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New Canaan Holiday Rentals

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Holiday Rentals in New Canaan

Global Luxury Suites White Plains

3.5 star property
7.0 out of 10, Good, (28)
"Great location, friendly people, great apartment "
Global Luxury Suites White Plains

Stamford Suites

3.0 star property
5.6 out of 10, (23)
"Room was very spacious "
The price is AU$310
includes taxes & fees
19 Mar - 20 Mar
Stamford Suites

DUNE Fairfield Beach

3.0 star property
8.8 out of 10, Excellent, (48)
"Excellent stay"
The price is AU$550
includes taxes & fees
15 Mar - 16 Mar
DUNE Fairfield Beach

Luxury Apartments by Hyatus at The Asher

4.5 star property
10.0 out of 10, Exceptional, (14)
"Perfect location. Great service. Amenities pretty cool "
Luxury Apartments by Hyatus at The Asher

Business or Weekend escape

9.6 out of 10, Exceptional, (31)
"Great location right around the corner from everything. Comfy and clean furniture great sense of humor with decorations on the wall overall great experience 10/10 will definitely rebook"
The price is AU$219
includes taxes & fees
18 Mar - 19 Mar
Business or Weekend escape

BREATHTAKING BUNGALOW-HOME AWAY FROM HOME

10.0 out of 10, Exceptional, (27)
"We loved the location and the space was great for our visit. Very clean and cozy. Would recommend and we would book again if we are ever back in the area. "
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME

Lakeside luxury: beautiful, relaxing 4 bedroom home

10.0 out of 10, Exceptional, (18)
"We enjoyed the lovely view of the lake and our wonderful, brisk walks in the neighborhood. The spacious and well-appointed lake home was perfect of our family with young adult children. We loved this beautiful, comfortable and entertaining home on the lake and hope to return."
Lakeside luxury: beautiful, relaxing 4 bedroom home

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

10.0 out of 10, Exceptional, (106)
"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

Over Sized Colonial on Private Road.

9.6 out of 10, Exceptional, (38)
"We were a family of 4 adults and 2 toddlers staying over Thanksgiving. We really didn’t need all the space but we certainly enjoyed it. There’s a huge well stocked kitchen, kids’ play areas on both the main floor and basement, and the property is massive and gorgeous. Great stay!"
Over Sized Colonial on Private Road.

Cozy Cabin @ Sticks & Stones Farm

8.0 out of 10, Very good, (2)
"If you pictured this property minutes from the historic district of Newtown it’s exactly that. The space brings to life the feeling of the rustic yet comfortable aspect of Connecticut. My adult son and teenage daughter were comfortable but thoroughly enjoyed the living room fireplace. This location is 10 minutes away from restaurants that will please most families with a mix of family to high end with a side of fancy. "
The price is AU$308
includes taxes & fees
18 Mar - 19 Mar
Cozy Cabin @ Sticks & Stones Farm

Guesthouse at Norwalk Inn

3.5 star property
8.4 out of 10, Very good, (39)
"Great space would be better if there were kuerig cups to go with the machine in the kitchen"
The price is AU$868
includes taxes & fees
16 Mar - 17 Mar
Guesthouse at Norwalk Inn

Lovely 2 bdrm apt w/ parking and outdoor sitting

10.0 out of 10, Exceptional, (16)
"Great space! Spotless. Really comfortable. Nicely decorated. "
Lovely 2 bdrm apt w/ parking and outdoor sitting

3 Mi to Downtown: Spacious White Plains Home

3 Mi to Downtown: Spacious White Plains Home

Lakeview Estate - Chef's Kitchen - NYC Getaway

9.8 out of 10, Exceptional, (25)
"Great place, great service!!"
Lakeview Estate - Chef's Kitchen - NYC Getaway

Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC

10.0 out of 10, Exceptional, (11)
"We needed a play to stay on short notice t attend a funeral. Claudia was very responsive and sympathetic to our situation. Property was extremely clean and, although we didn't spend much time there, appeared to be very well appointed and equipped for a family. "
The price is AU$778
includes taxes & fees
19 Mar - 20 Mar
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC

NEW Candlewood Lake 4BR 2BA Direct Waterfront Home Dock~Fire Pit~Winter Special!

10.0 out of 10, Exceptional, (5)
"This place is amazing!! The house had everything we needed and more. We really enjoyed our stay and also be able to host some of our family in the area was precious. My daughters rented equipment for the babies which worked out well. The house is very spacious and 5 adults and 3 children fit nicely. Very highly recommend. The pier was fun to hang out on but due to weather we were to enjoy the lake as much. Easy to find, and owners were very responsive. "
NEW Candlewood Lake 4BR 2BA Direct Waterfront Home Dock~Fire Pit~Winter Special!

Cheerful 4 bedrooms residential house.

9.8 out of 10, Exceptional, (28)
"We had 8 people staying in the house. We were in town for a wedding. The house was well fitted for us. Kitchen had all the dishes we needed. Appliances all worked well. Nice walk to the sound. Neighborhood was kind of iffy but we had no problems. "
Cheerful 4 bedrooms residential house.

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (55)
"Great location, very comfortable, nicely decorated, and well stocked re necessities. "
The price is AU$678
includes taxes & fees
10 Mar - 11 Mar
Captain's Cottage - Cold Spring Harbor Water Views

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

9.8 out of 10, Exceptional, (28)
"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

Glen Cove Home: Walk to Boardwalk + Dining!

9.0 out of 10, Wonderful, (12)
"I enjoyed everything about this property except the description stated there were 2 steps to enter property. It failed to metro the 15 stairs once you opened the door. My aunt struggled with this so be aware when booking this property if you have accessibility needs. "
Glen Cove Home: Walk to Boardwalk + Dining!
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 types of properties in New Canaan you may be interested in

EVEN Hotel Norwalk by IHG

3.5 star property
8.2 out of 10, Very good, (1013)
"Nice"
The price is AU$231
includes taxes & fees
16 Mar - 17 Mar
EVEN Hotel Norwalk by IHG

Amsterdam Hotel

2.0 star property
8.4 out of 10, Very good, (1579)
"Good hotel for an overnight stay"
The price is AU$185
includes taxes & fees
6 Mar - 7 Mar
Amsterdam Hotel

Hyatt Regency Greenwich

4.0 star property
8.0 out of 10, Very good, (798)
"Very nice property. Helpful and friendly staff"
The price is AU$324
includes taxes & fees
21 Mar - 22 Mar
Hyatt Regency Greenwich
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.

Frequently asked questions

Can I find a holiday rental in New Canaan?

Yes, there are holiday rentals in New Canaan close to Goldenberry, or you can select a more secluded option if you're looking for a relaxing stay. New Canaan is known for its seafood restaurants.

What are some of the best holiday rentals that New Canaan has to offer?

Business or Weekend escape: This holiday home rental outside of New Canaan is equipped with a BBQ, air conditioning and a Smart TV to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave and a coffee maker.

How many holiday rentals will I find in New Canaan?

With 7 Expedia holiday rentals, you're guaranteed to find just the right place for your New Canaan stay.

What can I see and do in New Canaan?

Cultural attractions include The Glass House and Silvermine Arts Center, whereas Old Stamford Road Bird Sanctuary and God's Acre are a couple of picturesque spots to enjoy the outdoors. Glass House Visitor's Center and New Canaan Town Hall are other places to visit while you're in town.

What are holiday rentals like in New Canaan?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in New Canaan. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a small group gathering.