Greenwich holiday rentals

We found 85 holiday rentals — enter your dates for availability
Discover a selection of 8 homes and other holiday rentals in Greenwich that are perfect for your trip. Holiday homes offer the amenities that you expect for your family, friends or furry companion, such as a garden and pool. No matter what you're looking for, you're sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.
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Choose a holiday rental for your Greenwich getaway

Learn about the unique charm of Greenwich with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Greenwich

Are you hoping to discover attractions to see while you're in town? Venture out of your cosy holiday rental and experience everything that Greenwich has to offer. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Saratoga National Golf Course (12.5 mi / 20.2 km)
  • Moreau Lake State Park (15.4 mi / 24.8 km)
  • Sugar Shack (17.9 mi / 28.8 km)
  • West Mountain Ski Resort (18.1 mi / 29.2 km)
  • Hiland Park Country Club (19.7 mi / 31.8 km)
  • Great Escape (20.4 mi / 32.9 km)

Exploring the natural landscape of Greenwich

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Greenwich is a great spot to appreciate mother nature. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Yaddo Gardens (13.1 mi / 21 km)
  • Saratoga Lake (13.2 mi / 21.3 km)
  • Congress Park (14.4 mi / 23.2 km)
  • Moreau Lake State Park (15.4 mi / 24.8 km)
  • Saratoga Spa State Park (15.6 mi / 25.1 km)
  • Mount Equinox (19.6 mi / 31.5 km)

How to get to and around Greenwich

The nearest airport is in Glens Falls, NY (GFL-Floyd Bennett Memorial), located 18.2 mi (29.3 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Schenectady, NY (SCH-Schenectady County), which is 26.9 mi (43.2 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, New York, a popular area to stay is the picturesque waterfront neighbourhood. This area offers a charming blend of historical significance and modern amenities, making it an appealing choice for visitors. You'll find a variety of properties, ranging from quaint cottages to more contemporary homes, giving you plenty of options to suit your preferences.The waterfront is particularly well-known for its stunning views and proximity to attractions such as the Greenwich Maritime Museum, which showcases the region's rich naval history, and the serene Greenwich Point Park, superb for a leisurely stroll or a picnic by the water. Additionally, the vibrant downtown area, with its boutique shops and delightful dining options, is just a short distance away, ensuring that you're never far from the local culture and culinary delights.
Where are the best areas for renting a beach house in Greenwich?
For renting a beach house in Greenwich, the best areas to consider are along the coastline near the Long Island Sound, particularly in neighbourhoods like Old Greenwich and Belle Haven. These picturesque locations offer a variety of holiday rentals, often featuring stunning views of the water and easy access to sandy beaches. Many properties in these areas come equipped with modern amenities such as spacious outdoor decks, private gardens, and gourmet kitchens, making them superb for families and groups.In Old Greenwich, you'll find charming beach houses that may include features like outdoor dining areas, fire pits, and direct paths to the beach, allowing for a seamless transition from relaxation to seaside activities. This area is also close to local shops, cafes, and parks, providing convenience for visitors.Belle Haven, known for its exclusivity, offers upscale rentals with luxurious amenities such as private swimming pools, extensive landscaped gardens, and spacious living areas ideal for entertaining. The proximity to the serene waters of the Sound enhances the appeal, with opportunities for boating and water sports.Additionally, the nearby Greenwich Point Park offers lovely walking trails and picnic spots, making it a great destination for outdoor enthusiasts.
Where are the best Greenwich ski resort rentals?
For those seeking ski resort rentals near Greenwich, New York, the closest destination is likely the nearby Catamount Ski Area, located about 30 minutes away. In the vicinity of this ski area, the town of Hillsdale offers a range of rental options that cater to visitors looking for a cozy mountain getaway. Here, you can find charming cabins and modern chalets, many of which come equipped with amenities such as fully furnished kitchens, spacious living areas, and outdoor decks that provide lovely views of the surrounding landscapes.Travellers can also consider accommodations in nearby Great Barrington, Massachusetts, which is just a short drive from the ski slopes. This vibrant town features a variety of rental properties, from historic homes to contemporary condos, often with amenities like hot tubs, fireplaces, and proximity to local shops and restaurants. Great Barrington is known for its artsy vibe, with numerous galleries and eateries, adding an appealing cultural dimension to your stay.In addition to skiing, visitors can explore the beautiful Berkshires region, known for its hiking trails and natural beauty. Many rentals in the area provide easy access to outdoor activities year-round, with some properties featuring additional amenities like ski storage and gear rentals nearby.
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 12 available in the area. These properties typically feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families and larger groups. Additionally, several cottages and cabins can be found, offering a charming and rustic atmosphere, often with outdoor spaces for relaxing. Apartments are also available, providing a more compact option for those looking for convenience and ease of access to local attractions.
Are there any family house rentals in Greenwich?
In Greenwich, New York, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The area features charming homes that often come with spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where kids can enjoy playing. Many properties are situated near local parks and recreational areas, providing ample opportunities for outdoor activities.Nearby attractions, such as the scenic landscapes of the surrounding countryside, offer families a chance to explore nature trails and enjoy picnics.
Are there pet-friendly house rentals in Greenwich?
In Greenwich, New York, there are several pet-friendly house rentals available, providing a welcoming environment for travellers accompanied by their furry companions. Many of these properties offer amenities such as spacious backyards, which are ideal for pets to roam and play, as well as fully equipped kitchens and comfortable living spaces for relaxation after a day of exploration.The area is known for its picturesque landscapes, with opportunities for outdoor activities that both pets and their owners can enjoy. Nearby parks and nature trails provide great options for walks and adventures, making it a fantastic destination for those looking to include their pets in their holiday plans.
Are there any remote work holiday rentals in Greenwich?
In Greenwich, New York, there are some remote work holiday rentals available, with around 16 options to choose from. This quaint town is set against a picturesque backdrop, offering a peaceful environment ideal for those looking to work remotely. Many properties come equipped with essential amenities for remote work, including reliable Wi-Fi and designated workspaces, such as desks, ensuring a comfortable setup for productivity.The area boasts charming local attractions, including scenic parks and historic sites, which provide opportunities for relaxation after work hours. With a mix of cosy cottages and larger houses, travellers can expect comfortable living spaces that often feature kitchens for easy meal preparation and outdoor areas for unwinding. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Greenwich?
In Greenwich, popular rental amenities cater to outdoor enthusiasts and those seeking a comfortable retreat. Many holiday rentals feature access to nearby hiking and biking trails, allowing guests to explore the scenic landscapes of the area. Properties often include decks or patios, great for enjoying the fresh air and surrounding nature. For added comfort, rentals typically come equipped with fireplaces, creating a warm atmosphere for relaxation after a day of adventure. Additionally, many accommodations permit pets, making it convenient for travellers who wish to bring their furry companions along.
When is the best time to visit Greenwich for a holiday rental?
January is the most popular time to visit Greenwich, New York, as it falls within the peak season that runs from December to February. This winter wonderland attracts visitors seeking to enjoy the charm of the snow-covered landscape, great for outdoor activities such as cross-country skiing and snowshoeing. With temperatures typically ranging from -5 to 5 degrees Celsius, the crisp air adds to the invigorating experience of exploring the picturesque surroundings.During this time, you can also indulge in the local culture by visiting quaint shops and cosy cafes, where you can warm up with a hot drink after a day of outdoor adventures. The festive atmosphere, enhanced by the holiday spirit, invites you to take part in local events and seasonal festivities.For those looking for a more budget-friendly option, consider visiting in July, when the tourist crowds are lighter. This month offers pleasant weather for hiking and exploring the scenic trails nearby, allowing you to enjoy the natural beauty of Greenwich without the hustle and bustle. The vibrant greenery and blooming wildflowers create a picturesque setting for relaxation and outdoor enjoyment.
What are the top attractions in Greenwich?
In Greenwich, visitors can enjoy a variety of attractions that highlight the area's charm and heritage. The Greenwich Avenue is a bustling centre filled with upscale shops, galleries, and delightful eateries, offering a vibrant setting for leisurely strolls. Just a short walk away, the picturesque waterfront at Greenwich Point Park provides beautiful views of Long Island Sound and is superb for picnics and outdoor activities.For those interested in history, the Bruce Museum showcases art and science exhibits and is set in a lovely building surrounded by gardens. Meanwhile, the historic district features stunning architecture and landmarks like the Greenwich Historical Society, which offers insights into the town's rich past. Nature enthusiasts can explore the abundant trails at Greenwich Audubon Centre, where you can observe local wildlife and enjoy the peaceful surroundings.
Are all fees included in the Greenwich holiday homes prices shown on Stayz?
Stayz 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?
Stayz 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 Stayz, 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 Stayz?
To find Greenwich holiday rentals with free cancellation, just use Stayz'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, Stayz 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 Stayz?
Stayz'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 Stayz 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. Stayz offers something for every taste and budget, from affordable homes in Greenwich to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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 StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz 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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