Greenwich holiday rentals

We found 857 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:20 Nov - 27 Nov

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

Fairfield Beach Modern Colonial

Fairfield

8% off
AU$12,355
for 7 nights, 1 home
AU$1,765 per night
includes taxes & fees
Fairfield Beach Modern Colonial
Interior
Living area
Interior
Interior
Wonderful
(13 reviews)

Modern Luxury Loft with Artful Vibes

Yonkers

8% off
AU$2,414
for 7 nights, 1 home
AU$345 per night
includes taxes & fees
Modern Luxury Loft with Artful Vibes
view from East facing terrace looking at Long Island Sound
Garden with view of Tea House. Indoor access to the Tea House is not available.
Shorefront area, down by the water. You can swim here.
Atrium with entrance to the pergola and BBQ area.
Exceptional
(70 reviews)

Waterfront Retreat Center for Health & Wellness

New Rochelle

10% off
AU$15,807
for 7 nights, 1 home
AU$2,258 per night
includes taxes & fees
Waterfront Retreat Center for Health & Wellness
Outdoor dining
Marina
Interior
Living area
Wonderful
(16 reviews)

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

Stamford

7% off
AU$2,016
for 7 nights, 1 apartment
AU$288 per night
includes taxes & fees
<br>❤️High-Line Harbor Flat 2 BD | Train🚊 | Harbor Point Access | 40 Minutes to NYC🗽
Interior
Private kitchen
Living area
Room
Exceptional
(8 reviews)

Modern 2BR Near NYC • Free Parking • Quiet Area

Yonkers

16% off
AU$2,060
for 7 nights, 1 apartment
AU$294 per night
includes taxes & fees
Modern 2BR Near NYC • Free Parking • Quiet Area
Room
Additional seating
fully-equipped kitchen
Living area
Exceptional
(9 reviews)

NewRo Chic Retreat- 3 Bdrms 30 min to NYC

New Rochelle

15% off
AU$3,795
for 7 nights, 1 apartment
AU$542 per night
includes taxes & fees
NewRo Chic Retreat- 3 Bdrms 30 min to NYC

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    Enjoy full kitchens, laundry, pools, gardens and more

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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)
  • Rye Beach (5 mi / 8 km)
  • West Beach (5.6 mi / 9 km)
  • Cummings Park Beach (5.8 mi / 9.3 km)
  • Cove Island Park (6.8 mi / 11 km)
  • Hudson Park and Beach (11 mi / 17.7 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 Stayz.
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 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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