Vacation Rentals in Stamford, CT

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Stamford, CT holiday rentals
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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.

Convenient Access And Spacious Living Areas - Charming Cozy Retreat - Stamford, CT
No reviews

Convenient Access And Spacious Living Areas - Charming Cozy Retreat

house, Stamford
This recently renovated three-bedroom, two-bathroom house is centrally located in a quiet residential neighbourhood in Stamford, offering convenient access to the I95 motorway, the downtown area (a 6-minute drive), and the Stamford train station (also a 6-minute drive), with Holly Pond's waterfront just 100 metres away.
This family-friendly property, ideal for those seeking accommodation in Stamford, provides private parking, a fully-equipped kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, and WiFi, comfortably accommodating up to six guests with a check-out time of 11:00 AM.
Waterview House Walking Distance From Cove Beach-5 Mins To Downtown-only 40 Min To Nyc - Stamford, CT
9.8 192 reviews

Waterview House Walking Distance From Cove Beach-5 Mins To Downtown-only 40 Min To Nyc

house, Stamford
This Stamford house is located a short walk from Cove Beach and just 5 kilometres from the city centre, offering easy access to both the beach and the city's attractions. The property has received excellent ratings for location, cleanliness and user experience.
This spacious five-bedroom house is ideal for large families or groups. The home is equipped with modern amenities, including a fully equipped kitchen, a terrace with sea views, an indoor play area, and a tennis court.
Modern Comforts ,Free Gym Access - Stamford, CT
No reviews

Modern Comforts ,Free Gym Access

apartment, Stamford
This one-bedroom flat is located in Stamford's Bedford neighbourhood, offering convenient access to local dining and nightlife, and is a short train journey away from New York City.
This pet-friendly accommodation for up to four guests includes a fully equipped kitchen, air conditioning, a dedicated workspace, on-site fitness centre, and in-unit laundry facilities, with complimentary covered parking provided.
Fresh Modern 3br/2ba Escape #5, Harbor Point  Walk To Train, Cafes, Restaurants, City + Shore - Stamford, CT
9.0 4 reviews

Fresh Modern 3br/2ba Escape #5, Harbor Point Walk To Train, Cafes, Restaurants, City + Shore

apartment, Stamford
This newly renovated three-bedroom flat in Stamford's South End offers convenient access, being just 630 metres from the Metro-North Station and 460 metres from the Harbor Point waterfront.
This hotel alternative provides a fully equipped kitchen, a private deck, in-unit laundry, high-speed Wi-Fi, and a dedicated workspace, comfortably accommodating up to six guests for stays in Stamford.

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.

Brand New Chic Oasis With Everything You Need. - Stamford, CT
8.8 10 reviews

Brand New Chic Oasis With Everything You Need.

apartment, Stamford
This spacious house is located in a desirable area of Stamford, offering easy access to the city's attractions and restaurants. The property boasts excellent user, location and cleanliness ratings.
The house is ideal for families or groups of up to 8 guests, with 4 bedrooms and 4 bathrooms. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a garden, and free Wi-Fi.
Modern Apt With Luxury Amenities - Stamford, CT
No reviews

Modern Apt With Luxury Amenities

apartment, Stamford
This modern Stamford apartment, situated 19 kilometres from SUNY Purchase and 23 kilometres from Westchester County Airport, offers convenient access to local colleges and transport links.
The 65 square metre flat comprises one bedroom, one bathroom, and accommodates up to five guests, featuring a fully equipped kitchen with dishwasher, free Wi-Fi, a swimming pool, and fitness centre.
Stamford Grand Apartment - Stamford, CT
9.9 77 reviews

Stamford Grand Apartment

apartment, Stamford
This one-bedroom apartment is located in downtown Stamford, just a short walk from Bedford Street, offering easy access to cafes, restaurants, and bars. The apartment has excellent user, location, and cleanliness ratings.
The apartment is ideal for a family of four, with a spacious living area, a fully equipped kitchen, and a comfortable bedroom. The apartment offers a range of amenities, including a swimming pool, a fitness center, and a garden, as well as free parking and fast Wi-Fi.
Modern Harbor Point Apt | Waterfront Living - Stamford, CT
No reviews

Modern Harbor Point Apt | Waterfront Living

apartment, Stamford
This modern flat, located in Stamford's Harbor Point district, offers waterfront living a mere 600 meters from the Stamford Transportation Center, providing excellent access to London via Metro-North and Amtrak.
This 107 square meter flat accommodates up to five guests with two bedrooms and two bathrooms, featuring floor-to-ceiling windows, an open-concept living area, air conditioning, a fully equipped kitchen with a dishwasher, an in-unit washer and dryer, and access to a resort-style swimming pool, with pet-friendly amenities and coworking spaces also available.

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.

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.
The Platinum Downtown Stamford Studio Getaway - Stamford, CT
No reviews

The Platinum Downtown Stamford Studio Getaway

studio, Stamford
This studio apartment is situated in Downtown Stamford, a short walk from the Metro-North train station, and close to Stamford Town Centre and Springdale Shopping Centre, with the Bush Holley House Museum and Hoyt Barnum House also nearby.
This 46 square meter flat accommodates up to four guests with a queen bed, a bunk bed and a sofa bed, offering a custom kitchen with top-brand appliances, in-unit laundry, air conditioning, a terrace, Wi-Fi, parking, and access to building amenities including a fitness centre and kids' playroom.
Modern Home Off I-95 Perfect For Families & Business Stay With Ample Parking - Stamford, CT
8.1 9 reviews

Modern Home Off I-95 Perfect For Families & Business Stay With Ample Parking

house, Stamford
This Stamford property is conveniently located just 32km from Iona College and 21km from Westchester County Airport, making it a great base for exploring the local area. The house consistently receives excellent ratings for cleanliness and overall user experience, while the location itself is considered good.
The spacious three-bedroom house offers 162 square metres of living space and comfortably accommodates up to 6 guests. Enjoy a range of amenities including a fully equipped kitchen, a private patio, a shared lounge, and a relaxing hot tub, along with free parking and access to streaming services.
The Fred Deluxe 7 Br By I95, Train, Harborvw, Stamford Beaches & Workspace - Stamford, CT
9.0 10 reviews

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

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.

Best Stamford, CT holiday rentals with parking

Retreat In The Trees - Stamford, CT
9.8 8 reviews

Retreat In The Trees

apartment, Stamford
This Stamford house is located 8.5km from the beach and offers easy access to New York City by car or train.
The self-catering property sleeps five guests across one bedroom and two bathrooms, boasting a well-equipped kitchen, garden, fitness centre, and unique features including four hens and entertainment options such as a ping pong table and projector.
Spacious 1 Bdrm Apt In Downtown - Stamford, CT
10 11 reviews

Spacious 1 Bdrm Apt In Downtown

apartment, Stamford
This Stamford city centre flat is a five-minute walk from Stamford Town Centre and numerous restaurants and bars.
The one-bedroom apartment sleeps two, features a 120-inch projector, in-unit laundry, a smart TV, and a high-quality Polk home theatre system, plus access to a fitness centre and parking.
5 Min Walk To Down Town, Mill River Or Scalzi - Stamford, CT
10 1 review

5 Min Walk To Down Town, Mill River Or Scalzi

apartment, Stamford
This two-bedroom flat is located in Stamford, 1.2 kilometres from the city centre and a short walk to local parks and hospitals, offering Victorian character with a restored interior.
The accommodation for two guests features a spacious layout with hardwood floors, abundant natural light, large bedrooms, and a master suite with a private living room or office, all benefiting from internet and parking.
Sunsets In Downtown Stamford - Stamford, CT
9.9 28 reviews

Sunsets In Downtown Stamford

apartment, Stamford
This modern one-bedroom flat is situated in downtown Stamford, offering easy access to Stamford's diverse culinary scene and cultural attractions.
The 1-bedroom apartment, ideal for couples or solo travellers, boasts a fully equipped kitchen, smart TV, free on-site parking, access to a fitness centre and laundromat, and comfortably sleeps two guests.

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.

Apartment For Rent Stamford Ct - Stamford, CT
9.6 77 reviews

Apartment For Rent Stamford Ct

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.

Stamford Grand Apartment + Cozy Den - Stamford, CT
9.9 104 reviews

Stamford Grand Apartment + Cozy Den

apartment, Stamford
Comfort Meets Convenience Parking, Gym, Near Nyc - Stamford, CT
9.8 12 reviews

Comfort Meets Convenience Parking, Gym, Near Nyc

apartment, Stamford
Stylish 3br/2ba Retreat #3, Harbor Point  Walk - Stamford, CT
10 14 reviews

Stylish 3br/2ba Retreat #3, Harbor Point Walk

apartment, Stamford
Spacious Luxe 1br W/ Easy Access To Nyc & Parking - Stamford, CT
9.0 8 reviews

Spacious Luxe 1br W/ Easy Access To Nyc & 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.

69 M² Apartment ∙ 1 Bedroom ∙ 3 Guests - Stamford, CT
No reviews

69 M² Apartment ∙ 1 Bedroom ∙ 3 Guests

apartment, Stamford
Ocean Coast Luxury Beach House / Across The Road From The Beach, 45 Min To Nyc - Stamford, CT
9.9 144 reviews

Ocean Coast Luxury Beach House / Across The Road From The Beach, 45 Min To Nyc

apartment, Stamford
Waterfront Luxury Living In Harbor Point - Stamford, CT
No reviews

Waterfront Luxury Living In Harbor Point

apartment, Stamford
Modern Apt With Harbor Views - Stamford, CT
No reviews

Modern Apt With Harbor Views

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.

Westover Castle - Stamford, CT
9.7 35 reviews

Westover Castle

castle, Stamford
Hidden Waters Estate 3 +Acres - Stamford, CT
10 12 reviews

Hidden Waters Estate 3 +Acres

apartment, Stamford
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