Beachfront holiday rental in Westbrook

4.98 out of 5 average rating, 132 reviews

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!

4.95 out of 5 average rating, 211 reviews

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!

4.89 out of 5 average rating, 243 reviews

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

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!

4.95 out of 5 average rating, 127 reviews

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 East Shore

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.

An aerial view showcases a coastal neighborhood with homes situated along a sandy beach. Vibrant blue waters and marshlands surround the area, emphasizing its seaside location. The arrow points to the property's location within the community, illustrating proximity to the beach.

4.96 out of 5 average rating, 252 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!

4.97 out of 5 average rating, 206 reviews

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 (6/20/26-9/5/26) 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.

4.98 out of 5 average rating, 215 reviews

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” 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!

4.95 out of 5 average rating, 786 reviews

The spacious main room features wood-paneled walls and a sloped ceiling. A twin bed and a two-part sofa are positioned alongside a large dining table. A small ladder leads to the loft area. Natural light enters from two windows, enhancing the cozy atmosphere.

Cabin in Voluntown

Vinola-Lakeside Cabin on Beach Pond with Sauna

Vinola is the "Cabin in the Woods" you've been looking for! Enjoy an idyllic escape from the city year-round. Activities include swimming, fishing, hiking, kayaking or just a cozy snooze with a book on the couch. Top off your stay by trying our traditional wood-fired Finnish sauna. Relax tired muscles and rejuvenate the soul. Private beach and lake access on Beach Pond just 335 feet from the cabin. Check our photos and reviews! Our guests consistently remark that one night isn't enough.

4.97 out of 5 average rating, 296 reviews

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.

4.92 out of 5 average rating, 161 reviews

Home in Niantic

PRIVATE BEACH: A SLICE OF HEAVEN @ NIANTIC

INSTANT BOOK: Jan 2026 - Jan 2027 = All Open Availability SUMMER 2026: June + July + Aug WEEKDAY WINTER PACKAGES: Jan - Mar: 4 nights, Mon - Fri $1400 total OR 5 nights, Sun - Fri $1550 total= SEND INQUIRY (Fri & Sat not included, pet fees additional cost) *certain holidays/summer excluded in booking minimums/packages *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

4.99 out of 5 average rating, 107 reviews

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

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.

4.89 out of 5 average rating, 129 reviews

The tranquil lake reflects a vibrant sunset of pink, orange, and purple hues. Silhouettes of trees frame the scene, while wooden docks extend into the water, enhancing the calming atmosphere of the serene landscape.

Cottage in Hebron

The Blue Heron at Amston Lake

3 BEDROOM Quiet Cottage: ~3 minute walk to the Main Beach at private Amston Lake. ~ Fully stocked open floor plan kitchen. Dining table seats 4 with additional seating on covered patio accessible by sliding door. ~Gas grill ~Large, private backyard with fire pit and hammock. ~Canoe and kayak available ~Adult bicycles (2) available upon request. ~Ping pong table, dart board in basement. ~ Close to Airline Trails, vineyards, breweries, casinos, and parks.

Popular amenities for Westbrook beachfront rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

4.75 out of 5 average rating, 226 reviews

A small outdoor seating area is visible, featuring two chairs positioned around a circular table. A bottle of beer and two wine glasses sit on the table. Soft outdoor lighting hangs from nearby trees, casting a warm glow over the serene riverbank and surrounding greenery.

Cabin in Southbury

River Stone Hollow

5 out of 5 average rating, 36 reviews

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

Charming 2BR Beach House, Overlooking the Water

4.95 out of 5 average rating, 84 reviews

A charming cottage exterior is framed by wooden shingles and large windows, allowing natural light to fill the interior. A set of steps leads to the welcoming entrance. Outdoor seating is visible, accompanied by stacked firewood, creating an inviting outdoor space.

Cottage in Guilford

Direct Shoreline Long Island Sound Waterfront

4.95 out of 5 average rating, 251 reviews

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 The Hamptons

Private beach, fully updated house, on 2 acres.

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.

5 out of 5 average rating, 108 reviews

Milford Beach House - Newer Construction!

4.75 out of 5 average rating, 4 reviews

A charming beachfront cottage exterior is depicted, showcasing a gabled roof and grey shingle siding. Large windows allow natural light to fill the interior, while a white table is set on the patio. Green grass surrounds the cottage, enhancing the coastal setting.

Home in Old Saybrook

Addison's Oasis

4.9 out of 5 average rating, 94 reviews

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

Cottage in Fairfield Beach

4.98 out of 5 average rating, 126 reviews

Charming Fairfield Beach Cottage

Beachfront home rentals with a pool

4.9 out of 5 average rating, 10 reviews

A spacious studio is shown, featuring a king-size bed with crisp white linens. Natural light floods the room through large sliding doors that open to a private balcony with views of the waterfront. A ceiling fan hangs above, and a sitting area with a green sofa is present.

Condo in The Hamptons

Endless Summer Studio Condo w Balcony Bayview

4.9 out of 5 average rating, 176 reviews

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 North Fork

Beautiful Waterview Condo on the North Fork of LI

Home in Waterford

Coastal Escape w/ Pool - Near Niantic & Beaches

4.78 out of 5 average rating, 37 reviews

A sunlit corner of the room features a tall plant stand made of natural materials, adorned with various plants. Sheer curtains are gracefully draped over a glass door, leading to a balcony overlooking a pool area, creating an open and airy feel.

Condo in The Hamptons

Condo on the ocean in Montauk

4.83 out of 5 average rating, 30 reviews

The image presents a coastal view featuring a well-maintained property adjacent to the shoreline. The sky displays a gradient of colors at sunset, and gentle waves can be seen lapping against the rocky beach. Surrounding greenery complements the tranquil setting.

Home in North Fork

North Fork Sound Front Home with Pool

4.88 out of 5 average rating, 160 reviews

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 North Fork

Waterfront Autumn Escape in Wine Country: 2BR

4.68 out of 5 average rating, 82 reviews

The exterior of the lodge is framed by vibrant orange flowers and lush greenery, highlighting the natural setting. The wooden structure features a covered porch with a peaked roof, along with stone steps leading to the front entrance.

Chalet in Salem

3BR Adirondack Guest House on 36 Acre waterfront

4.88 out of 5 average rating, 103 reviews

The living area showcases a comfortable sofa adorned with decorative cushions, complemented by a coffee table. A kitchen area with modern appliances is visible, alongside a dining cart. Art pieces frame the walls, and natural light enters through sliding glass doors.

Condo in North Fork

Waterfront Condo C-204 at The Cliffside Resort

Private beachfront home rentals

4.95 out of 5 average rating, 77 reviews

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

The exterior of a newly constructed home features a combination of blue and white siding. Large windows are present on multiple levels, allowing for ample natural light. A staircase leads to the entrance, while parking is available beneath the house.

4.84 out of 5 average rating, 64 reviews

Newly Built Beach House Getaway

5 out of 5 average rating, 30 reviews

The exterior of a modern lake house is showcased, with large windows reflecting the natural surroundings. A stone chimney rises from the structure, complemented by a wooden deck. Vibrant foliage surrounds the property, providing a colorful backdrop against the clear blue sky.

Home in Vernon

Retreat Bolton Lake

5 out of 5 average rating, 33 reviews

A charming home is set in a lush green landscape, showcasing a well-maintained front yard with a pathway leading to the entrance. The facade features large windows framed by dark trim and is complemented by colorful flower arrangements on the porch. Mature trees provide a natural canopy.

Home in New Haven

Historic Home on the Harbor!

4.79 out of 5 average rating, 68 reviews

Two white Adirondack chairs are positioned near a fire pit, offering a scenic view of the calm water and a partially cloudy sky at sunset. Pebbles and grassy areas surround the seating, enhancing the serene beach atmosphere.

Apartment in South End

Incredible 2 Bedroom Waterfront Cottage!

5 out of 5 average rating, 20 reviews

The beachfront home features a wrap-around balcony and large windows that provide views of the shore. The exterior is surrounded by a stone wall and sandy beach, with a staircase leading down to the water from the deck.

Home in North Fork

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

5 out of 5 average rating, 24 reviews

A wooden table is set for outdoor dining, surrounded by woven chairs. Two lanterns are placed in the center, with a large umbrella providing shade. Views of the tranquil water and lush greenery are visible in the background, creating a serene setting.

Villa in Waterford

Spacious Waterfront Getaway

An exterior view of the designer beach house is captured, showcasing its contemporary blue siding and multiple windows. A rooftop deck is visible, providing potential outdoor space. A grassy area is bordered by a white privacy fence, while neighboring structures can be seen in the background.