Greenwich holiday lettings

We found 848 holiday rentals — enter your dates for availability
Discover a selection of 12 homes, 12 apartments 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:11 Dec - 18 Dec

Front of house
View of back of house
Kitchen
Stairs leading to third floor
Exceptional
(7 reviews)

Fairfield Beach Modern Colonial

Fairfield

8% off
£6,691
for 7 nights, 1 home
£956 per night
includes taxes & fees
Fairfield Beach Modern Colonial
Terrace/patio
Living area
Living area
Pool
Exceptional
(5 reviews)

2 Beautiful Homes, 1 Stunning Retreat: Pool HotTub Pizza Oven + Near Beach & NYC

Fairfield

8% off
£16,410
for 7 nights, 1 home
£2,344 per night
includes taxes & fees
2 Beautiful Homes, 1 Stunning Retreat: Pool HotTub Pizza Oven + Near Beach & NYC
Exterior
Living area
Dining
Private kitchen
Exceptional
(16 reviews)

Historic Designer City Getaway

Easton

7% off
£5,758
for 7 nights, 1 home
£823 per night
includes taxes & fees
Historic Designer City Getaway
Shorefront area, down by the water.  You can swim here.
Garden with view of Tea House.  Indoor access to the Tea House is not available.
view from East facing terrace looking at Long Island Sound
Inglenook and grand staircase in the living room.
Exceptional
(70 reviews)

Waterfront Retreat Center for Health & Wellness

New Rochelle

9% off
£8,859
for 7 nights, 1 villa
£1,266 per night
includes taxes & fees
Waterfront Retreat Center for Health & Wellness
Interior
Children’s area
Living area
Outdoor dining
Exceptional
(49 reviews)

Quaint duplex with private yard. Walk to beach, dining, & shopping!

Greenwich

7% off
£1,860
for 7 nights, 1 home
£266 per night
includes taxes & fees
Quaint duplex with private yard. Walk to beach, dining, & shopping!
Outdoor dining
Exterior
Living Room
Shower Garden
Exceptional
(19 reviews)

Entire House on Scenic Estate with Private Pond in Exclusive Neighborhood

Norwalk

11% off
£1,798
for 7 nights, 1 home
£257 per night
includes taxes & fees
Entire House on Scenic Estate with Private Pond in Exclusive Neighborhood
Private kitchen
Children’s area
Outdoor dining
Private kitchen
Exceptional
(18 reviews)

Serene upstairs apt. Walk to town, train, & beach ferry! Off-street parking.

Greenwich

7% off
£2,362
for 7 nights, 1 apartment
£337 per night
includes taxes & fees
Serene upstairs apt. Walk to town, train, & beach ferry! Off-street parking.
Comfortable Living Room with 42" Smart TV.
Well stocked newly renovated kitchen. Prepare quick breakfast or a holiday meal.
Exterior
Bedroom 1 (largest).Queen Bed, Smart TV, Dresser Desk with Ergonomic Chair.
Exceptional
(15 reviews)

Quiet suburban home close to Fairfield beaches and universities

Fairfield

7% off
£1,768
for 7 nights, 1 home
£253 per night
includes taxes & fees
Quiet suburban home close to Fairfield beaches and universities
Outdoor dining
Marina
Living area
Interior
Wonderful
(16 reviews)

<br>❤️High-Line Harbor Flat 2 BD | Train🚊 | Harbor Point Access | 40 Minutes to NYC🗽

Stamford

7% off
£982
for 7 nights, 1 apartment
£140 per night
includes taxes & fees
<br>❤️High-Line Harbor Flat 2 BD | Train🚊 | Harbor Point Access | 40 Minutes to NYC🗽
Room
Private kitchen
Interior
Interior
Exceptional
(8 reviews)

Modern 2BR Near NYC • Free Parking • Quiet Area

Yonkers

16% off
£937
for 7 nights, 1 apartment
£134 per night
includes taxes & fees
Modern 2BR Near NYC • Free Parking • Quiet Area
Interior
Interior
Private kitchen
Room
Exceptional
(10 reviews)

The Season’s Luxe One Bedroom Apartment, Center of Stamford, Train2NYC

Stamford

5% off
£757
for 7 nights, 1 apartment
£108 per night
includes taxes & fees
The Season’s Luxe One Bedroom Apartment, Center of Stamford, Train2NYC
Room
Interior
Private kitchen
Dining
Exceptional
(9 reviews)

Luxurious 3BR/2BA Modern Haven Downtown Stamford

Stamford

8% off
£2,750
for 7 nights, 1 apartment
£393 per night
includes taxes & fees
Luxurious 3BR/2BA Modern Haven Downtown Stamford
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Greenwich

  • Beautiful parks and beaches: Enjoy the scenic expanses of Greenwich Point Park and the inviting beaches along the coast.
  • Cultural experiences: Visit the renowned Bruce Museum, showcasing art and history in a charming setting.
  • Charming downtown: Stroll through picturesque streets lined with boutique shops and delightful eateries.
  • Outdoor activities: Explore various nature reserves and enjoy recreational opportunities that cater to all ages.
  • Welcoming community: Experience the friendly atmosphere that makes Greenwich a delightful place to visit.

Popular types of accommodation in Greenwich

Welcome to Greenwich, Connecticut, a picturesque coastal town that seamlessly blends historic charm with modern allure. Here, you can explore the breathtaking waterfront, visit the renowned Bruce Museum, or stroll through the lush grounds of Greenwich Point Park. Whether you prefer a stylish apartment, a spacious private vacation home, or a cosy condo, you'll find a variety of exceptional rentals to suit your needs. Experience the best of Greenwich and create unforgettable memories in this vibrant community.

  • Apartments: The most sought-after accommodation in Greenwich, providing a comfortable and convenient stay.
  • Houses: Ideal for those seeking a homely atmosphere with added privacy, making them the second most popular choice.
  • Condos: A modern option that combines luxury and amenities, ranking third among travellers.
  • Cottages: Quaint and charming, these are perfect for a cosy getaway, placing fourth in popularity.
  • Villas: Spacious and elegant, offering a lavish experience, rounding out the top five choices.**

Top attractions in Greenwich

Greenwich, Connecticut, is a delightful destination perfect for families and outdoor enthusiasts. Visitors can explore its beautiful urban parks, pristine beaches, and serene nature reserves. The city's attractions offer a mix of cultural experiences and recreational activities, ensuring a memorable holiday for travellers of all ages. Whether you're seeking relaxation or adventure, Greenwich has something to delight everyone.

  • Greenwich Avenue: Experience the vibrant atmosphere of Greenwich Avenue, lined with upscale shops, cafés, and art galleries, perfect for a leisurely stroll and people-watching.
  • Audubon Center: Immerse yourself in nature at the Audubon Center, where eco-friendly initiatives and nature trails allow for a serene escape and a chance to learn about local wildlife.
  • Hawthorne Beach: Relax at Hawthorne Beach, a picturesque spot offering sunbathing, swimming, and stunning views of the Long Island Sound, ideal for a day of leisure.

Things to do recommended for couples

For a romantic getaway in Greenwich, explore the scenic waterfront parks or enjoy a leisurely walk through the charming streets lined with historic homes. Don't miss a sunset sail on Long Island Sound, where you can unwind together while taking in the stunning views.

Things to do recommended for families

Families visiting Greenwich can explore the beautiful Bruce Museum, featuring art and natural history exhibits, and enjoy a day at Greenwich Point Park with its sandy beach and picturesque views. The local shops and eateries in downtown Greenwich also provide a delightful experience for all ages.

Things to do recommended for groups

Experience the thrill of Palisades Climb Adventure, an exhilarating zipline and ropes course located 29km from Greenwich. Perfect for groups seeking outdoor adventure, this activity promises fun and excitement amidst nature.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're travelling with a group, as a family, bringing your pets along, or seeking longer stays, it's important to prioritise your preferences when filtering options. Here are some helpful booking tips for using Vrbo.

  • Traveling to Greenwich with a group: Think about how many bedrooms you will require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Greenwich with young kids: Travelling with young children can be quite demanding. It’s essential to prioritise their comfort and safety, alongside suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Greenwich: For many, a family holiday wouldn't feel complete without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortably at home.
  • Planning for a long term stay visiting Greenwich: If you're in search of holiday rentals with discounts for stays of a month or more, you've come to the right place. By using our helpful filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options such as a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in and around Greenwich

Greenwich, Connecticut, offers a delightful blend of charm and sophistication, perfect for families and couples alike. Explore the picturesque streets of downtown Greenwich, brimming with boutique shops and delightful eateries. Enjoy scenic walks in the expansive parks or by the waterfront, where the serene atmosphere invites relaxation. With its convenient location and friendly community, Greenwich is an ideal destination for those seeking both adventure and tranquillity in a vibrant city setting.

  • Greenwich Municipal Center Historic District: Nestled in the heart of Greenwich, the Municipal Center Historic District is a vibrant neighbourhood known for its family-friendly atmosphere and business-centric experiences. Visitors can enjoy a leisurely stroll along the boardwalk, indulge in shopping at the local mall, or explore the charming shopping area. The district is home to several local landmarks, including scenic beaches and a lively tourist precinct, making it an ideal spot for those looking to immerse themselves in the rich culture and history of Greenwich.
  • Strickland Road Historic District: Located a mere 3km from Greenwich, Strickland Road Historic District offers a romantic and culturally enriched experience. This quaint neighbourhood is celebrated for its historic buildings and cultural venues, including a lovely theatre. Visitors can easily explore the beautiful esplanade and the surrounding town neighbourhood, perfect for family outings and cultural experiences alike. Strickland Road is a delightful blend of history and community spirit, making it a must-visit area for any traveller.
  • Port Chester: Just 5km away from Greenwich, the village of Port Chester is an exciting destination for families and culture enthusiasts. The lively atmosphere is punctuated by theatres and vibrant shopping areas, ensuring there’s something for everyone. Local landmarks, including historic buildings and a bustling tourist precinct, add to the charm of this village. Port Chester is a hub of entertainment and education, making it an ideal stop for those looking to engage with the local culture.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

Booking with Vrbo is simple

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

Vrbo Trips: Effortless planning

Vrbo's clever Trip Board feature allows you to create new trips, pick up right where you last stopped, or view and manage your travel plans with ease. You can conveniently find properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To explore 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:

  • 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)
  • Harbor Links Golf Course (14.1 mi / 22.7 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)
  • Rye Beach (5 mi / 8 km)
  • West Beach (5.6 mi / 9 km)
  • Cove Island Park (6.8 mi / 11 km)
  • Caumsett State Historic Park Preserve (11 mi / 17.8 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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