New Canaan places to stay

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Top-rated places to stay in New Canaan

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

Superhost

Apartment in Norwalk

The Seasons Luxe Pad 1 Bedroom | Center of Norwalk

The Space Private one bedroom apartment with a modern decor offers everything you need for a short or long term stay. Space includes a separate living/dining area and New York City inspired artwork. Bedroom offers a Queen Sized bed, desk, 40 inch Roku Smart TV & plenty of closet space. The Location Half mile from I-95 & near Merritt Parkway, South Norwalk train station, South Norwalk downtown and a half mile away from the Norwalk Hospital. Minutes away from shopping centers and grocery stores.

$95 per night

Superhost

Cottage in Pound Ridge

Adirondacks in Westchester

Located on quiet, private 5.5 acre estate with swimmable lake, fantastic landscape. Complete privacy, like being in the Adirondacks, but just one hour from NYC. Cottage has high end appliances (Sub-Zero, Miele) with separate road and entrance. Perfect for a getaway from NYC and easily accessible by car or train (Stamford station). Can be combined with Adirondacks in Westchester 2 to provide an additional bedroom in a separate building to accommodate a total of four guests. Excellent wifi.

$225 per night

Superhost

Cottage in South Salem

Private cottage in horse country &1 hour from NYC!

Private cozy cottage located in horse country on the the NY/CT borders ( New Canaan, Ridgfield, Wilton ) It is a perfect quiet getaway for couples or a friends night out , a great pit stop for travelers /skiers , fine dining , shopping /antiquing , Ridgefield Playhouse , hiking ,and a short ride to Grace Farms . 1 hour train ride to NYC . We provide organic fruit,breakfast snacks, coffee and tea . It is your home away from home and more :)

$214 per night

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

Waveny Park12 locals recommend

The Glass House27 locals recommend

Stamford Museum & Nature Center26 locals recommend

The Market at Pound Ridge Square6 locals recommend

South End3 locals recommend

Other great vacation rentals in New Canaan

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Superhost

Apartment in Stamford

Stamford Guest Suite - This is a NO Smoking unit

1 bedroom, 1 bathroom, and large Living room and kitchen set in a wooded setting. Private entrance and off street parking. The suite is for max 2 person. There is a separate fold out twin bed in the Living Room. There is a desk for working. Nice patio with outdoor grill. Coffee maker & makings for a good cup of coffee. NO Smoking unit.

$120 per night

Superhost

Guesthouse in Norwalk

Adorable one-bedroom guesthouse with parking

Private, peaceful, cozy renovated cottage next to my house in a quiet residential neighborhood. Originally used as a painting and design studio, ideal for short stays and as a workspace. Luxury queen bed in upstairs loft; downstairs with refrigerator/freezer, Keurig with coffee and tea; microwave; Wifi, heat, air conditioning. There is NO RUNNING WATER in the cottage, but a lovely PRIVATE FULL BATH is just steps away in the main house AVAILABLE 24/7 exclusively for you during your stay.

$135 per night

Superhost

Place to stay in Westport

Sunny Westport 2 BR Retreat above Historic Mill

This eclectic, sunny, spot, sits above a renovated historic cider mill from the 1850s. It has been designed and furnished by our own team of artisans. With panoramic views and breathtaking surroundings, including endless flora and fauna, and a contingent of mallards, egrets, and swans, this hideaway is the perfect "Get Away."

$179 per night

Superhost

Apartment in Stamford

Seaside Serenity: 1BR Getaway.

Welcome to our charming and spacious 1 bedroom Airbnb in the heart of the beach district in Stamford! This delightful 1st fl apartment offers everything you need for a memorable stay. Prime location offers the best of both worlds. Just a short 5-min stroll will take you to the local train station, providing easy access to neighboring cities and attractions. Additionally, downtown Stamford is a mere 7-min drive, where you can indulge in a wide array of dining, shopping, and entertainment options.

$101 per night

Superhost

Guest suite in Greenwich

Charming Greenwich studio, 0.2 miles from train

A charming and spacious "studio" with private entry/exit and very close proximity to Cos Cob train station in Greenwich. Opens to a private back yard. Small library, stone walls, small desk, private hall and bath, and room for 2 (or 3) make it ideal for a weekend getaway with easy access to NYC, Port Chester, Stamford, and New Haven. Five minute walk to Cos Cob village for bakeries, juice and coffee shops, and restaurants. Kid-friendly. Air mattress or crib available upon request.

$122 per night

Superhost

Guesthouse in Norwalk

Private one bedroom cottage on Conn. seashore

Enjoy time at this lovely studio located in the heart of Rowayton, a charming New England seaside village bounded on one side by Long Island sound and the other by a tidal inlet. Based in the southwest corner of CT, we are just a 1 minute walk to 2 separate and secluded beaches as well as 2 private, well manicured parks. Great amenities in town including tennis, sailing, outdoor yoga, sunbathing, plus nice restaurants. Pedestrian friendly town; you don't even need a car while here.

$295 per night

Superhost

Apartment in Redding

Huckleberry Quarters, the Cozy Redding Retreat.

Huckleberry Quarters, totally renovated-2015 studio apartment in secluded, 1918 farm house. Nature lovers retreat within hiking distance of the Saugatuck reservoir. Private entrance with all the amenities; internet, access to laundry. Perfect weekend getaway or writing/artist space. Easy access to Merritt Parkway, trains, local eateries, parks.

$132 per night

Superhost

Home in Norwalk

❤️ Your Silvermine Hideaway, nestled in nature.

Welcome to the Silvermine Hideaway™. Come escape and recharge. Just 1 hour to NYC by car or train. Close to the beach, restaurants, and many attractions. Just a mile from Graybarns and the Silvermine Art Center. Light and airy, this fully equipped and spacious home is comfortable, serene, and convenient. The property overlooks a private yard and provides a quiet place to work or relax. The outdoor sunken patio with grill will soon be your favorite spot. We can't wait to welcome you.

$196 per night

Superhost

Guest suite in Stamford

Retreat in North Stamford

A great getaway retreat with a spa for your body and mind in a brand new 450 sq. ft. Studio private space with its own entrance and everything needed for a comfortable stay. You can create different light atmosphere. You can also enjoy having a relaxing spa session (in the same house where you are staying) to rejuvenate your face , body and mind. Treatments also available for pain and stress. (This is an additional service not included in nightly price. Please reach out to the host for details.)

$123 per night

Superhost

Apartment in Norwalk

Phoenix Engine #1

Featured on the History Channel hit TV series "American Pickers"! Come join us at the head of the harbor in historic downtown Norwalk "Wall Street" neighborhood. This spacious second floor rental has been tastefully decorated with new and old. In addition to the photo descriptions we have included a floor plan for review. Please note the neighborhood is a working waterfront during the day and the Danbury active train line runs behind the building which adds to the character.

$151 per night

Superhost

Home in Darien

Convenient and Cozy Antique Cape

Adorable little house in Darien CT, with a fireplace in winter and the beautiful local beaches in the summer. Right across from Trader Joe’s and around the corner from route 1 and Interstate 95, the little house is super convenient to local amenities. Probably the best perk of its central location is that it’s nestled behind Rorys, the best pub ever, so there’s no need to even cook if you are too busy or just don’t want to after working all day or a long day at the beach

$218 per night

Superhost

Guest suite in Wilton

Serene Pond Views charming private patio…

Country Charm Awaits. 45 miles north of George Washington Bridge. Our 2 room efficacy apartment w. microwave, mini fridge & private entrance + parking space. Great WiFi, Apple TV. Enjoy views overlooking Henderson Pond. 1/4 walk to Query State Park, 36 acres w. trails. Our apartment is 4 miles from town of Ridgefield, 3 miles from Wilton town center, 6 miles from New Caanan & 8 miles from Westport Town Center. We have a couple of small puppies who will welcome you too. So we don’t allow pets…

$112 per night

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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 220 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.
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 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 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.

New Canaan places to stay

Top-rated places to stay in New Canaan

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

Frequently Asked Questions

Where should I stay in New Canaan?

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

Are there family-friendly house rentals in New Canaan?

Do house rentals in New Canaan have wifi?

Do house rentals in New Canaan have air conditioning?

Are there pet-friendly house rentals in New Canaan?

Do house rentals in New Canaan have a bbq area?

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

Destinations to explore