
Vacation rentals with a patio in New Canaan
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Top-rated patio rentals in New Canaan
Guests agree: these patio rentals are highly rated for location, cleanliness, and more.

1956 House of the Year Award. Easy commute to NYC.
Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!

Secluded Lakefront Chalet•Firepit•Yard Dogfriendly
Just over an hour from NYC, this secluded, dog-friendly lakefront chalet offers 200’ of private shoreline, fenced yard and sunroom with serene lake views. Thoughtfully styled with collected pieces from my travels, it blends quiet luxury with modern comfort. Cozy up by the fireplace, enjoy vinyl or a movie, watch snowfall, spot wildlife, explore nearby trails, unwind by the fire pit and rest in the king-size bed. Romantic, peaceful, beautifully secluded – your perfect winter lake escape awaits.

The Hillside Crib | 1 Bedroom Apt | Near Downtown
Enjoy this stylish 1-Bedroom apartment located near 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 25 minute walk. Washer and Dryer included in the unit. This unique place has a style all its own! 3rd Fl. Unit use stairs.

Sunny French Cottage
This unique, sunny cottage has it's own style. Private and peaceful, completely renovated cottage with French vibes. Originally used as a painting/design studio. It is an ideal place to relax and enjoy the surrounding nature. The upstairs bedroom is loft style and has a luxurious queen size bed. It's ideal for short and long stays. It is a perfect place for cozy evenings and lazy mornings, it can also serve as a temporary workplace. High tea style, organic breakfast available (20$ per person)

The ARLO - Walk to Brewery & Restaurants
Newly remodeled and designed, The ARLO combines a seamless blend of luxury & comfort for your family. Walking distance to Dockside brewery & stand-out local restaurants, while only 1 mile from the beautiful Walnut Beach. Enjoy a thoughtful & comfortably designed living room, cook in the chef-style kitchen, indoor/outdoor living with a game room and fully-fenced yard. -Less than 2 minutes to The Tyde wedding venue. -15 min to Fairfield U & Sacred Heart -15 min to YALE -0.2 miles off I-95

Norwalk/Westport Border, Near Calf Pasture Beach
Welcome to Norwalk Retreat. A beautifully designed 4-bedroom home crafted for your ultimate comfort. Perfect for families and friends, this property offers an array of amenities to ensure a memorable stay. Located on the Norwalk/Westport border, just 60 minutes to NYC. Local Attractions: •Minutes to Calf Pasture Beach •SoNo District: Enjoy the vibrant nightlife, boutique shopping, and an array of dining options •Experience kayaking and paddleboarding on the picturesque Norwalk River

The River Loft
Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

"Triplex Historic Beauty" with Seasonal Garden
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 cozy 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 .

Gem by the water+ firepit and all fenced backyard
Take it easy at this unique and tranquil getaway. One block away from the water and three blocks away from Dolphin Cove. Enjoy walkings and site-seeings. Perfect for going kayaking, paddle boarding or just stay relaxing in the backyard. It is located at 5 minutes walking distance from the train station and 7 minutes away from downtown. Bus stop in front of the house. The house has a lower level that mostly is occupied by the host and sometimes with guests.

Twin Lakes Designer A-frame Stone Cottage
*Twin Lakes Cottage* Stunningly restored 1930s a-frame stone cottage located on a private lake in West Mountain State Forest with a new deck, patio, soaring high skylights, and 21’ tall wood-burning fireplace. Resting on a hillside with 180 degree views of two lakes, this breathtaking retreat is a one-of-a-kind experience. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility.

French Guest House in Waccabuc
A private, European-style retreat just 60 minutes from NYC. Set on an eight-acre gated French estate with its own lake, this guest house feels like a mini Versailles with 18th-century statuary, fountains and manicured gardens. Designed by David Easton, it features heated stone floors, a heated towel rack, luxury linens, gold fixtures, fast WiFi, and a private entrance. Minutes from Waccabuc Country Club and the Katonah train station.

Sunny Fairfield Studio Apartment
Enjoy this sunny, newly-renovated, modern Fairfield studio apartment, located in the carriage building of a historic early 1900's house. Great for an individual, couple, or family. Well situated, a short drive to Sacred Heart & Fairfield Universities, downtown Fairfield and the beach, Silverman's Farm and other Easton farms for apple picking, petting zoos, and the like, and Fairfield Metro Station for a 1 hour train ride to NYC.
Popular amenities for New Canaan patio rentals
Apartment rentals with a patio

The Boathouse, private downtown Harborside suite

Stylish Private Studio 1 block from Main St Beacon

Comfy 2BR Apt with private entry & free parking.

The Hideaway

Suite74 - Cozy, modern 1 bedroom with office

Clean, convenient, & close to train & downtown

Retreat in New Haven by Stephanie and Damian

Woven Winds Retreat
House rentals with a patio

Charming Coastal Hideaway Near the Shore

5 Minute Walk to Beach & Downtown Fairfield

Family friendly

Historic Designer City Getaway

Westshore Luxury

Modern Tranquil Home In Connecticut- 40 min to NYC

Stareway to Heaven

Cottage in the heart of Stony Brook Village
Condo rentals with a patio

Clean Home Suite Home

Stylish studio in Manhattan

Modern 2BR Condo — Comfort Meets Convenience

Private room in condo

Apartment Share: Private room & private bathroom.

Coastal Holiday Getaway - Waterfront Rowayton

Artful 3BDR: Near Subway, Stadium + Private Patio

Norwalk Loft with Private Patio
Quick stats about vacation rentals with a patio in New Canaan

Total vacation rentals
Explore 20 vacation rentals in New Canaan

Nightly prices starting at
New Canaan vacation rentals start at $60 per night before taxes and fees

Verified guest reviews
Over 760 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
20 of New Canaan vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across New Canaan rentals

4.9 Average rating
New Canaan stays are highly rated by guests—averaging 4.9 out of 5!
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