Holiday Rentals in Stamford, CT

708 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Stamford, CT holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

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.

Boutique Stay 2c In Heart Of Downtown - Stamford, CT
9.9 111 reviews

Boutique Stay 2c In Heart Of Downtown

apartment, Greenwich
This charming one-bedroom flat is located in the heart of Greenwich, just a short walk from the train station and the shops and restaurants of Greenwich Avenue. The apartment has received excellent ratings for location, cleanliness, and overall experience.
The 51 square metre flat can comfortably accommodate two guests. It offers a well-equipped kitchen, a dedicated workspace, a private entrance, and access to shared laundry facilities.
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
This Stamford apartment is situated just across the road from the beach, a 5-minute drive from the NYC train and the town centre, and a 10-minute drive from Greenwich. The apartment has received excellent ratings for its location, cleanliness, and user experience.
This 4-bedroom home, spanning 260 square metres, comfortably accommodates 12 guests. The property features a fully-equipped kitchen, a large bathroom with a Jacuzzi, and a range of amenities including beach chairs, towels, toys, and a high chair.
325 M² House ∙ 5 Bedrooms ∙ 8 Guests - Stamford, CT
No reviews

325 M² House ∙ 5 Bedrooms ∙ 8 Guests

house, Stamford
Accommodation for 8 people. This accommodation is located in Stamford.
Services and facilities include air conditioning, a terrace and an iron. Take advantage of the garden in this house!
Nautical Fairytale Beach House / 45 Min To Nyc - Stamford, CT
9.9 56 reviews

Nautical Fairytale Beach House / 45 Min To Nyc

apartment, Stamford
This Stamford apartment is directly across the street from the beach, a 5-minute walk from the train station and downtown, and a 40-minute commute to New York City. It has excellent user, location, and cleanliness ratings, making it a great choice for a relaxing and convenient stay. The apartment has three bedrooms, with a variety of bedding options to suit families or groups. Amenities include a fully equipped kitchen, a terrace or balcony, a garden, a spa, and parking, as well as complimentary beach chairs, towels, and other equipment.

Best family friendly Stamford, CT holiday rentals

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

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.
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 Tranquil Home In Connecticut- 40 Min To Nyc - Stamford, CT
9.9 35 reviews

Modern Tranquil Home In Connecticut- 40 Min To Nyc

apartment, Stamford
This apartment is located on a wooded acre in a quiet cul-de-sac, just a couple of kilometres from the centre of Stamford, making it easy to explore the city's attractions and amenities. It has received excellent ratings for cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
The apartment is ideal for families or groups of up to six people, with three bedrooms and two bathrooms. It offers a range of amenities, including a fully equipped kitchen, private garden, and a grilling deck, perfect for relaxing evenings and enjoying the outdoors.
Walkable Townhouse With Garage 45 Min To Nyc - Stamford, CT
8.3 8 reviews

Walkable Townhouse With Garage 45 Min To Nyc

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.

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.

Mid  Century Modern Zen  House  With Pool. 50 Min From New York City - Stamford, CT
9.9 324 reviews

Mid Century Modern Zen House With Pool. 50 Min From New York City

B&B, Stamford
This studio apartment is located on a 3.5-acre private estate in Connecticut, just a short drive from Stamford's hiking trails, beaches, and skiing areas. It's situated on the former property of Gutzon Borglum, the renowned sculptor of Mount Rushmore, and boasts excellent user, location, and cleanliness ratings.
The studio has one bedroom, two bathrooms, and a floor area of 111 square metres, comfortably accommodating two guests. It features a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a terrace, a garden, a spa, a fitness centre, and parking, along with a range of other amenities and activities.
Luxury Apt Near Downtown - Stamford, CT
10 1 review

Luxury Apt Near Downtown

apartment, Stamford
This Stamford apartment, situated near the city centre and 2.9km from West Beach, offers easy access to local amenities and Westchester County Airport (18km away).
The 66 square metre flat comprises one bedroom, one bathroom, and accommodates up to five guests, boasting a fully equipped kitchen, in-unit laundry, free Wi-Fi, and access to a building swimming pool and fitness centre.
Downtown Stamford Apt | Walkable Location - Stamford, CT
No reviews

Downtown Stamford Apt | Walkable Location

apartment, Stamford
This 96m² flat is situated in downtown Stamford, a short walk from Mill River Park and Stamford Government Center Roof Park, with Stamford train station 800 metres away.
This dwelling offers a communal swimming pool, fire pit, on-site parking, and a fitness centre, accommodating up to five guests with two bedrooms and two bathrooms.
Modern Apt Close To Downtown - Stamford, CT
No reviews

Modern Apt Close To Downtown

apartment, Stamford
This Stamford apartment is located downtown, within easy walking distance of the train station and the waterfront, offering convenient access to shops and restaurants.
The 96-square-metre, two-bedroom, two-bathroom flat sleeps five guests and boasts a modern layout with floor-to-ceiling windows, a private balcony, a fully equipped kitchen, and access to a fitness centre, swimming pool, and garden.

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.

Comfortable 3br/2ba Near Old Greenwich In Stamford - Stamford, CT
10 13 reviews

Comfortable 3br/2ba Near Old Greenwich In Stamford

apartment, Stamford
This 3-bedroom, 2-bathroom flat is located in Stamford's South/Waterside district, offering a 1.6 kilometre walk to Downtown Stamford and its train station, and a 0.8 to 1.6 kilometre walk to Harbor Point and Cove Island Park.
This fully equipped apartment accommodates up to six guests with queen beds, features a dedicated workspace, in-unit laundry, two parking spaces, and air conditioning, with convenient access to public transport via a nearby bus stop.
Stylish Home And Cozy200 - Stamford, CT
9.0 1 review

Stylish Home And Cozy200

apartment, Stamford
This Stamford flat is situated 19 kilometres from the State University of New York at Purchase and Manhattanville College, and 17 kilometres from Westchester County Airport.
This 48 square metre flat offers air conditioning, a fully equipped kitchen with a dishwasher and oven, complimentary WiFi, and on-site parking, accommodating up to seven guests.
Charming, Guest House - Stamford, CT
9.3 72 reviews

Charming, Guest House

house, Stamford
This charming guest house is located in a quiet residential area of Stamford, just 5 kilometres from the town centre and within easy reach of parks, restaurants, a golf course, and a hospital. The property has received very good ratings for cleanliness, location and user experience.
The detached house has one bedroom and one bathroom, accommodating up to two guests. Amenities include private parking, a private entrance, air conditioning and internet access, making it a comfortable and convenient base for exploring Stamford.
Stylish King Studio Minutes To Train U3 - Stamford, CT
10 2 reviews

Stylish King Studio Minutes To Train U3

apartment, Stamford
This studio apartment is situated in a prime central Stamford location, a short walk from Glenbrook Train Station and a 5-10 minute drive to downtown Stamford and Harbor Point, with excellent access to Route 1, the Merritt Parkway, and I-95. This compact 25 square meter dwelling offers a king-sized bed, a kitchenette with a fridge and microwave oven, air conditioning, on-site shared laundry, and high-speed internet, making it ideal for two guests seeking convenience and modern comforts.

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.

Stylish Home And Cozy200 - Stamford, CT
No reviews

Stylish Home And Cozy200

apartment, Stamford

Best Stamford, CT holiday rentals with a balcony

Charming 1-bedroom Apartment  In Greenwich With Water View & Balcony. - Stamford, CT
10 5 reviews

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

apartment, Greenwich
The Platinum Downtown Stamford Studio Getaway - Stamford, CT
No reviews

The Platinum Downtown Stamford Studio Getaway

studio, Stamford
Stamford Grand Apartment + Cozy Den - Stamford, CT
9.9 105 reviews

Stamford Grand Apartment + Cozy Den

apartment, Stamford
California Guest House - Stamford, CT
No reviews

California Guest House

house, Greenwich

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.

Hidden Gem| Private Studio In Stamford Dwtn - Stamford, CT
8.0 1 review

Hidden Gem| Private Studio In Stamford Dwtn

apartment, Stamford
Water View One Bedroom - Stamford, CT
9.6 9 reviews

Water View One Bedroom

apartment, Greenwich
Great Charming Stay - Stamford, CT
No reviews

Great Charming Stay

apartment, Stamford
Family-friendly Stamford Downtown Delight - Stamford, CT
10 1 review

Family-friendly Stamford Downtown Delight

apartment, Stamford

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.

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
Walktowater+pool+fire Pit+grill+game Room - Stamford, CT
10 6 reviews

Walktowater+pool+fire Pit+grill+game Room

apartment, Stamford
Greenwich Home W/pool (May-october) - Stamford, CT
10 20 reviews

Greenwich Home W/pool (May-october)

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

Hidden Waters Estate 3 +Acres

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.

Stylish Home And Cozy - Stamford, CT
9.5 49 reviews

Stylish Home And Cozy

apartment, Stamford
©2026 cozycozy.com