Search Holiday Homes in Old Greenwich

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Old Greenwich holiday homes

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

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (27 reviews)
"We enjoyed our stay here. The rooms are clean and comfortable. The hosts are very friendly and hospitable."
United States
Joseph M.
The price is £183
includes taxes & fees
16 Feb - 17 Feb
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...
West Side
9.4 out of 10, Exceptional, (6 reviews)
"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."
United States
Dave J.
The price is £347
includes taxes & fees
12 Feb - 13 Feb
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

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

Nice Cozy Room By Empire City Casino And Cross County Shopping Center
Southeast Yonkers
8.2 out of 10, Very good, (18 reviews)
"Great location"
United States
Jordan S.
The price is £101
includes taxes & fees
12 Feb - 13 Feb
Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views
Cold Spring Harbor
10.0 out of 10, Exceptional, (74 reviews)
"Perfect space for family. Enjoyed ping pong, walk to the village, hike in the park and view oh the harbor. "
United States
Randall S.
The price is £353
includes taxes & fees
23 Feb - 24 Feb
Captain's Cottage - Cold Spring Harbor Water Views

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

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Waterside
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is £240
includes taxes & fees
19 Feb - 20 Feb
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Family Cottage with 4 King Beds and Fire Pit

Family Cottage with 4 King Beds and Fire Pit
Historic District
10.0 out of 10, Exceptional, (10 reviews)
"Stayed with our adult children for a family wedding. Everyone enjoyed the spotless, attractive & appointed home with lovely king beds in all the rooms. It was a treat!Host was very attentive, would highly recommend!"
United States
Nancy B.
The price is £375
includes taxes & fees
12 Feb - 13 Feb
Family Cottage with 4 King Beds and Fire Pit

Stylish Beach Home near Stamford Downtown/Beach

Stylish Beach Home near Stamford Downtown/Beach
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (25 reviews)
"A very nice house, with excellent service and an unbeatable location. We had a great time."
Mexico
Armando V.
The price is £562
includes taxes & fees
17 Feb - 18 Feb
Stylish Beach Home near Stamford Downtown/Beach

Luxury 3 BR Near NYC with Easy Parking

Luxury 3 BR Near NYC with Easy Parking
2.0 star property
Bryn Mawr
The price is £423
includes taxes & fees
12 Feb - 13 Feb
Luxury 3 BR Near NYC with Easy Parking

Cozy 1-bedroom house in beautiful Yonkers with AC

Cozy 1-bedroom house in beautiful Yonkers with AC
Lincoln Park
The price is £206
includes taxes & fees
17 Feb - 18 Feb
Cozy 1-bedroom house in beautiful Yonkers with AC

Spacious 3 Bd Home Pet Friendly, Parking and Laundry

Spacious 3 Bd Home Pet Friendly, Parking and Laundry
Cove - East Side - Shippan
9.4 out of 10, Exceptional, (3 reviews)
"the home was nice clean if in the area I would stay here again"
United States
james w.
The price is £327
includes taxes & fees
12 Feb - 13 Feb
Spacious 3 Bd Home Pet Friendly, Parking and Laundry

New Beach Home near Stamford Downtown/Shippan

New Beach Home near Stamford Downtown/Shippan
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (24 reviews)
"Great stay!"
United States
Kyra S.
The price is £640
includes taxes & fees
12 Feb - 13 Feb
New Beach Home near Stamford Downtown/Shippan

Comfortable 1 family home in Tuckahoe that's near train

Comfortable 1 family home in Tuckahoe that's near train
Tuckahoe
The price is £513
includes taxes & fees
15 Feb - 16 Feb
Comfortable 1 family home in Tuckahoe that's near train

Family-Friendly Retreat With Trampoline & Grill

Family-Friendly Retreat With Trampoline & Grill
Locust Valley
The price is £297
includes taxes & fees
14 Feb - 15 Feb
Family-Friendly Retreat With Trampoline & Grill

Cheerful Home in Yonkers NY

Cheerful Home in Yonkers NY
Lincoln Park
7.6 out of 10, Good, (4 reviews)
"Nice neighborhood,open concept.Hreat space for my entire family.Kitchen big and spacious. Beds are huge. Definitely will stay here again."
United States
Tanya J.
The price is £426
includes taxes & fees
17 Feb - 18 Feb
Cheerful Home in Yonkers NY

NEW 45 Wolden Rd Ossining NY 10562

NEW 45 Wolden Rd Ossining NY 10562
2.0 star property
Ossining
The price is £707
includes taxes & fees
16 Feb - 17 Feb
NEW 45 Wolden Rd Ossining NY 10562

Abundant space with a full kitchen next to trails and golfing

Abundant space with a full kitchen next to trails and golfing
Old Bethpage
The price is £253
includes taxes & fees
16 Feb - 17 Feb
Abundant space with a full kitchen next to trails and golfing

Waterview House Walking Distance from Cove Beach

Waterview House Walking Distance from Cove Beach
Cove - East Side - Shippan
9.2 out of 10, Wonderful, (22 reviews)
"Great location for visiting Stamford, right on the water, a short walk from the beach, a short drive from the ShopRite. Liked the pool table. Excellent kitchen. Backyard seemed very nice but didn't use it due to weather. Easily parks 5 cars, and off-season (Oct-Apr) there is parking at the beach nearby."
United States
Eric K.
The price is £783
includes taxes & fees
20 Feb - 21 Feb
Waterview House Walking Distance from Cove Beach

6 BR, 4 BA Mansion Close to the City

6 BR, 4 BA Mansion Close to the City
Getty Square
10.0 out of 10, Exceptional, (2 reviews)
"Great location and house"
United States
Megan T.
The price is £633
includes taxes & fees
18 Feb - 19 Feb
6 BR, 4 BA Mansion Close to the City

Spacious Retreat with Game Room and Fire Pit

Spacious Retreat with Game Room and Fire Pit
West Norwalk
The price is £442
includes taxes & fees
19 Feb - 20 Feb
Spacious Retreat with Game Room and Fire Pit

3BR Prime Luxury near NYC w Arcade Room

3BR Prime Luxury near NYC w Arcade Room
2.0 star property
Southeast Yonkers
8.0 out of 10, Very good, (1 review)
"We thought we rented the entire property, but was half of it. expect a lot of stairs. No bath tubs but two showers. some door knobs and locks need maintenance, but overall nice clean rooms."
United States
Anonymous traveller
The price is £298
includes taxes & fees
12 Feb - 13 Feb
3BR Prime Luxury near NYC w Arcade Room
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Old Greenwich Hotel Reviews

Find out more about Old Greenwich

Old Greenwich Holiday Homes information

Number of reviews
214
Accommodation
369 Holiday Homes
Lowest Price
£101
Highest Price
£783