Greenwich holiday homes

We found 851 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:25 Dec - 1 Jan

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

Fairfield Beach Modern Colonial

Fairfield

8% off
NZ$15,244
for 7 nights, 1 home
NZ$2,178 per night
includes taxes & fees
Fairfield Beach Modern Colonial
Pool
Living area
Room
Terrace/patio
Exceptional
(5 reviews)

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

Fairfield

8% off
NZ$37,592
for 7 nights, 1 home
NZ$5,370 per night
includes taxes & fees
2 Beautiful Homes, 1 Stunning Retreat: Pool HotTub Pizza Oven + Near Beach & NYC
Room
Private kitchen
Interior
Dining
Exceptional
(6 reviews)

Darien family home on a Cul de Sac with pond.

Darien

8% off
NZ$11,167
for 7 nights, 1 home
NZ$1,595 per night
includes taxes & fees
Darien family home on a Cul de Sac with pond.
Private kitchen
Children’s area
Children’s area
Private kitchen
Exceptional
(25 reviews)

Stylish downstairs apt. Walk to town, train, & beach ferry! Off-street parking.

Greenwich

8% off
NZ$5,757
for 7 nights, 1 home
NZ$822 per night
includes taxes & fees
Stylish downstairs apt. Walk to town, train, & beach ferry! Off-street parking.
Living area
Marina
Interior
Exterior
Wonderful
(16 reviews)

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

Stamford

7% off
NZ$2,580
for 7 nights, 1 apartment
NZ$369 per night
includes taxes & fees
<br>❤️High-Line Harbor Flat 2 BD | Train🚊 | Harbor Point Access | 40 Minutes to NYC🗽
Living area
Private kitchen
Private kitchen
Interior
Exceptional
(17 reviews)

Downtown One Bedroom Suite Steps to Metro North

Harrison

16% off
NZ$3,266
for 7 nights, 1 apartment
NZ$467 per night
includes taxes & fees
Downtown One Bedroom Suite Steps to Metro North
Room
Living area
Living area
Dining
Very good
(13 reviews)

❤️High-Line Harbor Pad 2 BDTrain🚊Harbor Point Access 40 Minutes to NYC

Stamford

7% off
NZ$2,735
for 7 nights, 1 apartment
NZ$391 per night
includes taxes & fees
❤️High-Line Harbor Pad 2 BDTrain🚊Harbor Point Access 40 Minutes to NYC
Room
Interior
Private kitchen
Interior
Exceptional
(10 reviews)

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

Stamford

5% off
NZ$1,776
for 7 nights, 1 apartment
NZ$254 per night
includes taxes & fees
The Season’s Luxe One Bedroom Apartment, Center of Stamford, Train2NYC
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Why visit Greenwich

  • Scenic outdoor spaces: Enjoy urban parks and sandy beaches, perfect for relaxation and family activities.
  • Charming downtown: Stroll through quaint streets filled with classic Connecticut homes and local shops.
  • Cultural experiences: Immerse yourself in the vibrant local culture through various events and attractions.
  • Nature reserves: Explore picturesque pathways and nature areas that offer opportunities for hiking and wildlife observation.
  • Family-friendly activities: Discover an array of attractions that cater to both children and adults, ensuring fun for all.

Top attractions near Greenwich

Greenwich, Connecticut offers a delightful mix of urban parks, sandy beaches, and nature reserves perfect for families and outdoor enthusiasts alike. Explore scenic pathways, relax by the water, and immerse yourself in local culture, all within this charming city. Whether you're planning day trips or extended explorations, Greenwich provides a warm welcome and plenty of opportunities to enjoy the outdoors and experience a vibrant urban setting.

  • The Glass House: A museum offering culture vibes, located 16km from Greenwich. Explore its modern exhibits and artistic installations that invite thought and reflection.
  • Marshlands Conservancy: A family-friendly wetland with culture and historical charm, situated 10km from Greenwich. Enjoy scenic landscapes that narrate the local story.
  • Rockefeller Archive Center: A history museum with culture vibes, found 19km from Greenwich. Delve into the rich archives that capture the essence of the past.

Things to do recommended for couples

For a romantic getaway in Greenwich, explore the charming streets of Old Greenwich, enjoy a leisurely walk along the waterfront at Greenwich Point Park, and indulge in a candlelit dinner at a cozy restaurant. Don’t miss the stunning views from the top of the nearby Audubon Center.

Things to do recommended for families

Families can explore the scenic Greenwich nature trails and enjoy picnics in its picturesque parks, offering a delightful local experience for all ages.

Things to do recommended for groups

Groups visiting Greenwich can experience the thrill of Palisades Climb Adventure, an exciting zipline ropes course located 29km away. Enjoy the outdoor vibes and adventure activities that provide an unforgettable experience for everyone in your group.

*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, family, or pets, or if you're seeking longer stays, it's important to use the right filters to match your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Greenwich with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Greenwich with young kids: Traveling with little ones can be demanding. You have to ensure their comfort and safety, as well as access to age-appropriate facilities like a private swimming pool. It’s also wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Greenwich: For many families, a trip isn’t truly complete without their furry companion. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Greenwich: If you're searching for holiday rentals with special offers 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 rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Greenwich

Greenwich, Connecticut offers a unique blend of family-friendly and sophisticated charm. In this conveniently located city, travellers can explore quaint downtown streets, admire classic CT homes, and enjoy a range of romantic and business-friendly experiences. Whether strolling through local parks or delving into the rich urban vibe, Greenwich is the perfect destination for a memorable Kiwi holiday.

  • Riverside: Riverside is a charming city located 5km away from Greenwich, offering visitors a delightful mix of family-friendly and urban outdoor experiences. Wander through vibrant shopping areas and enjoy a live theatre performance, or explore the historic building and urban park that lend the city its unique character. With its beautiful beach and inviting family atmosphere, Riverside is perfect for those looking to blend city sophistication with outdoor leisure.
  • Rye Brook: Rye Brook, situated 5km from Greenwich, is a city that caters to both culture and entertainment enthusiasts. The area is known for its family-friendly environment and offers a range of activities including theatre and a round of golf. Visitors can explore historic buildings and relax by the beach, or immerse themselves in the academic ambience of a modern college university. Rye Brook is an ideal destination for travellers seeking a mix of cultural enrichment and recreational fun.
  • Old Greenwich: Old Greenwich, just 5km from Greenwich, invites visitors to experience a harmonious blend of city vibes and outdoor adventures. This city is renowned for its family-oriented attractions, from vibrant shopping areas to engaging theatre performances. The local attractions, including a picturesque beach and a lively urban park, make Old Greenwich a delightful escape for those wishing to enjoy both cultural and outdoor pursuits in a scenic setting.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January32.0°F (0.0°C)Light RainMostly SunnySlightly Low
February33.3°F (0.7°C)Light RainMostly SunnyAverage
March39.7°F (4.3°C)Light RainMostly SunnyAverage
April50.2°F (10.1°C)Light RainMostly SunnySlightly High
May60.1°F (15.6°C)Light RainMostly SunnyAverage
June69.1°F (20.6°C)Light RainMostly SunnyAverage
July76.1°F (24.5°C)Light RainMostly SunnySlightly High
August74.8°F (23.8°C)Light RainMostly SunnyAverage
September68.4°F (20.2°C)Light RainMostly SunnySlightly High
October57.9°F (14.4°C)Light RainMostly SunnyAverage
November46.4°F (8.0°C)Light RainMostly SunnySlightly Low
December38.5°F (3.6°C)Light RainMostly SunnySlightly Low

Booking with Vrbo is a breeze

Are you keen to save some dollars on your next adventure? Being flexible with your travel dates can be a great strategy, as prices often vary. Additionally, if you opt for a longer stay, you’re likely to enjoy significant savings. To discover the perfect Vrbo property that fits your budget, make use of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's innovative Trip Board offers you a convenient space to plan new adventures, pick up right where you left off, or easily view and organise your travel plans. You can find the properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.bookabach.co.nz/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)
  • Glen Island Harbour Club (12.4 mi / 20 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)
  • Rye Beach (5 mi / 8 km)
  • West Beach (5.6 mi / 9 km)
  • Caumsett State Historic Park Preserve (11 mi / 17.8 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 best area to stay in Greenwich when booking a holiday rental?
When considering a holiday rental in Greenwich, Connecticut, the neighbourhood of Old Greenwich stands out as an excellent choice. This area is known for its charming coastal vibe, with beautiful beaches and scenic parks that are superb for leisurely strolls or picnics. The Old Greenwich Village centre offers a delightful mix of boutique shops and cafes, making it a lovely spot to explore.Additionally, the nearby Greenwich Avenue is a bustling hub featuring a variety of high-end shops and restaurants, suiting diverse tastes. For those who enjoy the outdoors, the Greenwich Point Park is a must-visit, providing stunning views of the Long Island Sound and a tranquil atmosphere.Another appealing area is Cos Cob, which boasts a picturesque setting along the Mianus River. This neighbourhood is celebrated for its artistic community and offers attractions like the Bruce Museum, showcasing a range of art and natural history exhibitions. The combination of cultural experiences and natural beauty makes both Old Greenwich and Cos Cob ideal for visitors looking to immerse themselves in the charm of Greenwich.
Where are the best areas for renting a beach house in Greenwich?
For renting a beach house in Greenwich, consider the picturesque waterfront neighbourhood of Old Greenwich, which is known for its charming seaside ambiance. Properties here often feature amenities such as private decks with stunning views of Long Island Sound, spacious outdoor areas for entertaining, and fully equipped kitchens ideal for family gatherings. Many beach houses in this area are just a short walk from the sandy shores of Greenwich Point Park, which offers beautiful beaches and scenic walking trails.Another top area is Tod's Point, where you can find rentals that provide direct access to the beach and stunning sunset views. These properties frequently come with outdoor showers, grills for barbecuing, and expansive yards, superb for those looking to enjoy the outdoors.Additionally, the proximity to local parks, quaint shops, and restaurants adds to the appeal, allowing visitors to immerse themselves in the local culture while enjoying the serene beach lifestyle.
What is the most popular type of holiday rental accomodation in Greenwich?
In Greenwich, holiday houses are the most popular type of holiday rental, with around 72 available throughout the area. These spacious properties often feature multiple bedrooms, large living areas, and well-equipped kitchens, making them ideal for families or groups looking for a home-away-from-home experience. Many also come with outdoor spaces, such as gardens or patios, great for enjoying the pleasant Connecticut climate.Apartments are the second most common option, with about 44 units found in various neighbourhoods, offering a more compact yet comfortable stay. These typically include modern amenities like kitchens and laundry facilities, suiting those who prefer a more urban setting. Additionally, there are about 16 condos and 12 cottages available, providing further variety for travellers seeking great experiences in this charming coastal town.
Are there any family house rentals in Greenwich?
In Greenwich, Connecticut, there are some family-friendly holiday rentals available, with approximately 14 options suited for various group sizes. The town is known for its picturesque parks, waterfront activities, and charming neighbourhoods, making it an excellent choice for families.Properties in areas such as Cos Cob and Old Greenwich often come equipped with spacious living areas, multiple bedrooms, and fully fitted kitchens ideal for preparing meals together. Many homes provide outdoor spaces for children to play, along with amenities like Wi-Fi and laundry facilities that enhance convenience during your stay.Additionally, families can enjoy nearby attractions such as the Bruce Museum, which offers educational exhibits, and the scenic Greenwich Point Park, great for picnics and beach outings.
Can I rent a holiday home with a pool or hot tub in Greenwich?
In Greenwich, Connecticut, there are several holiday homes available for rent that come with pools or hot tubs, providing a luxurious touch to your stay. This affluent area is known for its picturesque landscapes and charming neighbourhoods, such as Old Greenwich and Riverside, where you can find lovely properties with ample outdoor space for relaxation and recreation.Many of these rentals feature private pools, inviting hot tubs, and outdoor seating areas, ideal for enjoying a sunny afternoon or a peaceful evening under the stars. Inside, you can expect amenities like fully equipped kitchens, spacious living areas, and comfortable bedrooms, superb for families or groups seeking a comfortable and enjoyable retreat.
Are there pet-friendly house rentals in Greenwich?
In Greenwich, there are several pet-friendly house rentals available, offering a range of amenities to ensure a comfortable stay. Many of these properties come equipped with modern kitchens, spacious living rooms, and outdoor areas where pets can enjoy some fresh air. The town itself is known for its beautiful parks and open spaces, making it an ideal location for pet owners.Nearby, the picturesque Greenwich Point Park provides ample opportunities for walks with pets along the shoreline, while the expansive Bruce Park features walking trails and picnic areas, superb for spending quality time outdoors. In addition to these parks, Greenwich offers a variety of pet-friendly cafes and shops, enhancing the overall experience for travellers with furry companions.
Are there any remote work holiday rentals in Greenwich?
In Greenwich, Connecticut, there are numerous options for remote work holiday rentals, with around 140 properties available. This affluent town offers a serene environment ideal for working remotely while enjoying a charming suburban lifestyle. Many of these rentals come equipped with essential amenities such as high-speed Wi-Fi, dedicated workspaces, and comfortable living areas, ensuring a productive stay.Families or groups can find spacious homes featuring modern kitchens, outdoor spaces for relaxation, and proximity to local parks and recreational areas. The downtown area is vibrant, with shops, cafes, and restaurants, great for a break from work. Additionally, Greenwich is known for its scenic waterfront along Long Island Sound, providing opportunities for outdoor activities during downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Greenwich?
In Greenwich, popular rental amenities include kitchens, which allow guests to prepare their own meals, as well as decks or patios providing outdoor spaces for relaxation and enjoying the scenery. Onsite parking is also commonly available, making it convenient for travellers with vehicles. Additionally, many rentals come equipped with coffee and tea makers, as well as blenders, ensuring that guests can enjoy refreshing beverages and smoothies during their stay.
When is the best time to visit Greenwich for a holiday rental?
July is the most popular time to visit Greenwich, Connecticut, as the peak season runs from May to July. This vibrant period attracts holidaymakers eager to enjoy the warm summer weather, picturesque coastal views, and a number of outdoor activities. Visitors can indulge in leisurely strolls along the waterfront, delightful picnics in the scenic parks, or explore the charming downtown area filled with boutique shops and excellent dining options.During July, you can expect pleasant temperatures, typically ranging from 20 to 30 degrees Celsius, making it ideal for outdoor adventures and sightseeing. The atmosphere is lively, with events often taking place that highlight the local culture and community spirit.If you're looking to save a bit while still enjoying Greenwich's charm, consider a visit in December. This month, while quieter, offers a great experience with festive decorations and holiday cheer. You can enjoy peaceful walks, perhaps even some winter activities, without the hustle and bustle of the peak season.Ultimately, your choice depends on whether you prefer the vibrant energy of peak summer or the tranquil beauty of winter festivities.
What are the top attractions in Greenwich?
In Greenwich, Connecticut, visitors can enjoy a variety of attractions that showcase the area's natural beauty and rich history. The picturesque Greenwich Avenue is lined with upscale shops, cafes, and restaurants, making it a lovely spot for leisurely strolls. Just a short distance away, the Bruce Museum offers engaging exhibitions on art, science, and local history, making it a must-visit for culture enthusiasts.For those who appreciate the outdoors, Greenwich Point Park provides stunning views of Long Island Sound and features walking trails, picnic areas, and beaches, superb for a relaxing day by the water. The nearby Greenwich Audubon Centre is an excellent destination for nature lovers, offering trails and educational programs focused on local wildlife.Additionally, the historic Nathaniel Witherell nursing home, which is open to the public, includes beautiful gardens and is a testament to the community's commitment to care and wellness.
Are all fees included in the Greenwich holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Greenwich holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Greenwich with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Greenwich holiday homes?
You can find great discounts on holiday homes in Greenwich on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Greenwich holiday home booking on Bookabach?
To find Greenwich holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Greenwich?
A long-stay holiday home in Greenwich is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Greenwich holiday home?
Book your Greenwich holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Greenwich?
Prices for holiday homes in Greenwich vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Greenwich to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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