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Waterfront holiday rentals in Milford

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Quick stats about waterfront rentals in Milford

  • Total holiday rentals

    Explore 70 holiday rentals in Milford

  • Nightly prices starting at

    Milford holiday rentals start at €61 per night before taxes and fees

  • Verified guest reviews

    Over 4,750 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    70 of Milford holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Milford rentals

  • 4.9 Average rating

    Milford stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated waterfront rentals in Milford

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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Top guest favourite
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.
Flat in Milford

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!

4.97 out of 5 average rating, 651 reviews
Top guest favourite
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 New Haven

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.

4.98 out of 5 average rating, 238 reviews
Guest favourite
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 favourite
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.
Home in Milford

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.

4.97 out of 5 average rating, 158 reviews
Top guest favourite
Flat in Milford

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.

4.98 out of 5 average rating, 165 reviews
Top guest favourite
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.

4.93 out of 5 average rating, 191 reviews
Guest favourite
The exterior of a beach cottage is shown, featuring light-colored siding and blue shutters. A white railing surrounds a small porch, leading to a front door. Lush greenery and a few decorative elements enhance the inviting appearance of the home.
Cottage in Milford

SILVER SANDS BEACH COTTAGE MILFORD NEAR YALE/TRAIN

Classic 1920s beach cottage—spend your summer at the shore. Steps to a private neighborhood beach and Silver Sands State Park & boardwalk + walnut beach, this coastal retreat blends vintage charm with modern comfort—perfect for family vacations and girls’ weekends. Walk to downtown Milford Green, shops, restaurants, and the train to NYC for an easy getaway. Enjoy a private, pet-friendly escape surrounded by nature, yet close to New Haven, NYC, and Connecticut’s best shoreline attractions.

4.93 out of 5 average rating, 158 reviews
Top guest favourite
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 favourite
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, 113 reviews
Guest favourite
Home in Danbury

Lakeview Estate - Chef's Kitchen - NYC Getaway

Stunning lake views from every angle! Gorgeous 3,200 square foot custom home with an open floor plan. Highlights include: * Chef's kitchen with Viking Range, Sub Zero Refrigerator, granite countertops & custom cabinets * Expansive 20x30 stone patio overlooking the lake with a fire-pit, speakers & outdoor lighting * 3 spacious bedrooms and 3 full bathrooms with double vanities, showers & separate bathtubs. * 5 SmartTVs including a 65" TV in the main living area

4.94 out of 5 average rating, 142 reviews
Top guest favourite
The cottage exterior features a welcoming red door and white adirondack chairs on the porch, inviting relaxation. A cozy fire pit is surrounded by stone in the yard, while vibrant flowers cascade nearby. An aerial view highlights the coastline and neighborhood layout, showcasing proximity to water.
Home in Milford

Seaside Cottage: water views, walk to beaches!

Dig your toes in the sand and unwind at our Milford cottage 🌊🏡 Three neighborhood beaches, two seaside parks, and great restaurants are all a short walk away. End your day with a BBQ in the private yard. Enjoy nearby shops, a charming New England town square, and plenty of dining options. Arriving by Metro‑North? 🚆 No car needed—grocery delivery available. Long‑term stays welcome—message anytime!

4.97 out of 5 average rating, 106 reviews
Top guest favourite
The exterior of the midcentury home is presented among lush greenery, featuring a brown wooden facade and small windows. Vibrant flowering plants in shades of pink and green surround the area, providing a natural frame against the serene backdrop of trees and the nearby lake.
Guest suite in West Haven

Midcentury Lakeside Guest Suite

Private guest studio suite in a beautiful, midcentury lakeside home. Built in 1957, this home on a quiet residential street is a unique piece of modern architecture around a serene lake in suburban Connecticut. It is walkable from the nearby railway station, and it is close to West Haven's picturesque beaches, and a short drive from downtown New Haven.

4.94 out of 5 average rating, 266 reviews

Popular amenities for waterfront rentals in Milford

KitchenWifiPoolFree parking on premisesAir conditioning

Waterfront apartment rentals

Superhost
Two Adirondack chairs are positioned by the water's edge, reflecting soft lights from distant boats on a calm evening. The still water mirrors the warm glow, creating a tranquil atmosphere. Nearby, a small fire pit adds warmth to the outdoor space, surrounded by lush greenery.
Flat in New Haven

Fair Haven Heights Entire 1 Bedroom Apartment

4.88 out of 5 average rating, 497 reviews
Guest favourite
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.
Flat in Milford

Guest favorite - ALL YEAR LONG!

4.93 out of 5 average rating, 28 reviews
Top guest favourite
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.
Flat in Milford

Steps to the Beach. Lovely 2-Bedroom apt

4.97 out of 5 average rating, 89 reviews
Guest favourite
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.
Flat in Newtown

Spacious Lakeside Hideaway

4.92 out of 5 average rating, 37 reviews
Superhost
A serene sunset is captured over calm ocean waters, with the sun positioned low on the horizon. Soft golden and orange hues blend with deep blue and soft clouds, reflecting on the water's surface, creating a tranquil scene.
Flat in West Haven

Direct waterfront!

4.87 out of 5 average rating, 15 reviews
Top guest favourite
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.
Flat in Stamford

Spacious. Water Views & Access. Steps to Beach.

4.94 out of 5 average rating, 72 reviews
Guest favourite
Flat in Rowayton

The Village Secret On Five Mile River

4.93 out of 5 average rating, 14 reviews
Superhost
Flat in East Rock

East Rock 4 bedroom 2 baths apt.

Waterfront house rentals

Top guest favourite
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

4.96 out of 5 average rating, 147 reviews
Superhost
Home in Stamford

5BR Beach House, Water Views, Game Room, Backyard

4.85 out of 5 average rating, 108 reviews
Top guest favourite
The kitchen features modern cabinetry with a contrasting dark granite island. Three cushioned stools are positioned at the island. Natural light enters through a window above the sink, illuminating new stainless steel appliances and a sleek backsplash. A door leads to the outdoor area.
Home in Black Rock

Cape on the Water

4.97 out of 5 average rating, 113 reviews
Top guest favourite
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 New Haven

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

5.0 out of 5 average rating, 401 reviews
Guest favourite
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.
Home in Milford

Spacious Beachfront Milford Home

4.88 out of 5 average rating, 48 reviews
Top guest favourite
A spacious outdoor deck is furnished with a large sectional seating area, featuring soft cushions for comfort. A glass-top coffee table is positioned at the center. The view includes a glimpse of the nearby beach and coastal structures.
Home in Milford

Modern Beach Getaway

4.95 out of 5 average rating, 98 reviews
Top guest favourite
A charming beach house is presented with a light-colored exterior and features a porch adorned with red accents. An American flag proudly waves above the entrance. Lush greenery and a pathway lead to the front door, with neighboring houses visible on either side.
Home in Milford

Private Beach Milford Retreat | Long Island Sound

4.94 out of 5 average rating, 63 reviews
Top guest favourite
Home in Milford

Beachside Oasis

5.0 out of 5 average rating, 25 reviews

Other waterfront holiday rentals

Top guest favourite
A spacious deck features multiple blue Adirondack chairs, all facing the tranquil waters of Long Island Sound. The horizon showcases a gentle gradient of pastel colors, signaling the transition from day to evening, while the calm water reflects the serene atmosphere.
Holiday home in Guilford

Spacious Oceanfront Getaway with Spectacular Views

4.99 out of 5 average rating, 149 reviews
Top guest favourite
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

4.97 out of 5 average rating, 247 reviews
Guest favourite
Bungalow in Milford

A BREATHTAKING AND RELAXING PLACE TO CALL HOME

4.94 out of 5 average rating, 50 reviews
Guest favourite
A serene beach scene at dusk is depicted, showcasing gentle waves lapping at the shore. The sky transitions from soft purples to deep blues, while a full moon casts a reflective glow over the water. An island is faintly visible in the distance.
Home in Milford

Private Beach House / steps from sandy beach

4.93 out of 5 average rating, 14 reviews
Top guest favourite
The exterior of the duplex is depicted, showcasing a three-story structure with a light grey facade. Two balconies are visible on the upper floors, and a set of stairs leads to the entrance. The ground level includes two garage doors, with a vehicle parked in front.
Home in Milford

Big House On Maddox

5.0 out of 5 average rating, 24 reviews
Guest favourite
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

4.89 out of 5 average rating, 80 reviews
Guest favourite
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

4.98 out of 5 average rating, 44 reviews
Guest favourite
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

When is the best time to visit Milford?

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