Old Greenwich Holiday Rentals from NZ$307: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Old Greenwich has to offer?

Modern Luxury Home w GameRoom & Parking : This holiday home rental outside of Old Greenwich is situated near the airport, and has a rooftop terrace and free WiFi to help you feel content during your stay. It has 3 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and a stovetop, so that you can cook with friends or family.

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Our top choices for Old Greenwich holiday 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

Christine

includes taxes & fees

24 Nov - 25 Nov

A modern living room with a grey sofa, a small round coffee table, and a dining area with a kitchen in the background.

2. Romantic hideout. 1Br. Lower Level

Waterside

Cheryl H.

includes taxes & fees

23 Nov - 24 Nov

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

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

Downtown Stamford

michelle b.

includes taxes & fees

20 Nov - 21 Nov

An outdoor seating area with a round table, a chair, and a hanging light fixture.

4. Gem by the water+ firepit and all fenced backyard

Waterside

Christopher E.

includes taxes & fees

16 Nov - 17 Nov

5. Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!

Downtown Stamford

Marisa C.

includes taxes & fees

25 Nov - 26 Nov

A modern living room with a glass coffee table, black and gold chairs, and a striped area rug.

6. Modern Luxe 1BR Apt in Downtown Stamford

Downtown Stamford

Jill G.

includes taxes & fees

25 Nov - 26 Nov

An outdoor seating area with tables and chairs, surrounded by planters with flowers, and a modern building in the background.

7. Seabreeze at the beach west beach Stamford ct.

Cove - East Side - Shippan

bill J.

includes taxes & fees

15 Nov - 16 Nov

A modern living room with a white sofa, a glass coffee table, and a piano.

8. Spacious 3BR Townhome | Garage + Near Downtown

West Side

Dave J.

includes taxes & fees

16 Nov - 17 Nov

A dock with kayaks and a canoe, surrounded by trees and a calm lake.

9. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Greenwich

Christopher J.

includes taxes & fees

24 Nov - 25 Nov

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.

includes taxes & fees

25 Nov - 26 Nov

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

11. Stylish Home and Cozy200

Downtown Stamford

includes taxes & fees

6 Dec - 7 Dec

A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

12. DUNE Fairfield Beach

Fairfield Beach

slava

includes taxes & fees

14 Dec - 15 Dec

A modern bedroom with a bed, a sofa, a TV displaying HBO Max, and a wooden floor.

13. 5BR Beach Home w/ Fireplaces, Fire Pit & Game Room

Cove - East Side - Shippan

Linda M.

includes taxes & fees

15 Nov - 16 Nov

14. Stylish Home With Free ParkingZA

Glenbrook-Belltown

includes taxes & fees

1 Dec - 2 Dec

A living room with a sofa, armchair, ottoman, and coffee table.

15. Spacious 3BR | Family + Work | Ample Parking

Cove - East Side - Shippan

Cari B.

includes taxes & fees

16 Nov - 17 Nov

A forested area with a bench and a fire pit.

16. Historic, private riverfront cottage in peaceful Greenwich

Greenwich

includes taxes & fees

23 Nov - 24 Nov

A wooden staircase leading to a gazebo in a forested area with a metal railing.

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

Greenwich

CSQUARED A.

includes taxes & fees

26 Nov - 27 Nov

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 Water View Home, Sauna, Game Room, Fire Pit

Cove - East Side - Shippan

Maxx V.

includes taxes & fees

15 Nov - 16 Nov

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

19. Guesthouse at Norwalk Inn

Historic District

anthony

includes taxes & fees

1 Dec - 2 Dec

A modern living room with a dining area, a sofa, a TV, and a large window.

20. Cozy Modern Home Free Parking

Downtown Stamford

includes taxes & fees

10 Dec - 11 Dec

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Find holiday rentals that suit your style

Top Old Greenwich Hotel Reviews

A spacious atrium with a central bar, surrounded by seating areas and a circular water feature.

Hyatt Regency Greenwich

Old Greenwich

10/10 Excellent

Gary

A marina with several yachts docked, a large building with multiple balconies, and a calm water surface reflecting the boats.

Delamar Greenwich Harbor

Greenwich

10/10 Excellent

Anonymous traveller

A spacious restaurant with a high ceiling, large windows, and a bar area.

Hampton Inn & Suites Stamford

West Side

10/10 Excellent

Our room was clean, spacious and the bed very comfortable. Parking was easy and free. Originally we booked for 1 night, extending it to 2nd night with the night staff moving some bookings around so we could remain in the same room. The complimentary breakfast and coffee bar would satisfy most - bread, bagels, cereal, fruit, juice and various hot food. Anyone looking at accommodation in Stamford would definitely recommend the Hampton Inn & Suites.

Amanda

A spacious lounge area with comfortable seating, a bar with a well-stocked shelf, and a modern ceiling design.

HYATT house White Plains

West Harrison

8/10 Good

Rooms nicely presented. We stayed here 3 times over a 3 week period. The first and last stays had very comfortable beds. The second stay we got unlucky - beds were uncomfortable, toilet faulty, and had to get maintenance in to fix this, which they did. Best to have a car when uou stay here, but Wegmans is a very large supermarket that is a short walk if you need it. Only complaint is that the breakfast room is very cramped, and there can be queues when it is busy - particilarly for the toasters...

Anthea

A modern lounge area with a stone fireplace, leather seating, and large windows offering a view of the city.

Residence Inn by Marriott Norwalk

South Norwalk

10/10 Excellent

Vanessa

Find out more about Old Greenwich

Everything you need to know about Old Greenwich holiday rentals

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

Old Greenwich holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Old 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 Old Greenwich holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Old Greenwich holiday rentals we have selected for you start as low as NZ$307 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Old Greenwich rentals

At Expedia, we put the best Old Greenwich holiday 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 Old 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 Old Greenwich holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Old 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.

Frequently Asked Questions

Can I find holiday rentals in Old Greenwich?

Yes, there are holiday rentals close to the most popular sights in Old Greenwich, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Old Greenwich. Make sure you have time to check out the beaches and cafés during your trip.

What are some of the best holiday rentals that Old Greenwich has to offer?

Modern Luxury Home w GameRoom & Parking: This holiday home rental outside of Old Greenwich is situated near the airport, and has a rooftop terrace and free WiFi to help you feel content during your stay. It has 3 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Old Greenwich?

Expedia has 13 holiday rentals for your stay in Old Greenwich.

What can I see and do in Old Greenwich?

Greenwich Point Park and Rosa Hartman Park are a couple of lovely local spots to get outside and enjoy nature. Commerce Park and Dundee Woods are other places to visit while you're in town.

What are holiday rentals like in Old Greenwich?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Old Greenwich. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family gatherings.

Old Greenwich Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Old Greenwich holiday rentals

1. Stamford Suites

2. Romantic hideout. 1Br. Lower Level

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

4. Gem by the water+ firepit and all fenced backyard

5. Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!

6. Modern Luxe 1BR Apt in Downtown Stamford

7. Seabreeze at the beach west beach Stamford ct.

8. Spacious 3BR Townhome | Garage + Near Downtown

9. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

10. Modern Luxury 1BR Stamford Getaway

11. Stylish Home and Cozy200

12. DUNE Fairfield Beach

13. 5BR Beach Home w/ Fireplaces, Fire Pit & Game Room

14. Stylish Home With Free ParkingZA

15. Spacious 3BR | Family + Work | Ample Parking

16. Historic, private riverfront cottage in peaceful Greenwich

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

18. 5BR Water View Home, Sauna, Game Room, Fire Pit

19. Guesthouse at Norwalk Inn

20. Cozy Modern Home Free Parking

Find holiday rentals that suit your style

Top Old Greenwich Hotel Reviews

Hyatt Regency Greenwich

10/10 Excellent

Find out more about Old Greenwich

Old Greenwich holiday rentals: An excellent choice for every season

How to find incredible deals on Old Greenwich rentals

Frequently Asked Questions

Can I find holiday rentals in Old Greenwich?

What are some of the best holiday rentals that Old Greenwich has to offer?

How many holiday rentals will I find in Old Greenwich?

What can I see and do in Old Greenwich?

What are holiday rentals like in Old Greenwich?