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.
Guest suite in Fairfield
4.92 out of 5 average rating, 109 reviewsSuite; 1 Bedroom & Living Area/Xtra Bedrm; Kitchen
Fully accessorized, large (1,255 sq ft) beautiful suburban space consisting of bedroom (queen), an exclusive-use living room/extra bedroom with twin pull-out bed, private full bath; in-unit washer/dryer; for stays of 1 week or less: exclusive use of main kitchen; private entrance to space. Includes continental breakfast, 2 large-screen TVs. Unit on the ground floor of a 3 story home. Owners on property. Train station about a mile away (NYC: 70 minutes). Easy walk to Fairfield University.
Oct 25 – Nov 1
Guesthouse in Norwalk
4.99 out of 5 average rating, 205 reviewsAdorable 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.
Jul 18 – 25
Guesthouse in Norwalk
5.0 out of 5 average rating, 110 reviewsPrivate 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.
May 1 – 8
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for New Canaan places to stay
Other great vacation rentals in New Canaan
Apartment in Westport
4.94 out of 5 average rating, 112 reviewsSpacious Westport Apt surrounded by nature
Jan 12 – 19
Place to stay in Westport
4.96 out of 5 average rating, 276 reviewsSunny Westport 2 BR Retreat above Historic Mill
Jan 26 – Feb 2
Cottage in Pound Ridge
4.93 out of 5 average rating, 168 reviewsAdirondacks in Westchester
Jun 22 – 29
Guesthouse in Mahopac
4.96 out of 5 average rating, 104 reviewsSunny Lakeview Guesthouse
Dec 14 – 21
Guest suite in Bayville
4.92 out of 5 average rating, 420 reviewsRomantic, Cozy and Private, 1 Block from Beach
Feb 25 – Mar 4
Apartment in Northport
4.92 out of 5 average rating, 126 reviewsHarbor Studio - Across from historic Northport doc
Mar 19 – 26
Guesthouse in Fairfield
4.96 out of 5 average rating, 170 reviewsSouthport, CT across from BEACH
Mar 11 – 18
Guest suite in Wilton
5.0 out of 5 average rating, 24 reviewsGuest suite with private enter
Apr 30 – May 7
Home in Norwalk
5.0 out of 5 average rating, 33 reviews❤️ Your Silvermine Hideaway, nestled in nature.
Nov 17 – 24
Apartment in Stamford
5.0 out of 5 average rating, 49 reviewsStandalone Cottage surrounded by woods
Oct 8 – 15
Guest suite in Stamford
4.97 out of 5 average rating, 35 reviewsRetreat in North Stamford
Jul 31 – Aug 7
Apartment in Norwalk
5.0 out of 5 average rating, 30 reviewsS. Norwalk Apt near the water!
Apr 2 – 9
Other great vacation rentals in New Canaan
Cottage in Weston
4.97 out of 5 average rating, 29 reviewsThe River Loft
Jun 27 – Jul 4
Home in Norwalk
4.94 out of 5 average rating, 34 reviewsModern Nature Retreat
Nov 21 – 28
Home in Wilton
4.98 out of 5 average rating, 51 reviewsThe Yellow House
Aug 27 – Sep 3
Cottage in Norwalk
4.92 out of 5 average rating, 38 reviewsCharming Coastal Retreat: 2BR Cottage, Rustic Char
Jan 20 – 27
Guesthouse in Pound Ridge
4.95 out of 5 average rating, 60 reviewsA Lovely Cottage in the Woods
Apr 19 – 26
Home in Norwalk
5.0 out of 5 average rating, 21 reviewsThe Pond House 3 bed 2 bath hot tub sauna and more
Apr 13 – 20
Home in Pound Ridge
5.0 out of 5 average rating, 17 reviewsPrivate farm cottage +hiking
Jun 15 – 22
Guesthouse in Wilton
5.0 out of 5 average rating, 21 reviewsThe Ciderhouse Cottage - private escape in Wilton
Aug 27 – Sep 3
Apartment in Norwalk
4.95 out of 5 average rating, 40 reviewsPrivate Studio In Coastal Rowayton!
Jul 5 – 12
Apartment in Stamford
4.87 out of 5 average rating, 39 reviewsStamford’s Island Inspired Efficiency
Oct 12 – 19
Home in Westport
5.0 out of 5 average rating, 6 reviewsFarmhouse 1899: Westport, CT
Apr 4 – 11
Home in Bedford
5.0 out of 5 average rating, 17 reviewsThe Waterside Guest House with Pool & Tennis, Golf
Oct 4 – 11
Quick stats about vacation rentals in New Canaan
Total rentals | 50 properties |
---|---|
Wifi availability | 50 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 | 950 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 110 vacation rentals in Silvermine, and over 240 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 wifi, over 30 homes with air conditioning, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
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