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Beachfront vacation rentals in Madison

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Quick stats about beachfront rentals in Madison

  • Nightly prices starting at

    Madison vacation rentals start at R 3,234 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 420 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Madison rentals

  • 5 Average rating

    Madison stays are highly rated by guests—averaging 5 out of 5!

Top-rated beachfront rentals in Madison

Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

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Top guest favorite
A balcony view captures a serene beachfront scene at sunset, with gentle waves lapping at the sandy shore. A detailed metal chair is positioned on the deck, providing a quiet spot to enjoy the tranquil waters and cloudy sky.
Home in Niantic

Beachfront Paradise

Beautiful beachfront home available weekly in season third week of June through Labor Day) and nightly (2 night min.) off season. Step out the door and into the sand. Sit on the porch and watch sailboat races from Niantic Bay Yacht Club just steps away. Close to downtown Niantic with restaurants, shops, etc. 18 miles from Mohegan Sun Casino. Attractions within 1/2 hour: Beautiful Mystic, CT, several vineyards, Harkness State Park, Eugene O'Neill Theatre, U.S. Coast Guard Academy, golf courses.

4.97 out of 5 average rating, 226 reviews
Top guest favorite
A charming cottage is depicted with a shingle exterior, a welcoming front porch, and a chimney. The grassy landscape is flanked by flowering shrubs, and a path leads to the entrance. A red barn is visible in the background, enhancing the rural setting.
Home in Waterford

Niantic River Beach Cottage | Waterviews

Kick back and relax in this quiet, stylish New England beach cottage with water views, a private neighborhood beach, an outdoor shower, and a sunny patio for coffee or evening wine. Just minutes from downtown Niantic, you’ll find beaches, cafés, bakeries, ice-cream stands, seafood, boutiques, boat launches, trails, outdoor concerts, and more—all within a short drive or bike ride. Perfect for a romantic getaway, a family weekend, or some quiet coastal downtime. See why guests love staying here!

4.98 out of 5 average rating, 170 reviews
Top guest favorite
Home in Milford

#2 Milford Beach (across street) Charles Isle 2BR

Welcome to your perfect Milford beachfront escape! This beautifully furnished 2-bedroom, 1-bath 2nd floor unit sits directly across from the beach, with beautiful water views. Just 100 yards from Silver Sands State Park, you’ll have easy access to its beaches, nature trails, and famous boardwalk. This unit offers beach gear, private yard for sunset dining, and proximity to Milford’s lively downtown. Whether here for a romantic getaway or family retreat, this spot offers relaxation or adventure!

4.95 out of 5 average rating, 147 reviews
Superhost
A spacious deck overlooks calm waters, with a view of boats and distant shoreline. The wooden surface provides ample space for relaxation, while white railings frame the serene scene. Soft clouds drift across the sky, reflecting in the water's surface.
Home in Groton

True Ocean Front Vacationing - Groton/Mystic

Bright and airy contemporary beach house with breathtaking views of Long Island Sound. Conveniently located just 15 mins to Mystic/Stonington; 23 to Foxwoods/Mohegan Sun . Relax on the lower deck and drop a fishing line in the ocean as it greets the seawall at high tide. Or retreat to a private roof deck to enjoy your favorite beverage as you take in the most romantic time of the day, the golden hour featuring beautiful sunsets. Parking for 3-4 cars. We hope you enjoy this escape by the sea!

4.94 out of 5 average rating, 228 reviews
Guest favorite
A spacious deck offers a panoramic view of the beach and water, with sunlight reflecting off the surface. Colorful chairs are positioned for relaxation, while shadows created by the railing add depth to the scene. The sandy shore can be seen in the distance.
Cottage in Milford

Cheerful 3 Bedroom Cottage with Fire Place

We are happy to still offer some dates for September. Come enjoy the solitude of the beach as the tide ebbs & flows. Reconnect with loved ones in this family-friendly place. Enjoy strolls on the beach located just out the back door or a sunset meal on the back porch. This wonderful cottage offers everything you will need during your stay. Including, comfortable beds, beach strolls and a bright upgraded kitchen with many amenities. The 3 bedrooms will fit up to 8 people comfortably.

4.88 out of 5 average rating, 109 reviews
Top guest favorite
A vibrant sunset reflects on calm waters, with shades of orange and purple illuminating the sky. Silhouettes of small boats are visible along the sandy shoreline, while gentle waves create a serene atmosphere. The scene offers a tranquil view of Long Island Sound at dusk.
Home in New Haven

Beach Haven - waterfront, near Yale, sunsets

Everything you need for an amazing vacation, year-round, in our comfortable home right on the beach! Walk out the back door and dip your toes in the sand and in Long Island Sound. Enjoy spectacular views from the back patio, sun room, and most rooms in the house. Watch the sunset while soaking in the hot tub. Sit by the gas fireplace with a book. Stroll along the lovely nearby sea wall. 10-minute drive to Yale and all downtown New Haven has to offer. 5-minute drive to Lighthouse Point Park.

4.96 out of 5 average rating, 146 reviews
Top guest favorite
A two-story beach cottage is presented with a light exterior and a spacious balcony. Large sliding glass doors are visible at the lower level, providing easy access to the outdoor space. Nearby, a driveway is seen leading towards the garage.
Cottage in Westbrook

A Beach House Gem

Beautiful beach cottage with a private beach. Sleeps up to 6 comfortably with two full beds and 1 queen in the master. with a beautiful balcony Full bath upstairs,1/2 off the kitchen entrance outside key on the key chain The main living area has a TV, air conditioning, and sliding doors to a deck. The updated kitchen has a dishwasher, microwave, cooktop, oven, and coffee maker. There are 2 parking spots in front of the garage The house is not winterized there are no bookings from Nov1

4.91 out of 5 average rating, 112 reviews
Guest favorite
A wooden deck features outdoor seating with a coffee table, positioned to overlook the tranquil Thames River. Clear skies and reflective water enhance the serene setting, while surrounding trees add a touch of nature to the inviting outdoor space.
Home in Waterford

Thames River Retreat · CT College+Casinos+USCGA

This home on the Thames River is the ultimate getaway for a family seeking relaxation and outdoor adventures. With five bedrooms, three and a half bathrooms, a spacious kitchen, and a comfortable living room with stunning views of the water and private beach. The master bedroom with on suite bathroom, large deck overlooking the river, with direct access to the backyard where you can lounge on the private beach, play lawn games, or take a dip in the river. We have 2 kayaks available for use.

4.9 out of 5 average rating, 114 reviews
Top guest favorite
An open-concept kitchen and living space features modern appliances and a wood-topped island with seating for three. Light cabinets and blue walls create a bright environment, while a hallway visible in the background leads to the entrance of the cottage.
Home in Branford

The Lighthouse: Beach Cottage Getaway by the Sea!

Relax at this unique and tranquil getaway. Long Island Sound to the left, hiking trails to the right. Come kick your feet up at this quiet dead-end road. Enjoy all the modern amenities in this gem of a cottage community. Restaurants and nightlife are just a quick stroll away. Avoid roadside hotels and take a vacation for a night, week, or longer! Check in anytime and at your convenience!No keys to lose or to return! This property provides secure, keyless entry with an August Smart Lock!

4.98 out of 5 average rating, 252 reviews
Top guest favorite
A light-filled living space is highlighted by a wall of glass, providing expansive views of the water and a natural landscape. The space includes a round coffee table on a light floor, with comfortable seating arranged to enjoy the serene outdoor scenery.
Cottage in Riverhead

Savor Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated and featured as a top Airbnb by New York Magazine, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.

4.98 out of 5 average rating, 182 reviews
Top guest favorite
Home in Branford

Steps to Beach • Hot Tub • Game Room • Water Views

Beautiful coastal beach house directly across from a private beach and tennis club with complimentary guest access. Backing up to a serene marsh with stunning views, this home offers a peaceful, upscale setting perfect for families and groups. Relax in the hot tub with outdoor TV, fire pit, and kayaks. Inside features 4 bedrooms, a workspace, and a new game room with a 100” TV, pool table, shuffleboard, and darts. Minutes from Branford’s town center, dining, and waterfront attractions.

4.99 out of 5 average rating, 109 reviews
Top guest favorite
The front exterior of the cottage is shown, featuring a stone pathway leading to the entrance. An orange front door is framed by white railings. Surrounding greenery and seasonal decor complement the inviting atmosphere of the landscaped yard.
Cottage in Chester

Updated cottage "Beriozka" on Cedar Lake

Originally from Russia (hence the name “Beriozka” meaning Birch Tree) I live in Stamford CT. About 7-8 years ago I’ve discovered Chester/ Essex area and fell in love. I’ve been coming here during summer to enjoy river rides, during winter just to see snow on the ground of old towns and needless to say during fall – when all the beauty of nature unfolds. Then came an idea to have an own place here and when an opportunity came to buy this small cottage on Cedar Lake I’ve jumped on it.

4.97 out of 5 average rating, 313 reviews

Popular amenities for Madison beachfront rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly beachfront home rentals

Top guest favorite
A serene sunset is captured over the bay, with warm hues reflecting on the water's surface. Silhouettes of wooden posts emerge from the calm waves, creating a tranquil atmosphere. The horizon showcases a mix of colors as the day transitions to evening.
Home in Springs

Private beach, fully updated house, on 2 acres.

4.95 out of 5 average rating, 266 reviews
Top guest favorite
A comfortable living area contains a gray sofa, floral patterned armchairs, and a wooden coffee table. A ceiling fan hangs above, and natural light enters through large windows dressed with dark curtains. A potted plant adds a touch of greenery to the space.
Home in Groton

Eastern Point 4 Season Ranch

4.92 out of 5 average rating, 107 reviews
Superhost
The balcony offers a relaxing view of the sparkling ocean, bordered by a well-maintained walkway. A bottle of wine and two glasses are positioned on a wooden table, inviting guests to enjoy the serene atmosphere. Lush greenery frames the scene, enhancing the coastal setting.
Cottage in New Haven

Ocean View Cottage: Yale, Beach, Wedding & Golf

4.91 out of 5 average rating, 105 reviews
Guest favorite
Cottage in Fairfield

Charming Fairfield Beach Cottage

4.98 out of 5 average rating, 129 reviews
Top guest favorite
A charming cottage with a light-colored exterior sits in a manicured yard. The structure features multiple windows that allow natural light to fill the space. A small staircase leads to the entrance, surrounded by greenery and decorative landscaping, providing a welcoming facade.
Guesthouse in Madison

The Rising Tide Cottage

4.97 out of 5 average rating, 98 reviews
Guest favorite
A serene waterside view is presented from the deck, showcasing the calm waters, dotted with small boats. Rocky shorelines and lush greenery line the opposite bank, under a clear blue sky. A patio area with chairs can be seen below the deck.
Cottage in Guilford

Waterfront Cottage With Unforgettable Views

4.96 out of 5 average rating, 54 reviews
Guest favorite
Home in Madison

Coastal getaway with water views in every room

4.91 out of 5 average rating, 68 reviews
Guest favorite
A two-story waterfront home is set against a serene evening sky, featuring a spacious front lawn. Large windows invite natural light, while a balcony provides an upper-level retreat. A stone patio with seating is visible, enhancing outdoor relaxation options.
Home in Old Saybrook

Red Bird Waterfront Home. Dock available extra!

4.94 out of 5 average rating, 36 reviews

Beachfront home rentals with a pool

Guest favorite
The living area features a spacious dark gray couch, a light wooden coffee table, and a white dining table with woven chairs. Natural light filters through the window with plantation shutters, while decorative elements like a round mirror and wall art create a welcoming ambiance.
Condo in Greenport

Beautiful Waterview Condo on the North Fork of LI

4.89 out of 5 average rating, 199 reviews
Guest favorite
The studio features a queen-sized bed adorned with a floral-patterned blanket. A comfortable sofa and armchair are positioned nearby, along with a small table. Natural light filters through a nearby door, illuminating the warm wood flooring.
Condo in Montauk

Coastline View Studio

4.83 out of 5 average rating, 215 reviews
Guest favorite
Apartment in Montauk

Recharge at our Renovated ocean front unit

4.88 out of 5 average rating, 141 reviews
Superhost
A living room features a light-colored sofa against a neutral wall, complemented by a striped area rug. A wall-mounted TV and decorative elements, including a mirror and wall hooks, enhance the space. Soft lighting is provided by two standing lamps, creating a welcoming environment.
Condo in Greenport

Waterfront Escape | Private Beach, Pool & Views

4.88 out of 5 average rating, 170 reviews
Top guest favorite
A spacious green lawn extends towards the ocean, with gentle waves visible in the distance. A multi-story building with defined balconies is situated to the left, surrounded by well-maintained bushes and trees, contributing to a serene coastal atmosphere.
Condo in Montauk

Beautiful Condo on the Ocean Bluffs

4.85 out of 5 average rating, 113 reviews
Guest favorite
Cottage in Montauk

Montauk Cottage (A)

4.89 out of 5 average rating, 131 reviews
Guest favorite
Home in Waterford

Coastal Escape w/ Pool - Near Niantic & Beaches

4.74 out of 5 average rating, 19 reviews
Guest favorite
A spacious balcony extends along the side of the house, offering unobstructed views of the shimmering water. Weathered wooden benches provide seating, while the gentle waves can be observed lapping against the shore in the distance.
Home in North Fork

North Fork Sound Front Home with Pool

4.89 out of 5 average rating, 44 reviews

Private beachfront home rentals

Top guest favorite
Cottage in Madison

Charming Madison, CT Carriage House ocean rental

5.0 out of 5 average rating, 39 reviews
Guest favorite
A wide view of Long Island Sound is captured from a private deck, featuring tranquil water and distant boats on the horizon. A white railing frames the scene, while greenery and a flagpole are visible in the foreground, indicating a peaceful outdoor setting.
Home in Guilford

Picturesque Waterfront Villa

4.9 out of 5 average rating, 21 reviews
Guest favorite
A serene beach shoreline is depicted, featuring soft sand leading gently to calm waters. The clear blue sky meets the horizon, creating an expansive view. Footprints are visible in the sand, illustrating a sense of tranquility and solitude by the sea.
Bungalow in Westbrook

Adorable single story cottage-by-the-sea

4.88 out of 5 average rating, 59 reviews
Guest favorite
A charming cottage sits elevated on wooden stilts, framed by sandy beach. A set of white stairs leads up to a spacious deck with railings. Nearby, beach chairs are positioned on the sand, and a striped umbrella provides shade.
Home in Clinton

The Viola Beach Cottage

4.89 out of 5 average rating, 9 reviews
Top guest favorite
A sunlit waterfront scene appears, with shimmering reflections on the water. Lush green grass leads to a sandy beach area, bordered by smooth stones. Tall grasses sway gently in the breeze, and a beach house is visible in the distance under a clear sky.
Loft in Guilford

Waterfront Apartment-Guilford CT-***New Listing

4.98 out of 5 average rating, 85 reviews
Guest favorite
A spacious lawn leads to a charming beachfront cottage, surrounded by lush greenery and large boulders. The structure features multiple windows and a sunroom, blending with the natural setting. A deck area is visible, inviting outdoor relaxation and enjoyment of the peaceful surroundings.
Home in Guilford

Scenic Mulberry Point Connecticut Beach House

4.94 out of 5 average rating, 85 reviews
Superhost
A spacious outdoor deck overlooks the tranquil waters of Long Island Sound, featuring comfortable lounge seating and a fire pit. The serene beach is visible in the background, framed by lush greenery, inviting relaxation and outdoor gatherings under the open sky.
Home in East Haven

Oceanfront Couples Retreat | Pvt Beach + Firepit

4.88 out of 5 average rating, 81 reviews
Guest favorite
A bright living area features large windows offering views of the ocean. A comfortable sofa draped with a soft blanket faces the water. Decorative accents include a small woven table, colorful rugs, and light-colored furniture, creating an inviting space filled with natural light.
Home in Old Lyme

Beachfront Oasis

5.0 out of 5 average rating, 54 reviews

Destinations to explore