Photo by Kate Persad

Old Greenwich Vacation Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks

Vacation Rentals in Old Greenwich

Stamford Suites

3.0 star property
5.8 out of 10, (28)
"Convenience. Full kitchen and spacious rooms"
The price is CA $261
CA $300 total
includes taxes & fees
Apr 28 - Apr 29
Stamford Suites

DUNE Fairfield Beach

3.0 star property
8.8 out of 10, Excellent, (52)
"Absolutely perfect location for visiting Fairfield University! Everything about it exceeded our expectations."
DUNE Fairfield Beach

Global Luxury Suites White Plains

3.5 star property
6.6 out of 10, (30)
"Great location, friendly people, great apartment "
Global Luxury Suites White Plains

Charming 3-bedroom house with AC and WiFi 25min drive to Midtown NYC

Charming 3-bedroom house with AC and WiFi 25min drive to Midtown NYC

Stunning 2BR next to Bronx Zoo

2.0 out of 10, (1)
"This property was at most the horrible experience. Property is not at all where it states on the website. When we arrived the ceiling was falling due to an old leakage and when I communicated with someone in charge of property, they said maintenance will come. We stood for a week and they came at the second to last day of our stay. It was cold every morning and the windows were patched with garbage bags. Everything was prone to disconnect from walls such as everything in bathroom. In addition to...
The price is CA $220
CA $548 total
includes taxes & fees
Apr 28 - Apr 29
Stunning 2BR next to Bronx Zoo

PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

8.8 out of 10, Excellent, (28)
"Perfect place and plenty of parking. "
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

Luxury Apartments by Hyatus at The Asher

4.5 star property
10.0 out of 10, Exceptional, (15)
"Perfect location. Great service. Amenities pretty cool "
Luxury Apartments by Hyatus at The Asher

Waterfront Retreat Center for Health & Wellness

9.6 out of 10, Exceptional, (56)
"Very comfortable stay with lots of room to spread out. Interesting older house with many unique features. We were happy to learn that they recently installed a new furnace and a dishwasher. Lots of cookware and dishes. We spread out over two dining rooms for mealtime which worked well for us. "
Waterfront Retreat Center for Health & Wellness

Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC

Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC

Guesthouse at Norwalk Inn

3.5 star property
8.4 out of 10, Very good, (39)
"Great space would be better if there were kuerig cups to go with the machine in the kitchen"
The price is CA $375
CA $432 total
includes taxes & fees
May 26 - May 27
Guesthouse at Norwalk Inn

Hudson River Views + Firepit, Patio, Dog Run, Game Room | Stone Manor

9.6 out of 10, Exceptional, (9)
"We were able to spend a wonderful Thanksgiving holiday with my son and his wife in New York. My family came with me for their first visit to New York. The house was comfortable and spacious. It allowed all of us to play, read, relax and be together as a family. "
Hudson River Views + Firepit, Patio, Dog Run, Game Room | Stone Manor

Discover fun at NYC 30min drive stay at our cozy 2bed apartment in New Rochelle

9.0 out of 10, Wonderful, (16)
"modest, clean, comfortable; 15 min walk to Metro-North. both BRs face street, so a bit noisy. but a decent, convenient and more reasonable alternative to staying in NYC"
The price is CA $177
CA $488 total
includes taxes & fees
May 12 - May 13
Discover fun at NYC 30min drive stay at our cozy 2bed apartment in New Rochelle

Centrally Located & Pet Friendly: Yonkers Studio!

10.0 out of 10, Exceptional, (1)
"The location was exactly what I needed. The property was clean and comfortable. The Manager couldn't have been nicer, and was always helpful. Very accessible as well. Five stars all around."
Centrally Located & Pet Friendly: Yonkers Studio!

Elegant 2BR Modern Oasis Brand-New Build, Luxe Touches & Lightning-Fast WiFi, AC

Elegant 2BR Modern Oasis Brand-New Build, Luxe Touches & Lightning-Fast WiFi, AC

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (58)
"We have rented a number of places on VRBO and this is our favorite. It was charming, clean and spacious. We don't have small children but if we did this would be perfect with a game room downstairs and an outdoor playhouse. Would definitely return! "
The price is CA $388
CA $792 total
includes taxes & fees
May 12 - May 13
Captain's Cottage - Cold Spring Harbor Water Views

Luxury 3Bed Private Apartment Near Manhattan

9.2 out of 10, Wonderful, (12)
"We had access to 2 apartments in the building and they were very clean and spacious. There’s a tv in every room."
The price is CA $451
CA $848 total
includes taxes & fees
Apr 29 - Apr 30
Luxury 3Bed Private Apartment Near Manhattan

The Cozy Studio

9.2 out of 10, Wonderful, (5)
"The accommodation perfectly suited my short-term needs. The hosts were very receptive and thoughtful about my stay. The space was as advertised with minor details taken care of. I have never used VRBO before, and didn’t know what to expect. I’m glad it was a positive experience. "
The Cozy Studio

Adorable Cottage with Water Views, Across the street from Prime & other eateries

9.8 out of 10, Exceptional, (63)
"Cute cottage in great location. We stay here every time we are in town and are never disappointed. "
Adorable Cottage with Water Views, Across the street from Prime & other eateries

Nice Cozy Room By Empire City Casino And Cross County Shopping Center

8.2 out of 10, Very good, (15)
"I believe it's the furnished basement of the house with its own entrance. There's a bedroom, sitting area, bathroom/shower, A/C, microwave, mini fridge, iron, TVs. It's nothing fancy but was suitable for my needs (a decent place to sleep and shower). It's in walking distance of several stops along the North-Metro railroad, Target, the shopping mall, and Sarah Lawrence College. Convenient location to everything I needed since I didn't have a car. The price was reasonable. I will likely stay...
The price is CA $107
CA $158 total
includes taxes & fees
May 5 - May 6
Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Charming New York Escape Near Central Park!

6.8 out of 10, (8)
"This property was as described in the listing and though definitely not the newest house around, it definitely shows that efforts have been made to make it very hospitable for the modern traveler. The wifi speed was even better than what my geeky husband has at home & the kitchen had all the modern conveniences. Though a little tight, the upstairs bathroom has beautiful accents that elevate the space. There are artistic style choices throughout that made the property feel like a stylish home...
Charming New York Escape Near Central Park!
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.
Don't see what you're looking for?
See all available properties in Old Greenwich
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Old Greenwich you may be interested in

Hyatt Regency Greenwich

4.0 star property
8.2 out of 10, Very good, (864)
"I hadn’t been to this hotel in many years, it is nicely updated and very comfortable. The bar/restaurant area is on a beautiful open courtyard. I highly recommend!"
The price is CA $232
CA $266 total
includes taxes & fees
May 11 - May 12
Hyatt Regency Greenwich

Hampton Inn & Suites Yonkers

2.5 star property
8.2 out of 10, Very good, (1376)
"How quiet the area is."
The price is CA $176
CA $207 total
includes taxes & fees
May 4 - May 5
Hampton Inn & Suites Yonkers

EVEN Hotel Norwalk by IHG

3.5 star property
8.4 out of 10, Very good, (1012)
"The front desk check-in was very slow. When I was finally checked in, I was handed my room cards, but the woman didn't tell me what room I was in! When I asked, she said, "I wrote it on the slip" (inside the card envelope), as if it was rude of me to ask!"
The price is CA $160
CA $184 total
includes taxes & fees
May 25 - May 26
EVEN Hotel Norwalk by IHG
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.

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?

Charming 3-bedroom house with AC and WiFi 25min drive to Midtown NYC: This vacation home rental near Old Greenwich has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

How many vacation rentals will I find in Old Greenwich?

Expedia has 14 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.