Greenwich Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Holiday Rentals in Greenwich

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Property grounds

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

9.6 out of 10, Exceptional, (15)
"Perfect place to rest. Excellent service! "
The price is HK$588
HK$1,548 total
includes taxes & fees
6 Oct - 7 Oct
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Flex Comfort Apts of Greenwich #3
Exterior

Flex Comfort Apts of Greenwich #3

9.6 out of 10, Exceptional, (57)
"This is a really great place. It is well kept with attention to every detail. The neighborhood is quiet and friendly. The host was really responsive while we were staying. I highly recommend this Vrbo."
Flex Comfort Apts of Greenwich #3
Flex Comfort Apts of Greenwich #2
Exterior

Flex Comfort Apts of Greenwich #2

9.2 out of 10, Wonderful, (52)
"Great stay! "
Flex Comfort Apts of Greenwich #2
Flex Comfort Apts of Greenwich #1
Exterior

Flex Comfort Apts of Greenwich #1

8.8 out of 10, Excellent, (20)
"This was my 3rd time staying at this location. It is in a safe and easy location, close to the downtown area and train. Quiet and very clean with all of the amenities needed to have a comfortable stay. The host was very responsive in getting back to me quickly in one inquiry made. I would be very glad to stay there again."
Flex Comfort Apts of Greenwich #1
Stylish downstairs apartment. Walk to town, train, & beach ferry!
Outdoor dining

Stylish downstairs apartment. Walk to town, train, & beach ferry!

10.0 out of 10, Exceptional, (22)
"We had a great time! The house was perfect for our family! Close enough to the city to explore with ease and enough room for us to also relax at home"
Stylish downstairs apartment. Walk to town, train, & beach ferry!
3-bedroom house in charming Greenwich with WiFi, AC. Start your getaway now
Microwave, stovetop, dishwasher

3-bedroom house in charming Greenwich with WiFi, AC. Start your getaway now

3-bedroom house in charming Greenwich with WiFi, AC. Start your getaway now
Tranquil modern upstairs apt. Walk to restaurants & beach!
Outdoor dining

Tranquil modern upstairs apt. Walk to restaurants & beach!

10.0 out of 10, Exceptional, (1)
"We had a wonderful stay at Henri’s place! The home is beautifully renovated—modern, bright, and thoughtfully decorated—while still feeling cozy and welcoming. Everything was spotless and exactly as described, with every amenity we could possibly need for a comfortable visit.The modern yet charming design, paired with a fully equipped kitchen and comfortable living spaces, made us feel right at home. The layout is fantastic, with spacious bedrooms and plenty of natural light streaming in,...
Tranquil modern upstairs apt. Walk to restaurants & beach!
Quaint duplex with private yard. Walk to beach, dining, & shopping!
Beach

Quaint duplex with private yard. Walk to beach, dining, & shopping!

10.0 out of 10, Exceptional, (45)
"What a lovely house in such a great area of Greenwich! Clean home, sweet little back yard to enjoy the sunshine and birds, communicative host - will definitely come again next time we're in the area!"
Quaint duplex with private yard. Walk to beach, dining, & shopping!
Mansion in Greenwich with private lake and river
Interior

Mansion in Greenwich with private lake and river

10.0 out of 10, Exceptional, (4)
"Beautiful home. Exquisite decor and our kids enjoyed fishing right out back. Thoroughly enjoyed. "
Mansion in Greenwich with private lake and river
Charming Greenwich Getaway - Minutes from MetroNorth Train to NYC
Property grounds

Charming Greenwich Getaway - Minutes from MetroNorth Train to NYC

10.0 out of 10, Exceptional, (2)
"Overall stay was really nice. The house was very comfortable and very clean with all you need for a nice get away. We would stay here again without hesitation. "
Charming Greenwich Getaway - Minutes from MetroNorth Train to NYC
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Property grounds

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

The price is HK$1,261
HK$1,699 total
includes taxes & fees
5 Oct - 6 Oct
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Serene upstairs apt. Walk to town, train, & beach ferry!
Beach nearby

Serene upstairs apt. Walk to town, train, & beach ferry!

9.8 out of 10, Exceptional, (12)
"Overall clean and well maintained. Would stay there again"
Serene upstairs apt. Walk to town, train, & beach ferry!
Charming duplex with private yard. Close to the beach, dining & shopping!
Beach nearby, beach towels

Charming duplex with private yard. Close to the beach, dining & shopping!

9.8 out of 10, Exceptional, (40)
"Duplex unit was clean, as described and perfect for our stay visiting family in Rye. Lots of extra towels and nice welcoming snacks in the kitchen. Super convenient location. Will likely stay there again. "
Charming duplex with private yard. Close to the beach, dining & shopping!
Cozy 2br retreat in charming Greenwich. Walk to restaurants & beach!
Exterior

Cozy 2br retreat in charming Greenwich. Walk to restaurants & beach!

"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...
Cozy 2br retreat in charming Greenwich. Walk to restaurants & beach!
Downtown sanctuary with stunning pool & gardens available from Aug1 2024 for 6m
Outdoor pool, a heated pool

Downtown sanctuary with stunning pool & gardens available from Aug1 2024 for 6m

Downtown sanctuary with stunning pool & gardens available from Aug1 2024 for 6m
Summer retreat with salt water pool on tranquil woods.
Outdoor dining

Summer retreat with salt water pool on tranquil woods.

Summer retreat with salt water pool on tranquil woods.
Stamford Suites
Lobby

Stamford Suites

4.0 star property
5.8 out of 10, (62)
"Location very good."
The price is HK$1,027
HK$1,181 total
includes taxes & fees
9 Oct - 10 Oct
Stamford Suites
Global Luxury Suites White Plains
Reception

Global Luxury Suites White Plains

3.5 star property
6.8 out of 10, (32)
"Being in an apartment building for an actual stay instead of a house was a first for myself and the family but overall a good stay."
Global Luxury Suites White Plains
Guesthouse at Norwalk Inn
Property entrance

Guesthouse at Norwalk Inn

3.5 star property
8.4 out of 10, Very good, (39)
"it was amazing will stay again food was good comfort was great "
The price is HK$1,693
HK$1,948 total
includes taxes & fees
19 Oct - 20 Oct
Guesthouse at Norwalk Inn
Luxury Apartments by Hyatus at The Asher
Lounge

Luxury Apartments by Hyatus at The Asher

4.5 star property
10.0 out of 10, Exceptional, (18)
"This place truly felt like a home away from home. Everything was spotless, comfortable, and well cared for. The location made it easy to access everything we needed, whether dining, shopping, or exploring the area. I would definitely return!"
Luxury Apartments by Hyatus at The Asher
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Greenwich Hotel Reviews

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

10/10 Excellent
"What a great find! This cozy private 2 bedroom is perfect for anyone looking to stay in the Greenwich or surrounding areas. So much nature light and a view of beautiful tree and the lake.The hosts are incredibly nice and are very responsive to questions you might have.Bed are very comfortable, very clean, tv's in both bedrooms and a great shower. A must stay for sure in a very quite, well represented neighborhood. "
Christopher M. 2-night trip
Posted 5 days ago
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Find out more about Greenwich

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
  • Use the map to find apartments and other holiday homes in the Greenwich neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Greenwich while they last

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?

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.: This highly rated holiday home rental in Greenwich is equipped with a garden, air conditioning and free WiFi to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Greenwich?

Expedia has 21 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 Greenwich Ferry Dock 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.