kilometres from Manhattanville College.
The 79 square metre property comprises one bedroom, one bathroom, sleeps up to nine guests, and features a fully equipped kitchen with dishwasher, free Wi-Fi, private parking, and an outdoor fireplace.
Elegant Home - Stamford, CT
Stamford, CT
11/08 – 15/08
SG$774/nighttotal: SG$3096 (4 )

Elegant Home

1 4
apartment , Stamford
This Stamford flat is located in the Downtown district, 2.5 kilometres from Springdale Shopping Centre and within easy reach of Stamford Town Centre, Mianus Park, and Houston Preserve.
This one-bedroom flat accommodates four guests and includes a queen bed, a queen sofa bed, a fully equipped kitchen with a fridge and dishwasher, air conditioning, in-unit laundry, and free covered parking, with access to a fitness centre and seasonal rooftop.
Gem By The Water - Charming 2-bedroom House In Fabulous Stamford With Ac, Wifi - Stamford, CT
9.8 14 reviews
Stamford, CT
06/10 – 08/10
SG$402/nighttotal: SG$804 (2 )

Gem By The Water - Charming 2-bedroom House In Fabulous Stamford With Ac, Wifi

2 1
apartment , Stamford
This two-bedroom house is located in Stamford's Waterside neighbourhood, close to the Fernando Luis Alvarez Gallery and Stamford Center for the Arts, offering convenient access to local attractions.
The property sleeps up to five guests, comprising two bedrooms (one king-size, one queen-size), a living room with a sofa bed, and a bathroom; amenities include air conditioning, Wi-Fi, a hairdryer, and a washing machine.
Stamford Grand Apartment + Cozy Den - Stamford, CT
9.9 92 reviews
Stamford, CT
01/07 – 31/07
SG$461/nighttotal: SG$13830 (30 )

Stamford Grand Apartment + Cozy Den

1 2
apartment , Stamford
This one-bedroom apartment is located in downtown Stamford, just a short walk from Bedford Street with its cafes, restaurants, and bars, and within easy reach of Stamford Hospital, the University of Connecticut, the Ferguson Library, and Tri-City Plaza. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The flat has a comfortable living area, a well-equipped kitchen, and a spacious bedroom, accommodating up to five guests. Enjoy a range of amenities, including a swimming pool, fitness centre, garden, and secure parking, ensuring a comfortable and enjoyable stay.
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