Vacation rentals with a patio in Weston

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Top-rated patio rentals in Weston

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Guest favorite

An outdoor space is framed by warm autumn colors, showcasing a wooden deck with a dining table and chairs. A brick wall adds privacy, while a vibrant yellow rubber duck is visible nearby. Lush trees surround the area, enhancing the natural ambiance.

Home in Rye

4.91 out of 5 average rating, 118 reviews

1956 House of the Year Award. Easy commute to NYC.

Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!

Top guest favorite

The guesthouse exterior showcases a stone facade complemented by a sloped roof. A large patio area with an umbrella provides shade over a picnic table, surrounded by well-maintained greenery and trees. A natural stone wall lines the property, enhancing the outdoor living space.

Guesthouse in Weston

4.98 out of 5 average rating, 46 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 details to note'

Guest favorite

Apartment in Stamford

4.95 out of 5 average rating, 114 reviews

The Hillside Crib | 1 Bedroom Apt | Near Downtown

Enjoy this stylish 1-Bedroom apartment located near downtown Stamford. Walk to downtown to enjoy all it has to offer, from restaurants, shopping, UCONN of Stamford and more! Centrally located and a short train ride to New York City, our apartment offers everything you need for a comfortable stay in the area. We offer free parking on the premises and the train station is a 25 minute walk. Washer and Dryer included in the unit. This unique place has a style all its own! 3rd Fl. Unit use stairs.

Guest favorite

A round dining table with two transparent chairs is positioned near large windows that offer views of vibrant autumn foliage. A small vase with flowers decorates the table. Light enters through the open door, enhancing the bright and airy ambiance.

Guesthouse in Mahopac

4.95 out of 5 average rating, 246 reviews

Lakeview Guesthouse with Sauna

Art and light filled spacious studio with panoramic views overlooking lake Mahopac perched on a steep hill. A short 5 min walk down the hill to swimming/paddleboarding/canoeing. Walkable to an on-the-lake restaurant/ dining/ takeout options + boba tea! Drivable to farm fresh food markets, restaurants and art museums. Cedar dry Sauna on property for use. Nearby towns and hikes include Fahenstock Park, Pound Ridge, Cold Spring, Beacon, Ridgefield, or walk up the hill to trails of Volz park!

Top guest favorite

A modern, two-story structure showcases large windows framed by climbing greenery. A stone pathway leads to a glass-paneled door, with potted flowers positioned along the entrance. The surrounding area is filled with trees, creating a serene atmosphere.

Cottage in Weston

4.97 out of 5 average rating, 153 reviews

The River Loft

Escape to The River Loft, a 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

The estate is showcased from an elevated viewpoint, featuring a white facade framed by lush green trees. A stone terrace is visible, bordered by a beautifully maintained lawn, providing an expansive outdoor area overlooking the Connecticut Golf Club.

Home in Easton

5 out of 5 average rating, 32 reviews

Historic Designer City Getaway

This 1744 estate is a perfect urban retreat. It's situated on 3+ acres overlooking the Connecticut Golf Club & serves as a serene and secluded escape from the city. Charming, but grand, this spacious 5-bedroom, 4.5-bathroom house is a great spot to gather as family and friends, host a corporate retreat, or provide a backdrop for a photoshoot, with plenty of room to spread out yet still come together in the shared spaces. Check out our winter mid-week rates. Excited to host you!

Top guest favorite

The exterior of the guest house is framed by manicured gardens, featuring two decorative statues positioned beside a pea gravel walkway. A small patio area includes a round table with two chairs, creating a serene spot for outdoor relaxation.

Guesthouse in Waccabuc

4.99 out of 5 average rating, 102 reviews

French Guest House in Waccabuc

A mini Versailles just outside of NYC - located on a private and gated eight acre estate with its own lake in Waccabuc, NY. Surrounded by 18C statuary, manicured gardens and fountains, it’s equivalent to staying in a 5-Star European luxury hotel suite (house designed by David Easton) with its heated stone floors and heated towel rack, luxury linens, gold taps and serene private entrance. (.7mi from Waccabuc Country Club, 60 min from NYC by car or train - Katonah train St)

Guest favorite

A spacious outdoor patio features a large table surrounded by comfortable seating. A large umbrella provides shade, while the bright sunlight highlights the surrounding greenery. The area is bordered by a white fence and includes inviting lounge chairs.

Home in Fairfield

4.96 out of 5 average rating, 157 reviews

Top Rated Gem | Fire Pit | BBQ | FFU | Near Beach

Welcome to Fairfield Cottage, a cozy retreat that beautifully combines comfort and stylish design for you and your guests. With thoughtful decor and essential amenities, you'll feel right at home. Conveniently located just 90 minutes to NYC, you can easily visit attractions like the Norwalk Aquarium, Beardsley Zoo, and local farms. Unwind at nearby Jennings and Penfield beaches located just 3 miles away, or explore the charming village of Southport.

Top guest favorite

The bedroom features a queen size spindle bed with quality bedding, flanked by two nightstands with lamps. A dedicated work desk is equipped with a lamp and USB ports. Shelving adds storage, while a small seating area is present, illuminated by natural light from the windows.

Apartment in Fairfield

4.97 out of 5 average rating, 136 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.

Guest favorite

A spacious living area features a large sectional couch with light-colored upholstery, positioned invitingly around a coffee table. Natural light is streamed through multiple windows, illuminating the room, while wooden beams add a rustic charm to the ceiling.

Home in Redding

5 out of 5 average rating, 39 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.

Guest favorite

The cottage is surrounded by lush greenery, featuring a charming entrance with a white door and a stone chimney. A greenhouse sits alongside, filled with plants. The front yard is lined with vibrant shrubs and framed by blooming trees under a clear blue sky.

Guesthouse in Wilton

4.98 out of 5 average rating, 46 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

Guest favorite

A charming two-story home is set against a backdrop of autumn foliage. The exterior features white siding with a red door, large windows, and landscaped gardens. A path leads to the front entrance, while a spacious lawn surrounds the house, offering a tranquil setting.

Home in Weston

4.87 out of 5 average rating, 54 reviews

Magical Weston Retreat

Stunning country retreat on 2+ park-like acres including a lily pond with waterfall . Charming 1920 home updated with central a/c throughout, modern kitchen and large sunroom with nature views on 3 sides. Around the corner from Weston's acclaimed Lachat Town Farm and the bordering 1,747 acre Devils Den Preserve. Easy NYC access from Cannondale Station 10 minutes away.