Beachfront holiday rental in Fairfield

4.95 out of 5 average rating, 43 reviews

Cottage in Lordship

Waterfront Beach Cottage in Connecticut

Our lovely cottage is as beautiful and peaceful as the photos. With gorgeous water views, it's a wonderful place to relax, walk on the beach, cook dinner and drink wine while watching the sun set. It's cozy and unforgettable, just 90 minutes from Grand Central on Metro North. First bedroom has a queen-size bed, and the second bedroom has a full-size bed. An extra-long twin in a quiet corner of the living area is both a daybed and extra accommodation. The bathroom has a shower and claw foot tub.

4.89 out of 5 average rating, 241 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!

4.92 out of 5 average rating, 106 reviews

A lakeside patio is depicted, featuring several metal chairs arranged around a firepit. Two swinging chairs hang from a pergola, while a dock with a boat and kayak is visible on the water. A vibrant American flag flutters in the background.

Guest suite in Newtown

waterfront on Lake Zoar[ SUITE]

Enjoy your private patio overlooking the lake, Or just walk 12 steps to water Edge and visit the cozy lower level and enjoy the swings . Use our kayaks, and don’t forget to bring your fishing pole, go swimming ,or just sit in the sun with a book and listen to the waterfall and you are welcome to sit by the firepit Optional boat dock space, parking Hosts live upstairs Two miles to quaint Sandy Hook center with grocery and restaurants All quests must be register Ninety minutes to Boston/nyc

4.95 out of 5 average rating, 124 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.

4.98 out of 5 average rating, 167 reviews

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 North Fork

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, 190 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!

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.

4.99 out of 5 average rating, 141 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!

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.

Cottage in Fairfield Beach

A bright dining area is highlighted by large windows that allow natural light to fill the space. A rustic wooden table is adorned with a floral centerpiece consisting of small vases, each housing a single flower. The room features light-colored walls and attractive white chairs.

4.98 out of 5 average rating, 126 reviews

Charming Fairfield Beach 3BR Cottage By The Sea

Charming Beach Cottage – Steps from Private Beach! Welcome to our newly renovated seaside retreat—a perfect getaway for families, couples, or anyone looking to relax by the shore. Nestled just steps from a private beach (right across the street!), our charming cottage offers the ideal balance of coastal tranquility and convenient access to town. Whether you enjoy walking, biking, swimming, fishing, kayaking, or simply napping in a shady hammock, this is the place for you.

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!

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.

A sandy beach scene stretches out to the water, showing gentle waves lapping at the shore. In the distance, Charles Island is visible against a clear blue sky. People can be seen walking along the beach, enjoying the peaceful coastal environment.

4.94 out of 5 average rating, 137 reviews

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

Beachfront Bliss in Milford! ✨ This sun-drenched 2BR/1BA 1st-floor gem boasts stunning water views & direct beach access. Just steps to Silver Sands State Park, enjoy pristine beaches, scenic trails, & the iconic boardwalk. 🏖️ Relax in the private yard with sunset dinners, or explore Milford's vibrant downtown. Beach gear provided! Ideal for romantic escapes or family adventures.

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.

4.85 out of 5 average rating, 62 reviews

Newly Built Beach House Getaway

Brand new home on the beach near Silver Sand State park full of upgrades and incredible views from everywhere. Additional features including built in speakers throughout the house, chef style kitchen, fireplace, balconies on all levels, roof top deck. Parking underneath house. 1.4 miles from downtown shops, restaurants and bars as well as train into NYC.

Popular amenities for Fairfield beachfront rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

5 out of 5 average rating, 56 reviews

A wooden table is set for outdoor dining, featuring a range of cheeses, crackers, and fresh fruit arranged on serving trays. A glass of rosé sits nearby, with a view of the ocean visible in the background under a cloudy sky.

Home in Morgan Point

Direct Waterfront Home Located on Private Beach

Apartment in South End

4.53 out of 5 average rating, 85 reviews

Historic Brownstone Close to Beach & Amphitheater

5 out of 5 average rating, 35 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

4.92 out of 5 average rating, 63 reviews

A serene coastal view captures a vibrant sunset, where the sun dips below the horizon, casting warm hues across the sky. Gentle waves lap against dark rocks, creating a tranquil atmosphere along the shore. The scene evokes a sense of calm and natural beauty.

Cottage in North Fork

Cottage in Calverton

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.

4.93 out of 5 average rating, 40 reviews

Bohemian Beach Oasis- Private Beach

4.75 out of 5 average rating, 8 reviews

Home in Guilford

Guilford Beach Cottage

5 out of 5 average rating, 42 reviews

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

Private beachfront home rentals

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!

A spacious living area features a comfortable blue sectional sofa and a dark coffee table. A television is mounted on the wall above a decorative media stand. In the adjacent dining area, a wooden table with several chairs is set on an area rug.

5 out of 5 average rating, 35 reviews

Walnut Beach's Hidden Gem

The exterior of a two-story beach cottage is displayed at night, featuring illuminated steps and strings of lights adorning the railings. A front door painted in a soft blue stands out, while windows above allow glimpses of the home’s interior. Nearby vehicles are parked on the driveway.

5 out of 5 average rating, 12 reviews

Salty Kisses Cottage Relax

4.92 out of 5 average rating, 61 reviews

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 Morgan Point

Oceanfront Getaway - Quiet, Firepit + Pvt Beach

4.87 out of 5 average rating, 89 reviews

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

4.88 out of 5 average rating, 24 reviews

A tranquil view of the water is framed by tall trees, reflecting sunlight over the surface. Several docks are visible in the distance, accommodating boats. The scene captures the serene ambiance of the waterfront, surrounded by greenery.

Cottage in Danbury

Lakefront cottage on Candlewood Lake

4.96 out of 5 average rating, 76 reviews

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

Steps to the Beach. Lovely 2-Bedroom apt

4.95 out of 5 average rating, 64 reviews

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 Lordship

Connecticut Beach Cottage on The Long Island Sound

Luxury beachfront home rentals

4.97 out of 5 average rating, 34 reviews

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

Beautiful, Spacious, Waterfront Home on the Bay

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.

4.91 out of 5 average rating, 69 reviews

Beach house - Sapphire Sandbar

4.96 out of 5 average rating, 24 reviews

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

Beach House steps from sand & Amazing Views

4.96 out of 5 average rating, 53 reviews

A tranquil view of a private beach stretches along the coastline, where gentle waves lap against the smooth sand. Soft clouds dot the blue sky, while beach houses stand in the background, providing a serene coastal ambiance.

Home in Morgan Point

Direct Beachfront Modern Cottage on Private Beach

4.9 out of 5 average rating, 70 reviews

A bright dining area features a long green table surrounded by tall wooden stools with patterned cushions. Large windows provide ample natural light and showcase the lush greenery outside. Decorative elements are displayed on nearby shelves, adding a charming touch to the space.

Cottage in Centerport

Waterfront beach house 1 hr from Brooklyn and NYC

A shaded porch featuring a gray wooden floor extends towards the water, with hanging planters displaying vibrant flowers. Ocean views are visible in the distance, and a small blue boat is anchored along the shoreline. Soft light creates gentle shadows across the space.

4.96 out of 5 average rating, 49 reviews

Beachfront paradise- come, stay, relax!

5 out of 5 average rating, 30 reviews

An outdoor deck features a large dining table surrounded by multiple chairs, shaded by a sun umbrella. In the background, beach chairs and an umbrella are set on the sand, with calm waters extending toward the horizon.

Home in North Fork

Hang by the (Chel)SEA