Vacation rentals in New Canaan

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Popular amenities for New Canaan vacation rentals

Stay near New Canaan's top sights

Grace Farms31 locals recommend
The Glass House27 locals recommend
Stamford Museum & Nature Center26 locals recommend
ACME Markets17 locals recommend
Trader Joe's15 locals recommend
Waveny Park12 locals recommend

Other great vacation rentals in New Canaan

Guest favorite
Apartment in Wallkill
4.94 out of 5 average rating, 141 reviews

Log Cabin Apartment Great for Outdoor Enthusiasts

MichaelRating, 5 stars1 month ago
We loved our time at this beautiful cottage! We have been to lots of Airbnb’s, and most have been a good experience. This cottage was something more. We both felt instantly relaxed when we walked in the door. It was so cozy and comfortable. We slept great in the comfy bed. The pictures can’t describe the feeling of the place. Warm, cozy, peaceful, inspiring, comfortable, quiet and truly rejuvenating. I will be making a trip to the area again as soon as possible, just to stay in this cabin retreat.
Guest favorite
Home in Beacon
4.91 out of 5 average rating, 94 reviews

Beacon 2BR house w/ backyard, easy walk to main st

NatalieRating, 5 stars2 weeks ago
The place was so great! Quick walk to main st. Clean and nice house. Great backyard. Very comfy and cozy for a snowy weekend with two little kids. Eva was very communicative and texted about snow removal right away! Would def stay again on our next Beacon visit!
Guest favorite
Home in East Patchogue
4.79 out of 5 average rating, 149 reviews

Bay's Edge Vacation Get a Way

K. MelodiRating, 5 stars3 months ago
Very peaceful and fully stocked home. We’ll be back.
Superhost
Apartment in Beacon
4.84 out of 5 average rating, 103 reviews

Lovely 2 bed, 2 full bath. & private yard getaway

BrynaRating, 5 stars2 months ago
Lil's place was very nice and in a great part of Beacon. It was close to some great hiking trails, and just a 5 minute drive from the downtown area. Lil was very responsive to any questions and we would definitely stay there again.
Superhost
Home in Putnam Valley
4.74 out of 5 average rating, 38 reviews

The Blue Lake House!

Kevin Rating, 5 stars4 months ago
Paula's home was the perfect weekend getaway for my family, and the only thing better than the location was the weather. We were able to enjoy the beautiful lakefront and walk around the neighborhood as well as enjoy all the sights to see in the neighboring town. The house was spacious enough to relax while also having fun and making new memories. We would love to stay here again in the future!
Guest favorite
Cabin in Rocky Point
4.89 out of 5 average rating, 472 reviews

Great little place just for a couple

CrystalRating, 5 stars2 days ago
Quick and easy check in! Place was exactly as described and pictured. Host was very friendly and communicative. Many amenities and everything you could think of needing on a getaway was available within the place. Would definitely return.
Guest favorite
Home in Woodmont
4.98 out of 5 average rating, 43 reviews

Beachfront paradise- come, stay, relax!

TheoRating, 5 stars2 months ago
we rented La Spiaggia in December, and while it's mostly going to be more beautiful and better in the summer (since it's a beach house) it was still perfectly fine in the winter; well insulated and with good strong heaters. speaking of the beach I can't stress enough of how close this place is to the water; I'm talking literally ten steps to the sand. I would certainly recommend the place as a great summer getaway!
Guest favorite
Home in Milford
5 out of 5 average rating, 6 reviews

Big House On Maddox

DianeRating, 5 stars5 months ago
We stayed here in the entire home for a wedding weekend. Both units were fabulous and Cole was very responsive when we had an issue with the key pad. The bride

Quick stats about vacation rentals in New Canaan

  • Total rentals

    40 properties

  • Total number of reviews

    880 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    40 properties include access to wifi

Frequently Asked Questions

  • Where should I stay in New Canaan?

    Make yourself at home in New Canaan by choosing from our most frequently booked neighborhoods. We have over 100 vacation rentals in Silvermine, and over 240 vacation rentals in West Norwalk.

  • Are there house rentals with a dedicated workspace in New Canaan?

    Yes! Work meets play with ease at over 10 house rentals in New Canaan featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in New Canaan have wifi?

    Absolutely! We offer over 20 house rentals with wifi in New Canaan. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly house rentals in New Canaan?

    Four-legged friends are welcome in New Canaan. Choose from more than 10 house rentals for guests traveling with pets.

  • Do house rentals in New Canaan have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in New Canaan. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in New Canaan?

    New Canaan has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore