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Beachfront vacation rentals in Middlesex County

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Middlesex County

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

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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

4.87 out of 5 average rating, 140 reviews

Seaside Summer Escape –2BR Waterfront Condo w/Pool

Overlooking the Long Island Sound, this oceanfront condo is the ultimate escape. Bask in the sun on your private beach or unwind on the waterfront deck with breathtaking views Minutes from the town center, you’ll find local farms, award-winning wineries, gourmet restaurants & charming shops ⚓️ Explore Greenport: A historic seaport with coastal charm & rich culture 🏖 Premium Amenities – Waterfront deck, private balcony, grills, pool, private beach & parking ⛴ Ferry Access to Shelter Island & CT

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!

A cozy living area features a comfortable chair, a coffee table adorned with a floral arrangement, and a television. Natural light enters through a window, illuminating the wooden floor and decorative elements, including a quaint electric fireplace.

Cottage in Branford

4.87 out of 5 average rating, 230 reviews

Cozy Home In Short Beach Community

A cozy home in a beach community which is in a central location with easy access to many outdoor activities(private beach access) & local restaurants. The location is also 5 minutes from the Branford Train Station, Stony Creek Brewery, Branford's town center. New Haven the home of Yale University, Yale Hospital and other colleges in the New Haven area are a short drive The house is across the street from Farm River. across the street in opposite direction is a short walk to Johnsons beach.

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, 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

A wooden dock stretches toward the calm water, framed by greenery. Small boats are moored nearby, and the sandy beach is visible at the water's edge. The sky is bright with fluffy clouds, creating a serene outdoor setting.

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!

The cottage features a spacious deck with a fire pit surrounded by Adirondack chairs. A dining area is placed under a yellow umbrella, and a cushioned seating area is visible on the porch. Lush trees provide a natural backdrop for a serene outdoor space.

Cottage in Chester

4.98 out of 5 average rating, 280 reviews

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.

A serene view of Pattagansett Lake is presented, with gentle ripples reflecting the sky. Surrounding hills are adorned with trees displaying autumn colors, while fluffy clouds drift above. The calm waters enhance the tranquil atmosphere of the natural setting.

Apartment in East Lyme

4.97 out of 5 average rating, 237 reviews

Brand New Direct Lakefront - Panoramic Sunsets

Completely remodeled lakefront apartment offering sweeping views of Pattagansett Lake. Open floor plan, fully equipped kitchen and massive deck make for an ideal gathering place to catch up with family or friends. All three spacious bedrooms offer comfy queen memory foam mattresses, fresh linens and UHD smart TVs. Two full bathrooms, high speed internet and in-unit laundry. Picturesque natural setting yet close to town amenities, restaurants, beaches, casino and area attractions.

Top guest favorite

An aerial view captures a cozy cottage surrounded by lush greenery, featuring large windows that glow warmly in the evening light. A stone patio is visible, with outdoor seating and a fire pit. Nearby, a well-maintained lawn and a parking area with vehicles can be seen.

Cottage in Guilford

4.99 out of 5 average rating, 107 reviews

Waterfront Joshua Cove Cottage with private beach.

Beautiful architecturally designed 1 Bedroom + loft Cottage on Joshua Cove in Guilford. The sunsets are spectacular from your own private beach. Enjoy Fall Foliage, swimming, fishing, and some of the best Kayaking from this perfect setting. Minutes from the Guilford train station, restaurants, shopping, and historic town green. The property is just 15 minutes from New Haven, and the Yale campus. The Thimble Island cruise, and the Ct. river steam train/cruise are nearby as well.

Home in East Lyme

4.92 out of 5 average rating, 152 reviews

PRIVATE BEACH: A SLICE OF HEAVEN @ NIANTIC

SUMMER '25: Only Aug Dates Left = Sat 8/16 to Mon 8/18 INSTANT BOOK: Aug '25 - Jan New Year '26 All Open Availability SUMMER '26: End June + July + Aug Now Available for Instant Booking Amazing Views - Waterfront Outdoor 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

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, 143 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.

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Popular amenities for Middlesex County beachfront rentals

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

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

The exterior of a charming cottage is visible, featuring a wraparound porch and American flag. A set of wooden steps leads to the entrance. An umbrella-covered table and chairs are positioned on a sandy area, with a grill in view. A quiet atmosphere surrounds the home.

Cottage in Guilford

4.95 out of 5 average rating, 82 reviews

Direct Shoreline Long Island Sound Waterfront

A covered patio features multiple rocking chairs positioned to overlook a serene marsh landscape. Lush greenery and distant trees are visible in the background, creating a peaceful setting for relaxation. The wooden railing adds an inviting touch to the outdoor space.

Guesthouse in Madison

4.96 out of 5 average rating, 67 reviews

The Rising Tide Cottage

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!

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

Top guest favorite

The cottage is situated on a raised platform overlooking a serene body of water. A sandy area with seating surrounds the cottage, while a wooden dock leads into the water. Lush greenery and trees create a natural backdrop.

Cottage in Guilford

5 out of 5 average rating, 36 reviews

Waterfront Cottage With Unforgettable Views

The exterior of a three-story home is highlighted, featuring a balcony on the top floor and large windows that provide ample natural light. Two lounge chairs and a small table are positioned on the sandy ground in front of the house, inviting relaxation.

Home in Madison

4.88 out of 5 average rating, 50 reviews

Coastal getaway with water views in every room

Top guest favorite

A spacious living area features comfortable gray sofas and a light wood dining table. Large windows offer unobstructed views of the ocean, allowing natural light to fill the room. A ceiling fan is positioned above the seating area, enhancing the airiness of the space.

Home in East Lyme

5 out of 5 average rating, 23 reviews

Beachfront Bliss-Spectacular Views-Sailboat Races

Beachfront home rentals with a pool

Home in New London

4.91 out of 5 average rating, 188 reviews

Sunset Oasis 1 @ Ocean Beach: $1Mil View 6 Queen

A well-maintained heated pool is surrounded by lounge chairs arranged on a paved deck. The pool reflects the evening sky, while nearby tables and grilling areas invite relaxation. The condominium buildings, featuring multiple balconies, are positioned in the background.

Condo in Greenport

4.89 out of 5 average rating, 163 reviews

Beautiful Waterview Condo on the North Fork of LI

A custom-designed gunite pool glistens in the sunlight, surrounded by lush greenery and mature trees. Poolside seating includes colorful adirondack chairs and lounge chairs, inviting relaxation. A large umbrella provides shade, while a grassy area with picnic seating is visible in the background.

Home in Greenport

4.86 out of 5 average rating, 21 reviews

North Fork Sound Front Home with Pool

A private balcony is displayed with a wooden folding chair and a small side table. A bottle of water rests on the table, alongside a straw hat. The view overlooks the tranquil water, enhancing the outdoor space's inviting nature.

Hotel room in Greenport

4.82 out of 5 average rating, 60 reviews

Harborview King with Balcony at Greenport

The image showcases a multi-story condo building set amidst neatly trimmed hedges. Sun loungers and patio umbrellas are positioned around a seasonal pool, which can be seen in the foreground. The design features white balconies and large windows, contributing to a light and airy appearance.

Condo in Greenport

4.92 out of 5 average rating, 147 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

Top guest favorite

An expansive swimming pool is shown in the foreground, surrounded by families and individuals enjoying the water. Beyond the pool lies a sandy beach filled with beachgoers and colorful umbrellas, with the ocean visible in the background under a clear sky.

Home in New London

4.86 out of 5 average rating, 109 reviews

The Classic #2 @ Ocean Beach: 6 Queen Beds

The exterior of a classic brick house is depicted, featuring a combination of stone and brick accents. A small sunroom with large windows is visible on one side. An American flag adds a touch of character, framed by greenery in the background.

Home in New London

4.85 out of 5 average rating, 175 reviews

The Classic #1 @ Ocean Beach: 6 Queen 1 Sofa Bed

Top guest favorite

An outdoor pool area is bordered by lounge chairs arranged in neat rows. The pool's clear water reflects the surrounding buildings, while the sun sets in the background, creating a serene atmosphere. A paved walkway leads around the pool, enhancing accessibility.

Condo in Greenport

4.88 out of 5 average rating, 103 reviews

Waterfront Condo C-204 at The Cliffside Resort

Private beachfront home rentals

A light-filled living area features a spacious gray sofa adorned with colorful throw pillows. A wooden coffee table sits in the center, complemented by a large decorative bowl. Bright windows provide glimpses of the outdoors, with neutral tones enhancing the coastal decor.

Cottage in East Haven

4.97 out of 5 average rating, 30 reviews

Cheerful 3 bedroom cottage w/ private beach access

The image captures a sunset over the ocean, with golden rays reflecting on the water's surface. A serene horizon blends warm tones of orange and yellow against a backdrop of clouds, creating a peaceful coastal atmosphere.

Cottage in Greenport

4.96 out of 5 average rating, 72 reviews

Waterfront beach cottage

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

The property is nestled among lush greenery, showcasing a spacious roofline and large windows. A clear view of the water is visible beyond the tree line, blending the home with the natural surroundings. The scene reflects a peaceful atmosphere in a scenic location.

Home in Waterford

4.82 out of 5 average rating, 33 reviews

Beach Home with View

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.

5 out of 5 average rating, 18 reviews

Ocean front beach house in GLP

A two-story beach apartment is shown with a light blue exterior and white railings. A staircase leads up to a front deck, surrounded by colorful flower beds. Large windows on the upper level provide ample natural light, while an inviting entrance is seen below.

Apartment in Milford

4.96 out of 5 average rating, 73 reviews

Steps to the Beach. Lovely 2-Bedroom apt

A quaint beach cottage is elevated on stilts above a paved area. A wooden deck with a railing wraps around the entrance, leading to an inviting front door. Surrounding grass and a glimpse of the water can be seen in the background.

Cottage in Stratford

4.95 out of 5 average rating, 60 reviews

Connecticut Beach Cottage on The Long Island Sound

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 Milford

4.93 out of 5 average rating, 42 reviews

Mid Week Specials! - Beachfront, Dog Friendly

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