Vacation Rentals in Greenwich, CT

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Greenwich, CT holiday rentals
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226 Holiday rentals and Airbnb in Greenwich, CT

Best family friendly Greenwich, CT holiday rentals

Among the 226 accommodations in Greenwich, CT, here are the 4 best family friendly rentals

Modern Home Off I-95 Perfect For Families & Business Stay With Ample Parking - Greenwich, CT
8.0 6 reviews
Greenwich, CT
07/08 – 12/08
A$708/nighttotal: A$3540 (5 )

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

3 2
apartment , Stamford
This Stamford apartment, located in the Cove-East Side-Shippan neighbourhood, is a short distance from downtown Stamford and just one block from Holly Pond waterfront.
The self-contained ground floor flat features three bedrooms (one king, two queen), two bathrooms, sleeps six guests, and boasts a fully equipped kitchen with stainless steel appliances, a smart TV, and fast Wi-Fi.
Quaint Duplex With Private Yard. Walk To Beach, Dining, & Shopping! - Greenwich, CT
9.9 134 reviews
Greenwich, CT
24/08 – 31/08
A$407/nighttotal: A$2849 (7 )

Quaint Duplex With Private Yard. Walk To Beach, Dining, & Shopping!

1 2
apartment , Greenwich
This fully renovated duplex apartment is situated in Greenwich, a short walk from Byram Beach and a 15-minute walk from Port Chester, offering easy access to local amenities and entertainment. The property has received excellent ratings for its location, cleanliness, and overall experience.
The apartment spans 98 square metres and comfortably accommodates up to 5 guests across its three bedrooms. It features modern amenities, including a well-equipped kitchen, a private patio, and a large-screen TV, perfect for relaxing after exploring the area's diverse attractions.
Historic 6-bdrm Tudor Estate W Pool/tennis Access - Greenwich, CT
9.6 10 reviews
Greenwich, CT
24/08 – 31/08
A$2693/nighttotal: A$18851 (7 )

Historic 6-bdrm Tudor Estate W Pool/tennis Access

6 2
apartment , Stamford
This six-bedroom apartment is ideally located in central Stamford, just a short walk from both E. Gaynor Brennan Golf Course and Stamford Hospital. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The spacious flat is perfect for large groups or families, offering a comfortable and well-equipped living space. Guests can enjoy a range of amenities, including a swimming pool, tennis court, sauna, and barbecue facilities, as well as a fully-equipped kitchen, a terrace, and a garden.
Brand New, Townhouse In The Heart Of Greenwich - Greenwich, CT
9.7 18 reviews
Greenwich, CT
16/07 – 31/07
A$1065/nighttotal: A$15975 (15 )

Brand New, Townhouse In The Heart Of Greenwich

2 2
house , Greenwich
This family-friendly house, perfect for a Greenwich getaway, is situated near Greenwich town centre, less than 8km from Stamford and under 6.4km from the beach.
The 2-bedroom, 2-bathroom property sleeps 4 guests, boasts a fully equipped kitchen including a dishwasher, offers free parking, and is within walking distance of parks, restaurants, and shops.

Best Greenwich, CT holiday rentals with a pool

Among the 226 accommodations in Greenwich, CT, here are the 4 best rentals with a pool

Near Metronorth Station 2 Br | Kitchen + W/d - Greenwich, CT
8.4 16 reviews
Greenwich, CT
16/07 – 31/07
A$667/nighttotal: A$10005 (15 )

Near Metronorth Station 2 Br | Kitchen + W/d

2 2
apartment , White Plains
This White Plains apartment is ideally situated near the Galleria Mall, White Plains Hospital, and Westchester County Centre, all within a 2.4km radius, offering easy access to the Metro-North station for a quick commute to New York City.
The 93 square metre flat features three bedrooms, two bathrooms, and sleeps five guests comfortably, boasting a fully equipped kitchen, fitness centre access, swimming pool, and concierge service.
Midcentury Modern Zenhouse Sculptor Studio - Greenwich, CT
9.7 3 reviews
Greenwich, CT
16/07 – 31/07
A$826/nighttotal: A$12390 (15 )

Midcentury Modern Zenhouse Sculptor Studio

1 2
studio , Stamford
This Midcentury Modern ZenHouse Sculptor Studio apartment is situated in Stamford, Connecticut, approximately 22.5 kilometres from both the State University of New York at Purchase and Manhattanville College, and Westchester County Airport.
The 111-square-metre self-catering apartment features a spacious layout with one bedroom, one bathroom, and can accommodate up to three guests, offering amenities such as a fully equipped kitchen with dishwasher, a private terrace, garden, swimming pool, tennis court, parking, and complimentary Wi-Fi.
Peaceful Pound Ridge Summer Retreat W/ Pool & 5 Bedrooms, 65 Min To Nyc - Greenwich, CT
Greenwich, CT
16/07 – 31/07
A$1615/nighttotal: A$24225 (15 )

Peaceful Pound Ridge Summer Retreat W/ Pool & 5 Bedrooms, 65 Min To Nyc

5 2
apartment , Scotts Corners
This Pound Ridge property, a generous 2-acre wooded estate, offers a secluded retreat near cultural sites such as the Caramoor Centre for Music and the Arts and The Glass House, located approximately 5.6 kilometres from Scotts Corners.
This spacious 372 square metre residence accommodates up to 10 guests across 5 bedrooms and 3 bathrooms, featuring a heated competition-sized swimming pool, a separate apartment, and zero-step access, with floor-to-ceiling windows opening onto a wrap-around deck for enjoying the surrounding nature.
Exquisite Bedford Lux Retreat. - Greenwich, CT
Greenwich, CT
10/09 – 19/09
A$1719/nighttotal: A$15471 (9 )

Exquisite Bedford Lux Retreat.

1 9
house , Bedford
House. This accommodation is located in Bedford.
Facilities and services: a dish washer, a barbecue and a terrace. Take advantage of the air conditioning in this house!

Frequently asked questions about holiday rentals in Greenwich, CT

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Best Greenwich, CT holiday rentals with a balcony

The Gallery In Downtown Stamford - Greenwich, CT
10 5 reviews
Greenwich, CT
24/08 – 31/08
A$500/nighttotal: A$3500 (7 )

The Gallery In Downtown Stamford

1 2
apartment , Stamford
This luxury one-bedroom apartment in downtown Stamford is centrally located, within walking distance of Stamford Transportation Center and close to attractions such as the Bush-Holley House Museum and the Bruce Museum.
The 69-square-metre (743 sq ft) flat offers a gourmet kitchen, private balcony with city views, and accommodates three guests, boasting upscale design and top-of-the-line appliances.
Exquisite Bedford Lux Retreat. - Greenwich, CT
8.2 6 reviews
Greenwich, CT
24/08 – 31/08
A$1755/nighttotal: A$12285 (7 )

Exquisite Bedford Lux Retreat.

3 2
house , Bedford
This Bedford property, situated 24 kilometres from both SUNY Purchase and Manhattanville College and 19 kilometres from Westchester County Airport, offers convenient access to local colleges and transport links.
This three-bedroom, two-bathroom house boasts 186 square metres of floor space, accommodating up to 19 guests with amenities including a jacuzzi, sauna, terrace, garden, free parking and Wi-Fi, plus nearby hiking trails and an on-site mini-market.
Urban Downtown Stamford Home 45 Min To Nyc With Garage And Yard - Greenwich, CT
8.4 8 reviews
Greenwich, CT
07/08 – 12/08
A$860/nighttotal: A$4300 (5 )

Urban Downtown Stamford Home 45 Min To Nyc With Garage And Yard

3 2
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.
New Beach Home Near Stamford Downtown/shippan - Greenwich, CT
8.0 2 reviews
Greenwich, CT
10/09 – 19/09
A$2018/nighttotal: A$18162 (9 )

New Beach Home Near Stamford Downtown/shippan

5 9
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 Greenwich, CT holiday rentals with parking

Charming 2-bedroom Apt With Ac And Wifi In Lovely Mamaroneck - Greenwich, CT
9.8 13 reviews
Greenwich, CT
01/09 – 30/11
A$234/nighttotal: A$21060 (90 )

Charming 2-bedroom Apt With Ac And Wifi In Lovely Mamaroneck

2 2
apartment , Mamaroneck
This two-bedroom flat is situated in a desirable Mamaroneck neighbourhood, a 10-minute walk (approximately 0.8km) from Mamaroneck Metro-North station, offering easy access to Manhattan and close proximity to the Capitol Theatre and St Paul's Church National Historic Site.
The 102 square metre self-catering property features a fully renovated kitchen and bathroom, sleeps four guests, and includes parking, internet access, and pet-friendly accommodation.
Charming 2-mini Bedrooms Apartment With Ac, Wifi In Fabulous Greenwich - Greenwich, CT
10 4 reviews
Greenwich, CT
24/08 – 31/08
A$345/nighttotal: A$2415 (7 )

Charming 2-mini Bedrooms Apartment With Ac, Wifi In Fabulous Greenwich

2 2
apartment , Greenwich
This Cos Cob flat in Greenwich, Connecticut, offers a water view and is within walking distance of local businesses, parks, museums, and shops, with the train station 1.6 kilometres away and close to attractions like the E. Gaynor Brennan Golf Course and Greenwich Ferry Dock.
This two-bedroom apartment accommodates three guests and includes a kitchen with a fridge, microwave, and dishwasher, air conditioning, Wi-Fi, and parking, with the bathroom featuring a bathtub and hairdryer.
The Cove | Balcony Retreat In Downtown Stamford - Greenwich, CT
Greenwich, CT
01/09 – 30/11
A$403/nighttotal: A$36270 (90 )

The Cove | Balcony Retreat In Downtown Stamford

1 2
apartment , Stamford
This downtown Stamford flat offers a prime location within 500 metres of the Fernando Luis Alvarez Gallery and Stamford Centre for the Arts, perfect for exploring local culture.
This family-friendly residence accommodates up to three guests and features a private balcony with outdoor dining and a fireplace, alongside a fully equipped kitchen and air conditioning, though guests should be aware of potential noise from the CrossFit gym below.
Upscale 1br In Downtown | Kitchen | Gym | Work Space - Greenwich, CT
Greenwich, CT
29/06 – 29/07
A$435/nighttotal: A$13050 (30 )

Upscale 1br In Downtown | Kitchen | Gym | Work Space

1 2
apartment , White Plains
This White Plains apartment is ideally situated near the Galleria mall and Westchester County Centre, a six-minute walk from White Plains Metro-North Railroad Station, providing easy access to New York City.
The 48-square-metre (517 square foot) two-bedroom, one-bathroom flat sleeps three guests and boasts amenities including a swimming pool, fitness centre, concierge service, and free Wi-Fi; nearby attractions include an on-site arcade.
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