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Check prices for these dates

In two weeks
Mar 6 - Mar 8
In two months
Apr 17 - Apr 19
In three months
May 15 - May 17
In four months
Jun 12 - Jun 14

Our top choices for New Canaan vacation homes

Smart TV

Centric property close to all the great things in the city

Centric property close to all the great things in the city
Brooklawn - St. Vincent
7.0 out of 10, Good, (14 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is ￥24,050
￥45,410 total
includes taxes & fees
Feb 17 - Feb 18
Centric property close to all the great things in the city
Marina

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 ￥32,220
￥72,750 total
includes taxes & fees
Feb 23 - Feb 24
Captain's Cottage - Cold Spring Harbor Water Views
Property grounds

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)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is ￥19,698
￥40,824 total
includes taxes & fees
Mar 8 - Mar 9
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
1 bedroom, iron/ironing board, free WiFi, bed sheets

Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,

Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Shelton
9.0 out of 10, Wonderful, (2 reviews)
"The house was very clean. Rudolph and his son were very personable and welcoming. Very much enjoyed our stay."
United States
Alex C.
The price is ￥18,324
￥30,051 total
includes taxes & fees
Feb 17 - Feb 18
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Property grounds

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 ￥24,050
￥50,258 total
includes taxes & fees
Feb 17 - Feb 18
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Pool

Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (52 reviews)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is ￥12,980
￥22,371 total
includes taxes & fees
Mar 1 - Mar 2
Business or Weekend escape
TV, fireplace, books, offices

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 ￥56,041
￥133,150 total
includes taxes & fees
Feb 17 - Feb 18
New Beach Home near Stamford Downtown/Shippan
5 bedrooms, desk, iron/ironing board, travel crib

The B&W Haven 5BR Home with yard theater + Office

The B&W Haven 5BR Home with yard theater + Office
Brooklawn - St. Vincent
9.4 out of 10, Exceptional, (8 reviews)
"Lovely home with plenty of room! "
United States
David S.
The B&W Haven 5BR Home with yard theater + Office
Fridge, microwave, oven, stovetop

Renovated Cape Near beach, with Fire Pit and BBQ

Renovated Cape Near beach, with Fire Pit and BBQ
Fairfield
10.0 out of 10, Exceptional, (11 reviews)
"Great clean, kid-friendly house in just the location we wanted. Lots of thoughtful touches throughout the house that made our stay very comfortable. Would stay again!"
United States
Mary G.
The price is ￥25,043
￥70,639 total
includes taxes & fees
Feb 23 - Feb 24
Renovated Cape Near beach, with Fire Pit and BBQ
Interior

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 ￥37,564
￥79,083 total
includes taxes & fees
Feb 17 - Feb 18
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...
TV, fireplace, offices

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 ￥34,205
￥84,764 total
includes taxes & fees
Feb 22 - Feb 23
Family Cottage with 4 King Beds and Fire Pit
Fridge, microwave, oven, stovetop

Marine Theme - 4 BR - Backyard - Fire pit

Marine Theme - 4 BR - Backyard - Fire pit
North End
9.8 out of 10, Exceptional, (8 reviews)
"We were in town for a short stay and everything was very nice"
United States
Kevin B.
The price is ￥23,154
￥61,862 total
includes taxes & fees
Feb 17 - Feb 18
Marine Theme - 4 BR - Backyard - Fire pit
Smart TV, books

Family-Friendly Retreat With Trampoline & Grill

Family-Friendly Retreat With Trampoline & Grill
Locust Valley
The price is ￥21,302
￥62,302 total
includes taxes & fees
Feb 19 - Feb 20
Family-Friendly Retreat With Trampoline & Grill
TV

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 ￥29,471
￥67,180 total
includes taxes & fees
Feb 17 - Feb 18
Spacious 3 Bd Home Pet Friendly, Parking and Laundry
Front of property

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is ￥136,743
￥210,700 total
includes taxes & fees
Feb 17 - Feb 18
Beechmont - Perfect for Family Retreat!
Fridge, microwave, oven, stovetop

Renovated Retreat with Heated Pool

Renovated Retreat with Heated Pool
Redding
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful house, very clean, spacious and a great host!!!"
United States
Alejandro A.
The price is ￥34,510
￥88,054 total
includes taxes & fees
Feb 19 - Feb 20
Renovated Retreat with Heated Pool
Interior

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 ￥82,000
￥156,034 total
includes taxes & fees
Feb 20 - Feb 21
Waterview House Walking Distance from Cove Beach
Fridge, microwave, oven, stovetop

Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
Tunxis Hill
9.4 out of 10, Exceptional, (20 reviews)
"The house is very clean and spacious! Great location for what my party needed. The host is incredibly responsive and very helpful. Overall this was a fantastic stay and would recommend. "
United States
Emily K.
The price is ￥49,475
￥113,319 total
includes taxes & fees
Feb 17 - Feb 18
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
Fridge, microwave, oven, stovetop

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 ￥50,238
￥115,073 total
includes taxes & fees
Feb 20 - Feb 21
Stylish Beach Home near Stamford Downtown/Beach
Outdoor banquet area

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)
"Communication was excellent. The house itself is older and fine for its age, but "
United States
Jonathan O.
The price is ￥72,533
￥148,222 total
includes taxes & fees
Mar 16 - Mar 17
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
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 New Canaan Hotel Reviews

Best Western Danbury/Bethel

Best Western Danbury/Bethel

10/10 Excellent
"Room was clean"
Mary Jennifer 1-night trip
Posted 22 hours ago
Best Western Danbury/Bethel

Find out more about New Canaan

New Canaan Vacation Homes information

Number of reviews
316
Accommodation
335 Vacation Homes
Lowest Price
￥22,371
Highest Price
￥210,700