Vacation rentals with a patio near Fairfield Beach

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Top-rated patio rentals near Fairfield Beach

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Top guest favorite

A spacious studio layout includes a cozy queen bed adorned with a geometric quilt. Nearby, a comfortable seating area features a patterned sofa and a green chair. Natural light flows through large windows adorned with bamboo shades, illuminating the warm wood floor.

Apartment in Milford

4.95 out of 5 average rating, 168 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

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, 117 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!

Guest favorite

The backyard features a wooden pergola adorned with lights, providing a shaded area for seating. A large red umbrella extends over a dining table, and comfortable seating arrangements invite relaxation. Lush green grass stretches across the yard, bordered by white privacy fencing.

Home in Fairfield

4.92 out of 5 average rating, 26 reviews

Seaside Home - Walk to Beach & Marina

This waterfront oasis home is a short walk (2 blocks) to Fairfield Penfield Beach & Marina. Kayak & fish right from your own dock (2 kayaks included w/ home). Enjoy the rooftop deck overlooking the beautiful inlet of The Sound, perfect for stargazing, fireworks watching, or just relaxing. This beautiful home comes furnished w/ 3 bedrooms and 3.5 bathrooms. The 3rd floor can be used as a playroom, extra bedroom or office. The home has been renovated top to bottom over the last couple of years.

Guest favorite

A stone patio features a rustic wooden table alongside two chairs, providing a comfortable space to enjoy the waterfront view. Lush greenery and tall reeds frame the serene lake, with clear blue skies and scattered clouds enhancing the natural setting.

Loft in Milford

4.94 out of 5 average rating, 150 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

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, 244 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 comfortable living room is featured, with a gray sofa and two wooden chairs positioned around a small, circular coffee table. Natural light filters through large windows, illuminating light-colored walls and warm wooden flooring.

Home in Milford

4.99 out of 5 average rating, 121 reviews

The ARLO - Walk to Brewery & Restaurants

Newly remodeled and designed, The ARLO combines a seamless blend of luxury & comfort for your family. Walking distance to Dockside brewery & stand-out local restaurants, while only 1 mile from the beautiful Walnut Beach. Enjoy a thoughtful & comfortably designed living room, cook in the chef-style kitchen, indoor/outdoor living with a game room and fully-fenced yard. -Less than 2 minutes to The Tyde wedding venue. -15 min to Fairfield U & Sacred Heart -15 min to YALE -0.2 miles off I-95

Top guest favorite

A bright kitchen area is featured, equipped with modern appliances and a white countertop. A cozy seating area includes a navy sofa adorned with pink cushions against a wood-paneled accent wall. Decorative plants and a vase with blue flowers add a fresh touch to the space.

Home in Fairfield

5 out of 5 average rating, 47 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

A scenic view of a calm waterway is framed by a wooden deck. Two white chairs with blue stripes are positioned for relaxation. A small table holds decorative items, while a dock extends into the water, surrounded by greenery and gentle waves.

Guesthouse in Fairfield

4.95 out of 5 average rating, 22 reviews

The Creekside Cottage

Creekside Cottage is a charming getaway nestled in beautiful Fairfield Beach. Close to downtown Fairfield & multi cuisine restaurants. Property Highlights: Prime Location: 1 minute stroll to the sandy shores of Fairfield Beach! Outdoor Patio: where you can savor your morning coffee or sip wine watching the beautiful sunsets! Note: this is a second floor unit with stairs Local Attractions: Jennings Beach, Fairfield Museum & History Center & Lake Mohegan. Time to kick back and relax!

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, 150 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

Top guest favorite

The exterior of a red-brick building is featured, showcasing large black doors with decorative accents. Planters with greenery are placed on either side of the entrance. An iron fire escape extends above the doorway, while a flag hangs on the right side of the image.

Apartment in Norwalk

4.98 out of 5 average rating, 142 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 .

Top guest favorite

The exterior of the modern beachside retreat is showcased, highlighting a three-story structure with balconies on the upper floors. The light-colored facade is complemented by stone accents and landscaped lawn, providing a welcoming entryway. Nearby streets and neighboring homes create a quaint coastal neighborhood ambiance.

Home in Fairfield

5 out of 5 average rating, 15 reviews

Stareway to Heaven

Welcome to your ideal beachside retreat in Fairfield, CT. This fully furnished 4-bedroom, 3 1/2 bath home offers an open-concept living space, a chef’s kitchen, and a private rooftop deck with stunning coastal views. Just steps from the beach and close to downtown shops and dining, it provides the perfect blend of luxury and convenience. Optional beach cruiser rentals and paddleboards are available. Flexible rental terms are offered for both short- and long-term stays.

Top guest favorite

An open-concept living area showcases a spacious sectional sofa facing a gas fireplace. Natural light floods the room through large windows. A dining table sits nearby, complemented by bookshelves and a TV mounted above the fireplace. A lofted area can be seen in the background.

Barn in Fairfield

4.97 out of 5 average rating, 68 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.