Vacation rentals with a patio in Westport

Find and book unique accommodations with an outdoor patio on Airbnb

Top-rated accommodations with an outdoor patio in Westport

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

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Guest favourite

Apartment in Norwalk

5.0 out of 5 average rating, 28 reviews

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 large 2nd flr rental sleeps like a 2 bed & 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.

Jan. 30 – Feb. 6

$278 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

$601 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

$347 CAD per night

Guest favourite

Apartment in Fairfield

5.0 out of 5 average rating, 24 reviews

Lovely studio apartment, furnished, Southport CT

This special studio apartment is close to everything- walk to metro north train, to beach and harbor, and quaint Southport village. Free on-street parking brings you to enter this historic house through beautiful gardens and on to an above ground, private entrance. The patio is all yours and inside there is a full eat-in kitchen, washer dryer, desk area and cable and wi-fi. All new furnishings, cozy and super clean. This is a rare and unique opportunity to experience this hidden village!

Jan. 16 – 23

$415 CAD per night

Guest favourite

Apartment in Norwalk

4.95 out of 5 average rating, 43 reviews

Private Studio In Coastal Rowayton!

Welcome to our charming and convenient Rowayton studio, with private entrance, bath and bedroom alcove. We're just a few steps from the MetroNorth train station, an easy escape from NYC. We hope you enjoy our quaint New England hamlet, with postcard views everywhere you look -- plus beaches, restaurants, shops, etc., all within walking distance, so no car is needed! We're happy to be your local hosts for a weekend getaway, or up to a full week. Discover our well-kept secret of a town!

Oct. 19 – 26

$307 CAD per night

Guest favourite

Apartment in Middletown

4.98 out of 5 average rating, 149 reviews

Apartment Near Wesleyan, Downtown, Wedding Venues!

Welcome! We are sure you will enjoy your stay in this centrally located first-floor apartment, which sleeps 5-6 guests! You'll feel at home in this cozy 2-bedroom unit, stocked with everything you would need during your stay. Walking distance away from Main Street and Wesleyan, you'll be able to explore all Middletown and the surrounding area has to offer. Two porches, a fenced-in backyard, and a firepit are all available for your use! Pets are welcome! Any questions? Message us!

Sep. 3 – 10

$221 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

$440 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

$332 CAD per night

Guest favourite

Home in Fairfield

5.0 out of 5 average rating, 63 reviews

Fairfield Cottage: Cozy retreat near Universities

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

$500 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

$258 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

$186 CAD per night

Guest favourite

Home in Milford

4.99 out of 5 average rating, 231 reviews

The Daydreamer -Walk to Walnut Beach, Pet Friendly

Newly remodeled and designed, come enjoy your cozy bungalow just 0.2 miles from beautiful Walnut Beach & boardwalk. Less than 1 minute to The Tyde wedding venue. 10 miles from Yale, Fairfield U & Sacred Heart U. 10 minutes from the Total Mortgage arena. Located on a private one way street, less than 5 minutes to I95

Jan. 5 – 12

$323 CAD per night