Greenwich Vacation Rentals from CA $198: Short-Term Rentals for 2026

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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

Downtown Stamford

Alice

CA $255 total

includes taxes & fees

Sep 30 - Oct 1

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

Greenwich

"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...

Kathleen W.

CA $465 total

includes taxes & fees

Oct 11 - Oct 12

A round outdoor seating area with a teal cushion and patterned pillows, surrounded by greenery and a bamboo wall with string lights.

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

Waterside

Leslie S.

CA $455 total

includes taxes & fees

Sep 30 - Oct 1

A campfire with a wooden table and benches by a lake.

4. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Greenwich

Christopher J.

CA $442 total

includes taxes & fees

Oct 6 - Oct 7

A living room with a sofa, a glass coffee table, a fireplace, and a TV mounted above it.

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

Port Chester

Sarah W.

CA $585 total

includes taxes & fees

Oct 4 - Oct 5

A modern living room with a sofa, a coffee table, and a bar stool.

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

Downtown Stamford

michelle b.

CA $442 total

includes taxes & fees

Sep 26 - Sep 27

A wooden gazebo with a tiled roof at the top of a stone staircase surrounded by trees.

7. 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

Greenwich

CA $712 total

includes taxes & fees

Sep 30 - Oct 1

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

Downtown Stamford

Jill G.

CA $558 total

includes taxes & fees

Sep 27 - Sep 28

A dining table set with blue bowls, gold cutlery, and yellow lemons.

9. Romantic Hide Out

Waterside

Cheryl H.

CA $341 total

includes taxes & fees

Sep 29 - Sep 30

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.

10. Modern Luxury 1BR Stamford Getaway

Downtown Stamford

"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...

Debbie N.

CA $506 total

includes taxes & fees

Oct 6 - Oct 7

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

Greenwich

Mark

CA $708 total

includes taxes & fees

Sep 30 - Oct 1

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.

Cove - East Side - Shippan

bill J.

CA $775 total

includes taxes & fees

Sep 29 - Sep 30

A parking lot with multiple cars, a building with red awnings, and trees in the background.

13. 1 Queen Bed | Smoking

Elmsford

CA $198 total

includes taxes & fees

Sep 30 - Oct 1

A modern kitchen with a central island, pendant lights, and built-in shelves.

14. Stylish Home and Cozy200

Downtown Stamford

CA $403 total

includes taxes & fees

Sep 30 - Oct 1

A spacious living room with a large sliding glass door leading to a patio, a cozy seating area with a sofa and armchairs, and a modern art piece on the wall.

15. Solara – Luxury 1BR Downtown

Downtown Stamford

CA $603 total

includes taxes & fees

Sep 28 - Sep 29

An outdoor patio with a fire pit, green chairs, and a table.

16. Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

New Rochelle

Drew C.

CA $500 total

includes taxes & fees

Sep 28 - Sep 29

A modern kitchen with stainless steel appliances, white cabinetry, and a wooden floor.

17. Elegant Hideaway with Free Parking

White Plains

CA $499 total

includes taxes & fees

Sep 26 - Sep 27

A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

18. Guesthouse at Norwalk Inn

Historic District

Ronbert

CA $461 total

includes taxes & fees

Oct 14 - Oct 15

19. 5BR Beach House, Game Room + Huge Backyard

Cove - East Side - Shippan

Kyra S.

CA $1,320 total

includes taxes & fees

Sep 28 - Sep 29

A kitchen counter with a bottle of olive oil, a utensil holder with 'What's Cookin?' text, a knife block, and a kettle.

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

West Side

Dave J.

CA $1,054 total

includes taxes & fees

Oct 5 - Oct 6

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Top Greenwich Hotel Reviews

Delamar Greenwich Harbor

10/10 Excellent

"This hotel, and its staff, was amazing! The restaurant was exceptional! Will definitely stay here again!"

Flex Comfort Apts of Greenwich #3

8/10 Good

"My husband and I stayed for 2 months. We had previously lived n Greenwich but moved away and wanted to spend the summer there.The location was very convenient and it was a very spacious unit. There was a great coffee bar set up in the dining area which was very thoughtful. If you want to stay in Greenwich, I would definitely recommend it.We worried about short term guests on the other two floors but there were no issues and anyone we actually met was very nice.Laundry was shared but very convenient. The host responded quickly to any issues."

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

10/10 Excellent

"Amazing location on a serene lake, we enjoyed kayaking and beautiful surroundings. Hosts were very attentive. Place is roomy and comfortable. We really enjoyed our stay. Thank you George and Sadha"

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

10/10 Excellent

"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."

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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greenwich vacation rentals we have selected for you start as low as CA $198 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 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.

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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 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 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.

Greenwich Vacation Rentals

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Check prices for these dates

Our top choices for Greenwich vacation rentals

1. Stamford Suites

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

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

4. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

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

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

7. 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

8. Modern Luxe 1BR Apt in Downtown Stamford

9. Romantic Hide Out

10. Modern Luxury 1BR Stamford Getaway

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

12. Seabreeze at the beach west beach Stamford ct.

13. 1 Queen Bed | Smoking

14. Stylish Home and Cozy200

15. Solara – Luxury 1BR Downtown

16. Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

17. Elegant Hideaway with Free Parking

18. Guesthouse at Norwalk Inn

19. 5BR Beach House, Game Room + Huge Backyard

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

Find vacation rentals that suit your style

Top Greenwich Hotel Reviews

Delamar Greenwich Harbor

Find out more about Greenwich

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