Holiday houses in Milford Lawns

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Top-rated holiday rentals in Milford Lawns

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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.

Apartment in Milford

4.97 out of 5 average rating, 640 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!

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Superhost

The property features a white two-story house with a covered front porch and lush green landscaping. A red barn stands nearby, contrasting against the blue sky, while a paved driveway leads up to the residence, offering ample space for off-street parking.

Apartment in Milford

4.87 out of 5 average rating, 267 reviews

Renovated Apartment in a Historic Farmhouse Estate

Take-in fresh air and tranquil views from the 2nd floor deck of a 1-acre property with an adjacent apple orchard. Rustic decor mixes with industrial flair to create an inspiring interior that offers country comforts along with modern amenities. Enjoy hardwood floors, Queen memory foam mattresses, high ceilings, keypad door lock (no keys needed), fast Wifi, central air conditioning, & a private deck. We can't wait to host you! This is a multi-unit property, so we do not allow parties or events.

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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

4.89 out of 5 average rating, 108 reviews

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.

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Top Guest favourite

A spacious living area is illuminated by natural light streaming through large windows. A comfortable gray sofa with decorative pillows faces a modern coffee table. A stylish area rug adds color, while a wall-mounted TV and decorative plants enhance the space.

Apartment in New Haven

4.96 out of 5 average rating, 441 reviews

Luxury Apt with Parking and Gym | Downtown at Yale

Nestled in the heart of New Haven’s historic downtown, our designer home is part of the city’s most prestigious new luxury complex, renowned for its unmatched amenities and design. Highlights: • Prime location just steps from Yale University • Immaculately cleaned before every stay • Complimentary coffee, plush linens, and premium toiletries • 24/7 state-of-the-art fitness center • Expansive rooftop terrace with grills and chic lounges • Over 700 sqft of bright and sophisticated living space

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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

4.94 out of 5 average rating, 188 reviews

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.

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Top Guest favourite

An aerial view captures the surrounding residential neighborhood with close proximity to Long Island Sound. The property is highlighted in a circular outline, showcasing its location relative to nearby homes and the shoreline.

Home in Milford

4.98 out of 5 average rating, 123 reviews

2 Bedroom with sweeping views of Long Island Sound

Entire 1st floor apartment with private entrance. A spacious layout with spectacular views of Long Island Sound from your private deck. Convenient location; minutes to downtown Milford, train station, beaches, restaurants, and shopping. 15 minutes to Yale and famous New Haven landmarks. Walking distance to local restaurants, beaches, and an ocean-side playground. Public Beach: 7 minute walk - 0.4 mi Restaurants: 6 minute walk - 0.3 mi Playground: 2 minute walk - 250' *NO SMOKING*

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Top Guest favourite

A comfortable living area features a plush sectional sofa with neutral cushions, arranged around a round wicker coffee table. Natural light fills the space, highlighting the light wood flooring and a serene coastal-themed artwork on the wall. Two stylish light fixtures add an elegant touch.

Home in Milford

5.0 out of 5 average rating, 69 reviews

Luxe cozy 2br/1ba Milford bungalow-walk to beach!

Beautifully updated bungalow 3 minute walk to beach. Features two decks for views & enjoyment of Silver Sands State Park. Back deck has dining table & grill for dinners, drinks, birdwatching, stargazing. House has cedar outdoor shower, two double kayaks, stand up paddle board, paddles, beach chairs/towels, umbrellas, cooler, wagon. Spacious living room has tons of natural light. Bedrooms are cozy each with a full bed; primary opens to back deck. 5 min drive to downtown Milford.

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Top Guest favourite

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

4.95 out of 5 average rating, 75 reviews

A Beachfront Getaway

Welcome to your dream beachfront escape! This delightful 1-bedroom beach house cottage is your ticket to an unforgettable coastal retreat. Nestled on the picturesque West Shore, this cozy cottage offers everything you need for a relaxing getaway, just steps away from the sun, sand, and surf. Situated in the heart of the West Shore, our beachfront cottage boasts a convenient location that puts you within easy reach of local restaurants, shops, universities and transportation.

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Guest favourite

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

4.89 out of 5 average rating, 54 reviews

Bohemian Beach Oasis- Private Beach

Designer beach house 120 steps to private beach on Merwin Avenue! Embrace the Bohemian life & escape w/ friends & family. Enjoy the spacious kitchen w/ granite counters & patio access. Bedrooms include a spectacular master suite offering a spa bathroom & 2 more bright rooms upstairs. The third-floor bonus room leads out to a rooftop deck w/ water views! Charming Tiki hut & BBQ for entertaining. Please reach out and schedule your special stay at the Bohemian Beach Oasis.

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Guest favourite

Home in Milford

4.94 out of 5 average rating, 145 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.

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Superhost

A well-lit dining area is depicted featuring a large wooden table surrounded by several white chairs. Light-colored hardwood floors extend throughout the space. Blue walls provide a cool contrast, and a chandelier hangs above the table while a set of glass doors leads to another room.

Home in Milford

4.89 out of 5 average rating, 80 reviews

4BR Beach Home | Walk to 3 Beaches | Sleeps 10

Wake up and walk to the beach in 3 minutes. This 4-bedroom Woodmont home sleeps 10 and is your perfect coastal escape. Three beaches within walking distance — Burwell (500 ft), Anchor (0.4 mi), and Woodmont (0.6 mi). Spend your days in the sun, then fire up the gas grill, relax on the deck, or play lawn games in the private backyard. Take a day trip into NYC. New Haven's famous pizza is 15 min away. Perfect for families and friend groups!

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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

4.97 out of 5 average rating, 101 reviews

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!

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