Greenwich, CT Vacation rentals & Airbnb

8.6 4 reviews

Greenwich, CT

2 2

$328/nighttotal: $40016 (122 )

Upscale Downtown 2br | Lux Amenities | Laundry

apartment - White Plains

This White Plains apartment is located in the city center, just a short walk from the Cudner-Hyatt House Complex, Capitol Theatre, Westchester Skating Academy, and Legoland Discovery Center Westchester. A short train ride connects you to Manhattan, making it easy to explore the city.
The 1000-square-foot apartment comfortably accommodates up to 5 guests with 2 bedrooms and 2 bathrooms. Amenities include a fitness center, rooftop sky lounge, outdoor pool, children's playroom, business center, game room, and a dog wash.

10 1 review

Greenwich, CT

4 3

$565/nighttotal: $11865 (21 )

Grace's Place

apartment - Greenwich

This sun-drenched townhouse is situated in the heart of Greenwich, within easy reach of Stamford Business District and Greenwich Avenue, and offers a comfortable stay for up to 6 guests in 3 spacious bedrooms with 2 bathrooms.
The apartment features a fully stocked kitchen, high-speed internet, on-site parking, air conditioning, and a garden with a Jacuzzi and spa, making it an ideal choice for families and travelers seeking a relaxing and convenient stay in Greenwich.

10 1 review

Greenwich, CT

4 1

$338/nighttotal: $7098 (21 )

Elegant Home

apartment - Stamford

This Stamford apartment offers convenient access to educational institutions like SUNY Purchase and Manhattanville College, both 12 miles away, and Westchester County Airport, located 11 miles from the property. This 520 square foot residence accommodates up to 7 guests, featuring a fully equipped kitchen with a dishwasher and oven, air conditioning, complimentary Wi-Fi, and on-site parking, while remaining a non-smoking environment.

Greenwich, CT

4 1

$188/nighttotal: $3948 (21 )

Cozy Studio With 1 Bed & Comfy Sofa Bed

studio - New Rochelle

This New Rochelle apartment rental is conveniently located near Hudson Park Beach, a 9-minute walk away, and 1.8 miles from Iona College, offering easy access to Manhattan.
The 800-square-foot unit features a separate bedroom and living room with a flat-screen TV, accommodating up to 7 guests and including air conditioning, free Wi-Fi, and a fireplace.

10 63 reviews

Greenwich, CT

4 2

$400/nighttotal: $3600 (9 )

Rye Cottage - Walk To Beach & Playland

apartment - Rye

This Rye, New York cottage offers a prime location near Rye Playland, the beach, and the boardwalk, all within walking distance of shops and restaurants.
The 2-bedroom, 1-bathroom house sleeps 5, features a fully equipped kitchen with a dishwasher, air conditioning, a private garden with a fire table and grill, and parking for two cars; guests can enjoy nearby attractions like the Tiki bar and bier garden.

Greenwich, CT

2 1

$282/nighttotal: $34404 (122 )

The Cove | Balcony Retreat In Downtown Stamford

apartment - Stamford

This downtown Stamford condo offers a prime location, walking distance to the Fernando Luis Alvarez Gallery and Stamford Center for the Arts, and is situated only 0.6 miles from Chelsea Piers and the Bruce Museum of Arts and Science.
This family-friendly apartment features a private oversized balcony with outdoor dining and lounge seating, a fireplace, designer furnishings, and accommodates up to 3 guests with 1 bathroom and essential kitchen appliances.

Greenwich, CT

6 1

$1673/nighttotal: $3346 (2 )

Exquisite Bedford Lux Retreat.

house - Bedford

Vacation house. You will stay in Bedford.
Facilities and services: a barbecue, air conditioning and a sauna. This house in Bedford also has a Jacuzzi to relax in!

9.9 21 reviews

Greenwich, CT

4 3

$556/nighttotal: $5004 (9 )

Beautiful 3 Bed Condo W Garage (A)

apartment - Greenwich

This Greenwich, London apartment rental is a five-minute walk from Greenwich Train Station and Greenwich Avenue, providing easy access to shops, restaurants, and public tennis courts.
The three-bedroom, two-bathroom unit sleeps six guests and includes amenities such as internet, air conditioning, parking, and a full kitchen; nearby attractions include the Royal Observatory and Cutty Sark.

Greenwich, CT

2 1

$493/nighttotal: $60146 (122 )

Elegant Home

apartment - Stamford

This one-bedroom condo in Downtown Stamford offers a prime location, situated within walking distance of Stamford Town Center and Springdale Shopping Center, with Mianus Park and Houston Preserve also nearby.
This pet-friendly apartment accommodates up to four guests and includes a queen sofa bed, a dedicated workspace, a fully equipped kitchen with a fridge and dishwasher, in-unit laundry, air conditioning, free covered parking, and access to a fitness center and seasonal rooftop.

9.9 70 reviews

Greenwich, CT

4 1

$219/nighttotal: $1971 (9 )

Stylish Loft W/parking Near Nyc + Hospital

apartment - Stamford

This charming cottage is situated in Stamford, offering easy access to the city's downtown area, museums, parks, and restaurants. The apartment consistently receives excellent ratings for its cleanliness, location, and overall user experience.
The cottage comfortably accommodates up to four guests and features a queen bed, a convertible loft couch with a queen sleeper, and a dedicated workstation. Enjoy modern amenities like a full kitchen, washer/dryer, smart TVs, keyless entry, outdoor patio access, a grill, and two dedicated parking spaces.

8.0 3 reviews

Greenwich, CT

2 1

$218/nighttotal: $26596 (122 )

Lavish 1 Bed Apt + Rooftop & Gym - Downtown Stamford

apartment - Stamford

This Downtown Stamford apartment rental is conveniently located within a 10-minute walk of the Stamford Town Center, Stamford Public Library, and Fernando Luis Alvarez Gallery.
The 690-square-foot unit features one bedroom, one bathroom, sleeps two guests, and includes a full kitchen, private balcony, free Wi-Fi, and access to a fitness center and spa.

9.6 14 reviews

Greenwich, CT

4 1

$273/nighttotal: $2457 (9 )

Stamford Grand Apartment

apartment - Stamford

This Downtown Stamford apartment is steps from Stamford Town Center, five minutes from the Ferguson Library and Stamford Center for the Arts, and a 15-minute walk from Stamford Transportation Center and the Metro-North Stamford Station.
This 750-square-foot unit features two bedrooms, one bathroom, accommodates four guests, and includes a fully equipped kitchen, in-unit laundry, a private pool, and parking.

Best Greenwich, CT vacation rentals with a balcony

Greenwich, CT

4 1

$308/nighttotal: $6468 (21 )

Lovely 1-bedroom Apartment With Balcony, Wi-fi, Ac - Only 30 Mins To Nyc

apartment - New Rochelle

This New Rochelle apartment rental is conveniently located near the Metro-North station, providing easy access to New York City (approximately a 30-minute commute) and is close to attractions such as the Bronx Zoo and New York Botanical Garden.
This one-bedroom, one-bathroom unit sleeps four guests comfortably, featuring a queen bed, sofa bed, fully equipped kitchen with fridge and microwave, in-unit laundry, private balcony, and free/metered street parking.

10 10 reviews

Greenwich, CT

6 2

$1597/nighttotal: $3194 (2 )

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

cottage - Greenwich

This cottage in Greenwich provides convenient access to city attractions, with Capitol Theatre and Greenwich Avenue just a 6-minute drive away.
This accommodation features a full kitchen, free Wi-Fi, a heated pool, a hot tub, and is located near Eugene and Agnes Meyer Nature Preserve and Hart's Brook Nature Preserve for outdoor enjoyment.

9.5 469 reviews

Greenwich, CT

4 2

$268/nighttotal: $2412 (9 )

Flex Comfort Apts Of Greenwich #2

apartment - Greenwich

This Greenwich apartment is conveniently located within a 3km radius of Greenwich Avenue, the Ferry Dock, and the Bruce Museum, offering easy access to the town's main attractions. The apartment consistently receives excellent ratings for location, cleanliness, and overall user experience.
The apartment has two bedrooms and one bathroom, accommodating up to five guests comfortably. The fully equipped kitchen features a refrigerator, freezer, microwave, and dishwasher, while the private balcony and access to a shared garden provide outdoor space for relaxation.

9.0 10 reviews

Greenwich, CT

6 7

$1873/nighttotal: $3746 (2 )

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

apartment - Stamford

This Stamford house is located just a short walk from Cummings Park, Chelsea Piers, and Stamford Town Center, making it ideal for exploring the city's attractions and enjoying its vibrant atmosphere. With excellent user ratings, you can be sure of a comfortable and enjoyable stay.
This 7-bedroom home comfortably accommodates up to 14 guests, perfect for families or groups of friends. Amenities include a fully equipped kitchen, a fitness center, a garden, a terrace, and parking, ensuring a relaxing and enjoyable experience.

Our Favorite Family-Friendly Vacation Rentals in Greenwich, CT

Find the perfect family vacation rental or Airbnb in Greenwich, CT with plenty of room to spread out near local beaches.

8.8 10 reviews

Greenwich, CT

4 4

$667/nighttotal: $14007 (21 )

Brand New Chic Oasis With Everything You Need.

apartment - Stamford

This Stamford house is situated on a spacious 3-acre property, offering privacy and tranquility while being close to the city's attractions. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. This 4-bedroom, 4-bathroom house can accommodate up to 8 guests, ideal for both families and groups of friends. The house features a gourmet kitchen, a large heated pool, a garden, and air conditioning, making it perfect for relaxing and enjoying the beautiful Stamford weather.

9.8 8 reviews

Greenwich, CT

4 1

$176/nighttotal: $1584 (9 )

Charming Suite With Patio, Heating, Wifi, Free Parking In Welcoming New Rochelle

apartment - New Rochelle

This one-bedroom New Rochelle apartment is conveniently located in Uptown, near New Roc City and Bay Plaza shopping centers, offering easy access to attractions like Yankee Stadium and the Bronx Zoo.
The 1-bathroom rental features a fully equipped kitchen, a cozy living room with a sofa bed accommodating up to 3 guests, private parking, and a patio, providing all the comforts of home.

9.8 135 reviews

Greenwich, CT

4 3

$461/nighttotal: $4149 (9 )

Walk To Greenwich Ave [King Bed] Best Location

house - Greenwich

This spacious duplex is located in Greenwich, a short walk from Greenwich Avenue, the train station, Whole Foods, restaurants, and nightlife. The house has earned excellent ratings for its location, cleanliness, and overall user experience. This home comfortably accommodates up to 6 guests in its three bedrooms and two bathrooms. The house includes modern amenities like a fully equipped kitchen, a private outdoor area with a BBQ, and a Tesla Powerwall for backup energy, along with a unique Ozone-powered laundry system.

9.0 7 reviews

Greenwich, CT

4 2

$164/nighttotal: $1476 (9 )

Bright&comfy 2bed/1ba In Quiet White Plains Duplex

apartment - White Plains

This West Harrison home, located within 2 miles of Pace University Law School, The Westchester Mall, and Galleria at White Plains, offers convenient access to shopping, education, and healthcare.
This smoke-free, two-bedroom, one-bathroom house sleeps four guests and features a fully equipped kitchen, free on-site parking, Wi-Fi, and a dedicated workspace.

Frequently Asked Questions about vacation rentals in Greenwich, CT

What are the top family-friendly attractions in Greenwich, CT?
Greenwich has a lot to offer families! The Greenwich Audubon Center is a great place to learn about nature, the Maritime Aquarium at Norwalk is a short drive away and has tons of sea life, and the Roger Sherman Baldwin Park is perfect for a picnic or playing frisbee.
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.
When is the best time to book a vacation rental in Greenwich, CT?
The best time to book a vacation rental in Greenwich is in the shoulder seasons, spring and fall. You'll avoid the summer crowds and the prices will be lower.
What are the most popular Airbnbs in Greenwich, CT?
Among the Airbnbs 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 ones.
What are the best budget-friendly activities in Greenwich, CT?
Greenwich has plenty of free and budget-friendly activities. You can walk or bike along the scenic waterfront, visit the free exhibits at the Bruce Museum, or have a picnic at Greenwich Point Park.
What are the best vacation rentals with a pool in Greenwich, CT?
Historic - Private Riverfront Cottage, Black Friday 65% Discount For A 5-month Stay By The Sea 5-nite Min \N \N\n\n\n\n\n and Greenwich Home With Pool are the best vacation rentals with a pool in Greenwich, CT.
What are the best restaurants with local dishes in Greenwich, CT?
For a taste of local cuisine, try the Lobster Shack at the Greenwich Point Park for fresh seafood, or the Greenwich Pizza for a classic New England pizza experience. You can also find great Italian food at the Italian Center.
What are the best rentals for families and kids in Greenwich, CT?
The best rentals for families and kids in Greenwich, CT are Walk To Greenwich Ave [King Bed] Best Location, Quaint Duplex + Pvt Yard - Walk To Town & Beach and Charming Duplex + Pvt Yard - Close To Beach & Town.
What are the best walking or cycling routes in Greenwich, CT?
Greenwich has some beautiful walking and cycling routes. The Greenwich Loop is a popular choice, taking you along the waterfront and through the town center. You can also explore the trails at the Greenwich Audubon Center.
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.
Are there pet-friendly attractions in Greenwich, CT?
Yes, Greenwich is very pet-friendly. Greenwich Point Park is a great place to walk your dog, and many restaurants have outdoor seating that welcomes pets. Check out the Greenwich Dog Park for off-leash fun.

Popular destinations

Best Greenwich, CT vacation rentals with parking

9.0 6 reviews

Greenwich, CT

6 3

$676/nighttotal: $1352 (2 )

Private Single Fam, Walk 2 Train/ Theater- Dogs Ok

apartment - Greenwich

This 3-bedroom, 1-bathroom apartment on the Byram River in Greenwich, CT, offers scenic river views and direct river access, with Port Chester just a short walk away, providing access to movie theaters, restaurants, and the Capital Theater.
This pet-friendly rental accommodates up to 8 guests and features a full kitchen, air conditioning, a garden, a barbecue, a deck, and an enclosed patio, with on-site parking and convenient access to Greenwich Avenue and Bruce Park.

9.8 112 reviews

Greenwich, CT

6 2

$281/nighttotal: $562 (2 )

Greenwich Garden Apartment

apartment - Greenwich

This two-story Greenwich apartment is conveniently located a short walk from Greenwich's downtown area, offering easy access to shops, restaurants, and attractions.
The 2-bedroom, 1-bathroom unit sleeps 6, features a fully equipped kitchen, private garden patio with grill, family entertainment space, and modern amenities including high-speed internet, central air conditioning, and washer/dryer.

Greenwich, CT

4 3

$771/nighttotal: $16191 (21 )

Condo Located In Downtown Greenwich

apartment - Greenwich

This new construction 3-bedroom condo is located in downtown Greenwich, offering immediate access to upscale shopping, dining, the Greenwich train station, I-95, and Greenwich beaches.
This spacious condo accommodates up to 5 guests and features 2.5 bathrooms, a kitchen, air conditioning, and internet, providing modern comfort for your stay.

9.0 2 reviews

Greenwich, CT

4 3

$489/nighttotal: $10269 (21 )

Grace's Place - 3 Bedroom Townhouse In Greenwich

house - Greenwich

Grace's Place is a 3-bedroom townhouse situated in Greenwich, within close proximity to State University of New York at Purchase, Manhattanville College, Bronx Zoo, and Iona College. The house has a floor area of 1500 square feet and can accommodate up to 6 guests.
The townhouse features a fully equipped kitchen, a flat-screen TV with streaming services, air conditioning, a private balcony, a garden, and free private parking. Guests can also enjoy free Wi-Fi and access to a washing machine.

Neighborhoods and points of interest in Greenwich, CT

Search Vacation Rentals with Swimming Pool in Greenwich, CT

A vacation rental with a pool in Greenwich, CT is the perfect amenity to complement your time spent by the water.

8.6 18 reviews

Greenwich, CT

4 2

$393/nighttotal: $3537 (9 )

Near Metronorth Station 2 Br | Kitchen + W/d

apartment - White Plains

This White Plains apartment rental is ideally situated near Galleria White Plains, White Plains Hospital Center, and Westchester County Center, all within a 15-minute walk, and close to Pace University's law school and The Westchester mall.
This 1000-square-foot apartment boasts three bedrooms, two bathrooms, sleeps five, and includes amenities such as a swimming pool, fitness center, and free Wi-Fi, plus on-site parking.

8.4 5 reviews

Greenwich, CT

2 1

$235/nighttotal: $28670 (122 )

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

apartment - White Plains

This pet-friendly apartment is located in downtown White Plains, a short walk from the Galleria at White Plains and a quick drive from Westchester County Center. The apartment offers a convenient and comfortable stay for travelers visiting the area.
This 1-bedroom apartment features a spacious living area, a dining space, air conditioning, and a desk for working, all within 520 square feet. Enjoy access to a communal pool, a private terrace, a fitness center, barbecue facilities, a washer and dryer, and complimentary Wi-Fi.

Greenwich, CT

2 1

$232/nighttotal: $28304 (122 )

Modern Apt With Harbor Views

apartment - Stamford

This 1-bedroom, 1-bathroom apartment is located in Stamford's Harbor Point district, offering waterfront living and direct access to the Stamford Transportation Center, just 0.3 miles away, for convenient travel to NYC.
This stylish 740 sq ft unit accommodates up to 3 guests and features a private balcony with sunset views, an outdoor entertainment kitchen, an on-site athletic studio, and a grooming station for pets.

9.9 104 reviews

Greenwich, CT

2 1

$232/nighttotal: $28304 (122 )

Stamford Grand Apartment + Cozy Den

apartment - Stamford

This downtown Stamford apartment is steps from Stamford Town Center, a 5-minute walk from the Ferguson Library and Stamford Center for the Arts, offering easy access to shops, restaurants, and public transportation.
This 780-square-foot unit features one bedroom, one bathroom, a fully equipped kitchen with a dishwasher, in-unit laundry, a sofa bed accommodating up to five guests, and access to a private pool.

Search Coastal Vacation Rentals near Greenwich, CT

Discover charming seaside vacation rentals in Greenwich, CT near the coast. Browse our favorite coastal picks to find your perfect beach-town match.

9.4 16 reviews

Greenwich, CT

4 2

$310/nighttotal: $2790 (9 )

Walk To Harbor! Historic Mamaroneck Guest House

apartment - Mamaroneck

Greenwich, CT

4 2

$390/nighttotal: $8190 (21 )

Luxury Harborpoint Apt

apartment - Stamford

Greenwich, CT

4 2

$433/nighttotal: $9093 (21 )

Modern Harbor Point Apt | Waterfront Living

apartment - Stamford

10 11 reviews

Greenwich, CT

4 4

$769/nighttotal: $6921 (9 )

Old Greenwich Gem

apartment - Greenwich

Browse Luxury Vacation Rentals in Greenwich, CT

Discover the best of the coast with a luxury vacation rental in Greenwich, CT, offering sophisticated rooms and prime locations.

Greenwich, CT

2 1

$325/nighttotal: $39650 (122 )

Stylish Home And Cozy

apartment - Stamford

Choose the Right Vacation Rentals with a Steam Room in Greenwich, CT

Relax with an on-site sauna at these vacation rentals in Greenwich, CT, perfect for a steam session after a day by the water.

9.8 192 reviews

Greenwich, CT

4 5

$551/nighttotal: $4959 (9 )

Waterview House Walking Distance From Cove Beach-5 Mins To Downtown-only 40 Min To Nyc

house - Stamford

8.2 6 reviews

Greenwich, CT

6 3

$1673/nighttotal: $3346 (2 )

Exquisite Bedford Lux Retreat.

house - Bedford

10 12 reviews

Greenwich, CT

6 5

$3755/nighttotal: $7510 (2 )

Hidden Waters Estate 3 +Acres

apartment - Stamford

9.6 10 reviews

Greenwich, CT

4 6

$2076/nighttotal: $43596 (21 )

Historic 6-bdrm Tudor Estate W Pool /Tennis Access

apartment - Stamford

Best Vacation rentals and Airbnb offers in Greenwich, CT

Upscale Downtown 2br | Lux Amenities | Laundry

Grace's Place

Elegant Home

Cozy Studio With 1 Bed & Comfy Sofa Bed

Rye Cottage - Walk To Beach & Playland

The Cove | Balcony Retreat In Downtown Stamford

Exquisite Bedford Lux Retreat.

Beautiful 3 Bed Condo W Garage (A)

Elegant Home

Stylish Loft W/parking Near Nyc + Hospital

Lavish 1 Bed Apt + Rooftop & Gym - Downtown Stamford

Stamford Grand Apartment

Lovely 1-bedroom Apartment With Balcony, Wi-fi, Ac - Only 30 Mins To Nyc

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

Flex Comfort Apts Of Greenwich #2

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

Brand New Chic Oasis With Everything You Need.

Charming Suite With Patio, Heating, Wifi, Free Parking In Welcoming New Rochelle

Walk To Greenwich Ave [King Bed] Best Location

Bright&comfy 2bed/1ba In Quiet White Plains Duplex

Private Single Fam, Walk 2 Train/ Theater- Dogs Ok

Greenwich Garden Apartment

Condo Located In Downtown Greenwich

Grace's Place - 3 Bedroom Townhouse In Greenwich

Near Metronorth Station 2 Br | Kitchen + W/d

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

Modern Apt With Harbor Views

Stamford Grand Apartment + Cozy Den

Walk To Harbor! Historic Mamaroneck Guest House

Luxury Harborpoint Apt

Modern Harbor Point Apt | Waterfront Living

Old Greenwich Gem

Stylish Home And Cozy

Waterview House Walking Distance From Cove Beach-5 Mins To Downtown-only 40 Min To Nyc

Exquisite Bedford Lux Retreat.

Hidden Waters Estate 3 +Acres

Historic 6-bdrm Tudor Estate W Pool /Tennis Access