New Canaan places to stay

Book unique places to stay, houses, and more on Airbnb

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Popular amenities for New Canaan places to stay

Stay near New Canaan's top sights

Grace Farms31 locals recommend
Waveny Park12 locals recommend
The Glass House27 locals recommend
Stamford Museum & Nature Center26 locals recommend
South End3 locals recommend
The Market at Pound Ridge Square6 locals recommend

Other great vacation rentals in New Canaan

Guest favorite

Guest suite in Fairfield

4.93 out of 5 average rating, 110 reviews

Adorable private apt w/ W/D in lovely neighborhood

Nov 26 – Dec 3

€ 161 per night
Guest favorite

Apartment in Westport

4.93 out of 5 average rating, 116 reviews

Spacious Westport Apt surrounded by nature

Jan 29 – Feb 5

€ 189 per night
Guest favorite

Guest suite in Haverstraw

4.95 out of 5 average rating, 293 reviews

Haverstraw Hospitality Suite

Apr 18 – 25

€ 82 per night
Guest favorite

Place to stay in Westport

4.96 out of 5 average rating, 278 reviews

Sunny Westport 2 BR Retreat above Historic Mill

Jan 12 – 19

€ 238 per night
Guest favorite

Apartment in Stamford

4.97 out of 5 average rating, 122 reviews

Sugar Shack Studio | Downtown Skyline Views

Mar 17 – 24

€ 163 per night
Guest favorite

Apartment in Norwalk

4.92 out of 5 average rating, 295 reviews

The Seasons Luxe Pad 1 Bedroom | Center of Norwalk

Nov 23 – 30

€ 135 per night
Guest favorite

Home in Stamford

4.98 out of 5 average rating, 210 reviews

Bright Stylish Chic 4BR 4BA Home

Nov 29 – Dec 6

€ 638 per night
Guest favorite

Guest suite in Bayville

4.91 out of 5 average rating, 426 reviews

Romantic, Cozy and Private, 1 Block from Beach

Dec 22 – 29

€ 85 per night

Quick stats about vacation rentals in New Canaan

  • Total rentals

    50 properties

  • Wifi availability

    40 properties include access to wifi

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Pet-friendly rentals

    10 properties allow pets

  • Family-friendly rentals

    20 properties are a good fit for families

  • Total number of reviews

    960 reviews

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 240 vacation rentals in West Norwalk, and over 110 vacation rentals in Silvermine.

  • 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.

  • 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.

  • Do house rentals in New Canaan have wifi?

    Absolutely! We offer over 30 house rentals with wifi in New Canaan. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in New Canaan have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in New Canaan. Enjoy a tailored experience with all the comforts you desire.

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

    Four-legged friends are welcome in New Canaan. Choose from more than 10 vacation 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.

  • What are the most popular amenities for House Rentals in New Canaan?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with air conditioning, over 30 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore