Holiday Homes in New Canaan

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Check prices for these dates

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

Our top choices for New Canaan holiday 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 AU$422
includes taxes & fees
20 Feb - 21 Feb
Centric property close to all the great things in the city
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 AU$278
includes taxes & fees
19 Feb - 20 Feb
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 AU$468
includes taxes & fees
19 Feb - 20 Feb
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 AU$210
includes taxes & fees
1 Mar - 2 Mar
Business or Weekend escape
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 AU$656
includes taxes & fees
23 Feb - 24 Feb
Captain's Cottage - Cold Spring Harbor Water Views
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 AU$1,207
includes taxes & fees
19 Feb - 20 Feb
New Beach Home near Stamford Downtown/Shippan
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 AU$649
includes taxes & fees
23 Feb - 24 Feb
Renovated Cape Near beach, with Fire Pit and BBQ
5 bedrooms, desk, iron/ironing board, travel cot

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 price is AU$952
includes taxes & fees
23 Feb - 24 Feb
The B&W Haven 5BR Home with yard theater + Office
Property grounds

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 AU$358
includes taxes & fees
8 Mar - 9 Mar
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
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 AU$694
includes taxes & fees
19 Feb - 20 Feb
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 AU$790
includes taxes & fees
23 Feb - 24 Feb
Family Cottage with 4 King Beds and Fire Pit
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 AU$626
includes taxes & fees
19 Feb - 20 Feb
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 AU$1,895
includes taxes & fees
19 Feb - 20 Feb
Beechmont - Perfect for Family Retreat!
Smart TV, books

Family-Friendly Retreat With Trampoline & Grill

Family-Friendly Retreat With Trampoline & Grill
Locust Valley
The price is AU$560
includes taxes & fees
22 Feb - 23 Feb
Family-Friendly Retreat With Trampoline & Grill
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 AU$599
includes taxes & fees
24 Feb - 25 Feb
Marine Theme - 4 BR - Backyard - Fire pit
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 AU$1,396
includes taxes & fees
20 Feb - 21 Feb
Waterview House Walking Distance from Cove Beach
Beach nearby, sun-loungers, beach towels

Fun, Friends, and Family Lakefront Home w/Dock and Beach

Fun, Friends, and Family Lakefront Home w/Dock and Beach
Mahopac
10.0 out of 10, Exceptional, (15 reviews)
"Super convenient location :)"
United States
Sean M.
The price is AU$1,014
includes taxes & fees
25 Feb - 26 Feb
Fun, Friends, and Family Lakefront Home w/Dock and Beach
Beach

Cozy Cottage with Fire Pit, near Beach

Cozy Cottage with Fire Pit, near Beach
Fairfield
10.0 out of 10, Exceptional, (27 reviews)
"Everything was great. Even had TP sent via Amazon before arrival and told us to open and take inside. Would definitely stay here again. "
United States
Travis W.
The price is AU$648
includes taxes & fees
11 Mar - 12 Mar
Cozy Cottage with Fire Pit, near 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 AU$1,320
includes taxes & fees
17 Mar - 18 Mar
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
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 AU$1,077
includes taxes & fees
22 Feb - 23 Feb
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 New Canaan Hotel Reviews

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

10/10 Excellent
"Everything was great! Room was clean and perfect location "
mindy 1-night trip
Posted 2 days ago
Hampton Inn White Plains/Tarrytown

Find out more about New Canaan

New Canaan Holiday Homes information

Number of reviews
323
Accommodation
335 Holiday Homes
Lowest Price
AU$210
Highest Price
AU$1,895