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Beachfront vacation rentals in Fairfield

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Top-rated beachfront rentals in Fairfield

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

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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

4.86 out of 5 average rating, 228 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 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

4.93 out of 5 average rating, 101 reviews

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

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, 116 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.

The historic waterfront home is shown with a light yellow exterior and an A-frame roof. A welcoming porch with seating faces the river, framed by trees that add touches of color. The serene Hudson River is visible in the background under a clear blue sky.

4.86 out of 5 average rating, 144 reviews

Beautiful & Fun Waterfront Duplex on the Hudson

Enjoy a getaway to this charming historic waterfront home. Sip a glass of wine, a cup of Joe, or a refreshing cool drink from the 36 ft deck overlooking the Hudson River and Mario Cuomo Bridge beautifully lit up each evening. **PLEASE read everything in the description of "The Space" and "Other Things to Note" before booking. Thank you! Check out my "GUIDEBOOK" for my favorite picks including entertainment, shopping, eateries, and more. Non shedding pets welcome with additional fee $150.

A round dining table with two transparent chairs is positioned near large windows that offer views of vibrant autumn foliage. A small vase with flowers decorates the table. Light enters through the open door, enhancing the bright and airy ambiance.

Guesthouse in Mahopac

4.95 out of 5 average rating, 244 reviews

Lakeview Guesthouse with Sauna

Art and light filled spacious studio with panoramic views overlooking lake Mahopac perched on a steep hill. A short 5 min walk down the hill to swimming/paddleboarding/canoeing. Walkable to an on-the-lake restaurant/ dining/ takeout options + boba tea! Drivable to farm fresh food markets, restaurants and art museums. Cedar dry Sauna on property for use. Nearby towns and hikes include Fahenstock Park, Pound Ridge, Cold Spring, Beacon, Ridgefield, or walk up the hill to trails of Volz park!

A waterfront home with a unique tower design is reflected in the calm waters of Bantam Lake. The house features multiple outdoor decks, large windows, and is surrounded by trees, providing a serene setting. A private dock extends into the lake, inviting exploration.

4.86 out of 5 average rating, 152 reviews

Bantam Lake Waterfront Retreat with Private Beach

Waterfront home on Bantam Lake, 3BR/2BA. Relax on the deck, enjoy the sunrise, swim at your private beach. Kayaks available for use (4); bring your boat or jet ski. Minutes away from hiking, snow skiing, vineyards, biking, and so much more. The area offers great restaurants and family friendly activities that are minutes away. BBQ on the gas grill, enjoy the fire pit on the beach. House is great for couples, individuals & families. Please check first if you plan to bring a boat. 7 maximum.

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

4.96 out of 5 average rating, 227 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!

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, 167 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!

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.

Cottage in Fairfield

4.98 out of 5 average rating, 123 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 rustic cabin is nestled among tall trees, showcasing a stone chimney and wooden exterior. Warm-colored windows invite natural light, while a gravel path leads to the entrance. Surrounding lush greenery enhances the cabin's secluded setting.

Cabin in Sherman

4.97 out of 5 average rating, 397 reviews

The Cove Cabin

An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two inflatable two person kayaks are available for use from May 1 to November 1..

A charming beach cottage with light grey siding and a peaked roof stands on stilts above the sandy beach. A spacious deck with white railings is visible, complemented by large windows that offer views of the ocean. Lush green grass surrounds the base of the house.

Home in East Haven

4.96 out of 5 average rating, 102 reviews

Cozy Beach - Direct Waterfront!

Welcome to your perfect beach front vacation! Our modified charming turn of the century 1900's beach cottage has all you need to relax and unwind directly on the beach. 4 bedrooms, 1.5 baths, a new kitchen, very large deck and all the amenities you could ask for. Walk to the public beach, the splash pad or either of the two amazing seafood restaurants all within a few feet. Wake and fall asleep to the peaceful sound of ocean waves--the beach is calling.

The living area features a 21’ tall wood-burning fireplace made of stone, complementing the vaulted ceiling and high skylights. A comfortable green sofa is positioned near a rustic coffee table, while a flat-screen TV is mounted on a wooden wall unit. Natural light floods the space.

Cottage in Pawling

4.98 out of 5 average rating, 132 reviews

Twin Lakes Designer A-frame Stone Cottage

*Twin Lakes Cottage* Stunningly restored 1930s a-frame stone cottage located on a private lake in West Mountain State Forest with a new deck, patio, soaring high skylights, and 21’ tall wood-burning fireplace. Resting on a hillside with 180 degree views of two lakes, this breathtaking retreat is a one-of-a-kind experience. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility.

Vacation rentals for every style

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Convenient locations with everyday essentials

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Quaint homes, peaceful surroundings

Popular amenities for Fairfield beachfront rentals

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

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 East Haven

5 out of 5 average rating, 56 reviews

Direct Waterfront Home Located on Private Beach

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, 217 reviews

River Stone Hollow

A concrete pier extends over the tranquil water, featuring two lounge chairs positioned for relaxing views of the river and surrounding landscape. Lush greenery and distant homes are visible across the water, enhancing the peaceful outdoor setting.

Home in Philipstown

4.74 out of 5 average rating, 155 reviews

Bungalow near West Point on Hudson River

A cozy kitchen area is visible with a window above the sink, featuring a vase of flowers. A bright bedroom showcases a large bed with yellow bedding and natural light flowing through sheer curtains. A comfortable living room is depicted with a gray sofa and teal-accented pillows, offering a relaxed atmosphere. A serene waterfront view is included, capturing soft colors of a sunset over calm water.

Home in West Haven

4.79 out of 5 average rating, 115 reviews

Cozy Home, Dog and Family Friendly - book today!

A sandy beach scene is captured, featuring beachgoers relaxing on colorful lounge chairs under clear skies. The ocean water glimmers in the sunlight, while distant boats can be seen on the horizon. A few umbrellas provide shade for those enjoying the beach.

Apartment in Milford

Cozy apartment steps from the beach in Milford, CT

A scenic view of the lake showcases a wooden dock, complemented by bright blue skies. An inviting living room features a comfortable sofa, while a kitchen with wooden cabinets is visible in the background. Outside, a playground and fire pit area enhance the family-friendly atmosphere.

Home in North Salem

5 out of 5 average rating, 4 reviews

Pet Frndly Lake House w/Fireplace & Fire Pit W/D

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, 40 reviews

Mid Week Specials! - Beachfront, Dog Friendly

Home in East Haven

4.89 out of 5 average rating, 232 reviews

Beach Cottage by the Sea

Private beachfront home rentals

The exterior of the cottage is shown, featuring a blue shingle facade and inviting double doors. A gravel pathway leads to a spacious patio with two chairs, surrounded by greenery, under a vibrant sunset sky.

Cottage in Calverton

5 out of 5 average rating, 5 reviews

Beach cottage bungalow

The upper deck provides a serene view of the Quinnipiac River, with lush green hills in the background. A small table is set with two glasses and a bottle, creating a relaxed atmosphere on the covered deck.

Boat in New Haven

4.89 out of 5 average rating, 56 reviews

Beautiful Quinnipiac River 2-berth Yacht

Top guest favorite

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.

Home in Milford

5 out of 5 average rating, 33 reviews

Walnut Beach's Hidden Gem

A sandy beach stretches along the shoreline, meeting calm blue waters under a clear sky. A wooden staircase leads down to the beach, surrounded by sparse vegetation and rocky areas. Soft clouds drift above, contributing to a serene coastal scene.

Cottage in Calverton

4.9 out of 5 average rating, 30 reviews

Pumpkins & Sunflowers! Cozy Cottage in the Fall!

A wooden dock extends over the calm waters of Lake Waramaug, flanked by green trees along the shoreline. A red umbrella provides shade over a spacious deck area, where several chairs are positioned for relaxation. The distant hillside is lightly covered with greenery, reflecting a serene atmosphere.

Home in Washington

4.95 out of 5 average rating, 55 reviews

Fab Year-Round Lakefront Retreat on Lake Waramaug

A panoramic view showcases a tranquil beach scene under a double rainbow arching over the sea. Gentle waves lap at the shore, while a sandy beach space with sparse grass is visible. A blue umbrella and chairs provide a welcoming spot for relaxation.

Cottage in Milford

4.77 out of 5 average rating, 35 reviews

Cheerful 2 bedroom cottage on beach

A cozy living room features two beige sofas complemented by a coffee table at the center. Decorative navy curtains frame the windows, enhancing the space's calm ambiance. A light-colored rug provides a soft surface underfoot, while subtle nautical decor adds character to the room.

Apartment in New Haven

New place to stay

Beachy 3BR Sleeps8 @ Airport | Fire Pit + SmartTVs

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

4.86 out of 5 average rating, 21 reviews

Lakefront cottage on Candlewood Lake

Luxury beachfront home rentals

An aerial view captures a stretch of sandy beach bordered by several residential houses. Beach chairs are arranged in groups along the shoreline, while the calm waters of Long Island Sound glisten under a clear sky. Subtle autumn colors can be seen in the background.

Home in Milford

4.83 out of 5 average rating, 100 reviews

Beachfront house on Long Island Sound

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

The exterior of a two-story house is featured, surrounded by autumn foliage. A gravel driveway leads to the entrance, with vibrant flower beds and a porch extending across the front. The house overlooks the serene waters of the lake, adding a tranquil backdrop.

Home in Wingdale

4.9 out of 5 average rating, 20 reviews

Your own private lake + beach, boats & game room!

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, 56 reviews

Sapphire Sandbar, beach house

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

4.92 out of 5 average rating, 52 reviews

Oceanfront Getaway - Quiet, Firepit + Pvt Beach

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!

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 East Haven

4.95 out of 5 average rating, 44 reviews

Direct Beachfront Modern Cottage on Private Beach

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.

Home in Milford

4.93 out of 5 average rating, 28 reviews

Bohemian Beach Oasis- Private Beach

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