Vacation rentals with a patio in Fairfield County

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Top-rated patio rentals in Fairfield County

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Guest favorite

Rental unit in Milford

4.94 out of 5 average rating, 137 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!

Guest favorite

Cottage in Milford

4.99 out of 5 average rating, 105 reviews

Modern Cottage, Walk 2 Beach & Tyde Wedding Venue

Be Our Guests Our charming and cozy Walnut Beach Cottage is conveniently located in the heart of Walnut Beach in Milford, CT. We offer for your relaxation a modern take on farm style design in a single family 3 bedrooms and 1 bath cottage with fully equipped kitchen that will allow you the privacy and tranquility you desire, while touting a close proximity to beaches, wedding venue as well as Yale University. Come stay with us for an unforgettable romantic getaway or vacation with your family!

Guest favorite

Cottage in Weston

4.99 out of 5 average rating, 81 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

Guest favorite

Guest suite in Milford

4.93 out of 5 average rating, 126 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.

Guest favorite

Home in Fairfield

5 out of 5 average rating, 34 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.

Guest favorite

Guesthouse in Brewster

4.94 out of 5 average rating, 126 reviews

Sherwood Barn - close to ski mountain

Our guests stay on the SECOND floor of the barn in a 1200 Sq Ft, fully reno'd apt that sleeps 6. Located about 1 hour from NYC you will find peace and serenity in the middle of nature on this 4 acre estate (that also contains our main home) where you can get away from it all. unwind this way or visit local attractions like Thunder Ridge Ski Mountain, snowshoe/ X Country skiing, hike/bike/running trails, restaurants and local cafe's. Great oasis to kick back and spend time with family.

Guest favorite

Cabin in New Milford

4.95 out of 5 average rating, 138 reviews

Creek Side Cabin w/ Wood Fired Hot Tub & Fire Pit

Our Little Creek Cabin is a place to pause. The cabin is located next to a rushing creek, where you can soak in a wood fired hot tub while listening to the sounds of the water. We are minutes from Candlewood Lake & Squantz Pond, where you take take our kayaks out. There are many wineries, breweries, towns to explore, antique shops, ski mountains, and beautiful hiking trails. Here you can simply open the windows to listen to natures sound machine! Find us on IG @thelittlecabins

Guest favorite

Rental unit in Norwalk

4.98 out of 5 average rating, 125 reviews

"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 .

Guest favorite

Home in Stratford

4.94 out of 5 average rating, 147 reviews

Cozy 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, 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. 🍂 Fall seasons + hot tub = pure bliss

Guest favorite

Home in Fairfield

4.97 out of 5 average rating, 103 reviews

Family Xmas Bliss:Tree, Cozy fireplace & hot cocoa

Our newly renovated, cozy 3-bedroom, 2 bath home, offers a bright and refreshing atmosphere for your family 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.

Guest favorite

Cottage in Pawling

4.98 out of 5 average rating, 106 reviews

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.

Guest favorite

Rental unit in Fairfield

4.97 out of 5 average rating, 99 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.