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

Apartment in Downtown Stamford

4.96 out of 5 average rating, 175 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 in Cortlandt

4.99 out of 5 average rating, 181 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

Cabin in Rocky Point

4.89 out of 5 average rating, 462 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

Guesthouse in Bethel

5 out of 5 average rating, 12 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 in Wappingers Falls

5 out of 5 average rating, 16 reviews

Caroline House Beacon Getaway

Set just outside Beacon in a 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

Guest suite in Newburgh

4.92 out of 5 average rating, 168 reviews

Cozy Country Efficency in Hudson Valley

Spacious and cozy one bedroom efficiency Warm and welcoming, sparkling clean nestled in The Hudson Valley all the amenities of a hotel stay, but the comfort of your own space Farm markets, Wineries, Craft beer through out the area. Historic sights to visit or outdoor activities all around ( hiking, skiing, kayaking, bike riding,etc) Stay in and cook in well appointed kitchenette or sample the large variety of excellent restaurants throughout the region

Guest favorite

Home in Remsenburg-Speonk

5 out of 5 average rating, 40 reviews

5-Star Listing: Hamptons Oasis, Easy from NYC

Welcome to our coastal retreat. Minutes away from Westhampton Beach and a super-easy commute from NYC. Perfect for families or a group of close friends to get away from it all. A bright, spacious, recently renovated home with light-filled rooms, new floors, coastal decor. Ultrafast Wifi, Alexas, and a new kitchen with the latest appliances. Beautifully landscaped gardens, heated pool, 6-person salt water hot tub (in winter or summer)!

Guest favorite

Guest suite in Ossining

4.71 out of 5 average rating, 58 reviews

House on the hudson is a 3bed 2bath private kit/LR

Happy Fall our home is very near Apple picking farms and the pool is still open. A minutes drive to Historic and legendary HV activities. Minutes from Sleepy Hollow. Tons of farms wineries distilleries and breweries too. Summer fun kayak rentals near by. We have tons of hiking or biking trails minutes from our front door. Our deck overlooking the Hudson River and hook mountain even spark a camp fire or roast some s’mores

Superhost

Home in Beacon

4.89 out of 5 average rating, 158 reviews

Hiking Hideaway on the Ridge

Come and enjoy a few days in the Hudson Valley. Located on 7 acres in Beacon, NY, our place is a short ride to Main Street and family-friendly activities including art galleries, restaurants, museums, hiking and sightseeing. The nightlife is lively especially on Second Saturday, and you are only little over an hour by train to NYC. You'll love the secluded ridge location, and your friendly host and hostess.

Guest favorite

Loft in Harlem

4.92 out of 5 average rating, 51 reviews

The Rustic Lair

Stylish, classic, and rustic styled studio in West Harlem! This is your own private studio apartment inside a classic New York brownstone, fully equipped kitchen, private bathroom and great Wi-Fi. A convenient Manhattan location: just 4 blocks to the subway, 10 minutes to Times Square, 30 minutes to Downtown, all in a beautiful & safe neighborhood. Copy of ID will be required prior to entry.

Superhost

Guest suite in Beacon

4.6 out of 5 average rating, 162 reviews

Stay In Beacon - Steps Away From Main St.

Charming and cozy mini basement suite with a private entrance, west end of Beacon. Steps from historic Main Street, shopping and Metro North train station. My place is good for couples, solo adventurers, and business travelers. This listing has been updated for COVID/Coronavirus (see below)

Guest favorite

Loft in Weehawken

4.9 out of 5 average rating, 105 reviews

Exquisite Studio and Perfect location

Newly renovated apartment August 2022 A half-block walk to the bus stop and BAM ! 10 minutes later you’ll be in Times Square. The renowned Weehawken boardwalk is only 3 blocks away where you will experience some of the most breathtaking views of the Manhattan skyline.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for New Canaan places to stay

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

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

Superhost

Apartment in Downtown Stamford

4.83 out of 5 average rating, 6 reviews

Sunny 1BR Apartment

Superhost

Cabin in Shirley

4.86 out of 5 average rating, 142 reviews

A-Frame cabin with private beach & epic sunsets

Guest favorite

Cottage in Guilford

4.99 out of 5 average rating, 128 reviews

"Red House on the Knoll" at Indian Cove

Guest favorite

Home in East Patchogue

4.79 out of 5 average rating, 149 reviews

Bay's Edge Vacation Get a Way

Superhost

Apartment in Beacon

4.84 out of 5 average rating, 102 reviews

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

Superhost

Home in Putnam Valley

4.75 out of 5 average rating, 36 reviews

The Blue Lake House!

Guest favorite

Guest suite in Branford

4.9 out of 5 average rating, 100 reviews

Granite Bay Getaway - Private Studio Apartment

Superhost

Apartment in Rocky Point

4.83 out of 5 average rating, 103 reviews

Cozy and Quiet space to Relax

Show all

Quick stats about vacation rentals in New Canaan

Total rentals
40 properties
Total number of reviews
920 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 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

Top-rated places to stay in New Canaan

Apartment in Downtown Stamford

Cottage in Cortlandt

Cabin in Rocky Point

Guesthouse in Bethel

Home in Wappingers Falls

Guest suite in Newburgh

Home in Remsenburg-Speonk

Guest suite in Ossining

Home in Beacon

Loft in Harlem

Guest suite in Beacon

Loft in Weehawken

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for New Canaan places to stay

Stay near New Canaan's top sights

Other great vacation rentals in New Canaan

Apartment in Downtown Stamford

Cabin in Shirley

Cottage in Guilford

Home in East Patchogue

Apartment in Beacon

Home in Putnam Valley

Guest suite in Branford

Apartment in Rocky Point

Quick stats about vacation rentals in New Canaan

Total rentals

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with dedicated workspaces

Wifi availability

Frequently Asked Questions

Destinations to explore