Vacation Rentals in Stamford, CT

708 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • stayz
  • expedia
  • hotelscom
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Stamford, CT holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

708 Holiday rentals and Airbnb in Stamford, CT

Highly-Rated Holiday Rentals for Families in Stamford, CT, United States

Give the kids instant access to beach fun and wide-open spaces to unwind at family holiday rentals in Stamford, CT, United States.

Stamford Surrounded By Nature - Stamford, CT
9.4 68 reviews

Stamford Surrounded By Nature

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.
Luxe Studio W/ Rooftop City Views, Parking, & Gym - Stamford, CT
9.5 26 reviews

Luxe Studio W/ Rooftop City Views, Parking, & Gym

apartment, Stamford
This Stamford studio flat is centrally located, within easy walking distance of Stamford town centre and the Metro-North train station.
The fully furnished apartment, sleeping two guests, boasts a custom kitchen with top-brand appliances, in-unit laundry, and access to a communal rooftop, fitness centre, and secure parking; baby equipment is available on request.
Lavish 1 Bed Apt + Rooftop & Gym - Downtown Stamford - Stamford, CT
8.0 3 reviews

Lavish 1 Bed Apt + Rooftop & Gym - Downtown Stamford

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.
96 M² Apartment ∙ 2 Bedrooms ∙ 5 Guests - Stamford, CT
No reviews

96 M² Apartment ∙ 2 Bedrooms ∙ 5 Guests

apartment, Stamford
This flat is situated in downtown Stamford, a short walk from the train station and close to dining, The Palace Theatre, and Harbor Point's boardwalk.
This 96 square meter flat accommodates up to 5 guests with 4 bedrooms and 2 bathrooms, offering a swimming pool and fitness centre.

Find the Best Holiday Rentals with a Swimming Pool in Stamford, CT, United States

Discover holiday rentals with a pool in Stamford, CT, United States and make every day a swim day.

Modern Harbor Point Apt Waterfront Living - Stamford, CT
No reviews

Modern Harbor Point Apt Waterfront Living

apartment, Stamford
This waterfront flat in Stamford's South End district offers 107 square metres of living space and is located 17 kilometres from Westchester County Airport, 40 kilometres from the Bronx Zoo and 45 kilometres from Yankee Stadium.
This two-bedroom, two-bathroom flat accommodates up to eight guests and features a fully equipped kitchen, air conditioning, a swimming pool, a fitness centre, and accepts pets, with free WiFi available in public areas.
Gorgeous Apt W Harbor Views & Gym - Stamford, CT
8.0 1 review

Gorgeous Apt W Harbor Views & Gym

apartment, Stamford
This Stamford Harbour Point studio apartment boasts breathtaking harbour views and is conveniently located within easy reach of Stamford's waterfront amenities.
The open-plan studio, sleeping up to three guests, features a fully equipped kitchen with dishwasher, a private sun terrace, on-site fitness centre, swimming pool and pet grooming facilities.
Modern Apt Close To Downtown - Stamford, CT
No reviews

Modern Apt Close To Downtown

apartment, Stamford
This Stamford apartment is situated 2.9km from West Beach and 17.7km from Westchester County Airport, offering easy access to both coastal recreation and travel links.
The 97 square metre flat features two bedrooms, two bathrooms, and sleeps seven, boasting amenities including a swimming pool, fitness centre, and a fully equipped kitchen with dishwasher; in-unit laundry is also available.
Luxury Harborpoint Apt - Stamford, CT
No reviews

Luxury Harborpoint Apt

apartment, Stamford
This two-bedroom flat is located in Harbor Point, Stamford, offering waterfront living just 600 meters from the Stamford Transportation Center for easy commutes to London.
This 86 square meter residence accommodates up to five guests and features a modern kitchen with a fridge, microwave, and dishwasher, alongside access to a swimming pool and fitness centre.

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.

Popular destinations

Find Holiday Rentals with Balconies in Stamford, CT, United States

Wake up to the soothing sight of the blue ocean right from your private rental balcony in Stamford, CT, United States.

325 M² House ∙ 5 Bedrooms ∙ 8 Guests - Stamford, CT
No reviews

325 M² House ∙ 5 Bedrooms ∙ 8 Guests

house, Stamford
House for up to 8 people. This accommodation is located in Stamford.
Facilities and services: a fridge, a washing machine and air conditioning. This house in Stamford also has a terrace!
Stamford Grand Apartment - Stamford, CT
9.6 15 reviews

Stamford Grand Apartment

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.
595 M² House ∙ 5 Bedrooms ∙ 8 Guests - Stamford, CT
No reviews

595 M² House ∙ 5 Bedrooms ∙ 8 Guests

house, Stamford
Holiday rental listing for up to 8 guests. This accommodation is located in Stamford.
Services and facilities: a fridge, free parking and a garden. This house also has air conditioning!
New Beach Home Near Stamford Downtown/shippan - Stamford, CT
8.0 2 reviews

New Beach Home Near Stamford Downtown/shippan

house, Stamford
This Stamford property is located a 7-minute walk from West Beach and 1.5 kilometres from Cummings Beach, close to the town centre and within easy reach of Stamford's waterfront attractions. The house has received very good user ratings, a good location rating, and an excellent cleanliness rating.
The house offers 5 bedrooms, 3 bathrooms, and a floor area of 204 square metres, comfortably accommodating up to 16 guests. It features a fully equipped kitchen, a terrace, a garden, a fitness centre, free parking, and an indoor play area, ensuring a comfortable and enjoyable stay for families and groups.

Best Stamford, CT holiday rentals with parking

Stylish Loft With Parking Near Nyc + Hospital - Stamford, CT
9.6 17 reviews

Stylish Loft With Parking Near Nyc + Hospital

cottage, Stamford
This charming cottage is conveniently located in central Stamford, just a 15-minute walk from E. Gaynor Brennan Golf Course and Stamford Hospital. It's also within a mile of the Museum of Black World War II History and Stamford Town Center, making it an ideal base for exploring the town. Guests have consistently rated this property as excellent, highlighting its comfortable and convenient features.
This cosy property has one bedroom and one bathroom, comfortably accommodating up to four guests. It comes equipped with a fully fitted kitchen, laundry facilities, air conditioning, and parking, ensuring a comfortable and convenient stay.
Modern Luxury 1br Apt In Downtown Stamford - Stamford, CT
9.7 99 reviews

Modern Luxury 1br Apt In Downtown Stamford

apartment, Stamford
This Stamford city centre flat is conveniently located near Stamford's business and shopping district, a three-minute drive from the I-95 motorway and a four-minute drive from Stamford Metro North station.
The one-bedroom apartment, sleeping up to three guests, boasts a fully equipped kitchen, in-unit laundry, a designated workspace, and access to a fitness centre and rooftop terrace; complimentary toiletries and high-speed internet are also provided.
Gorgeous Apt W Harbor Views & Gym - Stamford, CT
No reviews

Gorgeous Apt W Harbor Views & Gym

apartment, Stamford
This Stamford apartment, located in the Harbor Point district, offers easy access to Stamford Transportation Center and the Harbor Point Boardwalk.
The 69-square-metre (743 sq ft) flat features an open-plan layout, sleeps three guests, and includes amenities such as a dishwasher, in-unit laundry, and a private balcony with waterfront views; nearby attractions include the Sign of the Whale and Prime restaurants.
Bulls Head Oasis - Stamford Apt - Stamford, CT
10 7 reviews

Bulls Head Oasis - Stamford Apt

apartment, Stamford
This Stamford studio apartment enjoys a central location, within easy walking distance of numerous restaurants, shops, and Scalzi Park, and is approximately 1.6km from Bedford Street.
The self-contained ground-floor flat, sleeping up to four guests in a queen-sized bed and sofa bed, includes a kitchen with fridge and microwave, private garden, parking, and excellent guest reviews.

Your Pick of Premium Coastal Stays in Stamford, CT, United States

Find luxury holiday rentals in Stamford, CT, United States for a premium island escape.

The Gallery In Downtown Stamford - Stamford, CT
10 71 reviews

The Gallery In Downtown Stamford

apartment, Stamford

Find Holiday Rentals in the CBD of Stamford, CT, United States

Stay just steps away from local boutiques, seafood spots, and the sand at holiday rentals in the heart of Stamford, CT, United States.

Spacious 2br W/ Gameroom, Parking, & Gym Access - Stamford, CT
9.5 4 reviews

Spacious 2br W/ Gameroom, Parking, & Gym Access

apartment, Stamford
Peaceful, Sunny Apartment In Downtown Stamford - Stamford, CT
10 4 reviews

Peaceful, Sunny Apartment In Downtown Stamford

apartment, Stamford
Great Charming Stay - Stamford, CT
9.5 8 reviews

Great Charming Stay

apartment, Stamford
Downtown Stamford 2 Gym  Free Garage Parking - Stamford, CT
9.1 192 reviews

Downtown Stamford 2 Gym Free Garage Parking

apartment, Stamford

Find Holiday Rentals by the Sea in Stamford, CT, United States

Open your glass doors and step directly from your living room onto the warm sand at seashore holiday rentals in Stamford, CT, United States.

Luxury Harborpoint Apt - Stamford, CT
No reviews

Luxury Harborpoint Apt

apartment, Stamford
Seabreeze At The Beach, West Beach Stamford, Ct - Stamford, CT
9.8 218 reviews

Seabreeze At The Beach, West Beach Stamford, Ct

apartment, Stamford
Ocean Coast Luxury Beach House/45 Min To Nyc - Stamford, CT
9.9 120 reviews

Ocean Coast Luxury Beach House/45 Min To Nyc

apartment, Stamford
Modern Waterfront Apt In Harbor Point - Stamford, CT
No reviews

Modern Waterfront Apt In Harbor Point

apartment, Stamford

Find Holiday Rentals with a Jacuzzi in Stamford, CT, United States

Soak under a canopy of stars just steps from the ocean waves at holiday rentals with a hot tub in Stamford, CT, United States.

Historic 6-bdrm Tudor Estate W Pool/tennis Access - Stamford, CT
9.6 10 reviews

Historic 6-bdrm Tudor Estate W Pool/tennis Access

apartment, Stamford
Luxury Renovated French Tutor Stone Estate W/pool - Stamford, CT
No reviews

Luxury Renovated French Tutor Stone Estate W/pool

apartment, Scotts Corners
Belle Haven Oasis,  Water Views, Walk To Town - Stamford, CT
10 2 reviews

Belle Haven Oasis, Water Views, Walk To Town

apartment, Greenwich
Hidden Waters Estate 3 +Acres - Stamford, CT
10 14 reviews

Hidden Waters Estate 3 +Acres

apartment, Stamford
©2026 cozycozy.com