Old Greenwich Vacation Rentals from $174: Search Short-Term Rentals

Q: What are some of the best vacation rentals in Old Greenwich?

PureHeart House, Spacious, 3bdr30 MN from Manhattan. NYC : This vacation home rental near Old Greenwich is located next to a golf course and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like foosball.

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Our top choices for Old Greenwich vacation rentals

1. Stamford Suites

Downtown Stamford

Alice

$151 nightly

Aug 30 - Aug 31

Total with taxes and fees

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

Greenwich

Standard Room, 1 King Bed, Main Building | Property entrance

3. Guesthouse at Norwalk Inn

Historic District

Ronbert

$346 nightly

Sep 6 - Sep 7

Total with taxes and fees

Classic Suite | Iron/ironing board, WiFi (free), bed sheets

4. DUNE Fairfield Beach

Fairfield Beach

slava

$233 nightly

Sep 13 - Sep 14

Total with taxes and fees

5. Luxury NYC Home Game Room Free Parking

White Plains

"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...

Jorge

$375 nightly

Sep 8 - Sep 9

Total with taxes and fees

6. Luxury NYC Home with Free Parking for 12

White Plains

Kathleen

$405 nightly

Sep 8 - Sep 9

Total with taxes and fees

7. Spacious 3BR Luxe Escape near NYC

Southeast Yonkers

Josephine

$356 nightly

Sep 6 - Sep 7

Total with taxes and fees

8. Elegant Hideaway with Free Parking

White Plains

$308 nightly

Sep 4 - Sep 5

Total with taxes and fees

9. Prime Luxe 3-BR NYC - Free Parking

White Plains

$357 nightly

Sep 6 - Sep 7

Total with taxes and fees

10. Modern Luxury Home w GameRoom & Parking

Southeast Yonkers

"The property that I paid for 1st, they told me that the pipe busted after I paid the cleaning fee. I paid for a property to sleep 6 people so 1 person had to sleep on the floor & another person had to sleep on a broken futon couch. The bed I was sleeping on was broken & there was pee stains on sheet & blanket. I asked them for a discount because of the unexpected things my family went through & they stopped communicating with me until the next day. But do not get any property rental from these...

Ronnie

$377 nightly

Sep 13 - Sep 14

Total with taxes and fees

11. Uscale 2BR Escape in the Heart of NYC

Bryn Mawr

Adj Fatou

$365 nightly

Sep 4 - Sep 5

Total with taxes and fees

12. Spacious 3BR Luxe Escape near NYC

Southeast Yonkers

"Very inaccurate listing upon arriving host called me stating I could not stay at property due to issues on their end instead of offering a refund I was sent to a different property that was a 1 bedroom with 1 bed that was clearly not cleaned instead of the 3 bedroom 5 bed luxury house I initially booked I explained this would not work for me and my 4 other guests and got told there was no other choice and hung up on, me and my guests had no option beside to go back home very bad experience DO...

Gerald

$356 nightly

Sep 6 - Sep 7

Total with taxes and fees

13. Great Neck Basecamp: Steps to Downtown & Rail

Great Neck

$400 nightly

Aug 31 - Sep 1

Total with taxes and fees

14. Luxury 3 BR Near NYC with Easy Parking

Bryn Mawr

$332 nightly

Sep 6 - Sep 7

Total with taxes and fees

15. Luxury 3BR Family Home Game Room Parking

Bryn Mawr

Ashley

$356 nightly

Sep 6 - Sep 7

Total with taxes and fees

16. Luxe 1BR Oasis - Prime NY Stay

Bryn Mawr

"My experience did not match the listing. I was asked to make payment outside the platform and the check-in process was not clear. I would not recommend this property. ⸻ ⭐⭐ Balanced Review The property did not meet expectations. When I arrived, the check-in process was unclear and the home appeared to be partially occupied. I was also instructed to make a payment outside of Hotels.com instead of using the platform. This caused confusion and concern. I would suggest the listing be...

Dianelly

$444 nightly

Sep 4 - Sep 5

Total with taxes and fees

17. Luxury 1BR located in Prime Yonkers Area

Bryn Mawr

Genesis

$453 nightly

Sep 4 - Sep 5

Total with taxes and fees

18. 3BR Prime Luxury NY - Free Parking

White Plains

Osmond

$1,025 nightly

Sep 4 - Sep 5

Total with taxes and fees

19. Summer Pool Oasis Custom Bar Arcade Pool Table

Ossining

$1,161 nightly

Sep 1 - Sep 2

Total with taxes and fees

20. Luxury 5 BR Home Free Parking

Bryn Mawr

$712 nightly

Sep 4 - Sep 5

Total with taxes and fees

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Top Old Greenwich Hotel Reviews

Hotel Nyack, a JdV by Hyatt Hotel

8/10 Good

"Overhead lighting in room very poor. Dark/dim even with all the lights on.room facing Highway noisy. Double not queen beds."

Hampton Inn White Plains/Tarrytown

10/10 Excellent

"The staff very helpful and friendly. Im disappointed the pool wasnt in use again as it has hardly been for many years Ive been going there. I think once in the past ten years Ive seen it open. Remember, Ive been staying at the hampton since 2004. Much has changed in that many years but overall the continental breakfast alone is worth the stay. Its not just a muffin and coffee like most franchises. The diverse menu is very appealing indeed."

Find out more about Old Greenwich

Everything you need to know about Old 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 Old 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 Old Greenwich vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Old Greenwich vacation 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 low season months. For more hustle and bustle, you may prefer to visit Old 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 $174 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 Old Greenwich rentals

At Expedia, we put the best Old 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 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 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 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.

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Things to do in Stamford

Frequently asked questions

Can I find vacation rentals in Old Greenwich?

Yes, we offer vacation rentals close to well known points of interest in Old Greenwich, or you can go with a more remote option if you want a relaxing place to stay. Visitors like the top-notch restaurants and shops in Old Greenwich. Make sure you have time to check out the beaches and cafes during your trip.

What are some of the best vacation rentals in Old Greenwich?

PureHeart House, Spacious, 3bdr 30 MN from Manhattan. NYC: This vacation home rental near Old Greenwich is located next to a golf course and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like foosball.

How many vacation rentals will I find in Old Greenwich?

Expedia has 13 vacation 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 vacation rentals like in Old Greenwich?

Vacation rentals are privately owned accommodations you can reserve for a short or long stay in Old Greenwich. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family trip.

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Check prices for these dates

Our top choices for Old Greenwich vacation rentals

1. Stamford Suites

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

3. Guesthouse at Norwalk Inn

4. DUNE Fairfield Beach

5. Luxury NYC Home Game Room Free Parking

6. Luxury NYC Home with Free Parking for 12

7. Spacious 3BR Luxe Escape near NYC

8. Elegant Hideaway with Free Parking

9. Prime Luxe 3-BR NYC - Free Parking

10. Modern Luxury Home w GameRoom & Parking

11. Uscale 2BR Escape in the Heart of NYC

12. Spacious 3BR Luxe Escape near NYC

13. Great Neck Basecamp: Steps to Downtown & Rail

14. Luxury 3 BR Near NYC with Easy Parking

15. Luxury 3BR Family Home Game Room Parking

16. Luxe 1BR Oasis - Prime NY Stay

17. Luxury 1BR located in Prime Yonkers Area

18. 3BR Prime Luxury NY - Free Parking

19. Summer Pool Oasis Custom Bar Arcade Pool Table

20. Luxury 5 BR Home Free Parking

Find vacation rentals that suit your style

Top Old Greenwich Hotel Reviews

Hotel Nyack, a JdV by Hyatt Hotel

EVEN Hotel Norwalk by IHG

Hampton Inn White Plains/Tarrytown

Ramada by Wyndham Bronx

Hilton Long Island/Huntington

Norwalk Inn & Conference Center

Find out more about Old Greenwich

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