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

Modern 2 Bdr, Harbor Point #2  Walk To Train, Restaurants, City + Shore - Stamford, CT
10 1 review
Stamford, CT
01/09 – 30/09
SG$509/nighttotal: SG$14761 (29 )

Modern 2 Bdr, Harbor Point #2 Walk To Train, Restaurants, City + Shore

2 2
apartment , Stamford
This two-bedroom flat in Stamford's South End district is 880 metres from the Second World War Museum of African American History and a 2-minute drive from Stamford Town Centre mall, with Stamford Train Station a 6-minute walk away.
This accommodation for four guests includes complimentary Wi-Fi, air conditioning, a kitchenette with a microwave and fridge, and is conveniently located for exploring Mianus Park and Houston Preserve.
Stamford Surrounded By Nature - Stamford, CT
9.4 65 reviews
Stamford, CT
01/09 – 30/09
SG$264/nighttotal: SG$7656 (29 )

Stamford Surrounded By Nature

1 2
apartment , Stamford
This two-bedroom apartment is situated in a peaceful rural setting, just 5km from the parkway and a short drive from Stamford, New Canaan, and Greenwich. The property has received excellent ratings for location, cleanliness, and user experience.
The apartment is spread across two levels and can comfortably accommodate up to four guests. It comes equipped with a fully-equipped kitchen, dining room, living room, washer/dryer, BBQ, firepit, and free WiFi, as well as a dedicated office space with printer, copier, and scanner.
Historic 6-bdrm Tudor Estate W Pool/tennis Access - Stamford, CT
9.6 10 reviews
Stamford, CT
04/07 – 08/08
SG$2222/nighttotal: SG$77770 (35 )

Historic 6-bdrm Tudor Estate W Pool/tennis Access

6 4
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.
Chic 1 Bed Apt + Rooftop & Gym - Downtown Stamford - Stamford, CT
9.7 33 reviews
Stamford, CT
30/07 – 11/08
SG$383/nighttotal: SG$4596 (12 )

Chic 1 Bed Apt + Rooftop & Gym - Downtown Stamford

1 2
apartment , Stamford
This apartment is situated in Downtown Stamford, just a 1.6km walk from the Fernando Luis Alvarez Gallery, First Presbyterian Church, and Stamford Town Center, offering easy access to the area's cultural attractions. It has received excellent ratings for location, cleanliness, and user experience.
The apartment offers a comfortable space for two guests, with one bedroom, one bathroom, and a total floor area of 64 square metres. The apartment comes equipped with a fully equipped kitchen, a washer/dryer, free Wi-Fi, a balcony, a fitness centre, and a barbecue area, providing everything you need for a relaxing and enjoyable stay.

Best Stamford, CT holiday rentals with a pool

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

325 M² House ∙ 5 Bedrooms ∙ 8 Guests - Stamford, CT
Stamford, CT
29/07 – 01/09
SG$1713/nighttotal: SG$58242 (34 )

325 M² House ∙ 5 Bedrooms ∙ 8 Guests

5 1
house , Stamford
Book this vacation rental for up to 8 people. This accommodation is based in Stamford.
Facilities and services include a washing machine, a kitchen and an access for persons with reduced mobility. This house in Stamford also has air conditioning!
Stamford Grand Apartment - Stamford, CT
9.6 13 reviews
Stamford, CT
30/07 – 11/08
SG$503/nighttotal: SG$6036 (12 )

Stamford Grand Apartment

1 2
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.
Escape To Heated Saltwater Pool Backyard Oasis - Stamford, CT
Stamford, CT
11/08 – 15/08
SG$2219/nighttotal: SG$8876 (4 )

Escape To Heated Saltwater Pool Backyard Oasis

3 4
apartment , Stamford
This three-bedroom apartment is located in a private community in Stamford, within walking distance of both SoundWaters and popular restaurants like Prime and Crabshell. The peaceful setting offers easy access to Stamford Harbor and its watersports activities.
The apartment can accommodate up to six guests and has two bathrooms, a fully equipped kitchen, and a private patio with a grill and garden. Amenities include a heated salt water pool, parking, and a full glass safety fence.
Luxury Apt With Gym Downtown - Stamford, CT
Stamford, CT
29/07 – 01/09
SG$568/nighttotal: SG$19312 (34 )

Luxury Apt With Gym Downtown

2 1
apartment , Stamford
This downtown Stamford flat is located 2.9 kilometres from West Beach and offers convenient access to nearby colleges.
This 111 square metre apartment accommodates up to nine guests, featuring two bedrooms, two bathrooms, a fully equipped kitchen with a dishwasher, and on-site parking, with access to a fitness centre and swimming pool.

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

Cozy 3br Stay In Stamford & Near Old Greenwich - Stamford, CT
10 1 review
Stamford, CT
17/07 – 20/07
SG$691/nighttotal: SG$2073 (3 )

Cozy 3br Stay In Stamford & Near Old Greenwich

1 2
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.
The Gallery In Downtown Stamford - Stamford, CT
10 5 reviews
Stamford, CT
01/07 – 05/07
SG$536/nighttotal: SG$2144 (4 )

The Gallery In Downtown Stamford

1 1
apartment , Stamford
This luxury one-bedroom apartment in downtown Stamford is centrally located, within walking distance of Stamford Transportation Center and close to attractions such as the Bush-Holley House Museum and the Bruce Museum.
The 69-square-metre (743 sq ft) flat offers a gourmet kitchen, private balcony with city views, and accommodates three guests, boasting upscale design and top-of-the-line appliances.
The Fred Deluxe 7 Br By I95, Train, Harborvw, Stamford Beaches & Workspace\n\n - Stamford, CT
9.0 10 reviews
Stamford, CT
30/07 – 11/08
SG$1106/nighttotal: SG$13272 (12 )

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.
Stylish 1br Apartment "Casita" - Stamford, CT
10 1 review
Stamford, CT
29/07 – 01/09
SG$159/nighttotal: SG$5406 (34 )

Stylish 1br Apartment "Casita"

1 1
apartment , Stamford
This flat in Stamford is located near Fort Stamford Park and The Glass House, with shops and the Merritt Parkway less than 1.6 kilometres away.
This one-bedroom flat accommodates up to three guests and features a fully equipped kitchen with a dishwasher, air conditioning, a balcony, an electric fireplace, and an in-unit washer and dryer.

Best Stamford, CT holiday rentals with parking

Luxurious 1br Downtown Stamford - Stamford, CT
9.8 8 reviews
Stamford, CT
01/07 – 05/07
SG$475/nighttotal: SG$1900 (4 )

Luxurious 1br Downtown Stamford

1 1
apartment , Stamford
This Stamford city centre flat is moments from the Stamford Center for the Arts, Atlantic Square, and the Ferguson Library, with Stamford Town Centre and transport links within a 0.8km walk.
The 77 square metre apartment offers one bedroom, one bathroom, sleeps three, and includes a full kitchen, patio, fireplace, WiFi, Smart TV, and access to a fitness centre and barbecue facilities.
The Platinum Downtown Stamford Studio Getaway - Stamford, CT
Stamford, CT
01/09 – 30/09
SG$408/nighttotal: SG$11832 (29 )

The Platinum Downtown Stamford Studio Getaway

1 2
studio , Stamford
This Platinum Downtown Stamford studio apartment is centrally located in downtown Stamford, Connecticut, 2.4 km from West Beach and within easy reach of New York City colleges and the Bronx Zoo.
The 46-square-metre self-catering apartment sleeps up to seven guests and features a fully equipped kitchen with a fridge, microwave, and dishwasher, a private patio, a fitness centre, parking, and free Wi-Fi.
Stylish Home With Free Parkingfa - Stamford, CT
Stamford, CT
26/06 – 28/06
SG$1282/nighttotal: SG$2564 (2 )

Stylish Home With Free Parkingfa

1 2
apartment , Stamford
This Stamford flat offers convenient access to Westchester County Airport, located 18 kilometres away, and is within 19 kilometres of both the State University of New York at Purchase and Manhattanville College.
This 48 square metre residence features air conditioning, a fully equipped kitchen with a dishwasher and oven, and accommodates up to seven guests, with complimentary on-site parking and free Wi-Fi provided.
One Bedroom With Modern Kitchen, Balcony With Water View - Stamford, CT
9.1 34 reviews
Stamford, CT
30/07 – 11/08
SG$391/nighttotal: SG$4692 (12 )

One Bedroom With Modern Kitchen, Balcony With Water View

1 2
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.
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