Holiday Rentals in Greenwich

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Greenwich holiday rentals

9.6 out of 10, Exceptional, (23)
"This was a great place! The host George and his wife were incredibly helpful and so nice, making the stay even better. I would absolutely recommend this spot to anyone and definitely plan to be back again!"
United States
Alexus C.
The price is €261
includes taxes & fees
11 Jan - 12 Jan 2026
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
The price is €863
includes taxes & fees
20 Dec - 21 Dec
Riverfront Cottage-Heated Pool-Hot Tub-Fireplace 35minutes from New York City
3.0 star property
The price is €234
includes taxes & fees
23 Dec - 24 Dec
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
7.6 out of 10, Good, (4)
"This was a warm and inviting space. CC even offered me breakfast. I was a single woman in for a class reunion and had be somewhere on Sat and Sunday mornings. It was lovely coming back to relax and read. The space is small perfect for a couple with a young person. The patio over looks the river. The house is on a cul-de-sac perfect for strolling around the neighborhood. Very quiet and safe. Well lit path at night to the back, private entrance. Small fridge but holds a lot. Microwave, kurgurg...
United States
Kathleen W.
The price is €178
includes taxes & fees
22 Dec - 23 Dec
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

Apartment in Greenwich

Flex Comfort Apts of Greenwich #1
9.0 out of 10, Wonderful, (22)
"Good place to stay when visiting Greenwich. Very close to downtown. Host was responsive and easy to work with."
United States
Andy M.
Flex Comfort Apts of Greenwich #1
10.0 out of 10, Exceptional, (46)
"We had a wonderful stay. We were delighted with the property. The home is even cuter in person, and was impeccably kept. Having an outdoor space was a huge bonus, and the location was convenient."
United States
Kristen H.
Quaint duplex with private yard. Walk to beach, dining, & shopping!
9.8 out of 10, Exceptional, (24)
"This was one of the best places I’ve stayed. We stayed for 2 weeks. The house was extremely clean and the host was so accommodating if we needed anything. The neighborhood was quiet and peaceful."
United States
Tristan M.
Stylish downstairs apt. Walk to town, train, & beach ferry! Off-street parking.
10.0 out of 10, Exceptional, (5)
"Beautiful home. Exquisite decor and our kids enjoyed fishing right out back. Thoroughly enjoyed. "
United States
J.J. O.
Mansion in Greenwich with private lake and river

Apartment in Greenwich

Flex Comfort Apts of Greenwich #2
9.2 out of 10, Wonderful, (55)
"Great stay! "
United States
Maria L.
Flex Comfort Apts of Greenwich #2
"We had an amazing stay! The home was spotless, beautifully furnished, and had everything we needed—plenty of towels, a well-equipped kitchen, and even some thoughtful extras that made us feel right at home. The neighborhood is quiet and welcoming, with shops and restaurants within walking distance and easy access to nearby towns like Port Chester and Stamford. We loved being able to take daily walks to Byram Park—it was perfect! Check-in was smooth and independent, and Henri was a fantastic...
United States
Samanthacr86@yahoo.com W.
Cozy 2br retreat in Greenwich. Walk to restaurants & beach! Off-street parking.
9.8 out of 10, Exceptional, (40)
"Stayed at this property with my wife and 3 y/o son to visit family in the area. Exactly what we needed and had a good stay. "
United States
David D.
Charming duplex with private yard. Close to the beach, dining & shopping!
10.0 out of 10, Exceptional, (3)
"Great place! Spacious, clean, well equipped. Great location. Easy check in and check out. The only small caveat - the upstairs bedrooms have low/slanted ceilings, so they are less ideal for tall people. Especially the twin bed in the alcove. But the rooms are cozy and the bed is comfortable."
United States
Sharon H.
Tranquil modern upstairs apt. Walk to restaurants & beach! Off-street parking,
9.6 out of 10, Exceptional, (16)
"Very well outfitted, spacious, quiet home. Would definitely stay again."
United States
Cathy T.
Serene upstairs apt. Walk to town, train, & beach ferry! Off-street parking.
Extraordinary 3+acre Greenwich mid-country estate
3-bedroom house in charming Greenwich with WiFi, AC. Start your getaway now
2.0 star property
Newly Renovated Charming Greenwich Guest Cottage
Townhome in charming Greenwich! 5 minutes to train, park, LI Sound and downtown.
Downtown sanctuary with stunning pool & gardens available from Aug1 2024 for 6m

Aparthotel in Downtown Stamford

Stamford Suites
4.0 star property
6.2 out of 10, (79)
"It was great"
United States
Natalie
The price is €108
includes taxes & fees
18 Dec - 19 Dec
Stamford Suites

Apartment in White Plains

Global Luxury Suites White Plains
3.5 star property
6.8 out of 10, (34)
"Great location, spacious apartment and clean. The public areas like the hallway needed vacuuming but everything else was great."
United States
Jennifer
Global Luxury Suites White Plains
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Greenwich Hotel Reviews

Find out more about Greenwich

Everything you need to know about Greenwich holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Greenwich holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Greenwich holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Greenwich holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Greenwich. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greenwich holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greenwich holiday rentals we have selected for you start as low as €108 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Greenwich rentals

At Expedia, we put the best Greenwich holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Greenwich rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Greenwich holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Greenwich. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Greenwich?

Yes, there are holiday rentals in Greenwich close to Bruce Museum of Arts and Science, or you can select a more secluded option if you're looking for a relaxing stay. The waterfront and restaurants are several reasons why visitors like Greenwich. Make sure you have time to check out the churches while you're in the area.

What are some of the best holiday rentals that Greenwich has to offer?

3BR Prime Luxury near NYC w Arcade Room: This holiday home rental outside Greenwich is near the airport and offers free WiFi to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. Another good choice for your trip to Greenwich is 2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock..

How many holiday rentals are there in Greenwich?

Expedia has 15 holiday rentals for your stay in Greenwich.

What can I see and do in Greenwich?

Cultural attractions include Bruce Museum of Arts and Science and Cavalier Galleries, whereas Hawthorne Beach and Wilson Preserve are a couple of picturesque spots to enjoy the outdoors. Greenwich Avenue and Putnam Cottage are other places to visit while you're in town.

What are holiday rentals like in Greenwich?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Greenwich. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for families.