A sailboat on a calm sea during sunset.

Greenwich Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Greenwich vacation rentals

The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

1. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.4 out of 10, (186 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
$146 nightly
The price is $168
Oct 12 - Oct 13
Total with taxes and fees
Stamford Suites
A wooden staircase leading to a gazebo in a forested area with a metal railing.

2. 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
8.0 out of 10, Very good, (5 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.
$266 nightly
The price is $301
Oct 4 - Oct 5
Total with taxes and fees
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
A wooden gazebo with a tiled roof at the top of a stone staircase surrounded by trees.

3. 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.5 star property
Greenwich
$439 nightly
The price is $505
Oct 9 - Oct 10
Total with taxes and fees
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
A living room with a sofa, a glass coffee table, a fireplace, and a TV mounted above it.

4. Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Port Chester
10.0 out of 10, Exceptional, (33 reviews)
"Exactly as described, comfy and close to the Capital and restaurants. We would definitely stay here again.Directions and parking instructions were very clear and helpful."
United States
Sarah W.
$364 nightly
The price is $416
Oct 4 - Oct 5
Total with taxes and fees
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
A rustic cabin surrounded by lush greenery and a stone pathway leading to it.

5. Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC

Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC
Greenwich
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful and restful"
United States
Lisa H.
$1,519 nightly
The price is $1,719
Oct 18 - Oct 19
Total with taxes and fees
Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC
A campfire with a wooden table and benches by a lake.

6. 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, (43 reviews)
"Nice stay"
United States
Christopher J.
$275 nightly
The price is $311
Oct 7 - Oct 8
Total with taxes and fees
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
A round outdoor seating area with a teal cushion and patterned pillows, surrounded by greenery and a bamboo wall with string lights.

7. 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
9.8 out of 10, Exceptional, (20 reviews)
"Very nice location, easy check in and check out. Also very comfortable."
United States
Leslie S.
$293 nightly
The price is $331
Oct 6 - Oct 7
Total with taxes and fees
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
A modern living room with a glass coffee table, black and gold chairs, and a striped area rug.

8. 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.
$369 nightly
The price is $418
Oct 4 - Oct 5
Total with taxes and fees
Modern Luxe 1BR Apt in Downtown Stamford
A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

9. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
$294 nightly
The price is $339
Oct 5 - Oct 6
Total with taxes and fees
Guesthouse at Norwalk Inn
A modern living room with a sofa, a coffee table, and a bar stool.

10. 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)
"loved walking the city. pizza was good."
United States
michelle b.
$278 nightly
The price is $315
Oct 4 - Oct 5
Total with taxes and fees
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
A wooden gazebo with a tiled roof at the top of a stone staircase surrounded by trees.

11. 2 Mi to NYC Train: WFH-Friendly Greenwich Apt!

2 Mi to NYC Train: WFH-Friendly Greenwich Apt!
Greenwich
8.0 out of 10, Very good, (4 reviews)
"Price was right for the stay! I would come back"
United States
Mark
$448 nightly
The price is $507
Oct 9 - Oct 10
Total with taxes and fees
2 Mi to NYC Train: WFH-Friendly Greenwich Apt!
An outdoor seating area with tables and chairs, surrounded by planters with flowers, and a modern building in the background.

12. Seabreeze at the beach west beach Stamford ct.

Seabreeze at the beach west beach Stamford ct.
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (17 reviews)
"Fantastic place Very clean, a perfect stay !!!"
United States
bill J.
$465 nightly
The price is $529
Nov 1 - Nov 2
Total with taxes and fees
Seabreeze at the beach west beach Stamford ct.
A modern living room with a white sofa, a glass coffee table, and a piano.

13. Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard

Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard
West Side
9.4 out of 10, Exceptional, (8 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.
$585 nightly
The price is $663
Oct 27 - Oct 28
Total with taxes and fees
Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard
A square fire pit with flames, surrounded by a wooden deck, set against a backdrop of a lake and trees under a clear sky.

14. Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views

Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views
Greenwich
10.0 out of 10, Exceptional, (1 review)
"Great location on the lake which the kids loved. The hosts were very friendly and easy to communicate with. The addition of the outdoor grill was a big plus and we enjoyed many afternoons out on the deck. We would stay again."
United States
Nathan R.
$1,913 nightly
The price is $2,164
Oct 7 - Oct 8
Total with taxes and fees
Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views
Open concept kitchen

15. 5BR Beach House, Game Room + Huge Backyard

5BR Beach House, Game Room + Huge Backyard
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (26 reviews)
"Great stay!"
United States
Kyra S.
$832 nightly
The price is $883
Oct 6 - Oct 7
Total with taxes and fees
5BR Beach House, Game Room + Huge Backyard
A dining table set with blue bowls, gold cutlery, and yellow lemons.

16. Romantic Hide Out

Romantic Hide Out
Waterside
3.0 out of 10, (2 reviews)
"Check-in was at 3 PM and I was unable to reach the host until 11 PM that night to gain access to the property. They never sent anything in advance. It was the most miserable experience I have ever had."
United States
Cheryl H.
$216 nightly
The price is $244
Oct 9 - Oct 10
Total with taxes and fees
Romantic Hide Out
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, an oven, and a sink. There are two bar stools at the counter.

17. Modern Luxury 1BR Stamford Getaway

Modern Luxury 1BR Stamford Getaway
Downtown Stamford
8.0 out of 10, Very good, (2 reviews)
"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.
$318 nightly
The price is $360
Oct 4 - Oct 5
Total with taxes and fees
Modern Luxury 1BR Stamford Getaway
A modern kitchen with granite countertops, a dining area with black chairs, a living room with a sofa and a coffee table, and a large window with a view.

18. 5BR Beach House, Water Views, Steps to Beach, Backyard

5BR Beach House, Water Views, Steps to Beach, Backyard
Cove - East Side - Shippan
9.4 out of 10, Exceptional, (31 reviews)
"House was a good location. Many fun outdoor activities."
United States
Heather G.
$887 nightly
The price is $941
Oct 14 - Oct 15
Total with taxes and fees
5BR Beach House, Water Views, Steps to Beach, Backyard
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a central island with stools.

19. 5BR Beach Home | Walk to Cove Beach + Private Yard

5BR Beach Home | Walk to Cove Beach + Private Yard
Cove - East Side - Shippan
9.8 out of 10, Exceptional, (26 reviews)
"The house was perfect! Plenty of bedding and the kitchen was well appointed. We were there for my fathers memorial and the living room provided a great space for us to connect and talk together. "
United States
Maury A.
$666 nightly
The price is $707
Oct 7 - Oct 8
Total with taxes and fees
5BR Beach Home | Walk to Cove Beach + Private Yard
A modern living room with a sectional sofa, a glass coffee table, and a marble rug. There are two wall art pieces and a potted plant.

20. Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking
4.0 star property
White Plains
4.0 out of 10, (1 review)
"After flying in with four of us from Los Angeles on a Red Eye, we had to drive around for 4-5 hours until we were able to check in at 4pm, however after hours of trying to get into the property with no answer on the contact number ,we finally were able to have the local property manager come out and say that the property overbooked and had no room for us. I spent over 2 hours on the phone getting the run around by Expedia with mixed stories of our accommodations. FINALLY with now the story is...
United States
Jorge
$680 nightly
The price is $778
Oct 3 - Oct 4
Total with taxes and fees
Luxury NYC Home Game Room Free Parking
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

Spacious 3-bedroom condo in beautiful Greenwich with garage unit B

Spacious 3-bedroom condo in beautiful Greenwich with garage unit B

10/10 Excellent
"Host was attentive and engaged. Very fast on responses. Was impressed.Unit was very clean and organized. Beds were comfortable. Kitchen had all the dishes, silverware, cookware needed. Making coffee was easy with a Nespresso, drip pot, and grinder. Would suggest adding tall glasses.Couple of suggestions:1. Add another wing chair to living room.2. Change the blinds to something better.Will definitely consider unit again as it met our needs"
James G. 3-night trip
Posted 2 days ago
Spacious 3-bedroom condo in beautiful Greenwich with garage unit B

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 $168 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?

Location! Extra large 7 bed /1 bath unit with parking in Jersey City Heights.: Visitors like this Greenwich vacation home rental. It is equipped with a selection of games, air-conditioning, and a Smart TV to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Greenwich?

Expedia has 12 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 Comfort 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 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.