This ground-floor Harrison, New York flat is situated steps from Harrison Metro-North Train Station, offering easy access to New York City. The two-bedroom, one-bathroom apartment sleeps four guests, features a fully equipped kitchen with fridge and freezer, free off-street parking, a 55" smart TV with streaming services, and fast Wi-Fi.
9.9 112 reviews
Greenwich, CT
01/09 – 30/11
154 €/nighttotal: 13860 € (90 )
Cozy 2 Br Greenwich Apt. With Easy Access To Nyc
2 2
apartment , Greenwich
This comfortable two-bedroom flat is situated on a quiet street in Greenwich, within easy walking distance of the Metro North train station, the beach, a park, tennis and pickleball courts, restaurants, and shops. The apartment has received excellent ratings for its location, cleanliness and overall experience. The flat has two bedrooms and one bathroom, comfortably accommodating up to three guests. It comes equipped with a fully stocked kitchen, laundry facilities, smart TVs in the living room and master bedroom, and brand new appliances, ensuring a comfortable and convenient stay.
Greenwich, CT
16/07 – 31/07
147 €/nighttotal: 2205 € (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.
9.8 8 reviews
Greenwich, CT
16/07 – 31/07
214 €/nighttotal: 3210 € (15 )
Comfort Next To The Byram River With Gazebo
1 2
resort , Greenwich
This stylish Greenwich apartment, situated in a quiet Byram cul-de-sac with direct access to the Byram River, offers a tranquil retreat near Greenwich's natural beauty. The one-bedroom, one-bathroom flat sleeps four guests and features a private patio, gazebo with Wi-Fi, indoor/outdoor cooking facilities, and proximity to opportunities for fishing and kayaking on the Byram River.
9.4 26 reviews
Greenwich, CT
27/06 – 04/07
168 €/nighttotal: 1176 € (7 )
1 Bedroom Spacious Pet Friendly Inn
1 2
apartment , Stamford
This charming bed and breakfast is located in the heart of Stamford, just a short walk from the town's shops, restaurants, and bars. It boasts a very good user rating and is highly rated for location and cleanliness. The apartment can accommodate up to three guests and features a modern kitchen, a washer and dryer, and a spacious deck. Guests can enjoy a shared patio area, a fireplace in the bedroom, and a waterfall showerhead in the bathroom.
9.7 45 reviews
Greenwich, CT
24/08 – 31/08
146 €/nighttotal: 1022 € (7 )
Sleek Apt Near Downtown • Parking • Fast Wifi
1 2
apartment , Stamford
This Stamford apartment enjoys a central location, offering easy access to the train station and downtown Stamford. The one-bedroom flat sleeps four guests and includes a fridge, freezer, microwave, dishwasher, air conditioning, and parking.
9.0 2 reviews
Greenwich, CT
16/07 – 31/07
406 €/nighttotal: 6090 € (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.
8.9 19 reviews
Greenwich, CT
16/07 – 31/07
224 €/nighttotal: 3360 € (15 )
Charming Getaway: Bespoke Comfort, Prime Location
1 2
apartment , Stamford
This two-bedroom apartment is located in Stamford, just a short distance from Stamford Hospital and with easy access to major airports like HPN, LGA, and JFK. The apartment has received very good ratings for its location, cleanliness, and overall experience. This comfortable flat can accommodate up to four guests in two queen-size beds, making it ideal for families or groups of friends. It comes with a fully equipped kitchen, a spacious dining area, two Smart TVs, and a full bathroom with a tub/shower, ensuring a comfortable and enjoyable stay.
8.8 5 reviews
Greenwich, CT
07/08 – 12/08
185 €/nighttotal: 925 € (5 )
Charming 1-bedroom Apartment In Perfect Port Chester With Ac, Wifi
1 2
apartment , Port Chester
This one-bedroom apartment in Port Chester offers convenient access to Greenwich Avenue and The Westchester Mall, approximately 8 km and 16 km away respectively, plus nearby Silver Lake Park and Old Croton Aqueduct State Park. The self-contained flat features in-unit laundry facilities, air conditioning, Wi-Fi, and accommodates two guests; essential toiletries are provided.
10 24 reviews
Greenwich, CT
14/09 – 20/09
1335 €/nighttotal: 8010 € (6 )
New Beach Home Near Stamford Downtown/shippan
5 12
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 4 reviews
Greenwich, CT
30/08 – 30/09
222 €/nighttotal: 6882 € (31 )
Portchester 1br Nr Greenwich & Nyc, Capitol Theatr
1 1
apartment , Port Chester
This Port Chester flat offers convenient access to the Metro-North station, located just 5 minutes away, and is a short drive from the dining and shopping of Greenwich and Rye. This one-bedroom flat accommodates up to six guests, featuring a fully equipped kitchen, high-speed Wi-Fi, and free street parking, with private entrance for added convenience.
Greenwich, CT
29/06 – 29/07
98 €/nighttotal: 2940 € (30 )
Beautiful One Bedroom Apartment
1 2
apartment , Port Chester
This Port Chester apartment, conveniently located near the village centre, offers easy access to local shops and restaurants, its precise distance unspecified. The one-bedroom, one-bathroom flat sleeps three guests, features a self-catering kitchen, and is situated on the fourth floor of a walk-up building.
Best family friendly Greenwich, CT holiday rentals
Among the 226 accommodations in Greenwich, CT, here are the 4 best family friendly rentals
10 3 reviews
Greenwich, CT
07/08 – 12/08
2077 €/nighttotal: 10385 € (5 )
Luxury Home With Amazing Water Views - Perfect For An Intimate Family Gathering
6 2
apartment , Mamaroneck
This apartment is located in the Sound Shore neighbourhood of Mamaroneck, within walking distance of restaurants, shops, and the Metro North train station. It has received excellent ratings for location, cleanliness, and user experience. This spacious home, covering 395 square metres and accommodating up to 10 guests, offers a range of amenities including a fully equipped kitchen, air conditioning, a terrace, a garden, a fitness centre, and parking. Guests can also enjoy access to a private office in the basement during the day.
9.6 10 reviews
Greenwich, CT
27/06 – 04/07
1671 €/nighttotal: 11697 € (7 )
Historic 6-bdrm Tudor Estate W Pool/tennis Access
6 4
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.
9.8 73 reviews
Greenwich, CT
24/08 – 31/08
305 €/nighttotal: 2135 € (7 )
Serene Upstairs Apt. Walk To Town, Train, & Beach Ferry! Off-street Parking.
1 2
apartment , Greenwich
This top-floor flat is located in central Greenwich, just an 8-minute walk from the train station and a short stroll from the town centre, offering a peaceful retreat on a quiet street. It has received excellent ratings for location, cleanliness, and overall experience. The apartment offers 116 square metres of space, providing comfortable accommodation for up to six guests across three bedrooms and two bathrooms. Amenities include a modern kitchen, a private deck, a comfortable living room with a 4K TV and an electric fireplace, air conditioning, a garden, parking, and fast Wi-Fi, perfect for remote working.
9.4 65 reviews
Greenwich, CT
30/08 – 30/09
189 €/nighttotal: 5859 € (31 )
Stamford Surrounded By Nature
1 1
apartment , Stamford
This two-bedroom apartment is situated in a peaceful rural setting, just 5km from the parkway and a short drive from Stamford, New Canaan, and Greenwich. The property has received excellent ratings for location, cleanliness, and user experience. The apartment is spread across two levels and can comfortably accommodate up to four guests. It comes equipped with a fully-equipped kitchen, dining room, living room, washer/dryer, BBQ, firepit, and free WiFi, as well as a dedicated office space with printer, copier, and scanner.
Best Greenwich, CT holiday rentals with a pool
Among the 226 accommodations in Greenwich, CT, here are the 4 best rentals with a pool
Greenwich, CT
27/06 – 04/07
333 €/nighttotal: 2331 € (7 )
Modern Apt Downtown
1 2
apartment , Stamford
This Stamford apartment, located in the Atlantic Station district, is steps from shops, restaurants, and Stamford train station, offering easy access to the Harbor Point district and Cove Island Park. The 66 square metre (710 square feet) flat features two bedrooms, one bathroom, sleeps three guests, and includes a fully equipped kitchen, in-unit laundry, and access to a swimming pool, fitness centre, and rooftop terrace with BBQ facilities.
10 86 reviews
Greenwich, CT
24/08 – 31/08
602 €/nighttotal: 4214 € (7 )
Gameroom, Backyard + Pool! 5m To Train + Downtown
1 2
apartment , Stamford
This family-friendly apartment is conveniently located just 8km from downtown Stamford and the University of Connecticut’s Stamford campus, making it ideal for exploring the city and its surrounding areas. The apartment boasts excellent ratings for its cleanliness, location, and overall user experience. The apartment has four bedrooms and three bathrooms, comfortably accommodating up to eight guests. It features a private pool, a spacious game room, and a fully equipped kitchen with modern appliances, ensuring a comfortable and enjoyable stay for families and groups.
Greenwich, CT
24/08 – 31/08
285 €/nighttotal: 1995 € (7 )
Modern Studio | Upscale Amenities | Kitchen & Laundry
2 2
studio , White Plains
This White Plains apartment is ideally situated near the Galleria mall, Westchester County Center, and White Plains Hospital, all within a 2.4km radius, offering easy access to the Metro-North Railroad station (0.96km away). This 39 square metre flat features two bedrooms, one bathroom, sleeps three, and includes a fully equipped kitchen, free Wi-Fi, a washing machine, and on-site amenities such as a swimming pool, fitness centre, and concierge service.
9.6 13 reviews
Greenwich, CT
01/09 – 30/11
189 €/nighttotal: 17010 € (90 )
Stamford Grand Apartment
1 2
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.
Frequently asked questions about holiday rentals in Greenwich, CT
When is the best time to book a vacation rental in Greenwich, CT?
The best time to book a vacation rental is during the shoulder seasons, from April to May and September to October, when the weather is still pleasant and the crowds are smaller.
What are the best Airbnb and holiday rentals in Greenwich, CT?
What are the best restaurants with local dishes in Greenwich, CT?
For a taste of local seafood, head to the Lobster Shack at the Sound, or for a more upscale dining experience, try the award-winning restaurant, L'Escale.
What are the best holiday rentals with a pool in Greenwich, CT?
What are the best walking or cycling routes in Greenwich, CT?
The Greenwich Rail Trail is a great option for a leisurely walk or bike ride. The scenic route along the waterfront, from Greenwich Point Park to Tod's Point, is also popular.
What are the best rentals for families and kids in Greenwich, CT?
What are the benefits of choosing a vacation rental in Greenwich, CT?
Vacation rentals offer more space and privacy than hotels, and they can be a more affordable option for families or groups travelling together. You can also often find rentals with unique features, like fireplaces or gardens.
What are the top sports attractions and facilities in Greenwich, CT?
Greenwich is home to the Greenwich Country Club, a prestigious golf course, and the Greenwich Polo Club, which hosts polo matches during the summer months. There are also several public parks with sports fields and courts.
Destinations nearby
Best Greenwich, CT holiday rentals with a balcony
8.0 2 reviews
Greenwich, CT
14/09 – 20/09
1061 €/nighttotal: 6366 € (6 )
New Beach Home Near Stamford Downtown/shippan
5 12
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.
10 1 review
Greenwich, CT
07/08 – 12/08
157 €/nighttotal: 785 € (5 )
Stylish 1br Apartment "Casita"
1 2
apartment , Stamford
This flat in Stamford is located near Fort Stamford Park and The Glass House, with shops and the Merritt Parkway less than 1.6 kilometres away. This one-bedroom flat accommodates up to three guests and features a fully equipped kitchen with a dishwasher, air conditioning, a balcony, an electric fireplace, and an in-unit washer and dryer.
Greenwich, CT
10/09 – 19/09
1045 €/nighttotal: 9405 € (9 )
Exquisite Bedford Lux Retreat.
1 9
house , Bedford
Holiday rental. This accommodation is located in Bedford. Facilities and services: a sauna, a jacuzzi and a dish washer. This house also has a terrace!
Greenwich, CT
01/09 – 30/11
245 €/nighttotal: 22050 € (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.
Best Greenwich, CT holiday rentals with parking
10 34 reviews
Greenwich, CT
24/08 – 31/08
244 €/nighttotal: 1708 € (7 )
Your Family Friendly Home With Large Backyard & Onsite Parking
2 2
apartment , New Rochelle
This family-friendly New Rochelle apartment, less than 1.6km from Monroe College and New Roc City and within 4.8km of Pelham Bay Park and Iona College, offers convenient access to local attractions and New Rochelle Station (a 17-minute walk). The three-bedroom dwelling sleeps four, boasting a garden, free WiFi, a fireplace, a fully equipped kitchen including dishwasher, and limited housekeeping; nearby activities include exploring Glen Island Park.
10 6 reviews
Greenwich, CT
10/09 – 19/09
505 €/nighttotal: 4545 € (9 )
Luxurious 3br/2ba Modern Haven Downtown Stamford
3 9
apartment , Stamford
This Stamford city centre apartment is conveniently located near Stamford Town Centre, offering easy access to restaurants, shops, and cultural attractions such as the Stamford Center for the Arts and the Fernando Luis Alvarez Gallery. The three-bedroom, two-bathroom dwelling boasts an open-plan layout, sleeping up to nine guests and features a fully equipped modern kitchen, air conditioning, and internet access.
Greenwich, CT
30/08 – 30/09
248 €/nighttotal: 7688 € (31 )
Comfortable 3br-2ba Near Old Greenwich In Stamford
3 1
apartment , Stamford
This recently renovated three-bedroom, two-bathroom flat is situated in Stamford, close to Old Greenwich and within 17.7 to 19.3 kilometres of the State University of New York at Purchase and Manhattanville College. This 102 square metre flat offers accommodation for up to 11 guests, featuring air conditioning, a fully equipped kitchen with a dishwasher and microwave, complimentary Wi-Fi, private parking, and a private patio.
9.9 134 reviews
Greenwich, CT
24/08 – 31/08
365 €/nighttotal: 2555 € (7 )
Quaint Duplex With Private Yard. Walk To Beach, Dining, & Shopping!
3 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.