Compare Vacation Rentals & Airbnb in Greenwich, CT
226 available vacation rental offers
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226 Rentals and Airbnb in Greenwich, CT
8.9 19 reviews
Greenwich, CT
16/07 – 31/07
$362/nighttotal: $5430 (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.
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.
9.4 26 reviews
Greenwich, CT
24/08 – 31/08
$237/nighttotal: $1659 (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 13 reviews
Greenwich, CT
30/08 – 30/09
$289/nighttotal: $8959 (31 )
Cozy 2br Retreat. Near Downtown!
2 1
apartment , Greenwich
This ground-floor Greenwich flat is situated in a quiet neighbourhood, a short walk (approximately 1.6 km) from Byram Beach and less than 1.6 km from Greenwich train station, providing easy access to New York City. The two-bedroom apartment, sleeping four, features a modern eat-in kitchen with dishwasher, private porch with BBQ, dedicated parking for two cars, and a washer/dryer; enjoy al fresco dining and proximity to the waterfront.
9.7 31 reviews
Greenwich, CT
27/06 – 04/07
$281/nighttotal: $1967 (7 )
Lost In Decision Forest Guesthouse
1 2
house , Greenwich
This 3-bedroom guest house is located in Greenwich, just 5 kilometres from the train station, making it easy to explore the surrounding area. The house is situated in a quiet neighbourhood, perfect for a relaxing stay. The house offers ample space for families or groups of friends, with three bedrooms and a bathroom. It is equipped with internet, air conditioning, and parking, making it a comfortable and convenient choice for your stay.
This apartment is situated in Downtown Stamford, just a 1.6km walk from the Fernando Luis Alvarez Gallery, First Presbyterian Church, and Stamford Town Center, offering easy access to the area's cultural attractions. It has received excellent ratings for location, cleanliness, and user experience. The apartment offers a comfortable space for two guests, with one bedroom, one bathroom, and a total floor area of 64 square metres. The apartment comes equipped with a fully equipped kitchen, a washer/dryer, free Wi-Fi, a balcony, a fitness centre, and a barbecue area, providing everything you need for a relaxing and enjoyable stay.
10 2 reviews
Greenwich, CT
30/08 – 30/09
$3153/nighttotal: $97743 (31 )
Belle Haven Oasis, Water Views, Walk To Town
5 1
apartment , Greenwich
This luxurious Greenwich residence, near Greenwich Harbour, offers stunning water views and is a short walk from the town centre, providing easy access to shops, restaurants, and attractions. Sleeping eight guests, this five-bedroom, seven-bathroom property boasts a heated saltwater pool, hot tub, extensive outdoor entertaining space with a fire pit and grill, a fully equipped kitchen, and a private garage with ample parking, plus kayaks and bikes for exploring the area.
Greenwich, CT
16/07 – 31/07
$1282/nighttotal: $19230 (15 )
Stylish Home With Free Parkingfa
1 2
apartment , Stamford
This one-bedroom flat is located in Stamford's Downtown district, a 7-minute walk from Stamford Town Centre and the Stamford Centre for the Arts, offering convenient access to city exploration. This pet-friendly apartment accommodates up to four guests and features a fully equipped kitchen with a dishwasher, in-unit laundry, air conditioning, and on-site parking, with Wi-Fi and television provided for your entertainment.
9.7 3 reviews
Greenwich, CT
16/07 – 31/07
$812/nighttotal: $12180 (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.
9.8 8 reviews
Greenwich, CT
27/06 – 04/07
$784/nighttotal: $5488 (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.
9.8 73 reviews
Greenwich, CT
24/08 – 31/08
$494/nighttotal: $3458 (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.
Greenwich, CT
16/07 – 31/07
$502/nighttotal: $7530 (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.
Best family friendly Greenwich, CT vacation rentals
Among the 226 accommodations in Greenwich, CT, here are the 4 best family friendly rentals
9.9 134 reviews
Greenwich, CT
24/08 – 31/08
$400/nighttotal: $2800 (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.
8.2 6 reviews
Greenwich, CT
10/09 – 19/09
$1689/nighttotal: $15201 (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.
9.7 104 reviews
Greenwich, CT
30/08 – 30/09
$459/nighttotal: $14229 (31 )
5 Star Nature Getaway / 40 Min From Nyc
4 1
apartment , Stamford
This charming house is located in Stamford, a short 15-minute drive from the beach and hiking trails, offering a peaceful escape from the hustle and bustle. The property has received excellent ratings for its cleanliness, location, and overall experience. The house comfortably sleeps 6 guests in its 4 bedrooms and 2 bathrooms. It features a well-equipped kitchen, a dedicated game room, a hot tub, and a garden with a fire pit, perfect for relaxing evenings.
10 1 review
Greenwich, CT
01/09 – 30/11
$373/nighttotal: $33570 (90 )
Modern 2 Bdr, Harbor Point #2 Walk To Train, Restaurants, City + Shore
2 2
apartment , Stamford
This two-bedroom flat in Stamford's South End district is 880 metres from the Second World War Museum of African American History and a 2-minute drive from Stamford Town Centre mall, with Stamford Train Station a 6-minute walk away. This accommodation for four guests includes complimentary Wi-Fi, air conditioning, a kitchenette with a microwave and fridge, and is conveniently located for exploring Mianus Park and Houston Preserve.
Best Greenwich, CT vacation rentals with a pool
Among the 226 accommodations in Greenwich, CT, here are the 4 best rentals with a pool
Greenwich, CT
16/07 – 31/07
$499/nighttotal: $7485 (15 )
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.
Greenwich, CT
27/06 – 04/07
$2370/nighttotal: $16590 (7 )
Escape To Heated Saltwater Pool Backyard Oasis
3 4
apartment , Stamford
This three-bedroom apartment is located in a private community in Stamford, within walking distance of both SoundWaters and popular restaurants like Prime and Crabshell. The peaceful setting offers easy access to Stamford Harbor and its watersports activities. The apartment can accommodate up to six guests and has two bathrooms, a fully equipped kitchen, and a private patio with a grill and garden. Amenities include a heated salt water pool, parking, and a full glass safety fence.
10 86 reviews
Greenwich, CT
30/08 – 30/09
$1153/nighttotal: $35743 (31 )
Gameroom, Backyard + Pool! 5m To Train + Downtown
1 1
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
27/06 – 04/07
$524/nighttotal: $3668 (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.
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
8.6 21 reviews
Greenwich, CT
07/08 – 12/08
$483/nighttotal: $2415 (5 )
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, CT
07/08 – 12/08
$468/nighttotal: $2340 (5 )
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.
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.
8.0 2 reviews
Greenwich, CT
14/09 – 20/09
$1714/nighttotal: $10284 (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.
Best Greenwich, CT vacation rentals with parking
Greenwich, CT
27/06 – 04/07
$516/nighttotal: $3612 (7 )
Beautiful Apartment 1 In Great Pleasantville, Ny
3 2
apartment , Pleasantville
This three-bedroom flat in Pleasantville offers convenient access to Captain Lawrence Brewing Company, Bowlero White Plains, and is a short drive to Rockefeller State Park Preserve and the Audubon Center. This accommodation comfortably sleeps six guests and provides essential amenities including air conditioning and Wi-Fi, with easy access to family attractions such as the Westchester Skating Academy and Legoland Discovery Center Westchester.
9.6 8 reviews
Greenwich, CT
24/08 – 31/08
$252/nighttotal: $1764 (7 )
Charming Suite With Patio, Heating, Wifi, Free Parking In Welcoming New Rochelle
1 2
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.
Greenwich, CT
27/06 – 04/07
$924/nighttotal: $6468 (7 )
Stylish Home And Cozy200
1 2
apartment , Stamford
This one-bedroom flat is located in Stamford's Downtown district, offering convenient access to the Stamford Town Centre shopping mall and the Stamford Centre for the Arts, both within a 7-minute walk, and is also a short distance from the E. Gaynor Brennan Golf Course. This property accommodates up to four guests and includes a fully equipped kitchen with a microwave oven and dishwasher, air conditioning, on-site parking, complimentary Wi-Fi, and an in-unit washer and dryer.
9.8 26 reviews
Greenwich, CT
16/07 – 31/07
$990/nighttotal: $14850 (15 )
3br + Game Rm Abt 45min Drive Or Easy Train To Nyc
1 2
apartment , Port Chester
This Port Chester house, a 10-minute walk from the town centre, the Capitol Theatre, and the Port Chester train station offering direct access to Grand Central Terminal, provides convenient access to both New York City and Greenwich, Connecticut. Sleeping up to 11 guests in three bedrooms and two bathrooms, this property features a kitchen with fridge, freezer, microwave, and dishwasher, plus a garden, internet access, and parking for two cars; family reunions and similar gatherings are permitted with prior notification.