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 in Fairfield

4.93 out of 5 average rating, 111 reviews

Adorable private apt w/ W/D in lovely neighborhood

Enjoy a lovely experience at this centrally-located studio in-law apartment. It boasts a newly renovated kitchen and bath, king bed with brand new mattress, pull out full size sofa, ample closet space and more. The eat-in kitchen has all you need to feel right at home. The apartment is located adjacent to a nice residential house, but is fully private with your own front and back entrances. There are also no stairs, making it easily accessible. It’s located in a wonderful neighbor in Fairfield.

Aug 17 – 24

R2,398 ZAR per night

Guest favorite

Guest suite in Wilton

4.89 out of 5 average rating, 104 reviews

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…

Jan 24 – 31

R2,713 ZAR per night

Guest favorite

Guesthouse in Norwalk

4.99 out of 5 average rating, 208 reviews

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.

Nov 3 – 10

R2,521 ZAR per night

Guest favorite

Guesthouse in Norwalk

5.0 out of 5 average rating, 113 reviews

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.

Jul 11 – 16

R6,589 ZAR per night

Guest favorite

Cottage in Easton

4.98 out of 5 average rating, 190 reviews

Cozy Modern Cottage with Fireplace

Clean, modern + large, our guest house has all the amenities and comforts of home. Cottage is dressed in whites and neutrals with natural light and plants throughout for a sacred, restful feel. Full kitchen, king bed, gas fireplace, laundry and spacious grounds with meditation hill, fire pit, stone fences, and nearby hiking trails. Pool and hot tub May-Sept. Come relax in New England's stunning natural beauty. Read our photo captions for more details. We look forward to meeting you!

May 3 – 10

R2,331 ZAR per night

Guest favorite

Guest suite in Norwalk

4.9 out of 5 average rating, 111 reviews

Efficiency Garden Studio in South Norwalk, CT

Beautiful Efficiency Studio with private entrance in South Norwalk. Self-contained with private bath, kitchenette and off street parking. 10 min walk to South Norwalk Rail Station. 60 minutes to Manhattan, 10 min to historic SoNo. 10 min drive to Stamford. 5 minute drive to Merritt 7 and corporate business district. 5 minute to Norwalk Hospital. 5 min to City Hall. Close to all main arteries. Part of a quaint and charming arts & crafts bungalow, has separate entrance, very quiet.

Sep 4 – 11

R1,712 ZAR per night

Guest favorite

Home in Stamford

4.97 out of 5 average rating, 219 reviews

Midcentury Modern ZenHouse Sculptor Studio

Zenhouse mission to inspire creativity, art, spirituality and rejuvenate.Experience complete tranquility in the Zen-like environment .Please read house rules before booking . Zen House Satori consists of an architecturally significant mid-century modern 3.5 acre private estate -main house @ Zenhouse in CT. This is the ideal setting for a memorable romantic getaway, solo adventures and business travelers – not to mention photoshoots and film locations! Inside Sculptor studio

Nov 4 – 11

R7,486 ZAR per night

Guest favorite

Apartment in Redding

4.94 out of 5 average rating, 459 reviews

Huckleberry Quarters, the Cozy Redding Retreat.

Now is the time to book your spring getaway to the Huckleberry Quarters, a totally renovated (2015) studio apartment with full bathroom in a secluded, 1918 farm house. A nature lover's retreat within hiking distance of the Saugatuck reservoir and the Centennial Watershed Forest. Private entrance with all the amenities; internet, access to laundry. A Perfect weekend getaway or writing/artist space. Easy access to Merritt Parkway, trains, local eateries, parks.

Oct 8 – 15

R2,775 ZAR per night

Guest favorite

Apartment in Brookfield

4.94 out of 5 average rating, 184 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

Oct 25 – Nov 1

R2,500 ZAR per night

Guest favorite

Guest suite in Fairfield

4.94 out of 5 average rating, 358 reviews

Private Studio Apartment; Kitchen; Fully Furnished

This 625 sqft fully furnished studio apartment has its own private entrance and sleeps 2-3 with a queen bed and Murphy bed. Other than outside, there is no contact with other people (hosts, other guests, etc) possible unless the guest allows such. The unit consists of a living room, dining space (breakfast basics provided), kitchen, full bathroom/laundry. Walk to Fairfield University; an easy train ride to NYC. Please let us know how many beds you need.

Mar 21 – 28

R2,511 ZAR per night

Guest favorite

Cottage in South Salem

4.96 out of 5 average rating, 181 reviews

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 :)

Sep 5 – 12

R4,759 ZAR per night

Guest favorite

Guesthouse in Bedford

4.92 out of 5 average rating, 173 reviews

Private Guest Studio

Just 39 miles north of Manhattan. Relax and unwind, to enjoy endless opportunity for outdoor activities, fine dining, antiquing, or just loving the peace & quiet of this private studio, in a manicured setting, with wood burning stove, porch, heated pool (June-August), and private footpaths leading to an open field.

Sep 19 – 26

R3,335 ZAR 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

South End3 locals recommend

The Market at Pound Ridge Square6 locals recommend

Other great vacation rentals in New Canaan

Guest favorite

Home in Pound Ridge

5.0 out of 5 average rating, 126 reviews

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Oct 19 – 26

R13,881 ZAR per night

Guest favorite

Apartment in Westport

4.93 out of 5 average rating, 116 reviews

Spacious Westport Apt surrounded by nature

Dec 17 – 24

R3,436 ZAR per night

Guest favorite

Guest suite in Haverstraw

4.95 out of 5 average rating, 294 reviews

Haverstraw Hospitality Suite

Apr 6 – 13

R1,642 ZAR per night

Guest favorite

Home in Stamford

4.98 out of 5 average rating, 211 reviews

Bright Stylish Chic 4BR 4BA Home

Dec 27 – Jan 3

R12,900 ZAR per night

Guest favorite

Guest suite in Bayville

4.91 out of 5 average rating, 427 reviews

Romantic, Cozy and Private, 1 Block from Beach

Dec 11 – 18

R1,652 ZAR per night

Guest favorite

Guesthouse in Mahopac

4.96 out of 5 average rating, 110 reviews

Sunny Lakeview Guesthouse

Oct 23 – 30

R2,612 ZAR 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

Dec 8 – 15

R2,265 ZAR per night

Guest favorite

Barn in Mount Kisco

4.91 out of 5 average rating, 539 reviews

NY Rustic Cottage Getaway

Nov 6 – 13

R3,018 ZAR per night

Show all

Other great vacation rentals in New Canaan

Guest favorite

Apartment in Stamford

4.97 out of 5 average rating, 123 reviews

Sugar Shack Studio | Downtown Skyline Views

Aug 16 – 23

R2,875 ZAR per night

Superhost

Apartment in Stamford

4.82 out of 5 average rating, 146 reviews

Sunset Retreat: 1BR Walking Distance to the Beach

Feb 25 – Mar 4

R2,568 ZAR per night

Guest favorite

Guest suite in Redding

4.89 out of 5 average rating, 104 reviews

Artist Retreat in Beautiful Country Setting

Jul 12 – 19

R3,606 ZAR per night

Superhost

Apartment in Stamford

4.87 out of 5 average rating, 134 reviews

Stamford Guest Suite - This is a NO Smoking unit

Oct 4 – 11

R2,708 ZAR per night

Guest favorite

Apartment in Northport

4.91 out of 5 average rating, 130 reviews

Harbor Studio - Across from historic Northport doc

Jan 9 – 16

R2,480 ZAR per night

Superhost

Apartment in Westport

4.85 out of 5 average rating, 148 reviews

Spacious Upscale Studio with Pool Table

Jun 23 – 30

R3,418 ZAR per night

Guest favorite

Cottage in Newtown

4.92 out of 5 average rating, 163 reviews

Private and Serene home close to I-84 and shopping

Mar 27 – Apr 3

R3,055 ZAR per night

Guest favorite

Guest suite in Wilton

4.95 out of 5 average rating, 39 reviews

Guest suite with private enter

Jul 28 – Aug 4

R1,894 ZAR per night

Show all

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.

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

Home in Pound Ridge

Apartment in Westport

Guest suite in Haverstraw

Home in Stamford

Guest suite in Bayville

Guesthouse in Mahopac

Apartment in Norwalk

Barn in Mount Kisco

Other great vacation rentals in New Canaan

Apartment in Stamford

Apartment in Stamford

Guest suite in Redding

Apartment in Stamford

Apartment in Northport

Apartment in Westport

Cottage in Newtown

Guest suite in Wilton

Quick stats about vacation rentals in New Canaan

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

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 vacation 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