Holiday Homes in Old Greenwich

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Old Greenwich holiday homes

Property grounds

Holiday Home in Waterside

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is €284
includes taxes & fees
9 Mar - 10 Mar
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Property grounds

Holiday Home in Greenwich

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
9.8 out of 10, Exceptional, (27 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is €271
includes taxes & fees
8 Mar - 9 Mar
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Living area

Holiday Home in Bryn Mawr

Luxury 3 BR Near NYC with Easy Parking
2.0 star property
The price is €499
includes taxes & fees
7 Mar - 8 Mar
Luxury 3 BR Near NYC with Easy Parking
Living area

Holiday Home in Lincoln Park

Cheerful Home in Yonkers NY
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 €494
includes taxes & fees
5 Apr - 6 Apr
Cheerful Home in Yonkers NY
Marina

Holiday Home in Cold Spring Harbor

Captain's Cottage - Cold Spring Harbor Water Views
10.0 out of 10, Exceptional, (75 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 €471
includes taxes & fees
17 Mar - 18 Mar
Captain's Cottage - Cold Spring Harbor Water Views
TV, fireplace, books, offices

Holiday Home in Cove - East Side - Shippan

New Beach Home near Stamford Downtown/Shippan
10.0 out of 10, Exceptional, (24 reviews)
"Great stay!"
United States
Kyra S.
The price is €757
includes taxes & fees
8 Mar - 9 Mar
New Beach Home near Stamford Downtown/Shippan
Luxury House | Bathroom

Holiday Home in White Plains

Luxury NY Home with Free Parking
4.0 star property
8.0 out of 10, Very good, (1 review)
"Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine. "
United States
Safiya
The price is €559
includes taxes & fees
7 Mar - 8 Mar
Luxury NY Home with Free Parking
Property grounds

Holiday Home in Tuckahoe

Comfortable 1 family home in Tuckahoe that's near train
The price is €604
includes taxes & fees
7 Mar - 8 Mar
Comfortable 1 family home in Tuckahoe that's near train
Interior

Holiday Home in Glen Head

Family Home near NY Beach, Private Workspace by Zen Living
8.8 out of 10, Excellent, (8 reviews)
"Property was clean and had everything we needed for a quick weekend trip. Host was super quick to respond and checked in. "
United States
Jenna G.
The price is €428
includes taxes & fees
12 Mar - 13 Mar
Family Home near NY Beach, Private Workspace by Zen Living
Interior

Holiday Home in Locust Valley

Family-Friendly Retreat With Trampoline & Grill
The price is €347
includes taxes & fees
7 Mar - 8 Mar
Family-Friendly Retreat With Trampoline & Grill
Exterior

Holiday Home in North Side

The Victorian Blue 25min to NYC
9.6 out of 10, Exceptional, (5 reviews)
"The accommodations were fantastic, with spacious rooms, modern amenities, and breathtaking views. Additionally, the host was incredibly accommodating, ensuring that every aspect of my stay was comfortable and enjoyable. I highly recommend this property to anyone looking for a perfect getaway with a gracious host!"
United States
Honna C.
The Victorian Blue 25min to NYC
Terrace/patio

Holiday Home in Southeast Yonkers

Nice Cozy Room By Empire City Casino And Cross County Shopping Center
8.2 out of 10, Very good, (18 reviews)
"Great location"
United States
Jordan S.
The price is €120
includes taxes & fees
12 Mar - 13 Mar
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
TV

Holiday Home in Cove - East Side - Shippan

Spacious 3 Bd Home Pet Friendly, Parking and Laundry
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 €383
includes taxes & fees
7 Mar - 8 Mar
Spacious 3 Bd Home Pet Friendly, Parking and Laundry
TV, fireplace, offices

Holiday Home in Historic District

Family Cottage with 4 King Beds and Fire Pit
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 €528
includes taxes & fees
6 Apr - 7 Apr
Family Cottage with 4 King Beds and Fire Pit
Interior

Holiday Home in Cove - East Side - Shippan

Waterview House Walking Distance from Cove Beach
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 €877
includes taxes & fees
1 Apr - 2 Apr
Waterview House Walking Distance from Cove Beach
Outdoor banquet area

Holiday Home in Ossining

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
9.2 out of 10, Wonderful, (7 reviews)
"Super fun location! Host was very helpful. The house is very comfortable for large groups "
United States
natalie l.
The price is €846
includes taxes & fees
19 Mar - 20 Mar
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
WiFi, bed sheets

Holiday Home in Lincoln Park

Cozy 1-bedroom house in beautiful Yonkers with AC
The price is €238
includes taxes & fees
12 Mar - 13 Mar
Cozy 1-bedroom house in beautiful Yonkers with AC
Fridge, microwave, oven, stovetop

Holiday Home in Cove - East Side - Shippan

Stylish Beach Home near Stamford Downtown/Beach
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.
Stylish Beach Home near Stamford Downtown/Beach
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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Top Old Greenwich Hotel Reviews

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

8/10 Good
"Stayed overnight for work. Had pool, gym, breakfast, snacks in the lobby and fridge in the room. Quick check in and out"
Felicia 1-night trip
Posted 3 hours ago
Baymont by Wyndham White Plains - Elmsford

Find out more about Old Greenwich

Old Greenwich Holiday Homes information

Number of reviews
218
Accommodation
369 Holiday Homes
Lowest Price
€238
Highest Price
€877