Beachfront vacation rentals in Fairfield

4.95 out of 5 average rating, 44 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.

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, 246 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!

4.98 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!

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.

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

Indulge in tranquility at Sunrise Cove, a waterfront retreat on Long Island Sound. This 4-bed (3 king beds), 3-bath haven accommodates up to 10 guests, offering unobstructed ocean views from every room. Revel in the chef's dream kitchen and direct beach access, perfect for families and friend gatherings. Embrace the coastal lifestyle amidst the soothing symphony of waves. We're here for you every step of the way!

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.

4.86 out of 5 average rating, 63 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.

A spacious outdoor deck area is visible, leading to a sandy beach. The house features large windows on the upper level, allowing natural light to fill the interior. Surrounding buildings include a mix of colors and styles, contributing to the residential atmosphere.

4.82 out of 5 average rating, 106 reviews

Beachfront house on Long Island Sound

Fully furnished house with a private beach overlooking Long Island Sound waters in a quiet residential area. Enjoy the beach, kayaking , and nearby nature sanctuary. Excellent Greek Spot Cafe & Grill, just a 3-minute walk from the house. Discover many more cafes, restaurants, and bars, as well as great shopping attractions, just a short drive away.

Popular amenities for Fairfield beachfront rentals

Kitchen

Wifi

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

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

4.75 out of 5 average rating, 223 reviews

River Stone Hollow

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

The exterior of the three-story house is clad in grey shingles, accented by a vibrant turquoise front door. Multiple windows allow natural light into the interior, framing a modern yet classic architectural style.

4.93 out of 5 average rating, 28 reviews

Long-term Stay, Light filled Beach Household

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.

4.92 out of 5 average rating, 48 reviews

Mid Week Specials! - Beachfront, Dog Friendly

5 out of 5 average rating, 3 reviews

Beachside cottage

Private beachfront home rentals

4.93 out of 5 average rating, 55 reviews

A two-story cottage features horizontal siding and a distinctive light blue front door. A large window is positioned above the entrance, allowing natural light to enter. The garage is on the ground level, with a small staircase leading to the entryway.

Cottage in Milford

Salty Kisses Beach Cottage Milford CT

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!

4.97 out of 5 average rating, 35 reviews

A charming entrance reveals a light-colored house with a teal door, framed by green landscaping. A pathway leads to the steps, flanked by decorative flowerpots. A large tree provides shade, while an American flag is displayed on the right side, complementing the inviting atmosphere.

Bungalow in Milford

A BREATHTAKING AND RELAXING PLACE TO CALL HOME

A cozy living area is equipped with a comfortable gray sofa facing a wall-mounted TV above a fireplace. A large wooden coffee table is centered in the room, while decorative oars are displayed above the fireplace, enhancing the coastal theme.

4.57 out of 5 average rating, 7 reviews

Bright Milford Beach House w/ Outdoor Shower

4.88 out of 5 average rating, 152 reviews

A charming beach cottage is visible from the water, featuring a white exterior and a welcoming front porch with railings. A set of stairs leads down to the sandy beach area, where a green chair and small table are situated, ideal for relaxation by the shore.

Cottage in Milford

Waterfront Beach Cottage

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

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.

4.89 out of 5 average rating, 70 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

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

4.83 out of 5 average rating, 60 reviews

An expansive view of the Long Island Sound is captured at sunset, with golden reflections shimmering on the water’s surface. The coastline is lined with lush greenery, offering a serene backdrop to the peaceful water scene.

Home in Sound Beach

Beach House on LI Sound Waterfront