House vacation rentals in Fairfield Beach

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Top-rated house rentals in Fairfield Beach

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Superhost

The exterior of the three-story house is clad in grey shingles, accented by a vibrant turquoise front door. Multiple windows allow natural light into the interior, framing a modern yet classic architectural style.

Home in Milford

4.92 out of 5 average rating, 26 reviews

Light-filled Beach House Steps from the Sand

Located in prime Bayview Beach, a one min stroll to the sandiest beach in Milford. Two floors with private patio. Main level: half-bath, Cooks kitchen with a 6 person dining area, living room with flatscreen. Upstairs: master w/king size bed & en-suite bath, kids bedroom w/ bunkbed, another full bath w/ tub. 3rd bedroom with queen bed and trundle twin. If you want a get-a-way from the city, or just an escape then come to this tucked-away home. Enjoy all that this coastline gem has to offer.

Guest favorite

The exterior view showcases a bright, newly constructed home with white siding and a stone accent at the lower level. A spacious porch with seating is visible, along with a well-maintained lawn and a fenced yard, creating a welcoming entrance.

Home in Fairfield

5 out of 5 average rating, 8 reviews

Newly built twin beach house within steps to beach

Keep it simple at this peaceful and centrally-located home. Newly built in 2019! Premier beach living at its finest. Steps to Fairfield’s beaches and less than a mile to downtown restaurants, shops, and bars. Fenced backyard. Central air throughout. Decks off the front and back with a Weber grill. Furnished with luxury furniture, sheets, comforters, and pillows. Smart TVs in every bedroom and living room. Tesla charging station at the house. Identical home next door available for larger bookings

Guest favorite

The living area is arranged with a spacious sectional sofa adorned with assorted cushions. A glass coffee table sits at the center, surrounded by decorative accents. Bright light streams through several windows, highlighting the polished wooden floor and a dining table at the edge of the room.

Home in Milford

4.96 out of 5 average rating, 26 reviews

*The W house near Tyde, pet friendly

-A brief walk to WIldemere (3 minutes) or Walnut Beach (10 minutes) to enjoy the sun and water. -7 minute walk to the new Tyde at Walnut Beach!!! This peaceful beach community is welcoming and ready for you to explore. Take a stroll to the coffee shop, restaurants, beach boardwalk, and the BEST ice cream shop-Walnut Beach Creamery. Maybe cook or order in to relax on the beautiful patio by the fire pit while the kids have s’mores! -quick drive to famous pizza and hiking and farms -train to NYC

Guest favorite

A welcoming living area features a light-colored sofa paired with a complementary armchair, both adorned with patterned cushions. A wooden coffee table is centered on a soft area rug. The space is enhanced by natural light from a nearby window and a staircase leading to the upper level.

Home in Milford

4.92 out of 5 average rating, 26 reviews

Cozy Milford Beach House

Charming beach house in lovely New England neighborhood. Walking distance to a few small little restaurants/bars and small shopping plaza. Beautiful hard wood floors throughout with carpets to make a warm inviting home. An updated on-demand hot water heater as well as a brand new washing machine updated 2021. Porch has a lovely ocean view with enough seating to eat outside or just hang out with a nice glass of vino or coffee. A few minutes from downtown Milford, train station and Gulf Beach.

Top guest favorite

A spacious outdoor yard is featured, surrounded by trees and greenery. White lounge chairs and a small table are positioned on the grassy area, inviting relaxation. A hammock is visible in the background, adding to the tranquil outdoor setting.

Home in Northport

4.94 out of 5 average rating, 114 reviews

Cool pad, Private Rms, Walk to village, Wtr view

Beautiful pad on a tranquil street and walkable neighborhood. 5-10 minute walk to the village and 2-minute walk to the cliffs overlooking the bay and sound. Water view from one bedroom, great outdoor yard - very private. Updated amenities, marble bathroom, cozy indoor living area and very comfortable beds. The rental space is private and is the entire first floor of the home. The home is a two-story duplex with a shared entrance and private locking doors to each space. Wonderful location.

Guest favorite

A view from the interior through a set of glass doors, showcasing tranquil waters and distant land. The scene highlights natural elements like tall grass along the shoreline, with a clear blue sky above.

Home in Milford

4.96 out of 5 average rating, 210 reviews

Designer Beach Retreat on Exclusive Cedar Beach

Welcome to your own slice of heaven! Enjoy dinner in your Chef's kitchen while watching one of the most radiant sunsets you will ever see. Stunning views from the private rear deck or snuggled on the couch inside the living room. Wade into Long Island Sound with semi-private beach access 250 feet away. The property is 5 doors down from the CT Audubon Society, known for its epic views and wildlife watching. The sunrises & sunsets are beautiful! 15 minutes to Yale. We can't wait to host you!

Top guest favorite

A cocktail is presented in a tall glass with a vibrant green stem, garnished with red berries. Sunlight glows in the background, reflecting off the water. A white adirondack chair is visible nearby, set against a tranquil evening scene.

Home in Branford

5 out of 5 average rating, 16 reviews

Breathtaking Panoramic Waterfront

Relax to sweeping views from every room in this unique, 4600 sq foot direct-waterfront home with two small private beaches, boulders by the water, large pool, hot-tub, outdoor bar, kayaks, and fire pit. 2 floors of wraparound patio/deck, plus 3rd floor loft and roof patio. Open floor plan, sweeping staircase, 5 bedrooms plus loft, 3.5 bath plus half bath and outdoor shower by pool. A real oasis! (Note: pool not heated and open mid-may to mid-Oct only; hot tub closed Jan-March)

Top guest favorite

A covered porch area features woven seating with bright green cushions and a chaise lounge. The wooden railing complements the light green siding of the house. Potted plants add color, while light filters through the oversized windows, providing a warm and welcoming atmosphere.

Home in Milford

5 out of 5 average rating, 101 reviews

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!

🌴Steps from Walnut Beach & Silver Sands State Park, this guest-favorite escape offers a tropical backyard oasis with a cascading fish pond, multiple lounges, & a seasonal palm tree. Explore the scenic coastline, build sandcastles, or enjoy a day of kite flying. Inside, relax in luxury with a gourmet kitchen, elegant furnishings, & modern amenities. Just 90 minutes from NYC & 15 from New Haven, it’s the perfect retreat for beach days, nature adventures, & coastal charm!

Superhost

A charming house is seen set among lush green trees, showcasing a light gray exterior. The front porch, framed by a wooden railing, invites relaxation. A white brick chimney adds character to the roofline, and several windows allow natural light to brighten the interior.

Home in Darien

4.8 out of 5 average rating, 198 reviews

Convenient and Cozy Antique Cape

Adorable little house in Darien CT, with a fireplace in winter and the beautiful local beaches in the summer. Right across from Trader Joe’s and around the corner from route 1 and Interstate 95, the little house is super convenient to local amenities. Probably the best perk of its central location is that it’s nestled behind Rorys, the best pub ever, so there’s no need to even cook if you are too busy or just don’t want to after working all day or a long day at the beach

Superhost

A charming outdoor area is presented, featuring a comfortable circular chair and several bright green seating options arranged on a patio. Lush greenery surrounds the space, with flowering plants adding a touch of color and string lights overhead, creating a cozy atmosphere.

Home in Stamford

4.83 out of 5 average rating, 155 reviews

Gem by the water+ firepit and all fenced backyard

Take it easy at this unique and tranquil getaway. One block away from the water and three blocks away from Dolphin Cove. Enjoy walkings and site-seeings. Perfect for going kayaking, paddle boarding or just stay relaxing in the backyard. It is located at 5 minutes walking distance from the train station and 7 minutes away from downtown. Bus stop in front of the house. The house has a lower level that mostly is occupied by the host and sometimes with guests.

Guest favorite

An aerial view captures a beachside neighborhood, featuring a cluster of charming cottages and houses lined along the shore. The sandy beach is visible in the background, while a grassy backyard and a circular patio area are highlighted in the foreground.

Home in Milford

4.91 out of 5 average rating, 43 reviews

The Seashell House

Adorable bright and airy beach cottage steps to the sand with a great back yard . Original 1905 charming cottage with modern amenities . Direct beach access . Plenty of sleeping spots / trundles under built in beds . Outdoor shower and firepit . Come and enjoy Milford’s best beach with your family or friends . Milford not only has gorgeous beaches but also amazing restaurants and summer nightlife . Off season is perfect for travel nurses

Guest favorite

A stunning view of the beach and water extends from a balcony. The calm sea reflects the sky's hues, while a sandy shore and a low wooden dock are visible. Bright sunlight illuminates the scene from a hanging light fixture above.

Home in Milford

4.84 out of 5 average rating, 55 reviews

Newly Built Beach House Getaway

Brand new home on the beach near Silver Sand State park full of upgrades and incredible views from everywhere. Additional features including built in speakers throughout the house, chef style kitchen, fireplace, balconies on all levels, roof top deck. Parking underneath house. 1.4 miles from downtown shops, restaurants and bars as well as train into NYC.