Greenwich Holiday Rentals

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Check prices for these dates

In two weeks
6 Mar - 8 Mar
In two months
17 Apr - 19 Apr
In three months
15 May - 17 May
In four months
12 Jun - 14 Jun

Our top choices for Greenwich holiday rentals

Property grounds

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (27 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is HK$1,008
HK$2,090 total
includes taxes & fees
8 Mar - 9 Mar
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Property grounds

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Waterside
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is HK$1,231
HK$2,573 total
includes taxes & fees
17 Feb - 18 Feb
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Living area

Luxury 3BR Home Game Room Free Parking

Luxury 3BR Home Game Room Free Parking
2.0 star property
White Plains
The price is HK$930
HK$2,229 total
includes taxes & fees
2 Mar - 3 Mar
Luxury 3BR Home Game Room Free Parking
Private kitchen

Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
The price is HK$860
HK$2,148 total
includes taxes & fees
17 Feb - 18 Feb
Elegant Hideaway with Free Parking
TV

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Port Chester
10.0 out of 10, Exceptional, (30 reviews)
"Super cute with everything we needed! We had a great time during our stay and this was the perfect spot for a little getaway! Highly recommend!"
United States
Christina
The price is HK$1,720
HK$2,959 total
includes taxes & fees
17 Feb - 18 Feb
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Offices

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Downtown Stamford
9.2 out of 10, Wonderful, (11 reviews)
"The apartment overall is nice, and located in an area that is close to shops and dining. Listing photos are accurate, but as others have mentioned, this is not a "luxury" apartment. "
United States
Sheree G.
The price is HK$1,090
HK$2,094 total
includes taxes & fees
19 Feb - 20 Feb
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Property grounds

Seabreeze at the beach west beach Stamford ct.

Seabreeze at the beach west beach Stamford ct.
Cove - East Side - Shippan
9.8 out of 10, Exceptional, (10 reviews)
"Fantastic place Very clean, a perfect stay !!!"
United States
bill J.
The price is HK$1,210
HK$3,045 total
includes taxes & fees
17 Feb - 18 Feb
Seabreeze at the beach west beach Stamford ct.
Interior

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.0 star property
Greenwich
The price is HK$1,149
HK$2,943 total
includes taxes & fees
17 Feb - 18 Feb
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
Property grounds

Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Greenwich
7.6 out of 10, Good, (4 reviews)
"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 HK$858
HK$1,206 total
includes taxes & fees
17 Feb - 18 Feb
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Smart TV

Modern Luxe 1BR Apt in Downtown Stamford

Modern Luxe 1BR Apt in Downtown Stamford
Downtown Stamford
9.6 out of 10, Exceptional, (5 reviews)
"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 HK$1,055
HK$2,851 total
includes taxes & fees
17 Feb - 18 Feb
Modern Luxe 1BR Apt in Downtown Stamford
Fridge, microwave, oven, stovetop

Stylish Home With Free ParkingZA

Stylish Home With Free ParkingZA
Glenbrook-Belltown
The price is HK$821
HK$1,370 total
includes taxes & fees
22 Feb - 23 Feb
Stylish Home With Free ParkingZA
Interior

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...
West Side
9.4 out of 10, Exceptional, (6 reviews)
"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."
United States
Dave J.
The price is HK$1,923
HK$4,048 total
includes taxes & fees
17 Feb - 18 Feb
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...
Dining

Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is HK$1,556
HK$2,897 total
includes taxes & fees
19 Feb - 20 Feb
Prime Luxe 3-BR NYC - Free Parking
TV, fireplace, books, offices

New Beach Home near Stamford Downtown/Shippan

New Beach Home near Stamford Downtown/Shippan
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (24 reviews)
"Great stay!"
United States
Kyra S.
The price is HK$2,869
HK$6,816 total
includes taxes & fees
17 Feb - 18 Feb
New Beach Home near Stamford Downtown/Shippan
Property grounds

Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic

Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic
Scarsdale
9.2 out of 10, Wonderful, (5 reviews)
"Space was clean, nice, and hosts were very helpful and communicative."
United States
Steven C.
The price is HK$1,329
HK$2,441 total
includes taxes & fees
17 Feb - 18 Feb
Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic
TV

Spacious 3 Bd Home Pet Friendly, Parking and Laundry

Spacious 3 Bd Home Pet Friendly, Parking and Laundry
Cove - East Side - Shippan
9.4 out of 10, Exceptional, (3 reviews)
"the home was nice clean if in the area I would stay here again"
United States
james w.
The price is HK$1,509
HK$3,517 total
includes taxes & fees
17 Feb - 18 Feb
Spacious 3 Bd Home Pet Friendly, Parking and Laundry
Private kitchen

Modern Luxury 1BR Stamford Getaway

Modern Luxury 1BR Stamford Getaway
Downtown Stamford
10.0 out of 10, Exceptional, (1 review)
"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 HK$1,556
HK$2,782 total
includes taxes & fees
28 Feb - 1 Mar
Modern Luxury 1BR Stamford Getaway
Fridge, microwave, oven, stovetop

Stylish Home With Free ParkingFA

Stylish Home With Free ParkingFA
Downtown Stamford
The price is HK$821
HK$1,370 total
includes taxes & fees
19 Feb - 20 Feb
Stylish Home With Free ParkingFA
Fridge, microwave, oven, stovetop

Stylish Home and Cozy

Stylish Home and Cozy
Downtown Stamford
The price is HK$821
HK$1,370 total
includes taxes & fees
17 Feb - 18 Feb
Stylish Home and Cozy
Property entrance

Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (41 reviews)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is HK$2,610
HK$3,002 total
includes taxes & fees
17 Feb - 18 Feb
Guesthouse at Norwalk Inn
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

Delamar Greenwich Harbor

Delamar Greenwich Harbor

10/10 Excellent
"We needed a break "
Aisha 1-night trip
Posted 5 days ago
Delamar Greenwich Harbor

Find out more about Greenwich

Search for holiday rentals in Greenwich on Expedia! You can easily find your home rentals, villas, holiday apartments in Greenwich using one of the methods below:

  • View our selection of featured holiday rentals in Greenwich
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Look no further and take a look at our great range of rental properties in Greenwich!

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?

Charming 2-bedroom Brownstone with Bar and Balcony in enchanting Brooklyn: This holiday home rental outside of Greenwich is located in the city centre, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Greenwich?

Expedia has 17 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 Flinn Gallery at Greenwich Library, whereas Hawthorne Beach and Wild Flower Sanctuary 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.