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Beachfront vacation rentals in Fairfield County

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Top-rated beachfront rentals in Fairfield County

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

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Top guest favorite
Home in Milford

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

Welcome to your perfect Milford beachfront escape! This beautifully furnished 2-bedroom, 1-bath 2nd floor unit sits directly across from the beach, with beautiful water views. Just 100 yards from Silver Sands State Park, you’ll have easy access to its beaches, nature trails, and famous boardwalk. This unit offers beach gear, private yard for sunset dining, and proximity to Milford’s lively downtown. Whether here for a romantic getaway or family retreat, this spot offers relaxation or adventure!

4.95 out of 5 average rating, 148 reviews
Guest favorite
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

We are happy to still offer some dates for September. Come enjoy the solitude of the beach as the tide ebbs & flows. Reconnect with loved ones in this family-friendly place. Enjoy strolls on the beach located just out the back door or a sunset meal on the back porch. This wonderful cottage offers everything you will need during your stay. Including, comfortable beds, beach strolls and a bright upgraded kitchen with many amenities. The 3 bedrooms will fit up to 8 people comfortably.

4.88 out of 5 average rating, 109 reviews
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

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.

4.96 out of 5 average rating, 146 reviews
Top guest favorite
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.
Home in Milford

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, 270 reviews
Top guest favorite
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 Riverhead

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, 182 reviews
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

The Lighthouse: Beach Cottage Getaway 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!

4.98 out of 5 average rating, 253 reviews
Guest favorite
A sandy beach stretches between two homes, gently leading to calm waters under a clear blue sky. The horizon blends the sea and sky, while soft clouds drift above, enhancing the serene coastal atmosphere.
Home in Milford

Beach house - Sapphire Sandbar

Family Beach Getaway! Steps from the sand! Lots of amenities nearby. Enjoy access 4 bedrooms, 2.5 baths, covered patio, parking for 4 cars. Bedrooms on 2nd floor. 2 streets from Tyde wedding venue. Ocean views from all bedrooms. Beach chairs (4), toys, umbrella, cooler & games available (guests supply beach towels). Plenty of places to relax. Enjoy the sunrise from the porch listening to the waves, kick back in the patio area, take in the evening by firepit. Parties not allowed.

4.86 out of 5 average rating, 110 reviews
Top guest favorite
Home in Branford

Steps to Beach • Hot Tub • Game Room • Water Views

Beautiful coastal beach house directly across from a private beach and tennis club with complimentary guest access. Backing up to a serene marsh with stunning views, this home offers a peaceful, upscale setting perfect for families and groups. Relax in the hot tub with outdoor TV, fire pit, and kayaks. Inside features 4 bedrooms, a workspace, and a new game room with a 100” TV, pool table, shuffleboard, and darts. Minutes from Branford’s town center, dining, and waterfront attractions.

4.99 out of 5 average rating, 109 reviews
Guest favorite
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

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 two-person kayaks are available for use from May 1 to November 1.

4.96 out of 5 average rating, 458 reviews
Top guest favorite
The restored a-frame stone cottage is nestled among trees, featuring a wooden deck and stone steps leading to the entrance. A propane grill is positioned on the deck, with a tranquil wooded backdrop showcasing the colors of nature.
Cottage in Pawling

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.

4.99 out of 5 average rating, 185 reviews
Top guest favorite
A sandy pathway illuminated by soft lights leads toward a tranquil beach at dusk. Tall grass borders the path, and the horizon showcases a gentle gradient of colors as the sun sets over the calm water.
Home in Miller Place

Ocean House

Rare opportunity to rent your own 100’ Private Beach Front Oasis and enjoy all four seasons! This one-of-a-kind gem on a full sandy acre is only 60 miles from NYC. Brand new chef's kitchen w. Viking appliances. Living room w. wall of glass showcasing the breathtaking views of the Sound. The home also has a hot sauna & in sauna shower. Port Jefferson ferry (5mins away) connects you to New England. Our prices are not negotiable.

4.96 out of 5 average rating, 114 reviews
Guest favorite
Cottage in Fairfield

Charming Fairfield Beach Cottage

Escape to our newly renovated waterfront cottage in Fairfield, just steps from a private beach on the Long Island Sound. This charming retreat is perfect for families and couples, offering a modern kitchen, private deck, and high-speed WiFi. Unique perk: Enjoy complimentary 24/7 access to a beautiful co-working space just 3 miles away. A perfect blend of relaxation and productivity awaits!

4.98 out of 5 average rating, 129 reviews

Popular amenities for Fairfield County beachfront rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly beachfront home rentals

Superhost
The balcony offers a relaxing view of the sparkling ocean, bordered by a well-maintained walkway. A bottle of wine and two glasses are positioned on a wooden table, inviting guests to enjoy the serene atmosphere. Lush greenery frames the scene, enhancing the coastal setting.
Cottage in New Haven

Ocean View Cottage: Yale, Beach, Wedding & Golf

4.91 out of 5 average rating, 105 reviews
Top guest favorite
A tranquil view of Swan Lake is captured, surrounded by autumn foliage. Colorful outdoor chairs are positioned on a leaf-covered shore. Sunlight reflects off the calm water, creating a serene atmosphere that invites relaxation.
Home in Oxford

Lakefront Summer Oasis - kayak, fish and get cozy!

4.97 out of 5 average rating, 78 reviews
Superhost
Home in North Salem

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

5.0 out of 5 average rating, 7 reviews
Guest favorite
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

Bohemian Beach Oasis- Private Beach

4.89 out of 5 average rating, 55 reviews
Top guest favorite
A calm evening view is presented, showcasing a serene beach landscape under a pastel sky. Highlights include grassy areas along the shore and distant buildings nestled among trees. A stone wall with potted plants frames the scene, enhancing the peaceful coastal ambiance.
Cottage in West Haven

A Beachfront Getaway

4.94 out of 5 average rating, 78 reviews
Guest favorite
Home in Madison

Coastal getaway with water views in every room

4.91 out of 5 average rating, 68 reviews
Guest favorite
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

Private Beachfront, Dog Friendly - Walk to dining

4.92 out of 5 average rating, 50 reviews
Guest favorite
The elevated property features a sturdy deck with wooden railings, accessible by a wide staircase. Surrounding grassy areas and a large tree provide shade, while the building’s exterior is composed of light-colored siding, situated amid other residential structures.
Cottage in Milford

Welcome to your perfect coastal getaway!

4.91 out of 5 average rating, 45 reviews

Private beachfront home rentals

Guest favorite
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.
Home in Nyack

Beautiful & Fun Waterfront Duplex on the Hudson

4.87 out of 5 average rating, 163 reviews
Guest favorite
A wooden dining table with several chairs is positioned on the sandy beach, overlooking the water. A vibrant sunset casts warm hues across the sky and reflects on the calm sea. Nearby rocks are visible along the shoreline.
Cottage in Stratford

Waterfront Beach Cottage in Connecticut

4.93 out of 5 average rating, 55 reviews
Superhost
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

Oceanfront Couples Retreat | Pvt Beach + Firepit

4.88 out of 5 average rating, 81 reviews
Guest favorite
A charming two-story house with a welcoming front porch is depicted, featuring light brown siding and white accents. An American flag adorns the porch. A driveway is visible beside the house, leading to a small shed. Lush green grass surrounds the property, contributing to the neighborhood appeal.
Home in Milford

New England Beach cottage

4.85 out of 5 average rating, 66 reviews
Guest favorite
A wide view of Long Island Sound is captured from a private deck, featuring tranquil water and distant boats on the horizon. A white railing frames the scene, while greenery and a flagpole are visible in the foreground, indicating a peaceful outdoor setting.
Home in Guilford

Picturesque Waterfront Villa

4.9 out of 5 average rating, 21 reviews
Guest favorite
Bungalow in Milford

A BREATHTAKING AND RELAXING PLACE TO CALL HOME

4.94 out of 5 average rating, 49 reviews
Guest favorite
A spacious living area is presented with large windows dressed in sheer white curtains. A stylish blue cabinet and a wooden side table complement a circular dining table with black chairs. A light rug with a modern pattern covers the floor, enhancing the inviting atmosphere.
Apartment in New Fairfield

Suite Lakescape

4.95 out of 5 average rating, 38 reviews
Top guest favorite
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

4.97 out of 5 average rating, 88 reviews

Luxury beachfront home rentals

Guest favorite
Home in Fairfield

Pine Creek Beach House

5.0 out of 5 average rating, 7 reviews
Guest favorite
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

4.96 out of 5 average rating, 54 reviews
Top guest favorite
Home in Milford

Steps to Beach - Direct Water View - Pet Friendly

5.0 out of 5 average rating, 15 reviews
Top guest favorite
Home in Milford

Walnut Beach Luxury House | 90-Sec Walk to Beach

5.0 out of 5 average rating, 17 reviews
Top guest favorite
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

5.0 out of 5 average rating, 44 reviews
Top guest favorite
The front porch of the colonial-style home features large white columns and is adorned with hanging flower baskets. Red adirondack chairs are placed on either side, while colorful flower beds line the walkway, enhancing the inviting outdoor space surrounded by lush greenery.
Home in Miller Place

Glen Laurel on the Sound (w/private beach)

4.89 out of 5 average rating, 96 reviews
Superhost
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

4.85 out of 5 average rating, 73 reviews
Guest favorite
The three-story coastal retreat features a charming blue exterior, punctuated by multiple windows that allow natural light in. The covered parking area is located beneath the elevated structure, with a welcoming front door painted in a vibrant teal. An American flag is displayed near the entrance.
Home in Fairfield

Beach House with Private Beach

4.95 out of 5 average rating, 20 reviews

Destinations to explore