Holiday Homes in Old Greenwich

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Our top choices for Old Greenwich holiday homes

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, (75 reviews)
"Location was perfect!"
United States
Linda J P.
The price is €402
includes taxes & fees
27 Apr - 28 Apr
Captain's Cottage - Cold Spring Harbor Water Views

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
7.8 out of 10, Good, (19 reviews)
"Great location"
United States
Jordan S.
The price is €119
includes taxes & fees
24 Apr - 25 Apr
Nice Cozy Room By Empire City Casino And Cross County Shopping Center

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 €281
includes taxes & fees
28 Apr - 29 Apr
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

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

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (32 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is €249
includes taxes & fees
29 Apr - 30 Apr
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

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 €495
includes taxes & fees
26 Apr - 27 Apr
Cheerful Home in Yonkers NY

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 €383
includes taxes & fees
1 May - 2 May
Luxury 3 BR Near NYC with Easy Parking

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Historic District
10.0 out of 10, Exceptional, (10 reviews)
"Clean and host was very helpful and accommodating. Highly recommend! "
United States
Brenna M.
The price is €460
includes taxes & fees
29 Apr - 30 Apr
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

Charming 1-bedroom artist den with WiFi, AC in terrific Huntington

Charming 1-bedroom artist den with WiFi, AC in terrific Huntington
Huntington
9.8 out of 10, Exceptional, (7 reviews)
"Host was very accommodating - lovely property!"
United States
Mary C.
The price is €197
includes taxes & fees
11 May - 12 May
Charming 1-bedroom artist den with WiFi, AC in terrific Huntington

Family-Friendly Retreat w/ Trampoline & Grill

Family-Friendly Retreat w/ Trampoline & Grill
Locust Valley
The price is €359
includes taxes & fees
25 Apr - 26 Apr
Family-Friendly Retreat w/ Trampoline & Grill

Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking
3.5 star property
Southeast Yonkers
6.0 out of 10, (7 reviews)
"Property bedding was dirty, carpet dirty, sofas were dirty. Not was listed in the pictures. Asked me for $900 deposit through Zelle. No respond. Expedia needs to investigate this company for false advertising. "
United States
Liliana
The price is €309
includes taxes & fees
27 Apr - 28 Apr
Modern Luxury Home w GameRoom & Parking

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Ossining
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 €752
includes taxes & fees
4 May - 5 May
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

Luxury NYC Retreat with Free Parking

Luxury NYC Retreat with Free Parking
White Plains
8.0 out of 10, Very good, (1 review)
"Everything was perfect ! "
Canada
Eric
The price is €431
includes taxes & fees
3 May - 4 May
Luxury NYC Retreat with Free Parking

The Victorian Blue 25min to NYC

The Victorian Blue 25min to NYC
North Side
9.8 out of 10, Exceptional, (7 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 price is €1,010
includes taxes & fees
26 Apr - 27 Apr
The Victorian Blue 25min to NYC

Perfect Family Getaway / 5BR Home / 6 Queen Beds / Free Parking

Perfect Family Getaway / 5BR Home / 6 Queen Beds / Free Parking
Bryn Mawr
The price is €557
includes taxes & fees
26 Apr - 27 Apr
Perfect Family Getaway / 5BR Home / 6 Queen Beds / Free Parking

Spacious 3BR Home / Free Parking / Perfect for Families & Groups

Spacious 3BR Home / Free Parking / Perfect for Families & Groups
White Plains
The price is €463
includes taxes & fees
4 May - 5 May
Spacious 3BR Home / Free Parking / Perfect for Families & Groups

Comfortable 3BR Home / 4 Queen Beds / Free Parking / Perfect for Groups

Comfortable 3BR Home / 4 Queen Beds / Free Parking / Perfect for Groups
White Plains
The price is €439
includes taxes & fees
4 May - 5 May
Comfortable 3BR Home / 4 Queen Beds / Free Parking / Perfect for Groups

2BR House w/ Free Parking / Fully Equipped Kitchen / Spacious / Family Friendly

2BR House w/ Free Parking / Fully Equipped Kitchen / Spacious / Family Friendly
Bryn Mawr
The price is €479
includes taxes & fees
4 May - 5 May
2BR House w/ Free Parking / Fully Equipped Kitchen / Spacious / Family Friendly

Waterview House Walking Distance from Cove Beach

Waterview House Walking Distance from Cove Beach
Cove - East Side - Shippan
9.2 out of 10, Wonderful, (23 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 €770
includes taxes & fees
18 May - 19 May
Waterview House Walking Distance from Cove Beach

Spacious 3 Bd Home Pet Friendly, Parking and Laundry

Spacious 3 Bd Home Pet Friendly, Parking and Laundry
Cove - East Side - Shippan
8.0 out of 10, Very good, (5 reviews)
"the home was nice clean if in the area I would stay here again"
United States
james w.
The price is €390
includes taxes & fees
24 Apr - 25 Apr
Spacious 3 Bd Home Pet Friendly, Parking and Laundry

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 €644
includes taxes & fees
4 May - 5 May
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...
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

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Old Greenwich Holiday Homes information

Number of reviews
209
Accommodation
379 Holiday Homes
Lowest Price
€119
Highest Price
€1,010