Greenwich Vacation Rentals

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Vacation Rentals in Greenwich

Property grounds
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.
9.6 out of 10, Exceptional, (20)
"Perfect place to rest. Excellent service! "
Mexico
Lucymar
$183 nightly
The price is $207
Nov 9 - Nov 10
Total with taxes and fees
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
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
7.4 out of 10, Good, (3)
"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.
$265 nightly
The price is $300
Nov 4 - Nov 5
Total with taxes and fees
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Exterior
Flex Comfort Apts of Greenwich #3
Flex Comfort Apts of Greenwich #3
9.4 out of 10, Exceptional, (59)
"Quiet and safe neighborhood. "
United States
Julie G.
Flex Comfort Apts of Greenwich #3
Exterior
Flex Comfort Apts of Greenwich #2
Flex Comfort Apts of Greenwich #2
9.2 out of 10, Wonderful, (52)
"If we are ever in the area again we would love to stay here again if available. "
United States
Mike C.
Flex Comfort Apts of Greenwich #2
Outdoor spa tub
Riverfront Cottage-Heated Pool-Hot Tub-Fireplace 35minutes from New York City
Riverfront Cottage-Heated Pool-Hot Tub-Fireplace 35minutes from New York City
3.0 star property
$878 nightly
The price is $994
Nov 4 - Nov 5
Total with taxes and fees
Riverfront Cottage-Heated Pool-Hot Tub-Fireplace 35minutes from New York City
Outdoor dining
Stylish downstairs apartment. Walk to town, train, & beach ferry!
Stylish downstairs apartment. Walk to town, train, & beach ferry!
10.0 out of 10, Exceptional, (23)
"Beautiful easy clean Perfect!"
United States
David K.
Stylish downstairs apartment. Walk to town, train, & beach ferry!
Beach
Quaint duplex with private yard. Walk to beach, dining, & shopping!
Quaint duplex with private yard. Walk to beach, dining, & shopping!
10.0 out of 10, Exceptional, (46)
"A beautiful home! The hosts leave everything you need to know in a binder, including things to do in the area, which was so helpful when unfamiliar with what’s around. Everything you need is in the house, it was a lovely experience!"
United States
Jessica S.
Quaint duplex with private yard. Walk to beach, dining, & shopping!
Exterior
Flex Comfort Apts of Greenwich #1
Flex Comfort Apts of Greenwich #1
9.0 out of 10, Wonderful, (21)
"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."
United States
Christine D.
Flex Comfort Apts of Greenwich #1
Outdoor dining
Tranquil modern upstairs apt. Walk to restaurants & beach!
Tranquil modern upstairs apt. Walk to restaurants & beach!
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!
Interior
Mansion in Greenwich with private lake and river
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. "
United States
J.J. O.
Mansion in Greenwich with private lake and river
Exterior
Cozy 2br retreat in charming Greenwich. Walk to restaurants & beach!
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...
United States
Samanthacr86@yahoo.com W.
Cozy 2br retreat in charming Greenwich. Walk to restaurants & beach!
Beach nearby, beach towels
Charming duplex with private yard. Close to the beach, dining & shopping!
Charming duplex with private yard. Close to the beach, dining & shopping!
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!
Property grounds
Charming Greenwich Getaway - Minutes from MetroNorth Train to NYC
Charming Greenwich Getaway - Minutes from MetroNorth Train to NYC
10.0 out of 10, Exceptional, (3)
"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. "
United States
Mark B.
Charming Greenwich Getaway - Minutes from MetroNorth Train to NYC
Beach nearby
Serene upstairs apt. Walk to town, train, & beach ferry!
Serene upstairs apt. Walk to town, train, & beach ferry!
9.6 out of 10, Exceptional, (14)
"This property met all of our expectations and then some. Very clean, spacious, updated, and in a great location with great parking. Plenty of room in the driveway for our 2 full size cars. Would highly recommend!"
United States
Christan L.
Serene upstairs apt. Walk to town, train, & beach ferry!
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
3-bedroom house in charming Greenwich with WiFi, AC. Start your getaway now
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
Downtown sanctuary with stunning pool & gardens available from Aug1 2024 for 6m
Outdoor dining
Summer retreat with salt water pool on tranquil woods.
Summer retreat with salt water pool on tranquil woods.
Summer retreat with salt water pool on tranquil woods.
Lobby
Stamford Suites
Stamford Suites
4.0 star property
6.0 out of 10, (67)
"Location very good."
United States
Sheila
$132 nightly
The price is $152
Nov 23 - Nov 24
Total with taxes and fees
Stamford Suites
Lounge
Luxury Apartments by Hyatus at The Asher
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!"
United States
Tasha
Luxury Apartments by Hyatus at The Asher
Reception
Global Luxury Suites White Plains
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."
United States
Ramon
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.
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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
"This property was gorgeous. Situated on a beautiful lake. Foliage was spectacular. Host very friendly. The MOST comfortable beds!! We were 25 mins from Sleepy Hollow which is why we were visiting. Highly recommend. "
kristi g. 2-night trip
Posted 7 days ago
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Find out more about Greenwich

Everything you need to know about Greenwich vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Greenwich vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Greenwich vacation 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 low season months. For more hustle and bustle, you may prefer to visit Greenwich in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $152 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Greenwich rentals

At Expedia, we put the best Greenwich vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Greenwich?

Yes, we offer vacation rentals in Greenwich close to Bruce Museum of Arts and Science, or you can select a secluded option if you want 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's the top vacation rental that Greenwich has to offer?

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.: This highly rated vacation 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 vacation rentals are there in Greenwich?

Expedia has 21 vacation 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 vacation rentals like in Greenwich?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in Greenwich. Vacation rentals feature extras such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a family getaway.