Vacation rentals with a patio in Westport

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Top-rated patio rentals in Westport

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Guest favorite

Apartment in Milford

4.95 out of 5 average rating, 110 reviews

The Boathouse, private downtown Harborside suite

The Boathouse is a detached one bedroom studio apartment situated behind our home in the heart of Historic downtown Milford. Through a private entrance you will discover a thoughtfully furnished bedroom (queen bed & pull out couch), dining room, full kitchen & bath. It is ideally suited for a couple/small family looking for a memorable beachtown getaway. Walk, rent bikes/kayaks, shop, dine, enjoy art, music, or a day at the beach… our quintessential New England seaside town is sure to charm you!

Feb 25 – Mar 4

G$30,890 GYD per night

Guest favorite

Apartment in Norwalk

5.0 out of 5 average rating, 29 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.

Sep 18 – 25

G$36,078 GYD per night

Guest favorite

Cottage in Weston

4.97 out of 5 average rating, 33 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

Jan 28 – Feb 4

G$75,419 GYD per night

Guest favorite

Home in Norwalk

5.0 out of 5 average rating, 35 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.

Mar 20 – 27

G$42,464 GYD per night

Guest favorite

Condo in Middletown

4.97 out of 5 average rating, 105 reviews

Entire place to yourself Cromwell/Middletown Line

Welcome to Cromwell / Middletown line, open space condo has living room with smart TV, Wi-Fi and sofa bed connected with dining room with four seats, the kichen is well stocked with all the amenities you need, 24 hours keyless access to the apartment, free parking, swimming pool. Washer / dryer unit on - site paid through a prepaid card. Condo is located near I 91 and Route 9 ramps and just minutes from shopping, restaurants and more, 5 min drive to Wesleyan University, Middlesex Hospital

Feb 26 – Mar 5

G$25,082 GYD per night

Guest favorite

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 9 – 16

G$38,488 GYD per night

Guest favorite

Apartment in Middletown

4.98 out of 5 average rating, 150 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 12 – 19

G$26,969 GYD per night

Guest favorite

Home in Stratford

4.93 out of 5 average rating, 106 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.

Sep 4 – 11

G$54,968 GYD per night

Guest favorite

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 23 – 30

G$40,525 GYD per night

Guest favorite

Home in Fairfield

5.0 out of 5 average rating, 65 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 13 – 20

G$66,783 GYD per night

Superhost

Condo in Norwalk

4.81 out of 5 average rating, 21 reviews

*New Studio in the heart of Downtown Norwalk*

Enjoy a stylish experience at this centrally-located studio in downtown Norwalk. Our proximity to businesses like Norwalk Hospital and area attractions such as the Maritime Aquarium, make our studio the perfect place to stay for work or play. After a day of experiencing all that Norwalk has to offer, come home to the comfort of our studio featuring a full-size kitchen, complimentary Wi-Fi, Internet TV, queen size bed, outdoor patio & free parking.

Mar 11 – 18

G$22,067 GYD per night

Guest favorite

Apartment in Fairfield

4.95 out of 5 average rating, 66 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.

Aug 15 – 22

G$35,617 GYD per night