Photo by Mary Perez

Greenwich holiday lettings

We found 825 holiday rentals — enter your dates for availability

Discover a selection of 21 homes and other holiday rentals in Greenwich that are perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll find the amenities that you need and want, which might include parking and a washer and dryer. At the end of the day, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Greenwich

Showing deals for:10 Oct - 17 Oct

Why visit Greenwich

  • Scenic Beaches: Enjoy the tranquil beaches of Old Greenwich, perfect for relaxation and family outings.
  • Charming Urban Parks: Explore numerous parks that offer lush landscapes and outdoor activities for all ages.
  • Cultural Experiences: Immerse yourself in the local culture with vibrant cafés and friendly locals enhancing your visit.
  • Diverse Accommodation: Choose from a range of charming apartments and modern condos, catering to every preference.
  • Family-Friendly Activities: Engage in various family-oriented attractions that make Greenwich an ideal holiday destination.

Popular types of accommodation in Greenwich

Planning a getaway to Greenwich? The next step is selecting the perfect accommodation. From charming apartments and houses to modern condos, you’ll find a variety of rentals to suit your needs. Whether you’re seeking rentals with outdoor seating for al fresco dining or properties with beach access, Greenwich has something for everyone. Explore your options and enjoy a delightful stay in this historic area!

  • Apartments: The most sought-after option for holiday rentals in Greenwich, ideal for those seeking comfort and convenience.
  • Houses: A popular choice for families and groups, offering spacious living and a home-like atmosphere.
  • Condos: A well-liked alternative, providing modern amenities and often situated in vibrant communities.
  • Cottages: Charming and cosy, these rentals are perfect for a quaint getaway in a picturesque setting.
  • Villas: Luxurious options for those looking to indulge, often featuring stunning views and ample space.**

Top attractions in and around Greenwich

Greenwich, Connecticut, is an excellent destination for family outings and outdoor adventures. With its urban parks, beautiful beaches, and modern universities, there is plenty to explore. The area's attractions cater to those seeking cultural experiences, family-friendly activities, and opportunities to enjoy the great outdoors. Whether you’re visiting with loved ones or solo, Greenwich offers a delightful mix of urban and natural delights for every traveller.

  • Greenwich Avenue: Experience the vibrant atmosphere of Greenwich Avenue, a lively street brimming with boutique shops, cafes, and restaurants, perfect for a leisurely stroll and people-watching.
  • Rye Playland: Just 3.1km away, this classic amusement park offers thrilling rides and family-friendly attractions, making it an ideal destination for outdoor fun and adventure with loved ones.
  • Westchester County Center: Located 5.0km from Greenwich, this cultural hub hosts various events, from art exhibitions to live performances, immersing you in the local arts scene.

Things to do recommended for couples

Planning a romantic getaway in Greenwich? Indulge in the soothing treatments at Hand & Stone Massage and Facial Spa, or enjoy a concert at Tarrytown Music Hall. For a lovely evening, head to Levitt Pavilion for delightful live music under the stars.

Things to do recommended for families

Families will have a fantastic time at Chelsea Piers, indulging in various sports activities. For a leisurely day, head to Harbor Island Park, perfect for relaxation. Don't miss the adventure at Legoland Discovery Center Westchester, where kids can enjoy interactive fun and creativity.

Things to do recommended for groups

Enjoy a night out at the Capitol Theatre, merely 1.9km from Greenwich, or indulge in retail therapy at The Westchester Mall, 4.3km away. For some outdoor fun, swing by the Westchester Country Club, just 2.5km away, for a round of golf with friends.

Booking with Vrbo is simple

Are you keen to save on your upcoming getaway? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, you may find substantial savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Where to stay in and around Greenwich

Greenwich, Connecticut, offers a delightful blend of family-friendly activities and picturesque outdoor settings. Visitors can explore charming areas like Old Greenwich, with its inviting beaches and serene town beaches perfect for relaxation. The vibrant atmosphere and friendly locals make it an ideal spot for a romantic getaway or a leisurely family holiday. Enjoy outdoor seating at local cafés while soaking in the beautiful surroundings and experiencing the unique vibes of this lovely town.

  • Greenwich Municipal Center Historic District: The Greenwich Municipal Center Historic District is a charming neighbourhood brimming with cultural heritage. Nestled in the heart of Greenwich, this district offers a delightful combination of family-friendly activities and outdoor experiences. Visitors can enjoy theatre performances and various events at the arena entertainment facility, while the shopping areas provide ample opportunities for retail therapy. Notable local landmarks include historic buildings and a picturesque tourist precinct, perfect for leisurely strolls and taking in the scenic highland views.
  • Strickland Road Historic District: Situated a mere 1.2km from Greenwich, the Strickland Road Historic District is a quaint village ideal for families and couples seeking a romantic getaway. The area features an amusement park that promises fun for all ages, alongside charming shopping options. Visitors will appreciate the inviting town neighbourhood atmosphere, and the proximity to a family beach and esplanade makes it an excellent spot for outdoor activities and relaxation by the water.
  • Port Chester: Located 1.9km away from Greenwich, Port Chester is a vibrant village known for its rich cultural scene and entertainment offerings. Families will find plenty to do here, with theatres hosting live performances and a variety of shopping areas, including a bustling shopping centre. The local landmarks such as historic buildings and a modern square add to the appeal, making Port Chester an exciting destination for those looking to immerse themselves in local culture and enjoy a lively atmosphere.

Best time to go to Greenwich

If you're planning a trip to Greenwich, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April, July and September, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January32.0°F (0.0°C)Light RainMostly SunnySlightly LowSlightly Low
February33.3°F (0.7°C)Light RainMostly SunnyAverageSlightly Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageSlightly Low
April50.2°F (10.1°C)Light RainMostly SunnySlightly HighAverage
May60.1°F (15.6°C)Light RainMostly SunnyAverageAverage
June69.1°F (20.6°C)Light RainMostly SunnyAverageAverage
July76.1°F (24.5°C)Light RainMostly SunnySlightly HighSlightly High
August74.8°F (23.8°C)Light RainMostly SunnyAverageSlightly High
September68.4°F (20.2°C)Light RainMostly SunnySlightly HighAverage
October57.9°F (14.4°C)Light RainMostly SunnyAverageAverage
November46.4°F (8.0°C)Light RainMostly SunnySlightly LowAverage
December38.5°F (3.6°C)Light RainMostly SunnySlightly LowSlightly High

What do I need to keep in mind when booking a vacation in 'Greenwich

If you're travelling with a group, family, pets, or planning an extended stay, it's important to apply the right filters to meet your needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Greenwich with a group: Think about how many bedrooms you'll require, as well as any additional features like a fully-equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to Greenwich with young kids: Travelling with young children can present its difficulties. It’s important to prioritise their comfort and safety, along with suitable facilities, like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that are friendly for families.
  • Taking your pets with you to Greenwich: For many families, a holiday isn't truly fulfilling without their furry companion by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Greenwich: If you're in search of holiday rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a user-friendly area for you to plan new journeys, continue from where you last stopped, or manage your travel arrangements. You can easily find your saved or booked properties sorted into categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Why people love visiting charming Greenwich

Enjoy the churches and other features of Greenwich. This romantic city is known for its boating, cheese shops and restaurants. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Greenwich

Are you hoping to discover attractions to see while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Greenwich a fun place to get away to. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Bronx Zoo (17.8 mi / 28.7 km)
  • Rye Playland (4.8 mi / 7.7 km)
  • Chelsea Piers (6.2 mi / 10 km)
  • Bayville Adventure Park (8.5 mi / 13.7 km)
  • Norwalk Maritime Aquarium (12.2 mi / 19.6 km)
  • Legoland Discovery Center Westchester (12.7 mi / 20.4 km)

Exploring the natural landscape of Greenwich

Whether you're an active traveller or just want to appreciate the scenery, Greenwich is a great place to get out in nature. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Greenwich Point Park (2.9 mi / 4.6 km)
  • Hawthorne Beach (3.1 mi / 4.9 km)
  • West Beach (5.6 mi / 9 km)
  • Cove Island Park (6.8 mi / 11 km)
  • Theodore Roosevelt Memorial Park (11.5 mi / 18.5 km)
  • Planting Fields Arboretum State Historic Park (11.9 mi / 19.2 km)

Transport to and around Greenwich

The nearest airport is in White Plains, NY (HPN-Westchester County), located 4.9 mi (7.9 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into LaGuardia Airport (LGA), which is 21.6 mi (34.7 km) away.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Greenwich?
Houses are the most popular type of holiday rental in Greenwich, according to our data. Even if you have something a little different in mind, Vrbo has properties in many shapes and sizes. Browse our options to find your perfect fit.
How much does it cost to rent a holiday rental in Greenwich?
Different things determine what you'll pay for your holiday rental in Greenwich, including the type of property, season and length of stay. However, all Vrbo homes have something in common --- excellent value. Just enter your travel dates to find your home away from home.
How much does it cost to rent a beach house in Greenwich?
When you travel and the size and style of the property will determine the cost of your beachside holiday rental. Type in your Greenwich travel dates to view your options on Vrbo. Did someone just say "hot tub"? Use our filters to pick the features and amenities you need.
Are there pet-friendly holiday rentals in Greenwich?
With 47 properties that allow pets, your furry buddy can join in on your Greenwich getaway. Use our filter tool to search our pet-friendly holiday rentals and find a stay that'll set tails wagging on Vrbo.
Can I rent a house with a pool in Greenwich?
Pack your swimsuit and inflatable lounger, because there are 11 houses with a private pool in Greenwich. Settle in at one of these superb holiday homes and every day can be a pool day. Simply enter your dates into Vrbo, then check the "pool" filter to find the perfect place to make a splash!
What are popular rental amenities in Greenwich?
When it comes to rental amenities that guests look for in Greenwich, a swimming pool, nearby museums and a water view are at the top of the list. With Vrbo holiday homes, you'll enjoy options to match your style and taste, whether you're going away with friends, family or even pets.
Are there large group holiday rentals in Greenwich?
With seven properties that can host 10 or more guests in Greenwich, there's no need to keep anyone off the invite list. From holidays with the extended family to events like weddings and birthday parties, Vrbo can help you find a large group rental that fits the occasion.
Are there holiday rentals in Greenwich that welcome kids?
Greenwich has 46 family-friendly holiday rentals to pick from. And securing a stay that welcomes kiddos is easy with our "Properties good for families" filter. As well as having the entire place to yourselves, you can also look forward to perks and amenities like extra bedrooms, pools and kitchens.
What are the top attractions for families in Greenwich?
Keeping the kiddos entertained during your holiday in Greenwich is child's play with these exciting family-friendly attractions:

  • West Beach
  • Hawthorne Beach
  • Stamford Historical Society Museum

Are there one-bedroom holiday rentals in Greenwich?
Yes, there are eight one-bedroom properties in Greenwich to pick from. A one-bedroom holiday home is an excellent choice if it's only the two of you or if you're travelling solo. Toss in more privacy, convenience and space than a hotel, and you've got the makings of an unforgettable getaway.
Can I find two-bedroom holiday rentals in Greenwich?
Gather your besties and experience complete comfort and privacy in one of the 11 two-bedroom holiday homes Greenwich has to offer.
Are there holiday rentals with WiFi in Greenwich?
Pick from 17 holiday rentals with WiFi in Greenwich. If you want to disconnect from the world while on holiday, but still need to be connected to the web, these getaways have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find holiday rentals with air conditioning in Greenwich?
Select your dates and then make use of the filters to locate holiday rentals with ac in Greenwich on Vrbo. With 44 air-conditioned properties available here, you can look forward to a cool and comfortable trip.
How old do you have to be to rent a holiday rental in Greenwich?
You should check with the Greenwich holiday property you'd like on Vrbo as the minimum age varies. However, it's normally 16, 18 or 21.
How long can I rent a holiday rental in Greenwich for?
The length of time you can book a holiday rental in Greenwich varies according to the property. Just enter your chosen travel dates to view a list of options offering extended stays. With lots of creature comforts like air conditioning and laundries, as well as some offering discounted weekly or monthly prices, you're sure to get somewhere perfect to call your home away from home in Greenwich.

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