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Holiday Homes in New Canaan

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Featured Holiday Homes in New Canaan

Business or Weekend escape
Pool
Business or Weekend escape
9.6 out of 10, Exceptional, (29)
"good clean place, great communication from owner, overall good for the cost!"
The price is AU$208
includes taxes & fees
12 Nov - 13 Nov
Business or Weekend escape
Lower Lvl Private 2BR/1BA Family/Pet Friendly
Terrace/patio
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
Lakeview Estate - Chef's Kitchen - NYC Getaway
Terrace/patio
Lakeview Estate - Chef's Kitchen - NYC Getaway
10.0 out of 10, Exceptional, (22)
"The house was amazing! It was nicely decorated, the kitchen had everything you would need, the beds were comfortable- and a great view! Perfect family getaway!"
Lakeview Estate - Chef's Kitchen - NYC Getaway
Private French Country Estate-New Canaan CT-Pool-Film Set-Dec avail
Fridge, microwave, oven, stovetop
Private French Country Estate-New Canaan CT-Pool-Film Set-Dec avail
10.0 out of 10, Exceptional, (34)
"Our stay at Gersende's property was delightful. We had seven friends together for a wedding and this house and property served as a much appreciated comfortable and peaceful retreat. The pool was lovely, the kitchen was well-stocked and functional and the homes quirks and charm grew on us a little more each day. We walked to GrayBarns Mercantile every morning for coffee and it was a quick drive from the grocery as well as the PJ Glass House. Gersende was kind, easy to reach and incredibly...
Private French Country Estate-New Canaan CT-Pool-Film Set-Dec avail
Stylish Beach Home near Stamford Downtown/Beach
Property grounds
Stylish Beach Home near Stamford Downtown/Beach
10.0 out of 10, Exceptional, (19)
"Lovely place, great location, had absolutely everything we needed! Would absolutely stay here again. "
The price is AU$1,080
includes taxes & fees
13 Nov - 14 Nov
Stylish Beach Home near Stamford Downtown/Beach
Glen Cove Home: Walk to Boardwalk + Dining!
Fridge, microwave, stovetop, dishwasher
Glen Cove Home: Walk to Boardwalk + Dining!
9.0 out of 10, Wonderful, (10)
"We had a good time staying at this and the adjoining property. "
Glen Cove Home: Walk to Boardwalk + Dining!
Amazing 3BR/3BA! Croton on Hudson!
Exterior
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!
Cozy retreat with fenced in yard—centrally located in the heart of Long Island.
Sun-loungers, beach towels
Cozy retreat with fenced in yard—centrally located in the heart of Long Island.
10.0 out of 10, Exceptional, (9)
"We had a wonderful home away from home stay at Evergreen. We were visiting from the UK for a family wedding in Huntington and the house was a cosy escape and great location. Easy access to train station for a day trip to the city, lots of space in the house for adults and kids and a lovely back garden. We did get noise from trains at night but otherwise the area was very quiet and residential. Thank you Amy for a lovely stay. "
Cozy retreat with fenced in yard—centrally located in the heart of Long Island.
The ARLO - Walk to Brewery and Restaurants
Dining tables
The ARLO - Walk to Brewery and Restaurants
10.0 out of 10, Exceptional, (1)
"Great proximity to restaurants graduation venue, Sacred Heart. We had a great time. The property is clean private, and really really cute."
The ARLO - Walk to Brewery and Restaurants
Family-Friendly, Near-NYC Norwalk Retreat
Fridge, microwave, oven, stovetop
Family-Friendly, Near-NYC Norwalk Retreat
2.0 star property
10.0 out of 10, Exceptional, (2)
"Met all of our expectations, made a very enjoyable stay with 2 little ones. Host was accommodating and went above and beyond to support our needs. "
The price is AU$940
includes taxes & fees
12 Nov - 13 Nov
Family-Friendly, Near-NYC Norwalk Retreat
Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck
Fridge, microwave, oven, stovetop
Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck
2.0 star property
8.0 out of 10, Very good, (2)
"The apartment is on the second floor on a dead end st. It is very clean and spacious with new appliances. Host are lovely couple. I only wish that the second bedroom had a full length mirror or any mirror. The master bedroom has 2 and the other had none. Had to keep going into the other room to use mirror. Had trouble using the TV, finally I had to mirror cast/share screen from my cell phone to the tv in order to watch anything. Overall it was a lovely and will go again. "
Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck
Cheerful 4 bedrooms residential house.
Fridge, microwave, dishwasher, coffee/tea maker
Cheerful 4 bedrooms residential house.
10.0 out of 10, Exceptional, (22)
"Plenty of living space inside which worked well for us. Conveniently parked right out front of home on street. Walked down to ocean each day. Communication with owner was excellent."
Cheerful 4 bedrooms residential house.
Captain's Cottage - Cold Spring Harbor Water Views
Aerial view
Captain's Cottage - Cold Spring Harbor Water Views
10.0 out of 10, Exceptional, (49)
"N/a"
The price is AU$654
includes taxes & fees
18 Nov - 19 Nov
Captain's Cottage - Cold Spring Harbor Water Views
Adorable Cottage with Water Views, Across the street from Prime & other eateries
Fridge, microwave, oven, stovetop
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.
Interior
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.
Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake
Outdoor spa tub
Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake
10.0 out of 10, Exceptional, (105)
"Great house! The house is fully stocked with everything which was nice. It had a lot of great areas to sit and relax inside and out. There are a decent amount of steps to the water which was fine for us. The host was very accommodating and responsive. I would recommend this house.we had a great time!"
Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake
Beautiful Renovated 2BR 2B Direct Waterfront Candlewood Lake Home~Sunset Views!
Property grounds
Beautiful Renovated 2BR 2B Direct Waterfront Candlewood Lake Home~Sunset Views!
10.0 out of 10, Exceptional, (23)
"Wonderful house. Comfortable beds. Amazing lake view. Great location. We stayed for 3 nights and enjoyed it so much."
Beautiful Renovated 2BR 2B Direct Waterfront Candlewood Lake Home~Sunset Views!
Traveling Nurse or Business Professional
Miscellaneous
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
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!
Outdoor dining
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!
10.0 out of 10, Exceptional, (40)
"We had such a great time! The views are stunning and the house has everything you need to enjoy your stay. The host Kerry was so helpful; we had a small issue with the shower and she had a plumber over within the hour to resolve it. Can’t wait to come back next summer! "
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
Property grounds
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
10.0 out of 10, Exceptional, (14)
"Beautiful property— even more than the pictures (which is often rare). Quiet, scenic, and spacious. Communication with the host was very good and helpful."
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
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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Other property types in New Canaan

Stamford Suites
Exterior
Stamford Suites
2.5 star property
6.8 out of 10, (760)
"Awesome. large suite, full kitchen, separate bedroom. plenty of closets. Breakfast was some bagels and rolls wrapped in plastic, yogurt coffee and fruit"
The price is AU$251
includes taxes & fees
16 Nov - 17 Nov
Stamford Suites
DUNE Fairfield Beach
Private beach nearby, sun-loungers, beach umbrellas, beach towels
DUNE Fairfield Beach
3.0 star property
9.0 out of 10, Wonderful, (41)
"The property is generally old, but it was a nice renovation. Of the room. "
The price is AU$456
includes taxes & fees
12 Nov - 13 Nov
DUNE Fairfield Beach
Business or Weekend escape
Pool
Business or Weekend escape
9.6 out of 10, Exceptional, (29)
"good clean place, great communication from owner, overall good for the cost!"
The price is AU$208
includes taxes & fees
12 Nov - 13 Nov
Business or Weekend escape
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.