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New Canaan Holiday Rentals

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Holiday Rentals in New Canaan

Stamford Suites

2.5 star property
6.8 out of 10, (766)
"All is well"
The price is AU$254
includes taxes & fees
29 Nov - 30 Nov
Stamford Suites

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 AU$219
includes taxes & fees
26 Nov - 27 Nov
Business or Weekend escape

DUNE Fairfield Beach

3.0 star property
8.8 out of 10, Excellent, (42)
"Beautiful and convenient location in a pretty neighborhood. Fairlt quiet on the 3rd floor, although some late night noise from party-ers but that was made clear on the website. Walkable to town and beach. Very comfortable stay! Thank you!"
The price is AU$431
includes taxes & fees
25 Nov - 26 Nov
DUNE Fairfield Beach

Global Luxury Suites White Plains

3.5 star property
6.8 out of 10, (26)
"Great location, friendly people, great apartment "
Global Luxury Suites White Plains

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

Welcome to Villa Seabird, Luxury Escape on Long Island Sound

10.0 out of 10, Exceptional, (8)
"We were transported and had a wonderful family celebration at this magical location so close to the City. It is exactly as it appears in the photos, spacious comfortable with extraordinary views and a great pool. Very easy to check in and very attentive manager!"
Welcome to Villa Seabird, Luxury Escape on Long Island Sound

Luxury Designer 2 bedroom+office/3bed vacation home.

9.4 out of 10, Exceptional, (15)
"Great little spot. Central enough to get everywhere we needed to. Walked to restaurants and to a concert (about 30 minutes). Host had some treats for us when we checked in. Apartment was clean and spacious. Felt comfortable walking around the neighborhood "
The price is AU$650
includes taxes & fees
26 Nov - 27 Nov
Luxury Designer 2 bedroom+office/3bed vacation home.

Westport Paradise With Every Amenity!

10.0 out of 10, Exceptional, (23)
"We had such a nice stay at Mark and Sarah’s. Check in was so easy and they were very attentive to anything we needed. The property and apartment are beautiful, it was so nice waking up and seeing all the trees and it was so quiet. We will definitely be back and stay when we are visiting our daughter at Fairfield."
The price is AU$1,099
includes taxes & fees
24 Nov - 25 Nov
Westport Paradise With Every Amenity!

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

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

9.8 out of 10, Exceptional, (26)
"The view in the fall was amazing! So relaxing to sit and watch the lake while having our coffee. The owners are amazing. Everything we needed and more. Plenty of room for the family or even if multiple families stayed. Would stay here again!"
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger

(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins

8.6 out of 10, Excellent, (4)
"The location of Ms. Jay's place is unbeatable! My group and I were in town for an event in the Total Mortgage Arena. The drive was 5 minutes max! Ms. Jay is great with communication. She was always available for any questions. The apartment is very homey, cozy and comfortable. Very nicely decorated and it has everything you might need. (We would just recommend some mirrors in the bedrooms). The place is next to a very busy street which there is always a lot of noise, especially at night. One...
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins

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$488
includes taxes & fees
24 Nov - 25 Nov
Guesthouse at Norwalk Inn

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

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.

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 AU$655
includes taxes & fees
9 Dec - 10 Dec
Captain's Cottage - Cold Spring Harbor Water Views

The Safe House - High Tech Apt #3 - 4 beds

9.8 out of 10, Exceptional, (38)
"We had a great stay at the apt. Very clean and well kept. It is in a great location close to everything. Very responsive manager, Rob. Enjoyed it! Thx. "
The price is AU$337
includes taxes & fees
26 Nov - 27 Nov
The Safe House - High Tech Apt #3 - 4 beds

The Safe House - High Tech Apt #2 - 3 Beds

9.6 out of 10, Exceptional, (35)
"Enjoyed my second stay at the Safe House. Plenty of space, great proximity to Greenwich downtown."
The price is AU$317
includes taxes & fees
24 Nov - 25 Nov
The Safe House - High Tech Apt #2 - 3 Beds

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! "
The price is AU$1,498
includes taxes & fees
25 Nov - 26 Nov
Wow Seaside Beach House Sunset Oasis! Walk Waterfront Village East End NYC 1 Hr

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

8.4 out of 10, Very good, (5)
"I enjoyed my stay here. The cottage was snug but clean. My host was friendly and helpful. ( Actually gave me a pound of really good coffee) Northport is a very pretty village with lots of interesting shops and art galleries as well as a Playhouse with surprisingly excellent talent. "
The price is AU$520
includes taxes & fees
25 Nov - 26 Nov
Wow Seaside Beach Cottage Sunset Oasis Walk Waterfront Village East End NYC 1 Hr

Studio OSM · Sunny Westport Studio Apt. Above Historic Mill

10.0 out of 10, Exceptional, (67)
"Can’t say enough good things about studio apartment! Gerard was wonderful and easy to communicate with. This apartment had absolutely everything we needed! The airline lost one of our bags, so the onsite washing machine was very much appreciated! We will definitely be back to stay here again!"
Studio OSM · Sunny Westport Studio Apt. Above Historic Mill
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

Amsterdam Hotel

2.0 star property
8.4 out of 10, Very good, (1521)
"Very clean and well kept. "
The price is AU$178
includes taxes & fees
1 Dec - 2 Dec
Amsterdam Hotel

East Norwich Inn

2.5 star property
7.8 out of 10, Good, (1771)
"Clean and quiet will stay again"
The price is AU$170
includes taxes & fees
1 Dec - 2 Dec
East Norwich Inn

The Circle Hotel Fairfield

3.0 star property
8.8 out of 10, Excellent, (1245)
"Good customer service "
The price is AU$232
includes taxes & fees
25 Nov - 26 Nov
The Circle Hotel Fairfield
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.
Beautiful view of the beach with palm trees

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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 Waveny Park and Old Stamford Road Bird Sanctuary 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.