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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, 242 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 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.

4.95 out of 5 average rating, 203 reviews

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!

The exterior of a two-story beach cottage is visible, featuring a soft gray facade and a balcony on the upper level. Large windows illuminate the lower floor, surrounded by a well-kept lawn and garden. A decorative trellis adds character to the welcoming entryway.

Home in East Haven

4.88 out of 5 average rating, 234 reviews

Beach Cottage by the Sea

Beautiful 1920's beach cottage with beach access just across the street. Enjoy the sea breeze, ocean views, and sound of the waves lapping in this quaint home with unique architecture. Ten minutes to downtown New Haven and Yale for great places to eat, museums, and nightlife. Public beach and playground nearby. Warm and welcoming community. Master bedroom has vaulted ceilings and deck with views of the sea. Central Air, Cable TV, outdoor grill, plenty of parking. Enjoy this lovely home!

A sandy pathway lined with decorative white fencing leads directly to a private beach. On either side, welcoming coastal homes reflect a classic New England style, while the calm Atlantic Ocean stretches out in the background under a clear blue sky.

Home in Clinton

4.92 out of 5 average rating, 133 reviews

PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON

SUMMER '25: Limited August Dates Left = Tues 8/19 - Thurs 8/21 or Mon 8/25 - Thurs 8/28 INSTANT BOOK: Aug '25 - Jan New Year '26 All Open Availability NOW OPEN SUMMER '26: End June + July + Aug Amazing Views - Waterfront Outdoor Deck w/ Seating (2nd week May - until Nov 6th) *certain holidays/summer excluded in booking minimums *discounts applied to nightly rate only *we can not combine multiple discounts, yet highest % will apply *if available, also apply 10% non-refundable booking option

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

4.95 out of 5 average rating, 118 reviews

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.

A waterfront home with a unique tower design is reflected in the calm waters of Bantam Lake. The house features multiple outdoor decks, large windows, and is surrounded by trees, providing a serene setting. A private dock extends into the lake, inviting exploration.

4.86 out of 5 average rating, 153 reviews

Bantam Lake Waterfront Retreat with Private Beach

Waterfront home on Bantam Lake, 3BR/2BA. Relax on the deck, enjoy the sunrise, swim at your private beach. Kayaks available for use (4); bring your boat or jet ski. Minutes away from hiking, snow skiing, vineyards, biking, and so much more. The area offers great restaurants and family friendly activities that are minutes away. BBQ on the gas grill, enjoy the fire pit on the beach. House is great for couples, individuals & families. Please check first if you plan to bring a boat. 7 maximum.

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 East Lyme

4.96 out of 5 average rating, 195 reviews

Beachfront Paradise

Beautiful beachfront home available weekly in season (6/21/25-9/6/25) 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, movie theatre, 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.

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

4.98 out of 5 average rating, 170 reviews

“The Lighthouse” A Beach Cottage 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!

Top guest favorite

The living room features a spacious leather couch, inviting natural light through the windows. A white brick fireplace is centered against dark wooden beams, complemented by a stylish antler decor. A comfortable nook with cushions provides additional seating, while a television is mounted on the wall.

Home in Waterford

4.98 out of 5 average rating, 110 reviews

Niantic River Beach Cottage | Waterviews

Kick back and relax in this quiet, peaceful, and stylish space! Enjoy the water views, private beach, outdoor shower, powerful heat/AC, and beautiful patio. Beaches, coffee shops, bakeries, local ice cream stands, seafood, local shops, boat launches, outdoor music venues, top rated restaurants, hiking, and more! This quintessential New England cottage gives easy access to the best of South Eastern Connecticut. Check out the reviews to see why guests love visiting this beach cottage!

Two wicker chairs with patterned cushions are positioned beside a large window, offering a panoramic view of the sandy beach and ocean. The serene landscape includes gentle waves and distant beachgoers, framed by a bright sky.

Home in Milford

4.98 out of 5 average rating, 132 reviews

Serene Waterfront Retreat - 400 ft Private Beach!

Welcome to a slice of waterfront heaven! Located on Milford's Cedar Beach, this newly renovated 3 bedroom / 1.5 bath home features over 400 feet of private beach. Enjoy breakfast prepared in the Chef's kitchen while watching one of the most radiant sunrises you will ever see. Stunning views from every room in the house. Wade into Long Island Sound with your own private beach. Located 3 doors down from the CT Audubon Society, known for its views & wildlife. We can't wait to host you!

The living area features a large sectional sofa with a throw pillow, a dark coffee table, and a dining area with a wood table. Sliding glass doors open to a scenic view of the Thames River and the outdoor deck.

Home in Montville

4.91 out of 5 average rating, 144 reviews

Thames River Cottage · Near Casinos + USCGA

4 MILES from MOHEGAN SUN! FREE EV LVL-2 Charging! Come relax at the cottage on the Thames River w/ direct river view and access, free Kayaks on site for use, spacious patio, firepit, gas grill, privet boat launch/dock. 10 min from CT College & USCGA, 20-25 min drive to Foxwoods, Mystic, Stonington, Vineyards, local breweries, New London Navy Base, Pfizer, GD (EB) & Mitchell. Cottage is located at the end of Point Breeze (Horton Cove side) with direct river access.

Top guest favorite

A view of Long Island Sound at sunset is captured from the balcony. Gentle waves reflect the colors of the sky, ranging from soft pink to deep orange, while Charles Island is visible in the distance, framed by the serene horizon.

Home in Milford

5 out of 5 average rating, 103 reviews

Milford Beach House - Newer Construction!

Relax on the beach! Recently built 3 bdrm home (2300 square foot) on the beach facing Long Island Sound w/ view of Charles Island! Silver Sands State Park 30 yards away! Big deck! Restaurant within walking distance & plenty more a short drive away. Park up to 4 vehicles below the house. This is a stylish beach house with loads of windows! Views, location and ambiance! Great for couples, adventurers, families & small groups. Dogs are welcome with pet fee.

Vacation rentals for every style

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Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Popular amenities for Madison beach house rentals

Free parking on premises

Air conditioning

Private beach house rentals

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, 31 reviews

Charming 2BR Beach House, Overlooking the Water

A charming beach house is positioned directly on the shore, featuring multiple levels and a wrap-around deck. The lower level showcases a stone wall that outlines the sandy area, while the surrounding landscape includes beach grass and distant homes.

Home in Madison

4.8 out of 5 average rating, 10 reviews

Sea La Vie - Beachfront Private Home

The image captures a serene coastal view at sunset, with calm waters reflecting the orange and blue sky. Grassy areas and rocks line the shore, while distant buildings can be seen on the horizon. The scene conveys a sense of tranquility and natural beauty.

Home in Milford

5 out of 5 average rating, 3 reviews

Newly renovated beachfront escape in Milford, CT!

Top guest favorite

The beach house features a spacious second-level deck with ample seating and views of the surroundings. Large glass doors provide access to the yard, which is bordered by a grassy area and includes a hot tub. The exterior showcases modern architecture with light-colored siding.

Home in Montauk

5 out of 5 average rating, 11 reviews

Montauk 4bd/3.5ba Ocean, pool spa & private beach.

A cozy bedroom features a wooden bed with a white comforter and an array of decorative pillows. A nightstand holds a lamp, while a striped blanket is draped over a bench at the foot of the bed. Natural light brightens the space.

Home in West Haven

4.8 out of 5 average rating, 118 reviews

Cozy Home, Dog and Family Friendly - book today!

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.

4.92 out of 5 average rating, 84 reviews

Eastern Point 4 Season Ranch

A light-filled living room is presented, featuring a neutral-colored sofa paired with a round, woven coffee table. Chairs are positioned nearby, and greenery adds a touch of nature. The space includes shelves adorned with decorative items and a wall-mounted art piece, enhancing the cozy ambiance.

Home in Milford

4.82 out of 5 average rating, 55 reviews

New England Beach cottage

Top guest favorite

The exterior of a two-story house is shown, featuring multiple balconies and large windows. A weathered shingle facade gives the structure a coastal feel. Grass surrounds the base, and a staircase leads to the upper deck, providing outdoor seating space.

Home in Groton Long Point

5 out of 5 average rating, 18 reviews

Ocean front beach house in GLP

Pet-friendly beach house rentals

A view of the tranquil water features small boats gently bobbing in the distance. Nearby, a sandy beach meets the shoreline, with houses lining the coast under clear blue skies.

Home in Woodmont

4.92 out of 5 average rating, 25 reviews

Beachfront getaway in Milford

An open living area features a light-colored wooden floor, with a cozy gray sofa adorned with dark blue cushions. A round, wooden coffee table is positioned in front. A mirror and framed art decorate the walls, while a ceiling fan offers a gentle breeze.

Home in Old Saybrook

4.86 out of 5 average rating, 21 reviews

Seas the Day at the CT Shoreline

Top guest favorite

An open living space is highlighted by large glass doors that offer views of the lake. A cozy seating area is complemented by a stone fireplace and contemporary decor. Natural light fills the room, enhancing the inviting atmosphere amidst greenery just outside.

Home in Montauk

4.96 out of 5 average rating, 75 reviews

Waterfront Home with Private Beach

A spacious deck offers multiple folding chairs oriented towards a colorful sunset, with the sun partially hidden behind the horizon. The surrounding area features a well-maintained neighborhood, including homes with varied architecture and greenery in the foreground.

Home in Old Lyme

4.95 out of 5 average rating, 19 reviews

Old Lyme Shores Beach house! Walk to water!

A wooden walkway leads to a serene beach, with gentle waves lapping at the shore. Natural vegetation frames the pathway, and the expansive ocean stretches beyond, meeting a clear blue sky. The coastal landscape provides a peaceful atmosphere.

Home in North Fork

4.86 out of 5 average rating, 22 reviews

North Fork Sound Front Home with Pool

Home in Woodmont

4.9 out of 5 average rating, 29 reviews

Bohemian Beach Oasis- Private Beach

An aerial view of a beachside neighborhood features several classic beach houses along the shore. The image showcases neatly arranged homes, lawns, and a sandy beach with gentle waves lapping at the shoreline. A road runs parallel to the beach, promoting a serene coastal ambiance.

Home in Woodmont

4.93 out of 5 average rating, 42 reviews

Mid Week Specials! - Beachfront, Dog Friendly

Top guest favorite

A beachfront view showcases three coastal homes along a sandy shore. The homes feature varied architectural styles and large windows that reflect sunlight. Vibrant trees in autumn hues frame the scene, while gentle waves wash against the sandy beach, inviting guests to enjoy a relaxing coastal experience.

Home in East Lyme

5 out of 5 average rating, 23 reviews

Beachfront Bliss-Spectacular Views-Sailboat Races

Luxury beach house rentals

Home in Milford

4.83 out of 5 average rating, 100 reviews

Beachfront house on Long Island Sound

Top guest favorite

The exterior of the house is showcased, surrounded by a lush green lawn. A stone pathway leads to the entrance, bordered by neatly trimmed shrubs and ornamental features. The red-tiled roof adds character, while tall trees provide natural shade and a serene ambiance.

Home in New London

4.98 out of 5 average rating, 57 reviews

Beautiful home walking distance to Ocean Beach

A serene view of the sandy beach and gentle waves stretches along the coastline, with soft pastel colors of the sky reflecting on the water. The beach is bordered by residential structures in the distance, indicating a peaceful community atmosphere.

Home in East Haven

4.78 out of 5 average rating, 153 reviews

Casa al Mare Beachfront Retreat Oceanview

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

4.95 out of 5 average rating, 74 reviews

Scenic Mulberry Point Connecticut Beach House

Home in Old Saybrook

4.9 out of 5 average rating, 42 reviews

Romantic Couples Retreat with Private Sandy Beach

A two-story building with gray siding and white trim is positioned on a quiet street. The structure features a wraparound porch and green door. The distance to the ocean is visible, with water beyond the nearby structures and a clear sky overhead.

Home in Milford

4.93 out of 5 average rating, 58 reviews

Sapphire Sandbar, beach house

Top guest favorite

The image captures a beachside view featuring a wooden deck leading to the sandy shore. A vibrant flower arrangement in a black pot adds color, while lounge chairs face the water. The serene Long Island Sound stretches in the background under a clear blue sky.

Home in Clinton

5 out of 5 average rating, 31 reviews

Soundscape Beachfront House!

Top guest favorite

A spacious living area features a white sectional sofa and leather armchairs, arranged to face large glass doors that provide views of the beach. Natural light fills the room, highlighting warm wood paneling and a cozy, inviting atmosphere. A dining table is visible in the background.

Home in North Fork

5 out of 5 average rating, 14 reviews

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

Destinations to explore