This White Plains apartment, located 7km from Westchester County Airport, offers easy access to the area's attractions. The 98 square metre property features two bedrooms, two bathrooms, a fully equipped kitchen, and accommodates up to nine guests, boasting amenities including a swimming pool and fitness centre.
8.0 238 reviews
Greenwich, CT
27/06 – 04/07
A$448/nighttotal: A$3136 (7 )
Global Luxury Suites Downtown White Plains
1 2
apartment , White Plains
This apartment is conveniently located in downtown White Plains, just a short distance from Manhattanville College and SUNY Purchase. Guests have praised its excellent location, cleanliness, and overall value. The apartment features a comfortable living space with a well-equipped kitchen and modern amenities. Guests can enjoy access to a swimming pool, fitness centre, and other on-site facilities, making it a great choice for travellers seeking a convenient and comfortable stay in White Plains.
10 13 reviews
Greenwich, CT
16/07 – 31/07
A$1242/nighttotal: A$18630 (15 )
Cottage Escape! Country Retreat!
1 2
house , Greenwich
This Greenwich country cottage, situated approximately 19 kilometres from Greenwich town centre's restaurants, offers a peaceful retreat in a rural setting. The two-bedroom, two-bathroom property sleeps six guests and boasts a newly renovated kitchen with dishwasher, microwave, fridge and freezer; parking is also available.
Greenwich, CT
30/08 – 30/09
A$190/nighttotal: A$5890 (31 )
Private, Cozy Studio In Downtown Stamford, Ct
1 1
studio , Stamford
This apartment is located in the heart of Stamford, Connecticut, offering convenient access to the State University of New York at Purchase and Manhattanville College, both approximately 19 kilometres away, with Westchester County Airport just 18 kilometres distant. This studio apartment accommodates up to three guests and includes private parking, complimentary WiFi, and a kitchenette, with numerous downtown amenities and dining options within walking distance.
Greenwich, CT
29/06 – 29/07
A$2127/nighttotal: A$63810 (30 )
Farmhouse Compound With Big Pool August Rental
1 2
apartment , Greenwich
This Merritt Farm, situated on prestigious Round Hill Road in Greenwich, Connecticut, offers stunning views and is conveniently located near Greenwich town centre. This six-bedroom, seven-bathroom property boasts a 40' x 20' heated saltwater swimming pool, expansive lawns, a private trail, and accommodates up to nine guests, perfect for families or groups seeking a luxurious country escape.
9.0 4 reviews
Greenwich, CT
29/06 – 29/07
A$954/nighttotal: A$28620 (30 )
The Monroe Elegant 2br2ba Downtown Stamford
2 2
apartment , Stamford
This Stamford apartment, conveniently located approximately 18 kilometres from Westchester County Airport, offers easy access to air travel. The 129-square-metre self-catering flat boasts a spacious layout, sleeping up to 10 guests and including a fully equipped kitchen, private parking, and a fitness centre.
10 24 reviews
Greenwich, CT
10/09 – 19/09
A$1981/nighttotal: A$17829 (9 )
New Beach Home Near Stamford Downtown/shippan
5 9
apartment , Stamford
This spacious five-bedroom apartment is located in the desirable Shippan Point neighbourhood, just a short walk from West and Cummings Beaches and a few minutes' drive from parks, restaurants, and shops. It has received excellent user ratings and is a perfect choice for families and groups. This comfortable home offers 260 square metres of living space and can accommodate up to 16 guests. The apartment boasts a fully equipped kitchen, a private garden with two large decks, and a range of entertainment options, including a billiards table, ping pong, and foosball.
10 29 reviews
Greenwich, CT
16/07 – 31/07
A$384/nighttotal: A$5760 (15 )
Family-friendly 2br With Parking Near Nyc + Hospital
2 2
apartment , Stamford
This Stamford flat is conveniently located within a 2.4km walk of both E. Gaynor Brennan Golf Course and Stamford Hospital, placing you close to key attractions and services. Guests have consistently rated this property as excellent, highlighting its comfortable and well-equipped nature. The two-bedroom apartment comfortably accommodates up to four guests, making it ideal for families or groups of friends. The property offers a fully equipped kitchen, a private outdoor space with a balcony and garden, as well as convenient access to amenities such as parking and a barbecue area.
10 7 reviews
Greenwich, CT
16/07 – 31/07
A$359/nighttotal: A$5385 (15 )
Guest House In Armonk
1 2
house , Armonk
This Armonk guest house, situated on a two-acre plot, offers easy access to local attractions. The newly renovated property features a queen-size bed, fully equipped kitchenette, heated swimming pool, BBQ grill, and accommodates four guests, perfect for families seeking a peaceful retreat near Armonk's amenities.
Greenwich, CT
16/07 – 31/07
A$511/nighttotal: A$7665 (15 )
Peaceful Lakeside Retreat In Greenwich [2br, 1ba]
2 2
apartment , Greenwich
This two-bedroom flat in Greenwich offers peaceful lakeside views of Frye Lake and convenient access to NYC train stations, located approximately 1.5 kilometres from the upscale shops and dining on Greenwich Avenue. This family-friendly apartment accommodates up to four guests and features a garden area with a picnic table, air conditioning, WiFi, and parking.
Greenwich, CT
27/06 – 04/07
A$538/nighttotal: A$3766 (7 )
Modern Apt Downtown
1 2
apartment , Stamford
This Stamford city centre flat is located 2.9km from West Beach and 17.7km from Westchester County Airport, offering easy access to local amenities and attractions. The 66 square metre one-bedroom apartment sleeps five, features a fully equipped kitchen with dishwasher, in-unit laundry, and access to an indoor swimming pool and fitness centre.
Greenwich, CT
27/06 – 04/07
A$846/nighttotal: A$5922 (7 )
Harbor Haven, Apt # 3, 3br/2ba
1 4
house , Stamford
This apartment, Harbor Haven, Apt #3, is located in Stamford's South End district, 18 kilometres from Manhattanville College, 29 kilometres from Iona College, and 17 kilometres from the State University of New York at Purchase, with Westchester County Airport 18 kilometres away. This air-conditioned accommodation offers space for 15 guests with one bedroom and two bathrooms, featuring a fully equipped kitchen with a fridge, microwave oven, and dishwasher, and is situated within driving distance of attractions such as the Bronx Zoo (40 kilometres) and Wave Hill (42 kilometres).
Best family friendly Greenwich, CT holiday rentals
Among the 226 accommodations in Greenwich, CT, here are the 4 best family friendly rentals
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.
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.
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.
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
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.
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.
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.
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
What are the top family-friendly attractions in Greenwich, CT?
The Greenwich Audubon Center is a great place for kids, they have nature trails and a wildlife sanctuary. The Maritime Aquarium at Norwalk, just a short drive away, is also a great option.
What are the best Airbnb and holiday rentals in Greenwich, CT?
When is the best time to book a vacation rental in Greenwich, CT?
You'll want to book well in advance for summer, especially if you want a place near the beach. The shoulder seasons, spring and autumn, are also lovely and often have better rates.
What are the most popular Airbnbs in Greenwich, CT?
What are the best budget-friendly activities in Greenwich, CT?
Take a stroll along the waterfront, it's a lovely way to enjoy the scenery and fresh air. The Greenwich Library is free to visit and has a great collection of books and resources.
What are the best holiday rentals with a pool in Greenwich, CT?
What are the best restaurants with local dishes in Greenwich, CT?
The Ginger Man is a popular spot for classic pub fare, and they have a great selection of beers on tap. For something more upscale, try the Greenwich Wine & Food Festival.
What are the best rentals for families and kids in Greenwich, CT?
What are the best walking or cycling routes in Greenwich, CT?
The Greenwich Rail Trail is a great option for walking or cycling, it's a 7.5 km paved path that runs along the former New York, New Haven and Hartford Railroad line. You can also explore the scenic roads around the town.
What are the best rentals or Airbnbs with a jacuzzi in Greenwich, CT?
Are there pet-friendly attractions in Greenwich, CT?
The Greenwich Point Park is a great place to take your dog for a walk, they have a designated off-leash area. The Cos Cob Park also has a dog park.
What are the benefits of choosing a vacation rental in Greenwich, CT?
Vacation rentals offer more space and privacy than a hotel room. They can also be a good option for families or groups travelling together.
What are the top sports attractions and facilities in Greenwich, CT?
The Greenwich Country Club is a private club with a golf course and tennis courts. The Greenwich YMCA has a variety of fitness classes and a swimming pool.
Destinations nearby
Best Greenwich, CT holiday rentals with a balcony
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.
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.
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.
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
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.
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.
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.
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.