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

Find the Best Seaside Holiday Rentals in Stamford, CT

Experience relaxing coastal vibes at seaside holiday rentals in Stamford, CT, positioned short distances from local beach-town shorelines.

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

69 M² Apartment ∙ 1 Bedroom ∙ 3 Guests

apartment, Stamford
Escape at Harbor Point offers a one-bedroom flat in Stamford's Harbor Point district, boasting direct harbor views and immediate access to outdoor activities.
This 69 square meter flat accommodates up to three guests and includes a full kitchen, air conditioning, a swimming pool, a fitness centre, and a private sun terrace with an outdoor entertainment kitchen.
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.
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. You will be based in Stamford.
Facilities and services include a dish washer, a garden and free parking.
Luxury Harborpoint Apt - Stamford, CT
No reviews

Luxury Harborpoint Apt

apartment, Stamford
This Luxury Harborpoint flat is situated in Stamford's South End district, 27.36 kilometres from Greenwich Avenue Historic District and 6.92 kilometres from Bush Holley House Museum, with Stamford Station 17 minutes away.
This two-bedroom, two-bathroom residence offers 86 square metres of living space, accommodating up to nine guests with a fully equipped kitchen, air conditioning, and access to an outdoor swimming pool and fitness centre.

Best family friendly Stamford, CT holiday rentals

Among the 708 accommodations in Stamford, CT, here are the 4 best family friendly rentals

Avora | Quiet Luxury | Downtown Stamford | 2br/2ba - Stamford, CT
10 2 reviews

Avora | Quiet Luxury | Downtown Stamford | 2br/2ba

apartment, Stamford
This two-bedroom flat in Downtown Stamford is conveniently located within 1 kilometre of award-winning restaurants, the Palace Theatre, and offers excellent rail links to Grand Central Terminal, approximately 800 metres from the Stamford Transportation Centre.
This family-friendly residence provides a fully equipped kitchen with modern appliances, air conditioning, Wi-Fi, an in-unit washer/dryer, and access to a communal fitness centre and garden, with parking included for up to five guests.
Downtown Gem W/ Parking, Wi-fi+! - Stamford, CT
9.7 108 reviews

Downtown Gem W/ Parking, Wi-fi+!

apartment, Stamford
This Stamford city centre apartment is a 0.8km walk from Stamford town centre, a 1.6km walk from Stamford Metro-North station for easy access to New York City, and close to UConn Stamford and Stamford Hospital.
The self-catering flat offers a queen-sized bed, a fully equipped kitchen with a centre island, one bathroom, free on-site parking, and accommodates up to three guests, with nearby tennis and basketball courts.
Lavish 1 Bed Apt + Rooftop & Gym Downtown Stamford - Stamford, CT
9.3 24 reviews

Lavish 1 Bed Apt + Rooftop & Gym Downtown Stamford

apartment, Stamford
This luxury flat is located in the centre of Stamford, just a short walk from Bedford Street Dining, Stamford Town Center and the UConn Stamford Campus, making it perfect for exploring the city. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment is modern and comfortably sleeps two guests. Amenities include a fully equipped kitchen, a private terrace, a fitness centre, a rooftop lounge, a billiards room and a clubhouse, plus free parking and contactless check-in.
Elegant Home - Stamford, CT
9.2 22 reviews

Elegant Home

apartment, Stamford
This one-bedroom flat in Stamford's Bedford district is conveniently located within a 10-minute drive of Stamford Downtown and offers easy access to New York City via a short train journey from Stamford Train Station, which is a 10-minute drive away.
This pet-friendly apartment accommodates up to four guests and features a fully equipped kitchen, air conditioning, a dedicated workspace, an in-unit washer and dryer, and access to a fitness centre, with complimentary covered parking and a seasonal rooftop offering scenic views.

Frequently asked questions about holiday rentals in Stamford, CT

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

    You should definitely visit the Stamford Museum & Nature Center, it's a great place to learn about the local history and natural world. And if you're interested in the arts, the Stamford Center for the Arts is a must-see.
  • 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 area is a popular choice for vacation rentals, as it's close to the action and has lots of restaurants and shops. If you're looking for something quieter, the Springdale neighbourhood is a nice option, with its charming streets and 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 choice for families, with its interactive exhibits and outdoor trails. The Mill River Park is also a popular spot for families, with its playground, splash pad, and amphitheatre.
  • 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 or September to October, when the weather is still pleasant but the crowds are smaller.
  • What are the best rentals for families and kids in Stamford, CT?

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

    Take a walk or cycle along the scenic waterfront, visit the free exhibits at the Stamford Museum & Nature Center, or enjoy a picnic in Mill River Park.
  • 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 seafood, try the Lobster Shack at the Harbor. If you're looking for something more casual, the Elm Street Oyster House is a great option.
  • What are the best walking or cycling routes in Stamford, CT?

    The Stamford Town Green is a popular spot for a stroll, and the nearby Mill River Park offers scenic walking and cycling trails. The Cove Island Park is another great option for walking and cycling, with its beautiful views of Long Island Sound.
  • Are there pet-friendly attractions in Stamford, CT?

    Mill River Park is a great place to take your dog for a walk, and many restaurants in Stamford 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 than hotels, and they often come with amenities such as kitchens and laundry facilities. They can also be a more affordable option, especially for families or groups.
  • What are the top sports attractions and facilities in Stamford, CT?

    The Stamford Sports Center is a popular destination for sports enthusiasts, offering a variety of activities such as ice skating, swimming, and basketball. The Stamford High School Stadium is also a popular venue for sporting events.

Popular destinations

Discover Self-Catering Rentals with a Pool in Stamford, CT

Our holiday rentals near the water in Stamford, CT include a pool, so a relaxing swim is always on the cards.

Luxury Apartment In Stamford | Gym + Pool Access - Stamford, CT
10 1 review

Luxury Apartment In Stamford | Gym + Pool Access

apartment, Stamford
This two-bedroom flat is located in central Stamford, a mere 300 meters from Stamford train station and within easy walking distance of shops and waterfront attractions.
This 95.6 square meter apartment accommodates up to five guests and features a modern kitchen with essential appliances, air conditioning, Wi-Fi, a swimming pool, and a fitness centre.
Greenwich Home W/pool (May-october) - Stamford, CT
10 20 reviews

Greenwich Home W/pool (May-october)

apartment, Greenwich
This luxurious four-bedroom home is located in Greenwich, a short distance from the town centre and within easy reach of local shops and restaurants. The property has received excellent ratings for location, cleanliness, and user experience.
The apartment has four bedrooms and four bathrooms, comfortably accommodating up to eight guests. It offers a range of amenities, including a swimming pool, jacuzzi, fitness centre, and garden, providing ample space for relaxation and entertainment.
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.
Hidden Waters Estate 3 +Acres - Stamford, CT
10 14 reviews

Hidden Waters Estate 3 +Acres

apartment, Stamford
This luxurious five-bedroom, five-bathroom Stamford estate, situated minutes from both Stamford town centre and Greenwich, offers easy access to the Metro-North Railroad for travel to New York City.
The 6,300 sq ft (approximately 0.58 km²) property boasts a chef's kitchen, The River Hearth, a private fitness area, The Tidal Room, a resort-style pool, hot tub, and ample parking, accommodating up to 12 guests; perfect for events or family getaways.

Top-Rated Self-Catering Holiday Rentals with Free Parking in Stamford, CT

Driving to Stamford, CT? These holiday rentals include a car park, making it simple to reach the coast and local beaches.

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.
Elegant Home - Stamford, CT
9.5 37 reviews

Elegant Home

apartment, Stamford
This Bedford neighbourhood apartment in Stamford offers convenient access to local restaurants and a short train journey to New York City.
The one-bedroom flat, sleeping four guests, includes a fully equipped kitchen with dishwasher and microwave, in-unit laundry, high-speed Wi-Fi (500/500 Mbps), a dedicated workspace, a fitness centre, and designated covered parking.
Modhome With Lux Bath + Reserved Parking - Stamford, CT
8.7 11 reviews

Modhome With Lux Bath + Reserved Parking

apartment, Stamford
This apartment in Stamford offers prime access to downtown, the train station, and Harbor Point, all within easy reach.
This modern one-bedroom flat accommodates up to three guests and features a fully equipped kitchen, air conditioning, and high-speed Wi-Fi, with a sauna and fitness centre available on-site.
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.

Find the Best Luxury Holiday Rentals in Stamford, CT

Upscale luxury holiday rental or Airbnbs in Stamford, CT offer a refined stay you will want to return to, featuring premium amenities throughout.

Modern Home Off I-95 Perfect For Families & Business Stay With Ample Parking - Stamford, CT
8.2 10 reviews

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

house, Stamford

Best Stamford, CT holiday rentals with a balcony

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

Stamford Grand Apartment + Cozy Den

apartment, Stamford
Lavish 1 Bed Apt + Rooftop & Gym - Downtown Stamford - Stamford, CT
8.0 3 reviews

Lavish 1 Bed Apt + Rooftop & Gym - Downtown Stamford

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

595 M² House ∙ 5 Bedrooms ∙ 8 Guests

house, Stamford

Compare Dog-Friendly Self-Catering Rentals in Stamford, CT

These dog-friendly holiday rentals and Airbnbs in Stamford, CT feature outdoor showers and access to pet-welcoming beaches.

Stylish Home And Cozy - Stamford, CT
No reviews

Stylish Home And Cozy

apartment, Stamford
Cozy Modern Home  Free Parking - Stamford, CT
10 10 reviews

Cozy Modern Home Free Parking

apartment, Stamford
Downtown Stamford Apt - Walkable Location - Stamford, CT
No reviews

Downtown Stamford Apt - Walkable Location

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

Our Favourite Self-Catering Rentals with a Hot Tub in Stamford, CT

A holiday rental or Airbnb with a hot tub near the water in Stamford, CT is ideal for a private evening soak.

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

Guest-Favourite Holiday Rentals with a Spa in Stamford, CT

Wellness travel to Stamford, CT starts with a holiday rental that features a proper spa.

Bulls Head Oasis - Stamford Apt - Stamford, CT
10 7 reviews

Bulls Head Oasis - Stamford Apt

apartment, Stamford
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