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342 Rentals and Airbnb in Greenwich, CT

Greenwich Sanctuary | 2br Spa & Massage Retreat - Greenwich, CT
9.7 60 reviews
Greenwich, CT
2 2
$440/nighttotal: $1760 (4 )

Greenwich Sanctuary | 2br Spa & Massage Retreat

apartment - Greenwich
This two-bedroom apartment in Greenwich is conveniently located near the Bruce Museum and other attractions, making it a great base for exploring the area. It consistently receives excellent ratings for its location, cleanliness, and overall user experience.
The apartment is spacious and can comfortably accommodate up to six guests. It offers a range of amenities, including a jacuzzi, a massage chair, a fully equipped kitchen, and a private garden with an outdoor fireplace.
2br, 2 King Beds, 1 Ba, And Kitchenette In Lakeside Home In Greenwich. - Greenwich, CT
9.8 42 reviews
Greenwich, CT
2 2
$444/nighttotal: $1776 (4 )

2br, 2 King Beds, 1 Ba, And Kitchenette In Lakeside Home In Greenwich.

apartment - Greenwich
This lakeside Greenwich apartment offers stunning Frye Lake views, a private dock, and easy access to NYC via train, with nearby attractions including the Bruce Museum and Bartlett Arboretum.
The two-bedroom dwelling, sleeping four guests, boasts king-size beds in each room, a private garden with a picnic table, air conditioning, parking, and WiFi, perfect for exploring Greenwich and its surroundings.
Close To New York City-old Greenwich Surf Shack Ii - Greenwich, CT
9.7 42 reviews
Greenwich, CT
2 1
$358/nighttotal: $5370 (15 )

Close To New York City-old Greenwich Surf Shack Ii

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.
Luxury 1 Bed Unit In Greenwichgym/parking/patio - Greenwich, CT
Greenwich, CT
2 1
$450/nighttotal: $6750 (15 )

Luxury 1 Bed Unit In Greenwichgym/parking/patio

apartment - Greenwich
This flat is located in a prime district of Greenwich, offering convenient access to the Cutty Sark and the National Maritime Museum.
This property accommodates two guests and features a luxurious open-concept living space with a fully equipped kitchen, air conditioning, and access to a fitness centre and conference room.
Charming, Guest House - Greenwich, CT
9.3 72 reviews
Greenwich, CT
2 1
$181/nighttotal: $2715 (15 )

Charming, Guest House

house - Stamford
This charming guest house is located in a quiet residential area of Stamford, just 5 kilometres from the town centre and within easy reach of parks, restaurants, a golf course, and a hospital. The property has received very good ratings for cleanliness, location and user experience.
The detached house has one bedroom and one bathroom, accommodating up to two guests. Amenities include private parking, a private entrance, air conditioning and internet access, making it a comfortable and convenient base for exploring Stamford.
1 Bedroom Spacious Pet Friendly Inn - Greenwich, CT
9.4 26 reviews
Greenwich, CT
2 1
$271/nighttotal: $1084 (4 )

1 Bedroom Spacious Pet Friendly Inn

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.
Modern Luxe 1br Apt In Downtown Stamford - Greenwich, CT
9.6 5 reviews
Greenwich, CT
2 1
$343/nighttotal: $1372 (4 )

Modern Luxe 1br Apt In Downtown Stamford

apartment - Stamford
This apartment is located in Downtown Stamford, just 3 kilometres from the I-95 motorway and a 4-kilometre drive from the Metro North Stamford Station, offering easy access to both the city and surrounding areas. The apartment has received excellent user ratings, making it a popular choice for travellers.
The apartment has one bedroom, one bathroom and can accommodate up to three guests. It includes a fully equipped kitchen, a designated office space, and a bathroom with all essentials, plus extra touches like shampoo, conditioner, body wash, extra towels and linens, laundry essentials, and cleaning supplies.
Westover Castle - Greenwich, CT
9.7 35 reviews
Greenwich, CT
2 9
$4932/nighttotal: $73980 (15 )

Westover Castle

castle - Stamford
This magnificent castle is situated in the southeastern Connecticut mountains, approximately 8 kilometres from Greenwich town centre and 50-65 kilometres from Manhattan. The 20,000 square foot property boasts 9 bedrooms, 6 bathrooms, and can accommodate up to 16 guests, providing ample space for gatherings, retreats, or simply relaxing.
Upscale Relax 2 Bedroom Near Yankee Stadium 14 Min Drive - Greenwich, CT
9.3 3 reviews
Greenwich, CT
2 2
$361/nighttotal: $1805 (5 )

Upscale Relax 2 Bedroom Near Yankee Stadium 14 Min Drive

apartment - New Rochelle
This New Rochelle apartment is situated just a short distance from Hudson Park Beach and Iona College, offering easy access to both the beach and educational institutions, as well as a quiet neighbourhood. The apartment has received excellent ratings for cleanliness and user experience, and a very good rating for location.
The apartment is a two-bedroom, one-bathroom property with a floor area of 74 square metres, comfortably accommodating up to four guests. It features free Wi-Fi, a cable flat-screen TV, a fully equipped kitchen with an oven and microwave, and towels and bed linen are provided for a comfortable stay.
Luxury Suite With Water View - 2 Mini Bedrooms - Greenwich, CT
8.5 21 reviews
Greenwich, CT
2 1
$444/nighttotal: $6660 (15 )

Luxury Suite With Water View - 2 Mini Bedrooms

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.
Flex Comfort Apts Of Greenwich #3 - Greenwich, CT
9.5 444 reviews
Greenwich, CT
2 2
$446/nighttotal: $1784 (4 )

Flex Comfort Apts Of Greenwich #3

apartment - Greenwich
This Greenwich apartment is conveniently located just a short distance from Greenwich Avenue, the Greenwich Ferry Dock, and the Bruce Museum of Arts and Science. The apartment has consistently received excellent ratings for its location, cleanliness, and overall experience.
This two-bedroom flat comfortably accommodates up to five guests and offers a range of modern amenities, including free Wi-Fi, a fully equipped kitchen, and a patio for outdoor relaxation. Guests can also enjoy the use of barbecue grills and take advantage of the building's smoke-free environment.
Beautiful Cottage In Greenwich Ct - Greenwich, CT
9.8 45 reviews
Greenwich, CT
2 1
$523/nighttotal: $2092 (4 )

Beautiful Cottage In Greenwich Ct

house - Greenwich
This charming cottage is located just 5km from Westchester Airport and a 64km drive from Manhattan, offering a peaceful retreat in a quiet location. The property has received excellent ratings for cleanliness, location, and overall user experience.
This cosy dwelling has one bedroom and one bathroom, comfortably accommodating two guests. Amenities include a fridge, air conditioning, parking, internet access, and the option for pets.

Best family friendly Greenwich, CT vacation rentals

Among the 342 accommodations in Greenwich, CT, here are the 4 best family friendly rentals

Modern Home Off I-95 Perfect For Families & Business Stay With Ample Parking - Greenwich, CT
8.1 9 reviews
Greenwich, CT
2 3
$617/nighttotal: $2468 (4 )

Modern Home Off I-95 Perfect For Families & Business Stay With Ample Parking

house - Stamford
This Stamford property is conveniently located just 32km from Iona College and 21km from Westchester County Airport, making it a great base for exploring the local area. The house consistently receives excellent ratings for cleanliness and overall user experience, while the location itself is considered good.
The spacious three-bedroom house offers 162 square metres of living space and comfortably accommodates up to 6 guests. Enjoy a range of amenities including a fully equipped kitchen, a private patio, a shared lounge, and a relaxing hot tub, along with free parking and access to streaming services.
The Platinum Downtown Stamford Studio Getaway - Greenwich, CT
Greenwich, CT
2 1
$505/nighttotal: $2525 (5 )

The Platinum Downtown Stamford Studio Getaway

studio - Stamford
This studio apartment is situated in Downtown Stamford, a short walk from the Metro-North train station, and close to Stamford Town Centre and Springdale Shopping Centre, with the Bush Holley House Museum and Hoyt Barnum House also nearby.
This 46 square meter flat accommodates up to four guests with a queen bed, a bunk bed and a sofa bed, offering a custom kitchen with top-brand appliances, in-unit laundry, air conditioning, a terrace, Wi-Fi, parking, and access to building amenities including a fitness centre and kids' playroom.
Stamford Surrounded By Nature - Greenwich, CT
9.4 68 reviews
Greenwich, CT
2 2
$344/nighttotal: $5160 (15 )

Stamford Surrounded By Nature

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.
Cozy Studio With 1 Bed & Comfy Sofa Bed - Greenwich, CT
Greenwich, CT
2 1
$335/nighttotal: $1340 (4 )

Cozy Studio With 1 Bed & Comfy Sofa Bed

studio - New Rochelle
This New Rochelle apartment, situated 1.4km from Iona College and a 9-minute walk from Hudson Park Beach, offers easy access to Manhattan (approx. 16km).
The 74-square-metre flat features one bedroom, one bathroom, sleeps seven guests, and includes amenities such as free Wi-Fi, a fireplace, and a flat-screen TV.

Best Greenwich, CT vacation rentals with a pool

Among the 342 accommodations in Greenwich, CT, here are the 4 best rentals with a pool

Exquisite Bedford Lux Retreat. - Greenwich, CT
Greenwich, CT
2 1
$2486/nighttotal: $9944 (4 )

Exquisite Bedford Lux Retreat.

house - Bedford
Accommodation. This accommodation is based in Bedford.
Services and facilities: a jacuzzi, a barbecue and a terrace. Take advantage of the Free Parking with this accommodation.
Luxury 1br In Downtown | Full Kitchen | W&d - Greenwich, CT
8.4 5 reviews
Greenwich, CT
2 1
$449/nighttotal: $2245 (5 )

Luxury 1br In Downtown | Full Kitchen | W&d

apartment - White Plains
This one-bedroom flat is located in downtown White Plains, a short walk from the Galleria at White Plains shopping mall and a 14-minute walk from Westchester County Center. The apartment is conveniently situated near restaurants, shops, and public transport, making it a great base for exploring the area.
The 48 square meter flat comfortably sleeps up to three guests and features a separate living room, dining area, and bedroom. The apartment comes with a range of amenities including a fully equipped kitchen, a private terrace, a shared pool, a fitness centre, and a playground.
The All Seasons Oasis! Pool+hot Tub+games+train - Greenwich, CT
10 74 reviews
Greenwich, CT
2 4
$2290/nighttotal: $9160 (4 )

The All Seasons Oasis! Pool+hot Tub+games+train

apartment - Port Chester
This suburban home is situated in a quiet neighbourhood close to Port Chester, just a short drive from Rye, Greenwich, White Plains, and Rye Beach. The property has received excellent ratings for location, cleanliness, and overall guest experience.
The house has four bedrooms and two bathrooms, comfortably accommodating up to ten guests. The home features a large living room, a billiards/game room, a reading room, a fully equipped kitchen, a private backyard with a swimming pool and hot tub, and easy access to highways for exploring the surrounding area.
Greenwich Home W/pool (May-october) - Greenwich, CT
10 20 reviews
Greenwich, CT
2 4
$2967/nighttotal: $44505 (15 )

Greenwich Home W/pool (May-october)

apartment - Greenwich
This luxurious four-bedroom home is located in Greenwich, a short distance from the town centre and within easy reach of local shops and restaurants. The property has received excellent ratings for location, cleanliness, and user experience.
The apartment has four bedrooms and four bathrooms, comfortably accommodating up to eight guests. It offers a range of amenities, including a swimming pool, jacuzzi, fitness centre, and garden, providing ample space for relaxation and entertainment.

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?

    The Safe House - High Tech Apt #3 - 4 Beds, The Safe House - High Tech Apt #2 - 3 Beds and The Safe House - High Tech Apt #1 - 2 Queen Beds are the most popular Airbnb and vacation rentals in Greenwich, CT among travelers.

  • 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?

    The best vacation rentals or Airbnb with a jacuzzi in Greenwich, CT are Safe Quiet Greenwich 2 -5 Bd+massage+jacuzzi, Greenwich Home With Pool and Spacious Home In Downtown Greenwich.

  • 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.

Popular destinations

Best Greenwich, CT vacation rentals with a balcony

Stamford Grand Apartment + Cozy Den - Greenwich, CT
9.9 104 reviews
Greenwich, CT
2 1
$641/nighttotal: $3205 (5 )

Stamford Grand Apartment + Cozy Den

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.
The Fred Deluxe 7 Br By I95, Train, Harborvw, Stamford Beaches & Workspace - Greenwich, CT
9.0 10 reviews
Greenwich, CT
2 7
$1349/nighttotal: $6745 (5 )

The Fred Deluxe 7 Br By I95, Train, Harborvw, Stamford Beaches & Workspace

apartment - Stamford
This Stamford house is located in the Cove - East Side - Shippan district, within a 2.4km walk of Cummings Park and Chelsea Piers, and less than 1.6km from Stamford Town Center and Cummings Park Beach. The property has received excellent user ratings, indicating a high level of satisfaction from previous guests.
The house has 7 bedrooms and 2 bathrooms, comfortably accommodating up to 14 guests. It comes with a range of amenities including a fitness centre, a garden, a terrace, parking, and a fully equipped kitchen with a dishwasher, microwave, and fridge.
Luxury 3bed Private Apartment Near Manhattan - Greenwich, CT
8.4 6 reviews
Greenwich, CT
2 3
$658/nighttotal: $2632 (4 )

Luxury 3bed Private Apartment Near Manhattan

apartment - New Rochelle
This three-bedroom apartment is located in New Rochelle, a short walk from Hudson Park Beach and a short drive from Iona College. It has received excellent ratings for cleanliness, location, and user experience.
The apartment comfortably accommodates up to six guests and comes equipped with a fully fitted kitchen, a washing machine, and air conditioning. You can enjoy free Wi-Fi, a flat-screen TV, and easy access to public transport.
Riverfront Cottage W/ Heated Pool, Hot Tub & Fireplace, 35 Min To Nyc - Greenwich, CT
10 8 reviews
Greenwich, CT
2 2
$1647/nighttotal: $6588 (4 )

Riverfront Cottage W/ Heated Pool, Hot Tub & Fireplace, 35 Min To Nyc

cottage - Greenwich
This cottage in Greenwich is situated a mere 6-minute drive from the Capitol Theatre and Greenwich Avenue, offering convenient access to local attractions.
This property provides a well-equipped kitchen, air conditioning, Wi-Fi, a swimming pool, hot tub, and a garden, alongside on-site parking for your comfort and convenience.

Best Greenwich, CT vacation rentals with parking

Warm & Modern 1-bedroom Retreat Near Nyc, Greenwich & Rye, Sleeps 4 - Greenwich, CT
10 2 reviews
Greenwich, CT
2 1
$415/nighttotal: $6225 (15 )

Warm & Modern 1-bedroom Retreat Near Nyc, Greenwich & Rye, Sleeps 4

apartment - Port Chester
This Port Chester flat offers a 700 sq. ft. open-concept layout with one bedroom and one bathroom, accommodating up to four guests, and features a fully equipped kitchen, fast Wi-Fi, and a dedicated workspace, all within a 5-minute Metro-North train journey to New York City and walking distance to Greenwich, Connecticut’s dining and cultural attractions, including The Capitol Theatre.
The property is situated in a quiet residential area providing convenient access to Greenwich, Connecticut, and nearby Westchester towns, with immediate proximity to the Metro-North train for direct travel to New York City.
Historic 6-bdrm Tudor Estate W Pool /Tennis Access - Greenwich, CT
9.6 10 reviews
Greenwich, CT
2 6
$2650/nighttotal: $39750 (15 )

Historic 6-bdrm Tudor Estate W Pool /Tennis Access

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.
The Village - Private Apartment W/ Parking 5 Min Walking - Greenwich, CT
9.6 10 reviews
Greenwich, CT
2 1
$359/nighttotal: $1436 (4 )

The Village - Private Apartment W/ Parking 5 Min Walking

apartment - Mamaroneck
This flat is conveniently situated in the centre of Mamaroneck, just a short walk from the Metro-North station, the bustling downtown area, and Harbor Island Park. The property has received excellent guest ratings, reflecting its high standards and comfortable amenities. This one-bedroom apartment comfortably sleeps up to four guests and features a well-equipped kitchen, a private garden, and parking. You can also enjoy access to the internet, air conditioning, and a dishwasher, making your stay both convenient and enjoyable.
2 Mi To Nyc Train: Wfh-friendly Greenwich Apt! - Greenwich, CT
Greenwich, CT
2 1
$216/nighttotal: $3240 (15 )

2 Mi To Nyc Train: Wfh-friendly Greenwich Apt!

apartment - Greenwich
This Greenwich flat is situated 17.7 kilometres from Stamford Town Centre, placing it near the Gold Coast.
This one-bedroom flat accommodates up to three guests and features a private patio with a gas grill, a kitchenette, laundry facilities, a gazebo with a river view, a workspace, and step-free entry, with convenient parking and train access to New York City.
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