Vacation rentals with a patio in Weston

Find and book unique accommodations with an outdoor patio on Airbnb

Top-rated accommodations with an outdoor patio in Weston

Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.

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Guest favourite

Home in Weston

5.0 out of 5 average rating, 36 reviews

Gorgeous Weston Retreat with Tennis & Hot Tub

Forget your worries in this spacious and serene space. A sparkling, sweeping, sunny, and inviting contemporary home just waiting for you to enjoy. The open first floor plan features soaring vaulted ceilings with skylights that flow from the fireplace-adorned great room to dining room to chef’s kitchen, creating a casual, but effortlessly elegant gathering space for family and friends. Enjoy playing tennis and pickleball on the newly refreshed har-tru court before dipping into a relaxing hot tub.

May 20 – 27

$1,415 CAD per night

Guest favourite

Guesthouse in Weston

4.96 out of 5 average rating, 26 reviews

Nature Lovers Guesthouse

This beautiful Guesthouse is a perfect city escape for taking in nature. Located near amazing hiking, fishing, and parks, while just a 15-min drive to beaches, shopping, and dining. A cyclist's dream, located right on scenic route 53! The Guesthouse sits apart from the famous main Log Cabin providing serene views of the garden, pond, waterfall, and stream. You may even recognize this historic property from a Ralph Lauren ad or the 1975 film The Stepford Wives! Please read 'Other things to note'

Oct. 13 – 20

$469 CAD per night

Guest favourite

Cottage in Weston

4.97 out of 5 average rating, 32 reviews

The River Loft

Escape to The River Loft, a secluded 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

Jul. 25 – Aug. 1

$595 CAD per night

Guest favourite

Home in Norwalk

5.0 out of 5 average rating, 34 reviews

❤️ 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.

Dec. 14 – 21

$344 CAD per night

Guest favourite

Home in Stratford

4.93 out of 5 average rating, 104 reviews

Quaint Colonial - Private Hot Tub & Entire House

The way Airbnb used to be, something special... a home away from home. No long rule book, just be respectful. Come and stay in this cozy colonial home centrally located in Stratford CT. Walk to the park, soak in the spa (during cold weather it's the BEST), sip tea, listen to music, play games, and relax. Less than 10 minutes from some of the best CT has to offer - beaches, shopping, restaurants, grocery, entertainment, hiking, train to NYC / Yale, and more.

Aug. 6 – 13

$436 CAD per night

Guest favourite

Vacation home in Westport

4.93 out of 5 average rating, 46 reviews

Your perfect Westport getaway is here!

Great location! Book your stay at the Benjamin on Franklin…walking distance to Westport train & all of the fun Saugatuck bars, restaurants & shops. During the summer, kayaking is only steps away. "Benji" is the newest sister property to popular "Minty" (Araminta on Thames) in Newport, RI. Updated, spacious and comfortable. 2 bedrooms, living room, eat in kitchen & both patio & porch. Sorry but no animals or smoking. No exception. Pls don’t ask.

Sep. 19 – 26

$329 CAD per night

Guest favourite

Home in Fairfield

5.0 out of 5 average rating, 63 reviews

Fairfield Cottage: Near Beach, Great for Families

Our newly renovated, cozy 3-bedroom, 2 bath home, offers a bright and refreshing atmosphere for your getaway. Conveniently located just 1 mile to Fairfield University and close to Sacred Heart University. Our home also provides easy access to local attractions such as the Norwalk Aquarium, Beardsley Zoo, and charming local farms. Unwind at the nearby Jennings and Penfield beaches, or explore the quaint village of Southport, all within a 4-mile radius.

Apr. 12 – 19

$496 CAD per night

Guest favourite

Home in Redding

5.0 out of 5 average rating, 17 reviews

Quiet and Cozy Cottage near NYC with a Pond

Black Pond House is a quick drive or train ride out of NYC. Once you arrive, you will experience tranquility and privacy on a 6 acre property with walking trails, streams, and a waterfall connected to the pond. The cottage is more than 200 years old and oozing with charm and comfort. There is no need to leave the property if you enjoy cooking and relaxing with all of the modern comforts including Sonos Sound and Chef's kitchen.

Jul. 22 – 29

$794 CAD per night

Guest favourite

Apartment in Fairfield

4.95 out of 5 average rating, 64 reviews

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.

Oct. 10 – 17

$256 CAD per night

Guest favourite

Guesthouse in Mahopac

4.96 out of 5 average rating, 113 reviews

Sunny Lakeview Guesthouse

Art and light filled spacious studio with panoramic views overlooking lake Mahopac. Walkable to swimming/paddleboarding; skating/ice fishing. Many fine restaurants or casual takeout options, and boasting an excellent coffee shop. Train ride from Grand Central to Croton Falls, then a 12 minute drive or shuttle ride. Close to Fahenstock Park, Cold Springs, Beacon, Ridgefield,or walk up the hill to the trails of Volz park

Sep. 11 – 18

$185 CAD per night

Guest favourite

Farm stay in Redding

5.0 out of 5 average rating, 35 reviews

Charming Historic Cottage in the Redwoods

Travel back in time to Marchant Farm and enjoy an authentic farm life experience in the historic, newly restored Sunflower Cottage. Whether you need a place to recharge or to reconnect with nature, you will find it here. Relax and unwind in the stunning floor to ceiling cedar living area. With 2 air conditioned bedrooms, each with full beds, and the children's magical loft space with two twin beds and play area.

Mar. 6 – 13

$611 CAD per night

Guest favourite

Guesthouse in Wilton

5.0 out of 5 average rating, 22 reviews

The Ciderhouse Cottage - private escape in Wilton

Entirely private cottage on tranquil property. Lovely family friendly space with full kitchen and eat - in dining room. Large living space with french doors that open up to private back yard.Beautiful views of property with private patio & yard. -45 miles to NYC, 1 mile to local metro north train station -5 minutes to downtown Wilton with restaurants/shopping, 10-15 minutes to Westport, New Canaan, Ridgefield

Oct. 22 – 29

$535 CAD per night