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 100 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 20 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 20 house rentals with air conditioning 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.

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 20 homes with air conditioning, over 10 homes with a bbq area, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

New Canaan places to stay

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

Top-rated places to stay in New Canaan

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite

4.99 out of 5 average rating, 69 reviews

TRAVELERS HOME, PRIVATE, SHORT-LONG TERM STAY 5*

Serene location, with New updates. Guest has entire 1 Bedroom Apartment. Full Bathroom, Living Space, Eat In Kitchen. Separate Entrance from Main House on upper level. May hear Light foot walking on upper level as House is occupied. No loud noises. Privacy respected. No Intrusion. Professional and tranquil environment. All utensils and toiletries are provided for you. New Sheets, Wash Cloths & Towels are provided as well. VERY CLEAN HOME. It’s my duty to keep you comfortable as my guest. RELAX

Guest favorite

Apartment

4.96 out of 5 average rating, 176 reviews

Sugar Shack Studio | Downtown Skyline Views

Location! Studio apartment located in the heart of downtown Stamford. Walk to downtown to enjoy all it has to offer, from restaurants, shopping, UCONN of Stamford and more! Centrally located and a short train ride to New York City, our apartment offers everything you need for a comfortable stay in the area. We offer free parking on the premises and the train station is a 10 minute walk. Washer and Dryer included in the building with credit card payment. This unique place has a style all its own!

Guest favorite

Cottage

4.99 out of 5 average rating, 182 reviews

The Little Cottage in the Woods

The Little Cottage in the Woods Nestled among the trees, and in close proximity to our main house, this studio cottage is newly refurbished, very private and is in a great location to access the Hudson Valley. Hiking trails are within minutes of the cottage or right out the front door. Golf courses are also minutes away. Whether you are in the area on business or just looking to escape for the weekend and enjoy the out doors. It is situated on 9 1/2 hikeable acres, all available to our guests

Guest favorite

Home

5 out of 5 average rating, 39 reviews

Beacon Creek House

Welcome to our serene oasis in Beacon, NY. If Gilmore Girls and Schitt’s Creek had a baby, it would be Beacon. Nestled beside a tranquil creek, our home features 2 cozy bedrooms, a stylish bathroom, and an open living space with a daybed. Designed with wabi-sabi aesthetics and eco-friendly materials. Just steps from Main Street and less than a 5 min drive from the train station, with scenic trails, shops and restaurants nearby. Book your stay and experience our artfully designed home and city!

Guest favorite

Cabin

4.89 out of 5 average rating, 463 reviews

Great little place just for a couple

The outdoor courtyard is especially nice and private-,with a fire pit, grill and comfortable chairs. It is a rustic location easy walking distance to North Shore Beach. If you want an ocean beach you can drive straight south for 20 minutes and reach Smiths Point State Park right on the ocean. The North Fork with its vineyards is a short drive and the Hamptons also only 30 minutes to West Hampton. You can fish, golf, walk among the wooded area and relax in peace. A pleasure. linen 100% cotton!

Guest favorite

Home

5 out of 5 average rating, 17 reviews

Caroline House Beacon Getaway

Set just outside Beacon in a beautiful, quiet neighborhood, we have the perfect retreat for family and friends after a fun day at all of the local attractions. Enjoy our large outdoor space with firepit, grill, hammock and deck or any of the close by farms, breweries, downtown Beacon and the many Hudson River adventures. Just 7 minutes from the Beacon MTA train and I84 with all the excitement at your fingertips set in a beautiful neighborhood where you may spot our neighbors horses roaming.

Guest favorite

Guesthouse

5 out of 5 average rating, 13 reviews

Tranquil getaway cottage in charming neighborhood

Escape the city bustle and unwind in the tranquility of The Red Cedar Cottage nestled between Bethel and Newtown, just a short drive from Danbury, CT. Tucked away in a peaceful neighborhood, this fully renovated cottage offers a serene getaway for couples seeking relaxation. Unwind in style on a high-end king-sized mattress in a whimsically curated space designed to rejuvenate your senses. Discover the Red Cedar Cottage and immerse yourself in a tranquil escape from the ordinary.

Guest favorite

Home

4.97 out of 5 average rating, 195 reviews

Modern Victorian minutes from Main St

Only a 5 min walk from Beacon’s bustling Main Street, this 1890 4br historic home offers the ideal escape for both city and rural visitors. If you like old world charm with modern luxuries: high end bedding and towels, light-filled bedrooms and common areas, super fast wifi, and a scenic deck overlooking a private landscaped backyard, then this place is for you! We aim to make sure your visit in Beacon relaxes and rejuvenates you. Let us help to make that happen!

Guest favorite