Beach house vacation rentals in Madison

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Top-rated beach house rentals in Madison

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Top guest favorite

A charming cottage is set against a backdrop of lush greenery, featuring a welcoming front porch with a white railing. Natural light illuminates the exterior, showcasing the textured shingle siding and a gabled roof. The grassy area extends toward the tree line, creating a serene atmosphere.

Home in East Hampton

4.95 out of 5 average rating, 234 reviews

Private beach, fully updated house, on 2 acres.

Each the special magic that only the Hamptons offer—historic charm, a rural atmosphere, white sandy beaches and a relaxed lifestyle—while staying in this light-filled three-story cottage. Tucked away on a beautiful 2.2-acre wooded lot, this bayside oasis offers a tranquil retreat, with deer sightings, private beach access, stunning view and picture-perfect sunsets. A short drive to the beaches and town, quick trips to nearby shops, market stands, restaurants, museums and Jackson Pollack house.

A bright and airy living area is enhanced by large windows allowing natural light to fill the space. A comfortable white sofa is positioned at the center, accompanied by decorative pillows. Two stylish pendant lights hang above, and a coffee table sits atop a textured rug, creating a welcoming atmosphere.

Home in North Fork

5 out of 5 average rating, 3 reviews

Orient cottage in the Village

Enjoy staying in our newly renovated (2021) country cottage in the picturesque town of Orient, NY. Our lovingly restored cottage has 3 bedrooms and a very comfortable open floor plan with a wood-burning fireplace. Our gourmet kitchen will fulfill your dreams of cooking a delicious meal for friends and family. Upstairs you will find 3 very comfortable bedrooms and 2 baths, one which is ensuite with the primary bedroom. It's a stone's throw away from Village Street, the country store and the bay.

Guest favorite

The exterior of a two-story beach cottage is displayed at night, featuring illuminated steps and strings of lights adorning the railings. A front door painted in a soft blue stands out, while windows above allow glimpses of the home’s interior. Nearby vehicles are parked on the driveway.

Home in Milford

5 out of 5 average rating, 9 reviews

Salty Kisses Cottage Relax

Salty kisses beach cottage is simply adorable. The perfect getaway. Your happy place, always fresh linens, tasteful coastal decor. Direct water views Beach access across street Amazing sunrise and sunsets. At the end of the road is Silver Sands State Park with showers and food. Walk on the boardwalk to Walnut Beach. Live music, milford creamery, bees knees, pizza, lazy lobster and specialty stores. We have a lovely backyard for grilling and chillin. Downtown & Lisman landing only 1-2 mile walk.

Superhost

A spacious deck is shown, featuring a metal table with four matching chairs and a large umbrella. A scenic view of the bay and boats is visible beyond the railing. Clear blue skies and a tranquil waterfront setting enhance the outdoor space.

Home in Westerly

New place to stay

Downtown Watch Hill Condo

Located in the heart of Watch Hill, enjoy the perfect setting for a coastal getaway with beautiful views of the bay. The one-bedroom vacation rental consists of a queen bed and a pull out sofa bed in the living room. Terrace doors off of the living room open up to a spacious deck. The large bathroom and sun filled kitchen have recently been tastefully remodeled. The view offers unforgettable sunsets each evening. Enjoy the easy access to the beach directly down the street from the residence.

Superhost

The kitchen showcases a modern design with white cabinetry and stainless steel appliances. A wooden dining table is surrounded by red metal chairs, while an open layout is enhanced by natural light streaming through large sliding doors leading to the outdoor space.

Home in Montauk

5 out of 5 average rating, 21 reviews

Family Friendly Designer 3bd Centrally Located

Enjoy Montauk for all its pleasures and call this immaculate golf course house your home. Nestled on quiet Fairlawn Drive, you will enjoy a short walk to town, the train station, or the beach. The Manor is just down the street. Take a stroll up to the Fort Hill Cemetery for spectacular sunset views over Fort Pond Bay. If you plan to bring a bike, everything is within biking distance, and plenty is within walking distance. The golf course is just across the street. Rental Registry # 22-953

Guest favorite

A rustic red cottage is visible, framed by lush greenery and cloudy blue skies. The structure features a stone foundation and a welcoming star accent on the wall. A paved driveway leads up to the entrance, surrounded by manicured lawns and shaded by tall trees.

Home in Niantic

4.9 out of 5 average rating, 31 reviews

Bella’s Beach Cottage

NEW! Great amenities and beach location. Family friendly rustic 1950’s beach cottage in a private beach community, in Niantic, CT. Beach parking pass included, walk and/or park steps away from our private beach & walk into Rocky Neck State Park. A short drive to great restaurants, The Niantic Boardwalk, Foxwoods and Mohegan Casinos, shopping (Niantic, Westbrook Outlets, Clinton Crossing), Mystic Aquarium and Seaport, Garde Arts Center, The Kate & Niantic Children's Museum.

A cape house with a light-colored exterior is presented. A wooden walkway leads to the front door, which is flanked by two windows. A neatly maintained lawn features a small garden bed with flowers. A street number sign is positioned in front of the house.

Home in Clinton

4.67 out of 5 average rating, 89 reviews

3BR House steps from 2 Private Beaches

Views of the Sound and 1 minute walk from two private beaches and 5 min walk to 3rd public beach(Clinton), this 3BR cape is located in a private residential community. Many amenities and spacish lawn to enjoy. The town also has many amenities; grocery stores, restaurants , winery, antiques and public beaches are a short walk or drive away. No parties allowed in respect for neighbors . beach chairs are in the storage box next to the shed. please leave them back in there

Top guest favorite

A raised ranch house is set amidst greenery, featuring a blue and gray exterior. A driveway leads to a garage with a wooded fence framing the front yard. Sunlight illuminates the ample outdoor space, complemented by trees providing shade.

Home in Montauk

4.97 out of 5 average rating, 61 reviews

Cozy 2 bedroom in Ditch Plains - walk to the beach

Soak in the magic of Montauk in a cozy 2 bedroom house in Ditch Plains! Whether to surf, fish, or just enjoy, anytime of year, the house is less than a ten minute walk to either Ditch Plains Beach or Lake Montauk! There are two outdoor patios, a Weber grill, Traeger smoker, a fire pit, and outdoor shower. The driveway and carport easily fits two cars. Included are two beach cruisers, two surfboards, four beach chairs, two umbrellas, and a wagon to transport everything!

Superhost

A serene bedroom features a spacious bed adorned with a patterned duvet cover and premium linens. A flat-screen TV is mounted on the wall, and a window allows natural light to brighten the room. A bedside lamp and elegant nightstand complete the cozy setup.

Home in West Haven

4.9 out of 5 average rating, 10 reviews

Spacious 2BR Near Beach & Yale – Prime Location!

Unwind in this spacious and tranquil retreat, just steps from the beach in West Haven. This inviting 2BR home offers the perfect escape, blending comfort and convenience for a relaxing stay. Enjoy a bright, cozy atmosphere with modern amenities, ideal for families, couples, or business travelers. Whether you're exploring Yale, strolling the shoreline, or simply unwinding, this home-away-from-home ensures a stress-free getaway. Book now for a refreshing stay!

A spacious bedroom features a green upholstered bed with decorative pillows and a rolled towel. Two windows allow natural light to illuminate the light-colored walls and sleek flooring. Minimalist furnishings include two bedside tables and white curtains that frame the windows.

Home in Black Rock

4.67 out of 5 average rating, 12 reviews

Modern 3 Bedroom House In The Heart Of Black Rock

Tucked away amidst the quiet streets in Black rock is your home away from home. Here you will find yourself near beautiful beaches, museums, light houses and parks. There are plenty of things to do and see. The space comes with a in-suite laundry and a fully equipped kitchen inside your space for a nice home-cooked meal. Your stay here will be both enjoyable and relaxing we are sure of it.Blackrock Suites gives you the best of Blackrock!

Guest favorite

A view of the exterior of the blue house, showcasing a white lattice railing along the patio. Steps lead down to the water, with a calm blue surface reflecting the sky. Potted plants add a touch of greenery to the space.

Home in Guilford

5 out of 5 average rating, 28 reviews

Charming 2BR Beach House, Overlooking the Water

Relax and enjoy your time at this unique and tranquil getaway. Steps to the beach and a short drive to town. Wake up on the water with beautiful sunrise views. Recently renovated with new bathroom, new floors and freshly painted throughout. 5 minutes to local shops and restaurants in Guilford's charming town center, and easy access to several shoreline attractions nearby... Wineries, museums, craft breweries, kayaking and hiking.

Top guest favorite

A charming white house with blue shutters and a bright blue door is set against a clear sky. Lush green grass surrounds the home, with vibrant pink azaleas and well-maintained hedges adding color to the inviting exterior.

Home in mystic

4.98 out of 5 average rating, 187 reviews

Charming Downtown Mystic Historic House

Enjoy Mystic in historic John Denison house. We are close to all Mystic has to offer. Great views, location, and impeccable cleanliness. Perfect for couples, solo adventurers, business travelers, and families. Guests required age 25 or older verified by Gov ID to book. Declared pet fee $150. Undeclared pets incur an automatic $500 charge. Please note: narrow stairs to the 2nd floor.