Waterfront holiday rentals in Milford

An expansive patio extends towards the shimmering waters of Long Island Sound, featuring lounge chairs and a dining table with an umbrella. Decorative planters and lanterns are arranged along the patio edge, complementing the serene waterfront view.

4.97 out of 5 average rating, 613 reviews

Water front studio apartment with fireplace.

This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!

4.98 out of 5 average rating, 196 reviews

A serene view of the Long Island Sound showcases several sailboats gently drifting on the blue water. The scene is framed by a simple fence and grassy area, with a clear blue sky above, creating a peaceful coastal atmosphere.

Home in East Shore

WaterviewsTakeWedding pics,CollegeTours Yale&Beach

PETS ALLOWED! Spectacular unobstructed Long Island Sound views year-round, out your front door along Pardee Seawall! This exceptional shore line property offers all new furniture & amenities. Minutes to wedding venues-perfect for getting dressed on your wedding day & taking photos literally right outside your door (props available). Near: Tweed NH Airport, beach, Yale University & Hosp, restaurants & museums. All new furniture, linens/towels, grill, fire pit, centralAC, WIFI. Onsite parking.

A vibrant sunset fills the sky with hues of pink, orange, and purple, reflecting on the tranquil water. Silhouettes of two birdhouses are visible on posts in the foreground, framed by lush vegetation along the shore.

4.98 out of 5 average rating, 138 reviews

3 Bedroom Beach House with Hot Tub!

Enjoy breathtaking sunset views in our spacious beach house while dining or relaxing in the hot tub. Snuggle up in front of the fireplace while watching a movie on the frame TV. Wake up in the master suite to spectacular marsh views while listening to birds from the Audubon Society. Steps to a white sand beach, heated bathroom floors, luxury bathrobes, linens, and organic mattresses. 6-bikes for exploring. A true resort-like experience with a chef's kitchen making a home away from home.

4.98 out of 5 average rating, 135 reviews

The Pond Mill Retreat w/ 2 Bdrms & Pool

Catch up on a little work or simply unwind. Everything is waiting for you in this cozy, yet functional space surrounded by a beautiful wooded area with pond. Your private entrance accommodations include a finished, walk-out lower-level apartment (~730 sq ft) containing thoughtfully appointed bedrooms, living room, kitchen, and full bathroom. Experience solitude while enjoying the convenience to Rt 15, I-95, & Boston Post Rd destinations. And if you require assistance, we live right upstairs.

4.93 out of 5 average rating, 169 reviews

A serene waterfront view is presented, showcasing calm waters reflecting a soft pink sky. Lush green grasses frame the foreground, while a tree line marks the horizon, creating a tranquil landscape. A few ducks can be seen gently floating on the water.

Loft in Milford

Lovely water front lower-level loft, free parking

This unique centrally located water front loft is located on the second Gulf Pond 1.5 miles from historic Milford center buzzing with water front restaurants and downtown shopping. This one bedroom, one bath, has a private entrance and free off street parking. Outdoor patio & grill with kitchenette, enjoy a waterfront view throughout the 400 sq ft space. Close to I-95, the Merrit Parkway, and Milford train station. Explore 17 miles of beaches in this New England town by bike, kayak, or foot.

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.

4.99 out of 5 average rating, 339 reviews

A cozy living area is presented, featuring a spacious gray sofa and two vibrant orange chairs. A coffee table rests atop a colorful area rug, with natural light filtering in through large windows. Green foliage is visible outside, enhancing the welcoming ambiance.

Home in Fair Haven

Q River House - 2 bdrm, minutes from Yale/Downtown

Q River House: newly remodeled two bedroom home in the historic Fair Haven neighborhood, conveniently located minutes from downtown New Haven and Yale. Take in river views with your morning coffee on the front porch and relax on the large and private back deck. Enjoy one of the city’s many fine restaurants or cook for yourself in the fully appointed modern kitchen. This riverfront home has been lovingly decorated with attention to style and comfort, and features off-street driveway parking.

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!

4.98 out of 5 average rating, 114 reviews

Cottage in Short Beach

Enchanted Cottage on the Marsh, walk to beach

Enjoy an idyllic stay at Enchanted Cottage on the Marsh! Private, quiet one bedroom cottage on Farm River with breathtaking views from deck. Take in the herons, ospreys and other birds among the natural surroundings while relaxing on your very private deck. Or take a stroll to the neighborhood beach, trails or a restaurant. Enjoy daily retreat from everyday life. We want you to have a relaxing stay with us, free from worry. 10 min walk to beach, trails, 10 min drive to Yale University.

4.97 out of 5 average rating, 196 reviews

A modern, two-story structure showcases large windows framed by climbing greenery. A stone pathway leads to a glass-paneled door, with potted flowers positioned along the entrance. The surrounding area is filled with trees, creating a serene atmosphere.

Cottage in Weston

The River Loft

Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

4.95 out of 5 average rating, 127 reviews

Oceanfront Beach House w/ Private Hot Tub

Escape to this luxurious 4-bedroom, 2.5-bath oceanfront home on the stunning Long Island Sound. Enjoy direct beach access, a private hot tub, and a fully equipped patio with a gas grill and dining area. Perfect for families or groups, this retreat offers breathtaking views, a full kitchen, arcade games, and modern amenities. Located minutes from restaurants and shops, it’s ideal for relaxation or adventure. Book now for a perfect blend of comfort and coastal charm.

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.

Popular amenities for Milford waterfront rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

A peaceful beach scene captured at night reveals a sandy shoreline reflecting moonlight. Houses line the beach, their warm lights creating a welcoming glow. Calm waters extend to the horizon, while scattered clouds drift in a starry sky, enhancing the serene coastal atmosphere.

4.92 out of 5 average rating, 24 reviews

Welcome 2026 Book this cozy New England space NOW!

4.88 out of 5 average rating, 16 reviews

A serene view of a calm lake is captured, reflecting the scattered clouds above. Lush trees line the shore, creating a tranquil backdrop. The glassy water appears inviting, with gentle ripples enhancing the natural beauty of the scene.

Apartment in Newtown

Spacious Lakeside Hideaway

5 out of 5 average rating, 79 reviews

The exterior of a historic brick building displays vibrant red accents and festive decorations. American flags are hung on the facade, with a decorative wreath on the door. Showcasing a welcoming entrance, the space is complemented by a brick pathway leading to the door.

Apartment in Wall Street

Phoenix Engine #1

4.96 out of 5 average rating, 98 reviews

A spacious living area features a large sectional sofa adorned with red cushions, complemented by a coffee table and side tables. Bright light floods the room through the sliding glass doors, opening to the outdoor deck. A staircase leads to a lofted area, enhancing the open feel.

Apartment in Guilford

Cozy Private Lake Q Retreat

A serene beach scene is captured under a starry night sky. Soft waves lap gently at the shore, illuminated by distant lights from beachfront properties. The sandy beach is lined with colorful houses, while clouds drift softly overhead, reflecting subtle moonlight.

5 out of 5 average rating, 7 reviews

Welcome 2026 Book this cozy New England space NOW!

Superhost

A comfortable living area features a black sofa and a light-colored couch with decorative pillows. A wooden coffee table sits at the center, surrounded by a small dining table and chairs. Soft lighting is provided by a stylish fixture, and natural light enters through the windows.

Apartment in South Norwalk

4.84 out of 5 average rating, 103 reviews

Water View SONO 2 Bedroom Walk to Metro & Dining

4.94 out of 5 average rating, 54 reviews

A spacious room features warm hardwood floors and large windows allowing natural light. A king size bed is adorned with light bedding and soft pillows. A comfortable sofa can be seen in the background, alongside a wooden coffee table and plants, fostering a relaxed atmosphere.

Apartment in Stamford

Spacious. Water Views & Access. Steps to Beach.

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.

4.96 out of 5 average rating, 76 reviews

Steps to the Beach. Lovely 2-Bedroom apt

Waterfront house rentals

4.88 out of 5 average rating, 59 reviews

A charming two-story white house features a pointed turret and an inviting front porch with a railing. The porch wraps around the sides, providing ample outdoor space. A well-maintained lawn with decorative shrubs is visible in front, and clear blue skies create a cheerful atmosphere.

Home in West Haven

The Seabreeze

A modern living and dining area is depicted, featuring a wooden dining table surrounded by black chairs. A cozy sofa is situated nearby, with natural light filtering through the windows. Greenery is present on a side table, enhancing the space's fresh feel.

4.96 out of 5 average rating, 55 reviews

Steps from the water!

4.92 out of 5 average rating, 65 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

4.92 out of 5 average rating, 38 reviews

A well-lit living area features large sliding glass doors that offer panoramic water views. Two comfortable armchairs and a small table are arranged on a soft carpet. Sunlight filters through the windows, enhancing the serene atmosphere of the space.

Home in Morgan Point

East Haven Beach House

A three-story beach house features a light-colored exterior with multiple large windows and a covered balcony on the top floor. The architectural design showcases clean lines and a welcoming entrance with a front porch. Nearby trees add a touch of greenery to the setting.

4.91 out of 5 average rating, 22 reviews

Tranquil beach retreat

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!

4.98 out of 5 average rating, 52 reviews

A gated entrance leads to a sandy path towards the beach, with a serene view of the water. A small island can be seen in the distance, framed by a clear blue sky. Surrounding vegetation adds a touch of greenery to the scene.

Home in Branford

The Eagle- Private Beach

A beachfront view of a multi-story house showcases a white exterior with balconies overlooking the sand. A patio area with seating and a grill is visible in the foreground, while ample sandy beach extends before the property, under a partly cloudy sky.

4.91 out of 5 average rating, 32 reviews

Spacious Beachfront Milford Home

Other waterfront holiday rentals

4.91 out of 5 average rating, 45 reviews

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 Lordship

Waterfront Beach Cottage in Connecticut

4.97 out of 5 average rating, 35 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

5 out of 5 average rating, 19 reviews

Cabin in Madison

Riverfront Antique Cabin in the Heart of Madison

Guesthouse in Fairfield Beach

A scenic view of a calm waterway is framed by a wooden deck. Two white chairs with blue stripes are positioned for relaxation. A small table holds decorative items, while a dock extends into the water, surrounded by greenery and gentle waves.

4.97 out of 5 average rating, 35 reviews

The Creekside Cottage

5 out of 5 average rating, 29 reviews

A scenic waterfront terrace is framed by natural rock formations and lush greenery. An umbrella provides shade over a seating area featuring two Adirondack chairs and a small table, all offering unobstructed views of the water and boats in the distance.

Home in Guilford

Mulberry Seaside Cottage

5 out of 5 average rating, 28 reviews

A spacious living area is furnished with a cozy striped sectional sofa, complemented by a rustic wooden coffee table. Bright natural light filters through the windows, enhancing the neutral decor. Bar stools are arranged at a counter in the background, providing additional seating.

Home in Weston

River Cottage in Weston, CT

A modern coastal home is depicted with a light gray exterior and white trim. A welcoming balcony can be seen above the front entrance, with decorative railings. Lush green plants surround the property, contributing to the home's inviting curb appeal.

5 out of 5 average rating, 18 reviews

Beachside Oasis

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.