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.

Red Door Cottage On A Green Half Acre - Stamford, CT
No reviews

Red Door Cottage On A Green Half Acre

apartment, Stamford
Red Door Cottage, a two-bedroom holiday home in Stamford's Southfield Point, is situated on a peninsula between Old Greenwich and Stamford, offering easy access to both towns and a private beach.
This family-friendly property sleeps five, boasting a fully fenced garden, deck, fire pit, parking, and amenities including a fridge-freezer, dishwasher, and air conditioning; nearby activities include cycling and exploring Old Greenwich.
Waterfront Living At Harbor Point | Walkable + Scenic - Stamford, CT
No reviews

Waterfront Living At Harbor Point | Walkable + Scenic

apartment, Stamford
This waterfront flat is located in Stamford's Harbor Point district, offering direct access to the marina and dining options, with the Stamford Transportation Center, providing Metro-North and Amtrak services to London, just 1.2 kilometres away.
This 76 square metre one-bedroom flat accommodates up to three guests and features an open-concept layout with floor-to-ceiling windows, a private balcony, a sun terrace with sunset views, an outdoor entertainment kitchen, an on-site athletic studio, a pet grooming station, and resort-style amenities including a swimming pool and rooftop terrace.
Walktowater+pool+fire Pit+grill+game Room - Stamford, CT
10 6 reviews

Walktowater+pool+fire Pit+grill+game Room

apartment, Stamford
This four-bedroom flat, offering accommodation for eight guests, is located in the private Davenport Point waterfront community on Long Island Sound, a short walk from the waterfront promenade, Prime, and Hinckley Yachts, with convenient access to downtown Stamford and its train service to New York City.
The property features a saltwater swimming pool and spa, a spacious garden, a sunroom with backyard views, a primary suite with patio access, and a modern open-plan interior with a kitchen boasting peninsula seating and high-end appliances.
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

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

Stamford Grand Apartment + Cozy Den

apartment, Stamford
This Stamford city centre flat is situated a short walk from Stamford Town Centre, Stamford Public Library, and Stamford Center for the Arts, with Stamford Transportation Center and the Metro-North Train Station approximately 1.2km away.
The 72 square metre one-bedroom apartment sleeps five, featuring a fully equipped kitchen, in-unit laundry, a private pool, and a sofa bed; limited housekeeping is provided.
Spacious Stamford Home | Family, Work, Parking - Stamford, CT
9.2 66 reviews

Spacious Stamford Home | Family, Work, Parking

house, Stamford
This Stamford apartment is located in a quiet residential neighbourhood, just a short walk from the waterfront at Holly Pond and a few kilometres from the city centre. It has received excellent ratings for its cleanliness, location, and overall experience.
The apartment has three bedrooms and two bathrooms, comfortably accommodating up to seven guests. You'll enjoy a fully equipped kitchen, a dedicated workspace, a private garden, and parking, making it ideal for families or groups visiting Stamford.
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.
Stylish Loft W/parking Near Nyc + Hospital - Stamford, CT
9.9 70 reviews

Stylish Loft W/parking Near Nyc + Hospital

apartment, Stamford
This charming cottage is located in Stamford, just a short distance from the city centre and close to attractions like the Stamford Town Centre and the Stamford Museum & Nature Center. The property has received excellent ratings for its cleanliness, location, and overall experience.
This cosy home sleeps up to four guests and features a fully equipped kitchen, a dedicated workstation, and two Smart TVs. Guests can also enjoy a private patio, a fenced yard, and two parking spaces.

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.

Modern Apt Downtown With Pool - Stamford, CT
No reviews

Modern Apt Downtown With Pool

apartment, Stamford
This city flat in downtown Stamford offers direct access to local dining, shopping, and entertainment, being just 500 meters from Stamford Train Station and the Stamford Transportation Centre.
This 98 square meter modern dwelling accommodates up to five guests with two bedrooms and two bathrooms, featuring a fully equipped kitchen, air conditioning, in-unit laundry, and access to a communal swimming pool and fitness centre.
Escape To Heated Saltwater Pool Backyard Oasis - Stamford, CT
No reviews

Escape To Heated Saltwater Pool Backyard Oasis

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.
Downtown Stamford Apt | Walkable Location - Stamford, CT
No reviews

Downtown Stamford Apt | Walkable Location

apartment, Stamford
This centrally located Stamford flat offers direct access to Metro North train services and is a short walk from downtown Stamford's dining and shopping.
This two-bedroom, two-bathroom flat accommodates up to five guests and features a resort-style outdoor swimming pool, a 465 square meter fitness centre with yoga facilities, a billiard room, and an on-site theatre.
Stamford Grand Apartment - Stamford, CT
9.8 16 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.

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.

Modern Studio, Harbor Point #1 Walk To Train, - Stamford, CT
9.3 3 reviews

Modern Studio, Harbor Point #1 Walk To Train,

apartment, Stamford
This stylish studio apartment in Stamford's Harbor Point district is conveniently located just 640 meters from Stamford Train Station, offering easy access to London, and is a short walk from the waterfront promenade.
This modern accommodation for two guests features air conditioning, Wi-Fi, a fully equipped kitchen with a fridge and microwave, and off-street parking, with a shared laundry facility available.
Bella Room Near Downtown Train I-95 & Beaches - Stamford, CT
8.2 8 reviews

Bella Room Near Downtown Train I-95 & Beaches

apartment, Stamford
This Stamford apartment, near downtown, offers easy access to I-95 and is a 0.8 km walk from Cummings Beach and 1.8 km from West Beach.
The 111 square metre flat features one bedroom, one bathroom, sleeps three, and includes a fully equipped kitchen, Wi-Fi, air conditioning, parking, and a shared garden with outdoor seating and a barbecue.
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 House With Yard Brand New -Easy Nyc Commute - Stamford, CT
No reviews

Modern House With Yard Brand New -Easy Nyc Commute

apartment, Darien
This modern, newly constructed one-bedroom flat in Darien is situated in a quiet, safe neighbourhood, 1.6 kilometres from Springdale train station, offering a one-hour commute to New York City and convenient access to major highways.
This serviced apartment provides a private outdoor space, air conditioning, Wi-Fi, and a fully equipped kitchen, ideal for two guests seeking comfortable accommodation with excellent proximity to local amenities and public transport.

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.

The Hillside Crib | 1 Bedroom Apt | Near Downtown - Stamford, CT
9.9 137 reviews

The Hillside Crib | 1 Bedroom Apt | Near Downtown

apartment, Stamford

Best Stamford, CT holiday rentals with a balcony

Cozy 3br Stay In Stamford & Near Old Greenwich - Stamford, CT
10 1 review

Cozy 3br Stay In Stamford & Near Old Greenwich

apartment, Stamford
Seabreeze At The Beach West Beach Stamford Ct. - Stamford, CT
10 16 reviews

Seabreeze At The Beach West Beach Stamford Ct.

apartment, Stamford
Comfortable 3br/2ba Near Old Greenwich & Stamford - Stamford, CT
No reviews

Comfortable 3br/2ba Near Old Greenwich & Stamford

apartment, Stamford
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

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.

Spacious Home - Center Of Stamford - Stamford, CT
9.8 80 reviews

Spacious Home - Center Of Stamford

apartment, Stamford
Waterfront Living At Harbor Point | Walkable + Sce - Stamford, CT
No reviews

Waterfront Living At Harbor Point | Walkable + Sce

apartment, Stamford
5br Waterview Home Near Cove Beach, Sauna, Game Room, Fenced Backyard - Stamford, CT
9.8 194 reviews

5br Waterview Home Near Cove Beach, Sauna, Game Room, Fenced Backyard

house, Stamford
Comfort Meets Convenience Parking, Gym, Near Nyc - Stamford, CT
No reviews

Comfort Meets Convenience Parking, Gym, Near Nyc

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.

Your 5 Star Luxury Countryhome Getaway/w Brand New 7 Seater Hot Tub! - Stamford, CT
9.4 18 reviews

Your 5 Star Luxury Countryhome Getaway/w Brand New 7 Seater Hot Tub!

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

Hidden Waters Estate 3 +Acres

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
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

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.

Cozy Stamford Apartment - Stamford, CT
10 4 reviews

Cozy Stamford Apartment

apartment, Stamford
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