Compare Vacation Rentals & Airbnb in Greenwich, CT
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226 Rentals and Airbnb in Greenwich, CT
Greenwich, CT
27/06 – 04/07
$851/nighttotal: $5957 (7 )
Stylish Home With Free Parkingza
1 4
apartment , Stamford
This Stamford flat is located approximately 19 kilometres from the State University of New York at Purchase and Manhattanville College, with Westchester County Airport also 17 kilometres away. This non-smoking apartment offers 48 square metres of living space for up to seven guests, featuring a separate bedroom, a fully equipped kitchen with a dishwasher and oven, air conditioning, complimentary Wi-Fi, and on-site parking.
Greenwich, CT
27/06 – 04/07
$1615/nighttotal: $11305 (7 )
Coastal Retreat In Greenwich, Ct
1 2
apartment , Greenwich
This apartment in Greenwich offers secluded privacy on a dead-end street, yet is conveniently located just a few minutes' walk from Tod's Point beach on the Long Island Sound, Bruce Park, the Bruce Museum, and the shops and restaurants of Greenwich Avenue. This modern flat, accommodating up to 9 guests, features a 55 square meter open-plan living area with 5.5-meter high ceilings, a chef's kitchen with a 2.7-meter island, flexible work areas, air conditioning, and an on-site Tesla charger.
9.7 74 reviews
Greenwich, CT
16/07 – 31/07
$265/nighttotal: $3975 (15 )
Cozy Private Furnished Apartment
1 2
apartment , Greenwich
This Greenwich apartment, situated on the border with Stamford, offers easy access to both towns and New York City, benefiting from its convenient location. The self-contained flat, sleeping up to three guests, features a fully equipped kitchen (fridge, microwave), air conditioning, parking, and optional paid laundry/cleaning services; nearby attractions and restaurants in both Greenwich and Stamford are easily accessible.
10 5 reviews
Greenwich, CT
24/08 – 31/08
$557/nighttotal: $3899 (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.
Greenwich, CT
29/06 – 29/07
$158/nighttotal: $4740 (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.
10 1 review
Greenwich, CT
04/09 – 06/09
$1151/nighttotal: $2302 (2 )
Private Single Fam, Walk 2 Train/ Theater- Dogs Ok
1 8
apartment , Greenwich
This three-bedroom flat is located on the Byram River in Greenwich, Connecticut, offering convenient pedestrian access to Port Chester's dining and entertainment options, the Capitol Theatre, and within walking distance of the Museum of Bruce Park and Greenwich Avenue's shops. This family-friendly property welcomes pets and features a private, enclosed garden with a patio and barbecue, a shared riverfront deck, air conditioning, Wi-Fi, and on-site parking for up to eight guests.
9.6 38 reviews
Greenwich, CT
16/07 – 31/07
$507/nighttotal: $7605 (15 )
Close To New York City-old Greenwich Surf Shack Ii
1 2
apartment , Greenwich
This charming one-bedroom apartment is located in Old Greenwich, a picturesque coastal district just 1.6 kilometres from Connecticut's best sound beach and 80 kilometres from Grand Central Terminal in Manhattan. The property has consistently received excellent ratings for location, cleanliness, and overall experience. The flat can comfortably accommodate up to four guests with a bedroom, living room with a pull-out sofa and futon, a loft with a single bed, and a separate yard area with patio furniture. Guests can enjoy a range of amenities including free guest passes and parking to Greenwich Beaches & Islands, along with bicycles, and a well-equipped kitchenette.
9.8 52 reviews
Greenwich, CT
21/06 – 26/06
$351/nighttotal: $1755 (5 )
Cozy And Bizready With Private Entrance & Parking
1 2
apartment , Stamford
This modern loft-style apartment is conveniently located in central Stamford, just a short walk from excellent restaurants, cafes, shops, and a grocery store. The property has received excellent ratings for its cleanliness, location, and overall user experience. The apartment offers one bedroom and one bathroom, comfortably accommodating up to three guests. Enjoy amenities such as free off-street parking, fast Wi-Fi, in-suite laundry, a fully equipped kitchen, and a private balcony.
9.4 26 reviews
Greenwich, CT
27/06 – 04/07
$271/nighttotal: $1897 (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.
9.8 67 reviews
Greenwich, CT
16/07 – 31/07
$2214/nighttotal: $33210 (15 )
Waterfront Retreat Center For Health & Wellness
8 2
apartment , New Rochelle
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.
10 13 reviews
Greenwich, CT
21/06 – 26/06
$391/nighttotal: $1955 (5 )
Twenty-one ! Boutique Stay (3f)
1 2
apartment , Greenwich
This Greenwich apartment is centrally located, a short walk from Greenwich Avenue and one block from Greenwich train station, offering easy access to I-95. The 550 sq ft (approximately 51 sq m) third-floor flat features a queen-size bed, full kitchen with dishwasher, air conditioning, and sleeps two guests, perfectly situated for exploring Greenwich's shops, restaurants, and transport links.
Greenwich, CT
16/07 – 31/07
$451/nighttotal: $6765 (15 )
Cozy Pleasantville Retreat Unit 2 2 Bedroom Apts
1 2
apartment , Pleasantville
This flat in Pleasantville offers convenient access to the Jacob Burns Film Centre Theater and Media Arts Lab, located within a 15-minute walk, and is less than 5 kilometres from Rockefeller State Park Preserve and St John's River Side Hospital. This rental property provides complimentary high-speed Wi-Fi, a kitchen equipped with a fridge, and is a pet-friendly option for travellers visiting Pleasantville.
Best family friendly Greenwich, CT vacation rentals
Among the 226 accommodations in Greenwich, CT, here are the 4 best family friendly rentals
Greenwich, CT
29/06 – 29/07
$1269/nighttotal: $38070 (30 )
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.
9.9 65 reviews
Greenwich, CT
24/08 – 31/08
$278/nighttotal: $1946 (7 )
Stylish Loft W/parking Near Nyc + Hospital
1 2
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.
9.8 8 reviews
Greenwich, CT
16/07 – 31/07
$346/nighttotal: $5190 (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.
Greenwich, CT
21/06 – 26/06
$999/nighttotal: $4995 (5 )
3 Bedroom Home Free Parking Great For Families, Friends & Groups
3 2
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.
Best Greenwich, CT vacation rentals with a pool
Among the 226 accommodations in Greenwich, CT, here are the 4 best rentals with a pool
8.8 3 reviews
Greenwich, CT
24/08 – 31/08
$630/nighttotal: $4410 (7 )
Upscale Downtown 2br | Lux Amenities | Laundry
2 2
apartment , White Plains
This apartment is conveniently located in the city centre of White Plains, close to the train station and a short drive from the Hudson River, making it an ideal base for exploring both the city and surrounding countryside. The apartment is ideal for families or groups, offering 2 bedrooms and 2 bathrooms with a floor area of 93 square metres and a guest capacity of 5. The apartment is well-equipped with modern amenities, including a fully equipped kitchen, air conditioning, a swimming pool, a garden and parking. There is also a concierge service, high-speed internet, laundry facilities and a range of activities to enjoy, such as a fitness centre, a game room and a children's playroom.
10 15 reviews
Greenwich, CT
21/06 – 26/06
$1475/nighttotal: $7375 (5 )
Labrador Manor: Westchester County Home With Pool
1 2
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.
9.6 10 reviews
Greenwich, CT
21/06 – 26/06
$2164/nighttotal: $10820 (5 )
Historic 6-bdrm Tudor Estate W Pool/tennis Access
1 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.
Greenwich, CT
21/06 – 26/06
$664/nighttotal: $3320 (5 )
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.
Frequently Asked Questions about vacation rentals in Greenwich, CT
Which neighborhood in Greenwich, CT should you consider for a vacation rental?
If you're looking for a vacation rental in Greenwich, you'll find plenty of options in the Cos Cob neighbourhood, which is close to the waterfront and has a good selection of restaurants and shops.
What are the best Airbnb and vacation rentals in Greenwich, CT?
What are the top family-friendly attractions in Greenwich, CT?
Greenwich is great for families. The Greenwich Audubon Center is a fantastic place to explore nature, and the Roger Sherman Baldwin Park offers plenty of space for kids to run around.
What are the most popular Airbnbs in Greenwich, CT?
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, from April to May or September to October, when the weather is still pleasant but the crowds are smaller.
What are the best vacation rentals with a pool in Greenwich, CT?
What are the best budget-friendly activities in Greenwich, CT?
A stroll along the Greenwich waterfront is a great free activity, and the town's many parks, such as Roger Sherman Baldwin Park, offer plenty of opportunities for picnics and outdoor activities.
What are the best rentals for families and kids in Greenwich, CT?
What are the best restaurants with local dishes in Greenwich, CT?
For a taste of local fare, try the Greenwich Grille, which serves up classic American dishes with a focus on fresh, seasonal ingredients. The Chatham, with its New England-inspired menu, is another great option.
What are the best rentals or Airbnbs with a jacuzzi in Greenwich, CT?
What are the best walking or cycling routes in Greenwich, CT?
The Greenwich Rail Trail is a paved path that follows the old New York, New Haven and Hartford Railroad line, offering a scenic route for walking or cycling. The Mianus River Gorge Preserve is another great option for a nature walk.
Are there pet-friendly attractions in Greenwich, CT?
Many of Greenwich's parks, such as Roger Sherman Baldwin Park and Binney Park, are dog-friendly, and there are also several pet-friendly restaurants and shops in town.
What are the benefits of choosing a vacation rental in Greenwich, CT?
Staying in a vacation rental gives you more space and privacy than a hotel, and you can often find rentals that are located in more convenient locations, such as close to the beach or downtown.
What are the top sports attractions and facilities in Greenwich, CT?
Greenwich is home to the Greenwich Country Club, which has a championship golf course, and the Greenwich Polo Club, which hosts polo matches during the summer months. The town also has several public parks with tennis courts and other sports facilities.
Destinations nearby
Best Greenwich, CT vacation rentals with a balcony
10 24 reviews
Greenwich, CT
10/09 – 19/09
$1947/nighttotal: $17523 (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.
This Downtown Stamford apartment, a short walk (less than 1 km) from the Stamford Town Centre, Fernando Luis Alvarez Gallery, and Stamford Public Library, offers convenient access to cultural attractions and transport links. The 64 square metre self-catering flat features one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, in-unit laundry, free Wi-Fi, a private balcony, and access to a fitness centre, spa and parking.
9.8 179 reviews
Greenwich, CT
21/06 – 26/06
$1430/nighttotal: $7150 (5 )
Waterview House Walking Distance From Cove Beach-5 Mins To Downtown-only 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.
9.4 63 reviews
Greenwich, CT
10/09 – 19/09
$395/nighttotal: $3555 (9 )
Flex Comfort Apts Of Greenwich #3
2 3
apartment , Greenwich
This top-floor flat in Greenwich, CT, offers an excellent user rating and is situated 1.6 kilometres from downtown Greenwich and 3.2 kilometres from Port Chester, with convenient access to the Greenwich Metro-North station. This two-bedroom, one-bathroom apartment accommodates up to four guests and features a well-equipped kitchen, air conditioning, a terrace, garden, private parking for two vehicles, and shared access to laundry facilities and a BBQ area.
Best Greenwich, CT vacation rentals with parking
8.8 6 reviews
Greenwich, CT
27/06 – 04/07
$147/nighttotal: $1029 (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).
10 31 reviews
Greenwich, CT
10/09 – 19/09
$385/nighttotal: $3465 (9 )
Cozy Stay Near Capitol Theatre/downtown Very Walkable!
2 3
apartment , Port Chester
This apartment is located in Port Chester, just a kilometre from the Capitol Theatre, Metro North train station, and the town centre, making it a convenient base for exploring the area. It has received excellent reviews from previous guests. The second floor flat sleeps up to four guests and has a private entrance with parking for three cars. It is fully equipped with amenities including a kitchen, washer and dryer, and a comfortable living space.
This six-bedroom lakefront house is located in a prestigious Greenwich neighbourhood, offering uninterrupted views of an 11-acre lake and a private dock, less than 16 kilometres from New York City. This spacious residence accommodates up to 12 guests and features internet, air conditioning, a kitchen with a fridge, microwave oven, and dishwasher, as well as private parking and a garden, with nearby attractions including the Fernando Luis Alvarez Gallery and the Bruce Museum of Arts and Science.
8.2 6 reviews
Greenwich, CT
10/09 – 19/09
$1683/nighttotal: $15147 (9 )
Exquisite Bedford Lux Retreat.
3 9
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.