Greenwich Holiday Rentals

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Our top choices for Greenwich holiday rentals

Aparthotel in West Norwalk

The Mansion Hotel-style
2.5 star property
8.2 out of 10, Very good, (21)
"Lovely property in a gorgeous setting. Staff were very responsive and welcoming. "
United States
Holly
The price is NZ$234
includes taxes & fees
25 Dec - 26 Dec
The Mansion Hotel-style

Aparthotel in Downtown Stamford

Stamford Suites
4.0 star property
6.2 out of 10, (82)
"Everything was good other than the two options for breakfast and housekeeping entering the hotel room unannounced or no knocking"
United States
Laila
The price is NZ$221
includes taxes & fees
23 Dec - 24 Dec
Stamford Suites
3.0 star property
The price is NZ$478
includes taxes & fees
23 Dec - 24 Dec
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
9.6 out of 10, Exceptional, (23)
"The hosts were very friendly and very accommodating. "
United States
Daniel C.
The price is NZ$458
includes taxes & fees
8 Jan - 9 Jan 2026
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Aparthotel in Historic District

Guesthouse at Norwalk Inn
3.5 star property
8.6 out of 10, Excellent, (41)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is NZ$529
includes taxes & fees
26 Dec - 27 Dec
Guesthouse at Norwalk Inn
4.0 star property
The price is NZ$1,181
includes taxes & fees
4 Jan - 5 Jan 2026
Luxury NYC Home with Free Parking for 12

Apartment in Downtown Stamford

Modern Luxe 1BR Apt in Downtown Stamford
9.6 out of 10, Exceptional, (5)
"Our family stayed in the hotel(s) next door. It was so nice to have our own personal space!"
United States
Jill G.
The price is NZ$634
includes taxes & fees
24 Dec - 25 Dec
Modern Luxe 1BR Apt in Downtown Stamford

Apartment in White Plains

Elegant Hideaway with Free Parking
2.0 star property
The price is NZ$477
includes taxes & fees
4 Jan - 5 Jan 2026
Elegant Hideaway with Free Parking
9.2 out of 10, Wonderful, (11)
"loved walking the city. pizza was good."
United States
michelle b.
The price is NZ$465
includes taxes & fees
26 Dec - 27 Dec
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Apartment in Cove - East Side - Shippan

Seabreeze at the beach west beach Stamford ct.
9.8 out of 10, Exceptional, (9)
"Excellent property, very clean, nicely furnished. One of the best VRBOs we have rented. Owner was exceptionally good about communication and went out of his way to make sure stay went well. Will come again. "
United States
David S.
The price is NZ$716
includes taxes & fees
2 Jan - 3 Jan 2026
Seabreeze at the beach west beach Stamford ct.
10.0 out of 10, Exceptional, (21)
"Our hosts were very attentive and responsive with communications. The house is lovely, clean, well stocked and in a great location. We thoroughly enjoyed our stay!"
United States
Megan P.
The price is NZ$730
includes taxes & fees
5 Jan - 6 Jan 2026
45 Minutes from NYC, Entire House near Stamford Downtown,
9.8 out of 10, Exceptional, (9)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is NZ$615
includes taxes & fees
8 Jan - 9 Jan 2026
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Holiday Home in Hartsdale

Peaceful Palette: 35 mins to NYC
10.0 out of 10, Exceptional, (1)
"The house is clean, organized and well stocked for our family’s week-long stay."
United States
Wei D.
The price is NZ$966
includes taxes & fees
14 Jan - 15 Jan 2026
Peaceful Palette: 35 mins to NYC
The price is NZ$545
includes taxes & fees
30 Dec - 31 Dec
Stamford CT Guest Suite. Spacious, private home for visiting family & friends
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 NZ$358
includes taxes & fees
23 Dec - 24 Dec
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

Apartment in Downtown Stamford

Stylish Home and Cozy
2.0 star property
The price is NZ$390
includes taxes & fees
23 Dec - 24 Dec
Stylish Home and Cozy

Apartment in Glenbrook-Belltown

Perfect For Longterm Stay 2A
The price is NZ$344
includes taxes & fees
28 Dec - 29 Dec
Perfect For Longterm Stay 2A

Apartment in Downtown Stamford

209 bedford
2.0 star property
The price is NZ$364
includes taxes & fees
23 Dec - 24 Dec
209 bedford

Apartment in Glenbrook-Belltown

Stylish Home With Free ParkingZA
2.0 star property
The price is NZ$832
includes taxes & fees
4 Jan - 5 Jan 2026
Stylish Home With Free ParkingZA

Apartment in Downtown Stamford

Modern Luxury 1BR Stamford Getaway
10.0 out of 10, Exceptional, (1)
"The apartment is located in the hub bub of Stamford, a nice area very populated even in the evening where it feels safe. Apartment had all amenities that I needed. The host provided extra touches like a Keurig coffee pot stocked with Keurig cups and sugar. A washing machine and dryer were a plus as I like to pack only clean clothes. Bed was super comfortable. Modern design has a Zen vibe, great to decompress after travel. TV offered free movies that didn’t require my own subscription which...
United States
Debbie N.
The price is NZ$545
includes taxes & fees
25 Dec - 26 Dec
Modern Luxury 1BR Stamford Getaway
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.
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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, 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 NZ$221 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.