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Search Vacation Homes in New Canaan

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Compare 288 Vacation Homes in New Canaan with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (116)
"We had a great time staying in this property. It offers more amenities than if staying in a hotel, and at a reduced cost. Communication with owner was excellent, would highly recommend, and would definitely stay again."
Lower Lvl Private 2BR/1BA Family/Pet Friendly

Waterview House Walking Distance from Cove Beach

9.0 out of 10, Wonderful, (18)
"This was a late holiday gathering of family members from St. Louis and Rye New York. Great and easy spot to get to. Pretty setting with the water view. I am sure in warmer seasons it be great spot for all the outside amenities. Six adults and one baby. Space nice set up. "
The price is AED 1,859
AED 3,678 total
includes taxes & fees
16 Jan - 17 Jan
Waterview House Walking Distance from Cove Beach

Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

10.0 out of 10, Exceptional, (16)
"My time spent at the lake house with my family was unforgettable. Nestled along the serene shoreline, the house offered stunning lake views from every window. Mornings began with coffee on the spacious deck, watching the sun rise over the water. Days were filled with family fun. The house itself was cozy yet modern, with plush furnishings, a crackling fireplace, and a fully-equipped kitchen where we cooked meals together. Evenings were spent playing board games, hanging out by the fire pit. It...
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Welcome to Villa Seabird, Luxury Escape on Long Island Sound

10.0 out of 10, Exceptional, (9)
"This was amazing Thanksgiving with my family. The house is amazing Jon was amazing host and his recommendation for food made you feel like million dollars. Can not thank you enough to share your beautiful home with us and see you in the summer."
Welcome to Villa Seabird, Luxury Escape on Long Island Sound

Cheerful 4 bedrooms residential house.

9.8 out of 10, Exceptional, (25)
"Great communication and accommodations from the host. We were in town for a concert and the location couldn't have been better! Would recommend this stay for anyone looking within the area."
Cheerful 4 bedrooms residential house.

New Beach Home near Stamford Downtown/Shippan

10.0 out of 10, Exceptional, (17)
"We had a great time and it was a very spacious and clean location "
The price is AED 1,348
AED 3,031 total
includes taxes & fees
15 Jan - 16 Jan
New Beach Home near Stamford Downtown/Shippan

Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger

9.8 out of 10, Exceptional, (27)
"Our family's stay at Helen and Richie's property for the holidays was perfect. Waking up to views of the lake every morning, watching flocks of birds travel on the water and being surrounded by nature was all we could ask for. The house has all amenities provided in the kitchen, bathrooms etc. Location is convenient near shops, grocery, and restaurants in New Fairfield. The hosts were very responsive in communication and I appreciated them providing everything we needed. "
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger

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

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (53)
"Cute, well-appointed house, great communication, fun stay!"
The price is AED 705
AED 1,475 total
includes taxes & fees
13 Jan - 14 Jan
Captain's Cottage - Cold Spring Harbor Water Views

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

Bright Stylish Chic 4BR 4BA Home Pet Friendly!

10.0 out of 10, Exceptional, (93)
"Dierdre's home was a perfect spot for our family Thanksgiving. Well located, well stocked, and very well cared for!"
Bright Stylish Chic 4BR 4BA Home Pet Friendly!

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 691
AED 1,628 total
includes taxes & fees
16 Jan - 17 Jan
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

Spacious 3b/3b Mediterranean in White Plains

9.6 out of 10, Exceptional, (10)
"Very beautiful and spacious home. Super clean and amenities galore. Quiet and peaceful neighborhood. Very well kept and loved the white picket fence. Felt very safe."
Spacious 3b/3b Mediterranean in White Plains

Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train

10.0 out of 10, Exceptional, (11)
"This was our 2nd stay and everything was fantastic once again! Highly recommended!!"
Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train

Beautiful 5 bedroom Darien house with pool

Beautiful 5 bedroom Darien house with pool

Spacious Family Home

The price is AED 1,469
AED 3,065 total
includes taxes & fees
12 Jan - 13 Jan
Spacious Family Home

Cozy retreat with fenced in yard—centrally located in the heart of Long Island.

10.0 out of 10, Exceptional, (11)
"Great location for our trip. Close to restaurants and stores, but on a quiet street. Just what we needed. "
Cozy retreat with fenced in yard—centrally located in the heart of Long Island.

Seaview Ave House-4BR/8PPL Retreat

9.8 out of 10, Exceptional, (7)
"I cannot express how beautiful this home is. Much more beautiful and spacious in person. My family and I stayed over Thanksgiving and were so thankful we did. There were 5 of us: 4 adults, 1 child and a fur baby. And there was still space for more! The home is beautifully decorated and everyone felt like they had enough privacy and space. We loved the living area. I brought my utensils, pots and pans to prepare the feast but I did not need it. The house was stocked with everything you can...
Seaview Ave House-4BR/8PPL Retreat

Stunning direct waterfront beach house!

10.0 out of 10, Exceptional, (6)
"My wife and I, our Son and his three teenagers had a wonderful week at this well appointed home right on the Beach! It was well outfitted with all the accomodations you could want for a great time. We have stayed at many Vrbo's, and most are run like a business, with limited supplies and accomodations. This property was supplied with everything as if it was our own place! Beach chairs, beach towels, fire pit with wood to burn, a fully equiped kitchen, extra suppliers, etc.The pictures are...
Stunning direct waterfront beach house!

5 Bdrm BEACHFRONT 30% off >7days Quiet Safe Centre Island Sunsets

10.0 out of 10, Exceptional, (1)
"The photos don't lie.. Sunsets are amazing, beach access is a real treat. Great communication from owner, who was also quick to remedy a few issues."
5 Bdrm BEACHFRONT 30% off >7days Quiet Safe Centre Island Sunsets
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

3.0 star property
6.8 out of 10, (773)
"It was in walking distance of the event we were going to."
The price is AED 746
AED 858 total
includes taxes & fees
17 Jan - 18 Jan
Stamford Suites

DUNE Fairfield Beach

3.0 star property
8.8 out of 10, Excellent, (46)
"Place was clean and comfortable. Some nights were louder than others with by passers from the bar next door. Otherwise pleasant visit. Could not get in the first night. Needed to get another hotel stay. Was not able to reach anyone."
The price is AED 838
AED 1,166 total
includes taxes & fees
14 Jan - 15 Jan
DUNE Fairfield Beach

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 275
AED 496 total
includes taxes & fees
12 Jan - 13 Jan
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.