Photo by (yu+ma)

Search Vacation Homes in New Canaan

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 276 Vacation Homes in New Canaan with updated reviews, rates, and availability.

Business or Weekend escape
A Queen Size Bed for Two Persons and Also Queen Size Sofa Bed for Two Persons.

Business or Weekend escape

9.6 out of 10, Exceptional, (30)
"Stayed for my other half bday. Place was clean and described well"
The price is AED 158
AED 361 total
includes taxes & fees
26 Nov - 27 Nov
Business or Weekend escape
Lower Lvl Private 2BR/1BA Family/Pet Friendly
Exterior

Lower Lvl Private 2BR/1BA Family/Pet Friendly

10.0 out of 10, Exceptional, (114)
"Peaceful, lovely neighborhood. Easy access to country drives. Quick drive to Stamford station. Helpful host. "
Lower Lvl Private 2BR/1BA Family/Pet Friendly
New Beach Home near Stamford Downtown/Shippan
Open concept living/dining room

New Beach Home near Stamford Downtown/Shippan

10.0 out of 10, Exceptional, (16)
"Exactly as advertised, great location, easy check-in, hosts responded immediately to questions. Recommended."
The price is AED 3,151
AED 5,348 total
includes taxes & fees
2 Dec - 3 Dec
New Beach Home near Stamford Downtown/Shippan
Captain's Cottage - Cold Spring Harbor Water Views
View Cold Spring Harbor in the Fall

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (52)
"The captain cottage was exactly what Mom and I wanted! Beautiful views of the bay,super easy five minute walk to the main street of Cold Spring Harbor, adorable house with everything you need, and Kim was on top of it every time we neededhelp. Thank you so much for hosting us and cannot wait to be back!"
The price is AED 738
AED 1,550 total
includes taxes & fees
9 Dec - 10 Dec
Captain's Cottage - Cold Spring Harbor Water Views
Cheerful 4 bedrooms residential house.
Exterior

Cheerful 4 bedrooms residential house.

9.8 out of 10, Exceptional, (23)
"Washer downstairs unavailable, thermostat only on request, feather pillows (allergy). Otherwise it was ok with plenty of bedrooms and baths. "
Cheerful 4 bedrooms residential house.
Beautiful downstairs apartment. Walk to town, train, & beach ferry!
Outdoor dining

Beautiful downstairs apartment. Walk to town, train, & beach ferry!

10.0 out of 10, Exceptional, (16)
"We were very pleased with our stay. The property is on a quiet cul-de-sac that is easy to access from Route 1 and 95. It is centrally located but does not feel busy; Greenwich Ave is easily walkable, along with the waterfront and Bruce Park playground. A few small restaurants within a stone's throw as well. The property is very well-kept with a nice kitchen and living room. The bathrooms worked well with the ensuite for the adults and the bath for the kids. House stayed comfortable and warm even...
Beautiful downstairs apartment. Walk to town, train, & beach ferry!
Ossining Vacation Rental Near River, Trails & MTA!
Ossining Vacation Rental | 5BR | 3.5BA | 2,800 Sq Ft | Stairs Required

Ossining Vacation Rental Near River, Trails & MTA!

7.6 out of 10, Good, (5)
"This house was wonderful! Had a lot of space and it was perfect. Feliciano was very receptive, even helped open the door remotely for me when I had a hard time getting in at check in. Responded immediately. Would book again!"
Ossining Vacation Rental Near River, Trails & MTA!
Amazing 3BR/3BA! Croton on Hudson!
67

Amazing 3BR/3BA! Croton on Hudson!

7.0 out of 10, Good, (2)
"We found the house pleasant and centrally located"
Amazing 3BR/3BA! Croton on Hudson!
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
SUNSET OF MARSH & OCEAN

BREATHTAKING BUNGALOW-HOME AWAY FROM HOME

10.0 out of 10, Exceptional, (25)
"The house was clean, and very comfortable. They are well stocked, even with our odd allergies, we were able to find some snacks. It saved us a good amount of town since it was a short visit. "
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
Dining

Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center

9.8 out of 10, Exceptional, (17)
"This place was super clean and exactly as described. "
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
Wow Seaside Beach House Sunset Oasis! Walk Waterfront Village East End NYC 1 Hr
Living area

Wow Seaside Beach House Sunset Oasis! Walk Waterfront Village East End NYC 1 Hr

10.0 out of 10, Exceptional, (4)
"Perfect location to enjoy Northport! Everything is within walking distance. Host was very helpful and accommodating. Great stay and will definitely return! "
Wow Seaside Beach House Sunset Oasis! Walk Waterfront Village East End NYC 1 Hr
Stay 3 Nights or Longer Until January 31 and Get 15% Off
Cottage at Sunny Day, multiple levels for multiple views of the lake

Stay 3 Nights or Longer Until January 31 and Get 15% Off

9.8 out of 10, Exceptional, (28)
"Property and home are beautiful. The larger home on adjacent property (Sunny Day) is close and if a larger group is staying there can be loud in the tranquil setting during the day. Otherwise, the setting is beautiful and the house was perfect for our family of 6 (3 couples). We enjoyed the kayak, paddle board, fishing, evening fire pit and views from upstairs deck and downstairs patio. "
Stay 3 Nights or Longer Until January 31 and Get 15% Off
Adorable Cottage with Water Views, Across the street from Prime & other eateries

Adorable Cottage with Water Views, Across the street from Prime & other eateries

9.8 out of 10, Exceptional, (60)
"We enjoyed our short stay at the cottage! The thoughtful amenities were appreciated (especially ALL your coffee needs except dairy, toiletries, filtered water ready in the fridge), and there were probably more we didn’t take advantage of…we were only there for 3 days and didn’t cook in the house but noticed the pantry was stocked with spices and cooking essentials. The beds and bedding were very comfortable. The outdoor area was lovely and well maintained but we didn’t use it much because of...
Adorable Cottage with Water Views, Across the street from Prime & other eateries
2 mini-bedrooms apartment with antique bathtub.
Private kitchen

2 mini-bedrooms apartment with antique bathtub.

10.0 out of 10, Exceptional, (18)
"Conveniently located to small downtown area & train into NYC. "
2 mini-bedrooms apartment with antique bathtub.
Waterview House Walking Distance from Cove Beach
Sunbathing lounge chairs

Waterview House Walking Distance from Cove Beach

9.0 out of 10, Wonderful, (14)
"Was great"
The price is AED 3,104
AED 5,287 total
includes taxes & fees
23 Dec - 24 Dec
Waterview House Walking Distance from Cove Beach
Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake
Sunset on the lake.

Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake

10.0 out of 10, Exceptional, (105)
"The title says it all really. The house is as well equipped as your home, superbly comfortable, has glorious views East over the lake, has space for everyone and was just a delight to stay in. Lisa is so repsonsive, thoughtful and kind, which just adds to the warmth of feeling and quality of experience. Thank you very much indeed. "
Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake
Traveling Nurse or Business Professional
Exterior

Traveling Nurse or Business Professional

10.0 out of 10, Exceptional, (7)
"The neighborhood was clean, upscale, and beautifully kept. It came with Candlewood Beach access. The second story suite was gorgeous, clean, and well apportioned. The bed was comfortable. The whole house was well maintained and a wonderful,"homey" feel to it. The Hostess was friendly, cheerful, and very accommodating. The house is on the hillside leading to Lake Candlewood. As can be imagined, the views from the windows were outstanding."
Traveling Nurse or Business Professional
The B&W Haven 5BR Home with yard theater + Office
SpaciouCozy and spacious living room with natural light.s lounge, modern entertainment, cozy furnishings.

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

10.0 out of 10, Exceptional, (4)
"The property was clean, well equipped and had good off street parking. Andrew was responsive and helpful. Definitely recommend. "
The price is AED 1,403
AED 3,159 total
includes taxes & fees
26 Nov - 27 Nov
The B&W Haven 5BR Home with yard theater + Office
Bright Stylish Chic 4BR 4BA Home Pet Friendly!
View of the front and outside of house with driveway and garage.

Bright Stylish Chic 4BR 4BA Home Pet Friendly!

10.0 out of 10, Exceptional, (91)
"Lovely pond outside and lots of toys and things for families to do. Kitchen was well stocked with pots and pans and utensils which made it easy to make meals. House was warm when it was chilly outside, so we enjoyed snuggling!"
Bright Stylish Chic 4BR 4BA Home Pet Friendly!
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...
Living area

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

9.2 out of 10, Wonderful, (5)
"It’s nice to have a place for our family of 5 that actually fits us all. Plenty of space and very clean. Thanks "
The price is AED 808
AED 1,778 total
includes taxes & fees
26 Nov - 27 Nov
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.
Don't see what you're looking for?
See all available properties in New Canaan
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in New Canaan

Stamford Suites
Property amenity

Stamford Suites

2.5 star property
6.8 out of 10, (766)
"All is well"
The price is AED 621
AED 695 total
includes taxes & fees
26 Nov - 27 Nov
Stamford Suites
Business or Weekend escape
A Queen Size Bed for Two Persons and Also Queen Size Sofa Bed for Two Persons.

Business or Weekend escape

9.6 out of 10, Exceptional, (30)
"Stayed for my other half bday. Place was clean and described well"
The price is AED 158
AED 361 total
includes taxes & fees
26 Nov - 27 Nov
Business or Weekend escape
DUNE Fairfield Beach
Room

DUNE Fairfield Beach

3.0 star property
8.8 out of 10, Excellent, (42)
"The property is generally old, but it was a nice renovation. Of the room. "
The price is AED 957
AED 1,269 total
includes taxes & fees
30 Nov - 1 Dec
DUNE Fairfield 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.