Vacation rentals with a patio in Fairfield

Find and book unique accommodations with an outdoor patio on Airbnb

Top-rated accommodations with an outdoor patio in Fairfield

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

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Guest favourite

Apartment in Milford

4.94 out of 5 average rating, 108 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!

Sep. 16 – 23

$295 CAD per night

Guest favourite

Home in Fairfield

5.0 out of 5 average rating, 11 reviews

Remodeled Cozy Country Cape

Kick back and relax in this calm, stylish space. The entire house has been remodeled from top to bottom. 2 bedroom 2.5 bath house with gorgeous remodeled kitchen. Open floor plan with stylish furnishings and hard wood floors. Cozy front to back living room with TV and lots of natural light. Finished lower level with large comfortable sectional couch, full bath, TV, desk/workspace, and laundry room. Private backyard with gardens & outdoor patio with stylish furniture to sit & enjoy the outdoors.

Dec. 31 – Jan. 7

$611 CAD per night

Guest favourite

Loft in Milford

4.94 out of 5 average rating, 97 reviews

Lovely water front lower-level loft, free parking

This unique centrally located water front loft is located on the second Gulf Pond 1.5 miles from historic Milford center buzzing with water front restaurants and downtown shopping. This one bedroom, one bath, has a private entrance and free off street parking. Outdoor patio & grill with kitchenette, enjoy a waterfront view throughout the 400 sq ft space. Close to I-95, the Merrit Parkway, and Milford train station. Explore 17 miles of beaches in this New England town by bike, kayak, or foot.

Dec. 9 – 16

$206 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!

May 10 – 17

$534 CAD per night

Guest favourite

Home in Fairfield

5.0 out of 5 average rating, 15 reviews

5 Minute Walk to Beach & Downtown Fairfield

This Immaculate 3-bedroom cape in the desirable Fairfield Beach Area is only a 5 minute walk to the sand. The home has just been beautifully updated and has all modern amenities. Start your day in the breakfast nook which overlooks the lovely level fenced in backyard and enjoy an evening cocktail on the deck. Close enough to the train and downtown to walk and take a stroll to the Marina in the evening. The location is just perfect and the house is a wonderful place to relax and recharge.

Nov. 8 – 15

$739 CAD per night

Guest favourite

Apartment in Middletown

4.98 out of 5 average rating, 147 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

$220 CAD per night

Guest favourite

Barn in Fairfield

4.95 out of 5 average rating, 40 reviews

Delightfully Renovated Colonial Barn by the Beach!

This converted 1766 barn is truly one of a kind! The newly renovated barn is set on 3/4 of an acre, surrounded by crushed seashells and a white picket fence. Here you will find a generous living space, carefully curated to incorporate modern amenities a discerning guest demands, all while maintaining the home's historic charm. Our barn is ideal for families looking for a cozy getaway or for a small group looking to explore Fairfield County and all it has to offer.

Jun. 8 – 15

$579 CAD per night

Guest favourite

Home in Stratford

4.93 out of 5 average rating, 103 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. 3 – 10

$438 CAD per night

Guest favourite

Guest suite in Milford

5.0 out of 5 average rating, 14 reviews

Modern Studio & Gamers Paradise Near Downtown

Discover endless fun at our game-filled retreat! Choose from a variety of board games, enjoy a game of bumper pool or darts, and dive into the world of video games. Minutes from Silver Sands Beach, downtown Milford, and main highways, this spacious studio features a workout area, dedicated workspace, full bathroom, kitchenette, and open layout. Perfect for a fun-filled getaway, our home ensures a blend of relaxation and entertainment in a prime location!

Apr. 5 – 12

$201 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.

Nov. 15 – 22

$469 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. 12 – 19

$241 CAD per night

Guest favourite

Guesthouse in Mahopac

4.96 out of 5 average rating, 111 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. 15 – 22

$186 CAD per night