Compare Vacation Rentals & Airbnb in Greenwich, CT

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Greenwich, CT vacation rentals
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342 Rentals and Airbnb in Greenwich, CT

Best family friendly Greenwich, CT vacation rentals

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

Modern Luxe 1br Apt In Downtown Stamford - Greenwich, CT
9.6 5 reviews

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.
Walk To Greenwich Ave [King Bed] Best Location - Greenwich, CT
9.8 135 reviews

Walk To Greenwich Ave [King Bed] Best Location

house, Greenwich
This charming duplex is situated in the Greenwich district, just a short walk from Greenwich Avenue, the train station, Whole Foods, and a variety of restaurants and nightlife options. It has received excellent ratings for user experience, location, and cleanliness.
The property offers a spacious layout with multiple levels, comfortably accommodating up to six guests. It features modern amenities, including a fully equipped kitchen, updated appliances, high-speed Wi-Fi, Smart TVs, a fireplace, an outdoor BBQ and heater, and even an EV charger for an additional fee.
New Beach Home Near Stamford Downtown/shippan - Greenwich, CT
8.0 2 reviews

New Beach Home Near Stamford Downtown/shippan

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.
New Beach Home Near Stamford Downtown/shippan - Greenwich, CT
No reviews

New Beach Home Near Stamford Downtown/shippan

house, Stamford
House to rent. Your accommodation will be based in Stamford.
Services and facilities: a fitness center, a dish washer and a terrace. Take advantage of the Free Parking with this accommodation in Stamford!

Best Greenwich, CT vacation rentals with a pool

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

Luxury Apt W/ Gym Downtown - Greenwich, CT
No reviews

Luxury Apt W/ Gym Downtown

apartment, Stamford
This flat in Stamford's town centre is a short walk from the train station, offering easy access to the Harbor Point district and its waterfront facilities, as well as downtown eateries and shops.
This 103 square metre, 2-bedroom, 2-bathroom flat accommodates up to 5 guests and features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, and parking, with building amenities including a fitness centre and rooftop terrace.
Stamford Grand Apartment + Cozy Den - Greenwich, CT
9.9 104 reviews

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.
Guest House In Armonk - Greenwich, CT
10 7 reviews

Guest House In Armonk

house, Armonk
This Armonk guest house, situated on a two-acre plot, offers easy access to local attractions.
The newly renovated property features a queen-size bed, fully equipped kitchenette, heated swimming pool, BBQ grill, and accommodates four guests, perfect for families seeking a peaceful retreat near Armonk's amenities.
Greenwich Home W/pool (May-october) - Greenwich, CT
10 20 reviews

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

Waterfront Retreat Center For Health & Wellness - Greenwich, CT
9.8 70 reviews

Waterfront Retreat Center For Health & Wellness

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.
Stylish Dwnstairs Apt-walk To Town, Train & Ferry! - Greenwich, CT
9.8 63 reviews

Stylish Dwnstairs Apt-walk To Town, Train & Ferry!

apartment, Greenwich
This ground-floor flat is situated on a peaceful street in central Greenwich, just a short walk from the town centre and an 8-minute stroll from the train station. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment is spacious, spanning 116 square metres and comfortably accommodating up to 6 guests in its three bedrooms and two bathrooms. It is well-equipped with modern amenities, including a fully fitted kitchen, a private patio, and access to a garden, making it ideal for families and those seeking a relaxing retreat.
Lavish 1 Bed Apt + Rooftop & Gym - Downtown Stamford - Greenwich, CT
8.0 3 reviews

Lavish 1 Bed Apt + Rooftop & Gym - Downtown Stamford

apartment, Stamford
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.
Solara  Luxury 1br Downtown - Greenwich, CT
No reviews

Solara Luxury 1br Downtown

apartment, Stamford
This Solara flat is located in downtown Stamford, a short walk from numerous restaurants, cafes, shops, and Stamford Station, with Fort Stamford Park and Bush Holley House Museum as nearby landmarks.
This 70 square meter flat accommodates two guests and features a fully equipped kitchen with a fridge and dishwasher, air conditioning, a private deck, in-unit laundry, and high-speed WiFi.

Best Greenwich, CT vacation rentals with parking

Comfortable 3br/2ba Near Old Greenwich In Stamford - Greenwich, CT
10 10 reviews

Comfortable 3br/2ba Near Old Greenwich In Stamford

apartment, Stamford
This 3-bedroom, 2-bathroom flat is located in Stamford's South/Waterside district, offering a 1.6 kilometre walk to Downtown Stamford and its train station, and a 0.8 to 1.6 kilometre walk to Harbor Point and Cove Island Park.
This fully equipped apartment accommodates up to six guests with queen beds, features a dedicated workspace, in-unit laundry, two parking spaces, and air conditioning, with convenient access to public transport via a nearby bus stop.
Cozy Private Furnished Apartment - Greenwich, CT
9.7 78 reviews

Cozy Private Furnished Apartment

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.
Elegant Home - Greenwich, CT
10 1 review

Elegant Home

apartment, Stamford
This Stamford flat is conveniently located 19 kilometres from the State University of New York at Purchase and Manhattanville College, and 17 kilometres from Westchester County Airport.
This air-conditioned apartment, covering 48 square metres and accommodating up to seven guests, offers a fully equipped kitchen with a dishwasher and oven, complimentary on-site parking, and free WiFi.
Lost In Decision Forest Guesthouse - Greenwich, CT
9.7 31 reviews

Lost In Decision Forest Guesthouse

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.
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