Photo by Kate Persad

Old Greenwich Vacation Rentals

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Check prices for these dates

Tonight
Feb 22 - Feb 23
Tomorrow
Feb 23 - Feb 24
Next weekend
Feb 28 - Mar 2
In two weeks
Mar 7 - Mar 9

Vacation Rentals in Old Greenwich

Global Luxury Suites White Plains
Reception

Global Luxury Suites White Plains

3.5 star property
7.0 out of 10, Good, (28)
"Great location, friendly people, great apartment "
Global Luxury Suites White Plains
Stamford Suites
Exterior

Stamford Suites

3.0 star property
5.6 out of 10, (23)
"Room was very spacious "
The price is CA $240
CA $276 total
includes taxes & fees
Mar 12 - Mar 13
Stamford Suites
Chic, Modern & Cozy~Close to NYC Free Parking!
Fridge, microwave, oven, stovetop

Chic, Modern & Cozy~Close to NYC Free Parking!

9.6 out of 10, Exceptional, (4)
"The location was perfect for my trip to the area. Loved the easy access and parking."
Chic, Modern & Cozy~Close to NYC Free Parking!
DUNE Fairfield Beach
Private beach nearby, sun loungers, beach umbrellas, beach towels

DUNE Fairfield Beach

3.0 star property
8.8 out of 10, Excellent, (46)
"Sweet location and they remodeled it nice. However, be warned the bar next door does loud live music and the whole building shakes. Would only reccomend to the young party crowd. Not ideal for families. The manager was nice and did try to offer a refund for a night. Not sure how many people want to hear music vibrating until 2am. Young me would not have cared. Sweet beach access"
The price is CA $323
CA $450 total
includes taxes & fees
Feb 23 - Feb 24
DUNE Fairfield Beach
Luxury Apartments by Hyatus at The Asher
Lounge

Luxury Apartments by Hyatus at The Asher

4.5 star property
10.0 out of 10, Exceptional, (13)
"Perfect location. Great service. Amenities pretty cool "
Luxury Apartments by Hyatus at The Asher
Over Sized Colonial on Private Road.
Exterior

Over Sized Colonial on Private Road.

9.6 out of 10, Exceptional, (38)
"We were a family of 4 adults and 2 toddlers staying over Thanksgiving. We really didn’t need all the space but we certainly enjoyed it. There’s a huge well stocked kitchen, kids’ play areas on both the main floor and basement, and the property is massive and gorgeous. Great stay!"
Over Sized Colonial on Private Road.
Waterfront Retreat Center for Health & Wellness
Property grounds

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
Guesthouse at Norwalk Inn
Studio Suite, Kitchen | Private kitchen

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 $395
CA $455 total
includes taxes & fees
Mar 11 - Mar 12
Guesthouse at Norwalk Inn
Luxurious Riverside Ranch with Panoramic Views
Fridge, microwave, oven, stovetop

Luxurious Riverside Ranch with Panoramic Views

Luxurious Riverside Ranch with Panoramic Views
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
Fridge, microwave, oven, stovetop

PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

8.8 out of 10, Excellent, (25)
"Akuvi is an outstanding host. Prior to and during our stay he was immediately responsive to all of the messages/requests I sent him. The listing on VRBO is accurate and if you look at the description and pictures you'll get exactly what you're looking at"
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
Cozy and beautiful house
Interior

Cozy and beautiful house

10.0 out of 10, Exceptional, (20)
"Property owner was great at communicating and the house was perfect!"
Cozy and beautiful house
3 Mi to Downtown: Spacious White Plains Home
Fridge, microwave, dishwasher, coffee/tea maker

3 Mi to Downtown: Spacious White Plains Home

3 Mi to Downtown: Spacious White Plains Home
Luxury 3Bed Private Apartment Near Manhattan
Smart TV, computer monitors, printers

Luxury 3Bed Private Apartment Near Manhattan

9.2 out of 10, Wonderful, (11)
"Host was very accommodating and easy to communicate with!"
The price is CA $461
CA $756 total
includes taxes & fees
Feb 25 - Feb 26
Luxury 3Bed Private Apartment Near Manhattan
Welcome to Villa Seabird, Luxury Escape on Long Island Sound
Interior

Welcome to Villa Seabird, Luxury Escape on Long Island Sound

10.0 out of 10, Exceptional, (9)
"This was amazing Thanksgiving with my family. The house is amazing Jon was amazing host and his recommendation for food made you feel like million dollars. Can not thank you enough to share your beautiful home with us and see you in the summer."
Welcome to Villa Seabird, Luxury Escape on Long Island Sound
Lovely 2 Bedrooms Short term Rental Unit on a 2nd Floor
Fridge, microwave, oven, stovetop

Lovely 2 Bedrooms Short term Rental Unit on a 2nd Floor

7.8 out of 10, Good, (7)
"Unit was exactly as listed, very cozy! 10/10 would recommend! Unit was lovely, and the host was amazing! Would definitely book again!"
Lovely 2 Bedrooms Short term Rental Unit on a 2nd Floor
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.
Fridge, microwave, oven, stovetop

Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.

9.4 out of 10, Exceptional, (9)
"Space was nice. Need top sheets on beds. Noisy location and basement tenant."
The price is CA $284
CA $465 total
includes taxes & fees
Feb 24 - Feb 25
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.
Bright Stylish Chic 4BR 4BA Home Pet Friendly!
Fridge, microwave, oven, stovetop

Bright Stylish Chic 4BR 4BA Home Pet Friendly!

10.0 out of 10, Exceptional, (94)
"I cannot say enough good things about Deirdre's beautiful home and how grateful my family was to be able to stay here during our visit to Stamford. The house is perfect for a family with younger kids; they were so excited to have their very own play room! The rooms and bathrooms are well equipped with everything you might need, as was the kitchen. Deirdre in particular was so communicative and helpful with all of our questions. We very much hope to have an excuse to stay here again!"
Bright Stylish Chic 4BR 4BA Home Pet Friendly!
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Fridge, microwave, dishwasher, toaster

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

10.0 out of 10, Exceptional, (19)
"Great stay. Looks like the town was carved out of a mountain. All sorts of interesting structures near the rental. "
The price is CA $312
CA $487 total
includes taxes & fees
Feb 26 - Feb 27
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Cozy secret apartment with free parking in Yonkers
1 bedroom, desk, iron/ironing board, travel crib

Cozy secret apartment with free parking in Yonkers

9.6 out of 10, Exceptional, (4)
"My stay was comfortable. Host was a consistent communicator who notified me with notes about the space, like controlling the heat. When any issues arose, like someone coming out to check the boiler, i was informed it would affect the heat for a couple hours. Great place to stay. Only thing to note is the apartment is on the first floor; you do hear walking happening above. But it never affected my sleep."
The price is CA $163
CA $315 total
includes taxes & fees
Feb 25 - Feb 26
Cozy secret apartment with free parking in Yonkers
New Modern Apartment
Fridge, microwave, stovetop, coffee/tea maker

New Modern Apartment

The price is CA $183
CA $211 total
includes taxes & fees
Feb 25 - Feb 26
New Modern Apartment
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.
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Other types of properties in Old Greenwich you may be interested in

Hyatt Regency Greenwich
Lobby

Hyatt Regency Greenwich

4.0 star property
8.0 out of 10, Very good, (788)
"Great property."
The price is CA $249
CA $287 total
includes taxes & fees
Mar 7 - Mar 8
Hyatt Regency Greenwich
EVEN Hotel Norwalk by IHG
Individually decorated, individually furnished, desk, laptop workspace

EVEN Hotel Norwalk by IHG

3.5 star property
8.2 out of 10, Very good, (1006)
"Good"
The price is CA $177
CA $204 total
includes taxes & fees
Mar 9 - Mar 10
EVEN Hotel Norwalk by IHG
Hampton Inn & Suites Yonkers
Exterior

Hampton Inn & Suites Yonkers

2.5 star property
8.2 out of 10, Very good, (1197)
"Property looks amazing and so do the rooms. The staff is very professional and welcoming. Highly recommend!!!"
The price is CA $143
CA $169 total
includes taxes & fees
Feb 23 - Feb 24
Hampton Inn & Suites Yonkers
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?

Over Sized Colonial on Private Road. : This vacation home rental near Old Greenwich is located near skiing and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 9 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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.