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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

Two colorful sailboats glide across the water, their vibrant sails displaying shades of orange, yellow, and blue. In the background, a green tree line is visible along the shore, suggesting a natural setting.

Home in Milford

4.94 out of 5 average rating, 141 reviews

#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!

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, 202 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

4.89 out of 5 average rating, 233 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 lounge chair rests on a wooden deck, featuring a neatly rolled blue and white towel placed on it. A red brick walkway leads through soft sandy terrain towards the calm ocean, with beach houses framed by clear blue skies in the background.

Home in Clinton

4.92 out of 5 average rating, 131 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, 117 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 charming beach bungalow is depicted in this image, featuring a pastel blue front door and multiple windows allowing natural light to brighten the space. Surrounding grass and shrubbery add a touch of greenery, while the nearby water reflects a serene atmosphere.

Home in Milford

4.97 out of 5 average rating, 229 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!

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, 194 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, 168 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, 107 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!

Home in Old Saybrook

5 out of 5 average rating, 41 reviews

Romantic Couples Retreat with Private Sandy Beach

Get ready to relax and unwind! Old Sea Lane Cottage is located in a peaceful quiet setting in Old Saybrook’s premier Indian Town Association. Tucked away on a dead end street, this cottage is home to your own private beach. Catch the sunrise and sunsets. During low tide, swim or paddle board across the water to Harveys Beach. You will never get tired of watching the birds and hearing the sounds of nature! This is a truly special location. INQUIRE ABOUT OUR EVENT FEE. No pets

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, 142 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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Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

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, 30 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

A bright living space features large windows providing panoramic views of the Long Island Sound. A cozy sectional sofa with decorative cushions faces a minimalist gas fireplace, while a wooden coffee table sits nearby. The open layout connects to the dining area and kitchen, enhancing the coastal ambiance.

Home in Westbrook

5 out of 5 average rating, 13 reviews

Four Bedroom Toes In The Sand Beachfront Charmer

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 vibrant sunset is captured over calm waters, with hues of orange and pink reflecting on the surface. Fluffy clouds are scattered across the sky, adding depth to the serene atmosphere. The shoreline is visible in the foreground, gently meeting the water.

Home in East Hampton

4.85 out of 5 average rating, 41 reviews

3- Bedroom Home, Family Friendly, close to Montauk

Top guest favorite

The image captures a serene beach scene along the coastline, featuring smooth sand leading to gentle waves lapping at the shore. The water reflects the blue sky and sunlight, while distant homes line the beach, enhancing the sense of tranquility.

Home in Westbrook

5 out of 5 average rating, 27 reviews

Cute Westbrook cottage with private beach access

A serene waterfront view is presented during sunset, showcasing vibrant shades of orange and pink reflected on the calm water. Silhouettes of distant islands and a crescent moon in the sky create a tranquil atmosphere. Palm leaves are visible in the foreground, adding natural detail.

Home in Milford

4.81 out of 5 average rating, 78 reviews

House of the Rising Sun!

A green lawn gently slopes towards the water, featuring two lounge chairs positioned for relaxation. A large tree provides shade, while a distant view of the shoreline and an American flag add to the serene waterfront setting under a clear blue sky.

Home in Guilford

5 out of 5 average rating, 28 reviews

Relaxing Waterfront Escape on CT Shore

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

4.9 out of 5 average rating, 20 reviews

Seas the Day at the CT Shoreline

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, 21 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

A wooden deck extends over the water, lined with colorful lounge chairs in various colors. The surface is composed of weathered wooden planks, contributing to a relaxed outdoor environment. The calm water reflects the surrounding landscape, creating a serene setting.

Home in Waterford

4.9 out of 5 average rating, 31 reviews

Direct Beach Front

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, 40 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

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

4.79 out of 5 average rating, 150 reviews

Casa al Mare Beachfront Retreat Oceanview

A stone pathway leads up to the entrance of the cottage, bordered by vibrant pink and white flowers. Lush greenery frames the scene, complemented by decorative lanterns, creating an inviting approach to the home.

Home in Guilford

4.95 out of 5 average rating, 73 reviews

Scenic Mulberry Point Connecticut Beach House

A spacious living area is furnished with comfortable seating options in neutral tones. Large windows provide unobstructed views of the waterfront, letting in ample natural light. Ceiling fans enhance the air circulation, while hardwood floors add warmth to the space.

Home in West Haven

4.97 out of 5 average rating, 31 reviews

Beautiful, Spacious, Waterfront Home on the Bay

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

4.93 out of 5 average rating, 54 reviews

Oceanfront Getaway - Quiet, Firepit + Pvt Beach

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

Top guest favorite

A large beach house is visible, featuring multiple gables and a spacious deck with balcony. The facade is painted in light grey, complemented by white trim. In the foreground, sandy beach leads toward the house, framed by green grass and shrubs on either side.

Home in West Haven

4.95 out of 5 average rating, 22 reviews

Beach House steps from sand & Amazing Views

Destinations to explore