Old Greenwich Vacation Rentals

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Our top choices for Old Greenwich vacation 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)
"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 CA $298
CA $672 total
includes taxes & fees
Mar 23 - Mar 24
Captain's Cottage - Cold Spring Harbor Water Views

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, (27 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is CA $204
CA $402 total
includes taxes & fees
Mar 20 - Mar 21
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 CA $343
CA $809 total
includes taxes & fees
Mar 16 - Mar 17
Cheerful Home in Yonkers NY

Luxury NY Home with Free Parking

Luxury NY Home with Free Parking
4.0 star property
White Plains
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 CA $458
CA $701 total
includes taxes & fees
Mar 16 - Mar 17
Luxury NY Home with Free Parking

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 CA $552
CA $794 total
includes taxes & fees
Mar 16 - Mar 17
Luxury 3 BR Near NYC with Easy Parking

Family Home near NY Beach, Private Workspace by Zen Living

Family Home near NY Beach, Private Workspace by Zen Living
Glen Head
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 CA $302
CA $697 total
includes taxes & fees
Mar 16 - Mar 17
Family Home near NY Beach, Private Workspace by Zen Living

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 CA $240
CA $483 total
includes taxes & fees
Apr 13 - Apr 14
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Comfortable 1 family home in Tuckahoe that's near train

Comfortable 1 family home in Tuckahoe that's near train
Tuckahoe
The price is CA $535
CA $978 total
includes taxes & fees
Mar 16 - Mar 17
Comfortable 1 family home in Tuckahoe that's near train

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 CA $551
CA $1,212 total
includes taxes & fees
Mar 19 - Mar 20
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

The Victorian Blue 25min to NYC

The Victorian Blue 25min to NYC
North Side
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 price is CA $869
CA $1,612 total
includes taxes & fees
Mar 18 - Mar 19
The Victorian Blue 25min to NYC

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 CA $130
CA $185 total
includes taxes & fees
Mar 18 - Mar 19
Nice Cozy Room By Empire City Casino And Cross County Shopping Center

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 CA $309
CA $769 total
includes taxes & fees
Mar 25 - Mar 26
Family Cottage with 4 King Beds and Fire Pit

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 CA $723
CA $1,400 total
includes taxes & fees
Apr 1 - Apr 2
Waterview House Walking Distance from Cove Beach

Cozy 1-bedroom house in beautiful Yonkers with AC

Cozy 1-bedroom house in beautiful Yonkers with AC
Lincoln Park
The price is CA $121
CA $383 total
includes taxes & fees
Mar 21 - Mar 22
Cozy 1-bedroom house in beautiful Yonkers with AC

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 CA $451
CA $1,063 total
includes taxes & fees
Mar 16 - Mar 17
Stylish Beach Home near Stamford Downtown/Beach

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 CA $278
CA $643 total
includes taxes & fees
Mar 16 - Mar 17
Spacious 3 Bd Home Pet Friendly, Parking and Laundry

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 CA $822
CA $1,096 total
includes taxes & fees
Mar 16 - Mar 17
3BR Prime Luxury near NYC w Arcade Room

Family-Friendly Retreat With Trampoline & Grill

Family-Friendly Retreat With Trampoline & Grill
Locust Valley
The price is CA $191
CA $557 total
includes taxes & fees
Mar 21 - Mar 22
Family-Friendly Retreat With Trampoline & Grill

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 CA $549
CA $1,200 total
includes taxes & fees
Mar 22 - Mar 23
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 CA $355
CA $855 total
includes taxes & fees
Mar 22 - Mar 23
Spacious Retreat with Game Room and Fire Pit
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 Vacation Homes information

Number of reviews
219
Accommodation
369 Vacation Homes
Lowest Price
CA $185
Highest Price
CA $1,612

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