This waterfront property in New Rochelle is conveniently located within easy reach of New Roc City, Monroe College, Glen Island Park, and Iona College, offering a peaceful retreat close to local attractions. The house has received excellent guest ratings, ensuring a comfortable and enjoyable stay. This spacious seven-bedroom house spans 465 square metres and comfortably accommodates up to 20 guests, making it ideal for large families or groups. The property features a garden, a terrace or balcony, a fully equipped kitchen, and modern amenities such as air conditioning, free Wi-Fi, and parking, ensuring a relaxing and enjoyable stay.
Greenwich
07/16 – 07/31
HK$1329/nighttotal: HK$19935 (15 )
Hidden Gem| Private Studio In Stamford Dwtn
1 2
apartment , Stamford
This studio apartment is located in the heart of Downtown Stamford, a short walk from Whole Foods, Frank Pepe's, and Shake Shack, offering excellent walkability to shops and restaurants. This pet-friendly studio has a separate entrance, a private bathroom, and access to a shared patio and backyard with a fire pit, accommodating up to two guests for short or extended stays.
Greenwich
09/04 – 09/06
HK$4863/nighttotal: HK$9726 (2 )
3 Bedroom Home Free Parking Great For Families, Friends & Groups
3 8
apartment , White Plains
This three-bedroom, two-bathroom flat in White Plains offers convenient access, being a 3-minute drive from the Westchester County Center and a 4-minute drive from The Westchester Mall, with parking available. This property accommodates up to 16 guests and features a fully equipped kitchen, in-unit laundry, free Wi-Fi, air conditioning, and a barbecue grill, with nearby attractions including the Rockefeller Archive Center and Performing Arts Centre at Purchase College.
Greenwich
09/10 – 09/19
HK$18445/nighttotal: HK$166005 (9 )
Extraordinary 3+acre Greenwich Mid-country Estate
6 9
apartment , Greenwich
This furnished 6-bedroom Georgian Colonial residence is situated on a private 1.2-hectare estate in Greenwich, just over 1.6 kilometres from the town centre and train station, and adjacent to 11.7 hectares of conservation land. This luxurious property accommodates up to 12 guests and offers on-site amenities including a pool, spa, and gym, with nearby attractions such as Putnam Cottage, Bush Holley House Museum, and the Bruce Museum of Arts and Science.
9.7 3 reviews
Greenwich
07/16 – 07/31
HK$4552/nighttotal: HK$68280 (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.
10 5 reviews
Greenwich
06/29 – 07/29
HK$2712/nighttotal: HK$81360 (30 )
Comfortable 3br/2ba Near Old Greenwich In Stamford
1 2
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.
Greenwich
06/27 – 07/04
HK$3566/nighttotal: HK$24962 (7 )
Stylish 3br/2ba Retreat #3, Harbor Point Walk To Train, Cafes & Restaurants, City + Shore
3 4
apartment , Stamford
This three-bedroom flat in Stamford's South End offers prime positioning in Harbor Point, a 500-metre stroll from the waterfront and a 1.5-kilometre walk to Downtown Stamford's amenities, with the Stamford Metro-North Train Station just 700 metres away for a 50-minute express journey to Grand Central Terminal. This modern apartment accommodates up to eight guests with four full-sized beds, featuring a fully equipped kitchen with stainless steel appliances, high-speed WiFi, air conditioning, and complimentary parking for two vehicles, while local attractions such as Harbor Point boardwalk and Kosciuszko Park are within easy reach.
9.7 120 reviews
Greenwich
09/10 – 09/19
HK$2350/nighttotal: HK$21150 (9 )
Charming Duplex With Private Yard. Close To The Beach, Dining & Shopping!
3 3
apartment , Greenwich
This fully renovated duplex apartment is situated on a quiet street in Greenwich, just 1.6km from Byram Beach and 1.6km from the train station. It has consistently received excellent ratings for its cleanliness, location, and overall user experience. This spacious home spans 93 square metres and comfortably accommodates up to 5 guests. It boasts a modern kitchen, a private patio, a dedicated workspace, and a garden, making it ideal for families and those seeking a comfortable and convenient stay.
9.8 8 reviews
Greenwich
06/27 – 07/04
HK$4539/nighttotal: HK$31773 (7 )
Stamford Grand Apartment + Cozy Den
2 4
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.
Greenwich
06/29 – 07/29
HK$2286/nighttotal: HK$68580 (30 )
This Place I Want To Be.
1 2
apartment , Stamford
This one-bedroom flat offers a prime downtown Stamford location, situated less than 1.6 kilometres from two beaches, a shopping centre, UCONN Stamford campus, and the Metro North train station, providing a 45-minute commute to New York City. This private and secure residence accommodates up to two guests and is exclusively for their use, featuring a kitchen and one bathroom, ideal for solo travellers or small groups seeking convenience and access to numerous local dining options.
Greenwich
08/30 – 09/30
HK$1090/nighttotal: HK$33790 (31 )
1 Bedroom Apartment In Dwtn Stamford W Laundry
1 1
apartment , Stamford
This one-bedroom flat in Downtown Stamford is situated 17 kilometres from Westchester County Airport and within 19 kilometres of the State University of New York at Purchase and Manhattanville College. This 21-square-metre flat accommodates up to three guests and offers a fully equipped kitchen with a microwave and fridge, in-unit laundry facilities, free WiFi, and free private parking.
10 1 review
Greenwich
06/27 – 07/04
HK$2907/nighttotal: HK$20349 (7 )
Luxury Private Suite (King Bed, W/d, Kitchenette)
1 2
apartment , Greenwich
This private suite offers a peaceful retreat in the Greenwich backcountry, just a short 5-minute drive from Greenwich town centre. This brand-new, professionally designed apartment accommodates up to four guests and features a garden, parking, air conditioning, and a well-equipped kitchen, making it ideal for couples, families, or business travellers seeking convenience and comfort.
Best family friendly Greenwich holiday rentals
Among the 226 accommodations in Greenwich, here are the 4 best family friendly rentals
Greenwich
08/24 – 08/31
HK$3754/nighttotal: HK$26278 (7 )
3br Home 1.5 Bath Garage Parking White Plains Near Nyc
3 2
apartment , White Plains
This three-bedroom flat in White Plains offers convenient access to local attractions, with the Westchester County Center a 13-minute walk (approximately 1.04 kilometres) away, The Westchester Mall a 3-minute drive (approximately 0.48 kilometres), and the White Plains Metro-North train station a 7-minute walk (approximately 0.56 kilometres). This family-friendly apartment accommodates up to 16 guests and features a well-equipped kitchen with an oven and fridge, air conditioning, on-site covered parking, complimentary Wi-Fi, and an in-unit washer and dryer.
8.4 8 reviews
Greenwich
08/24 – 08/31
HK$4269/nighttotal: HK$29883 (7 )
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.
8.8 6 reviews
Greenwich
08/24 – 08/31
HK$2577/nighttotal: HK$18039 (7 )
Bright&comfy 2bed/1ba In Quiet White Plains Duplex
2 2
apartment , White Plains
This West Harrison home, situated within 3.2km of Pace University Law School and major shopping malls, offers convenient access to White Plains Hospital and the Westchester County Center, all within a 4.8km radius. The two-bedroom, one-bathroom property sleeps four guests and includes a fully equipped kitchen, free on-site parking, and amenities such as a TV and dedicated workspace; nearby attractions include the White Plains Metro-North Railroad Station, a 29-minute walk away.
9.8 179 reviews
Greenwich
06/21 – 06/26
HK$8018/nighttotal: HK$40090 (5 )
New Stylish Beach Home Near Stamford Downtown/cove Beach/ 40 Min To Nyc
5 2
house , Stamford
This Stamford house is located a short walk from Cove Beach and just 5 kilometres from the city centre, offering easy access to both the beach and the city's attractions. The property has received excellent ratings for location, cleanliness and user experience. This spacious five-bedroom house is ideal for large families or groups. The home is equipped with modern amenities, including a fully equipped kitchen, a terrace with sea views, an indoor play area, and a tennis court.
Best Greenwich holiday rentals with a pool
Among the 226 accommodations in Greenwich, here are the 4 best rentals with a pool
Greenwich
06/21 – 06/26
HK$6949/nighttotal: HK$34745 (5 )
15 Mi To Long Island Sound Bedford Winter Retreat
2 2
house , Bedford
This holiday home in Bedford is located approximately 16 kilometres from Westchester County Airport. This 195 square meter property accommodates up to 11 guests, offering air-conditioned interiors, a swimming pool, free Wi-Fi, and on-site parking, with two bathrooms and a fully equipped kitchen.
Greenwich
08/30 – 09/30
HK$14564/nighttotal: HK$451484 (31 )
595 M² House ∙ 5 Bedrooms ∙ 8 Guests
5 1
house , Stamford
Book this vacation rental for up to 8 guests. This accommodation is located in Stamford. Services and facilities include a swimming pool, a garden and a freeze.
Greenwich
08/24 – 08/31
HK$3290/nighttotal: HK$23030 (7 )
Modern Apartment In Harbor Point
1 2
apartment , Stamford
This Stamford South End flat is situated less than 1.6km from the Museum of Black World War II History and Stamford Town Centre, and within 3.2km of the Stamford Public Library. The 65 square metre self-catering apartment sleeps three, boasting a balcony, in-unit laundry, a fully equipped kitchen, and access to a swimming pool and fitness centre; nearby attractions include the Stamford Center for the Arts.
10 15 reviews
Greenwich
09/10 – 09/19
HK$9526/nighttotal: HK$85734 (9 )
Labrador Manor: Westchester County Home With Pool
1 3
apartment , Port Chester
Labrador Manor is a charming historic house in Port Chester, just a 10-minute drive from the beach and 45 minutes from New York City. It consistently receives excellent ratings for its location, cleanliness, and overall guest experience. The house has four bedrooms and three bathrooms, comfortably accommodating up to eight guests. The well-equipped kitchen, private pool, and spacious garden offer plenty of space for relaxation and entertainment, making it ideal for families or groups of friends.
Frequently asked questions about holiday rentals in Greenwich
When is the best time to book a vacation rental in Greenwich, CT?
The best time to book a vacation rental in Greenwich is during the shoulder seasons, April-May and September-October. You'll avoid the summer crowds and the prices will be lower.
What are the best Airbnb and vacation rentals in Greenwich?
What are the best budget-friendly activities in Greenwich, CT?
You can take a walk or cycle along the waterfront, it's a beautiful way to see the town. You can also visit the Greenwich Library, it's free to enter and has a wide range of books and events.
What are the best restaurants with local dishes in Greenwich, CT?
The Ginger Man is a popular spot for classic American dishes, and the Greenwich Wine & Spirits Shop has a great selection of local beers and wines. For a more casual option, try the Elm Street Oyster House, they have a great selection of fresh seafood.
What are the best vacation rentals with a pool in Greenwich?
Are there pet-friendly attractions in Greenwich, CT?
Greenwich Point Park is pet-friendly, you can take your dog for a walk on the beach or enjoy a picnic. The Bruce Museum also has a pet-friendly outdoor area.
What are the best rentals for families and kids in Greenwich?
What are the benefits of choosing a vacation rental in Greenwich, CT?
Vacation rentals offer more space and privacy than hotels, and they're often located in quieter areas. You can also save money by cooking your own meals.
What are the best rentals or Airbnbs with a jacuzzi in Greenwich?
What are the top sports attractions and facilities in Greenwich, CT?
The Greenwich Country Club is a private club with a golf course, tennis courts and swimming pool. The Greenwich YMCA also has a variety of sports facilities, including a gym, pool and fitness classes.
Destinations nearby
Best Greenwich holiday rentals with a balcony
9.6 10 reviews
Greenwich
08/24 – 08/31
HK$14839/nighttotal: HK$103873 (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.
10 5 reviews
Greenwich
08/24 – 08/31
HK$3125/nighttotal: HK$21875 (7 )
Charming 1-bedroom Apartment In Greenwich With Water View & Balcony.
1 2
apartment , Greenwich
This Cos Cob flat offers a tranquil water view in Greenwich, located within 500 meters of historical sites such as the Bush Holley House Museum and Putnam Cottage. This one-bedroom flat accommodates up to three guests with a queen bed and sofa bed, featuring a full kitchen, air conditioning, WiFi, a fireplace, and a terrace, with parking available.
8.6 21 reviews
Greenwich
08/24 – 08/31
HK$4038/nighttotal: HK$28266 (7 )
Luxury Suite With Water View - 2 Mini Bedrooms
1 2
apartment , Greenwich
This luxurious Greenwich suite, located in Mianus, is approximately 13 kilometres from both the State University of New York at Purchase and Manhattanville College, and 13 kilometres from Westchester County Airport. The 56-square-metre apartment features one bedroom, one bathroom, sleeps three guests, and boasts a private patio with garden views, a fully equipped kitchen, free Wi-Fi, private parking, and access to on-site beauty services and bicycle rental.
Greenwich
09/10 – 09/19
HK$9471/nighttotal: HK$85239 (9 )
Exquisite Bedford Lux Retreat.
1 9
house , Bedford
Vacation house. Your accommodation will be based in Bedford. Facilities and services: a terrace, free parking and a washing machine. This house in Bedford has a swimming pool!
Best Greenwich holiday rentals with parking
8.8 6 reviews
Greenwich
06/27 – 07/04
HK$827/nighttotal: HK$5789 (7 )
Stamford Bohemian By Harborpoint Downtown &Train
1 2
house , Stamford
This Stamford dwelling is located in Downtown Stamford, a 16-minute walk from Cummings Beach and 19 kilometres from Westchester County Airport. The one-bedroom property, sleeping up to three guests, offers a fully equipped kitchen, garden, parking, air conditioning, Wi-Fi, and use of a barbecue (propane and cleaning supplied by guests).
9.6 8 reviews
Greenwich
09/10 – 09/19
HK$1376/nighttotal: HK$12384 (9 )
Charming Suite With Patio, Heating, Wifi, Free Parking In Welcoming New Rochelle
1 3
apartment , New Rochelle
This one-bedroom New Rochelle apartment, ideally located in Uptown, offers easy access to New Roc City and Bay Plaza Shopping Centre, and is within a reasonable driving distance (approximately 20-30km) of attractions such as Yankee Stadium and the Bronx Zoo. The self-catering flat features a fully equipped kitchen, a comfortable living room with a sofa bed accommodating up to three guests, a private patio, parking, and amenities including Wi-Fi and air conditioning.
9.0 2 reviews
Greenwich
07/16 – 07/31
HK$3679/nighttotal: HK$55185 (15 )
Modern 2br In Downtown| Clubhouse + Gym | Parking
2 2
apartment , White Plains
This White Plains apartment is situated a 6-minute walk from White Plains Metro-North Railroad Station, less than 1.6km from White Plains Hospital Center and Pace University Law School, and within a 15-minute walk of The Galleria at White Plains and Westchester County Center. The 93 square metre flat offers three bedrooms, two bathrooms, sleeps five guests, and includes a fully equipped kitchen, free Wi-Fi, a swimming pool, fitness centre, concierge service, parking, and is close to numerous shops and entertainment venues.
Greenwich
06/27 – 07/04
HK$5325/nighttotal: HK$37275 (7 )
Comfort Meets Convenience Parking Gym Near Nyc
1 4
apartment , Stamford
This Stamford flat is located 19 kilometres from SUNY Purchase and Manhattanville College, and is conveniently located for travel to New York City and Westchester County Airport. This 48 square metre apartment offers accommodation for up to 7 guests with a well-equipped kitchen, air conditioning, free WiFi, and on-site parking, with a fitness centre also available.