Beach house holiday rentals in Milford

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Top-rated beach house rentals in Milford

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Home in North Fork

Paradise Found

This fully renovated charming bay-front cottage on a private dirt road has a large sugar sand beach, spectacular panoramic Bay views with boat mooring and beautifully planted private gardens. Professionally redecorated interiors boast exposed wood beamed ceilings, artwork, and comfortable sitting areas to take advantage of the best Bay views. Fully stocked cook’s kitchen completes this 3 BR, 1 Bath home with central HVAC. Garden level has open-air covered sitting, new Webers, and outdoor shower.

Home in Saybrook Manor

New place to stay

Marisa Beach House

Bring the whole family to this great beach house with lots of room for fun in the private yard as well as the private association beach. Enjoy high tide with a buoyed swimming area for kids and at low tide cross the channel to walk on the sandbar for miles. Just 5 minutes to historic Main Street, all popular shopping centers, restaurants, ice cream shops, mini golf at Saybrook Point, Marquee cinema and all interstates. If you don’t feel like driving, you can DoorDash or Instacart to the house

Guest favourite

Home in Milford

5 out of 5 average rating, 9 reviews

Salty Kisses Cottage Relax

Salty kisses beach cottage is simply adorable. The perfect getaway. Your happy place, always fresh linens, tasteful coastal decor. Direct water views Beach access across street Amazing sunrise and sunsets. At the end of the road is Silver Sands State Park with showers and food. Walk on the boardwalk to Walnut Beach. Live music, milford creamery, bees knees, pizza, lazy lobster and specialty stores. We have a lovely backyard for grilling and chillin. Downtown & Lisman landing only 1-2 mile walk.

Home in Rye

4.63 out of 5 average rating, 8 reviews

Colonial Charm Walk to Town · Bike to Beach

Experience our charming center-hall Colonial, nestled among hydrangeas and mature oak trees on garden grounds in a private, highly sought-after neighborhood, perfect for summer strolls. The location couldn’t be better. Just a 0.3-mile walk to the bustling town center with outdoor dining, independent boutiques, and cozy coffee shops. It offers the relaxed appeal of the countryside with the energy of a vibrant metro village, plus 0.4-mile easy access to NYC train adventures or business meetings.

Home in Clinton

4.68 out of 5 average rating, 91 reviews

3BR House steps from 2 Private Beaches

Views of the Sound and 1 minute walk from two private beaches and 5 min walk to 3rd public beach(Clinton), this 3BR cape is located in a private residential community. Many amenities and spacish lawn to enjoy. The town also has many amenities; grocery stores, restaurants , winery, antiques and public beaches are a short walk or drive away. No parties allowed in respect for neighbors . beach chairs are in the storage box next to the shed. please leave them back in there

Guest favourite

Home in West Haven

4.9 out of 5 average rating, 10 reviews

Spacious 2BR Near Beach & Yale – Prime Location!

Unwind in this spacious and tranquil retreat, just steps from the beach in West Haven. This inviting 2BR home offers the perfect escape, blending comfort and convenience for a relaxing stay. Enjoy a bright, cozy atmosphere with modern amenities, ideal for families, couples, or business travelers. Whether you're exploring Yale, strolling the shoreline, or simply unwinding, this home-away-from-home ensures a stress-free getaway. Book now for a refreshing stay!

Home in Black Rock

4.67 out of 5 average rating, 12 reviews

Modern 3 Bedroom House In The Heart Of Black Rock

Tucked away amidst the quiet streets in Black rock is your home away from home. Here you will find yourself near beautiful beaches, museums, light houses and parks. There are plenty of things to do and see. The space comes with a in-suite laundry and a fully equipped kitchen inside your space for a nice home-cooked meal. Your stay here will be both enjoyable and relaxing we are sure of it.Blackrock Suites gives you the best of Blackrock!

Home in Black Rock

4.85 out of 5 average rating, 20 reviews

Modern 3 Bedroom House In The Heart Of Black Rock

Guest favourite

Home in Guilford

5 out of 5 average rating, 28 reviews

Charming 2BR Beach House, Overlooking the Water

Relax and enjoy your time at this unique and tranquil getaway. Steps to the beach and a short drive to town. Wake up on the water with beautiful sunrise views. Recently renovated with new bathroom, new floors and freshly painted throughout. 5 minutes to local shops and restaurants in Guilford's charming town center, and easy access to several shoreline attractions nearby... Wineries, museums, craft breweries, kayaking and hiking.

Home in The Hamptons

Roy's Cottage

Kick back and relax in this calm, stylish space on one of the Hamptons most unique streets. Surrounded on three sides by water (with a town beach at the end of the road), this little house sits directly on Davis Creek and the house comes with a kayak! The small house is perfect for a couple (or a couple with child) but sleeps up to 4 for the weekend guests. Enjoy outdoor life on bucolic Towd Point!!

Home in Madison

Spacious family beach house

Spacious home available in a quiet family neighborhood 4 houses from the private association beach. 4 bedrooms with 2 full baths and an outdoor shower. Living room plus a dinning/ living room area and a 3 season porch. Plenty of space for everyone. Large back yard. A short 5 min drive to downtown Madison with quaint shops, restaurants, and a movie theater.

Home in Madison

5 out of 5 average rating, 4 reviews

Kaliza's Cottage

Lovely quaint and quiet private cottage in Madison CT. Walking distance to Hammonasset Beach and Shoreline Greenway Trail. Enjoy the peace of your own space, BBQ, Outdoor shower, and full kitchen. A short distance to downtown Madison for restaurants and shopping. Close driving distance to Clinton Crossing, Mystic, or New Haven.