Holiday houses in Milford Reservoir

#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!

The Salty Porch

Experience coastal living at its best in this newly renovated 3-bedroom, 2.5-bathroom oasis steps from Wildemere beach. This sunlit 2-story house is a relaxing home base for families and groups. Enjoy a well-stocked kitchen, spacious stone patio w/ gas fire pit & beach views from the porch. Explore all that the area has to offer including charming downtown Milford or the nearby campus of Yale University. Convenient access to New Haven, NYC & Tyde wedding venue. Coastal Connecticut is waiting!

3BR Cottage Walk to Beach and Tide Wedding Venue

Walking distance from Walnut Beach and Tyde Wedding Venue! Stay at this cozy 3-bedroom ( King, Queen+ Twin), 1-bath beach cottage in the heart of Walnut Beach. Perfect for family vacations, wedding guests, or Yale visitors, our modern farmhouse-style home features a full kitchen, a private backyard with a fire pit, and peaceful coastal vibes. Walk to the sand, celebrate at Tyde, enjoy coffee on the porch, and end the day by the fire. Comfort, style, and location — all in one unforgettable stay!

Walk to Wildemere Beach/ Pet Friendly Coastal stay

-A brief walk to Wildemere (3 minutes) or Walnut Beach (10 minutes) to enjoy the sun and water. -7 minute walk to the new Tyde at Walnut Beach!!! This peaceful beach community is welcoming and ready for you to explore. Take a stroll to the coffee shop, restaurants, beach boardwalk, and the BEST ice cream shop-Walnut Beach Creamery. Maybe cook or order in to relax on the beautiful patio by the fire pit while the kids have s’mores! -quick drive to famous pizza and hiking and farms -train to NYC

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.

Salt & Blue | Walk to Beach & Tyde •4BR• Fire Pit

Salt & Blue is a beautifully renovated 4-bedroom coastal retreat—perfect for wedding weekends, beach trips, and family getaways in Milford’s Walnut Beach area. Perfect for: • Wedding weekends • Graduation stays & visiting family • Beach trips with family & friends Just a 4-minute walk to the beach and playground, and 0.4 miles to Tyde at Walnut Beach. Walk to downtown for ice cream, coffee, and restaurants. Relax in the private backyard with a fire pit. Fully stocked for a comfortable stay.

Beautiful Yacht on the Housatonic river, Milford

Yacht-Boat Gorgeously remodelled, large windows with stunning 360 views of the Housatonic river. A captains suite-bedroom with queen bed, private access Head-bathroom & full shower, v-birth bedroom with two bunks, spacious kitchen , large cockpit cabin-living space with large sectional sofa bed , coffee table, tv, portable speakers. Enjoy large deck for sunbathing or watch the sunset. Outdoor shower on the dock with picnic area. Docside restaurant on same property and delivers to the boat

The ARLO - Walk to Brewery & Restaurants

Newly remodeled and designed, The ARLO combines a seamless blend of luxury & comfort for your family. Walking distance to Dockside brewery & stand-out local restaurants, while only 1 mile from the beautiful Walnut Beach. Enjoy a thoughtful & comfortably designed living room, cook in the chef-style kitchen, indoor/outdoor living with a game room and fully-fenced yard. -Less than 2 minutes to The Tyde wedding venue. -15 min to Fairfield U & Sacred Heart -15 min to YALE -0.2 miles off I-95

Beautiful Water Views! 1 house from beach

Book now! 2027 calendar filling up fast. One house from the beach. Stunning newer build with breathtaking views of Long Island Sound, Charles Island, & incredible sunrises. Enjoy the luxury of a 5-star hotel with the privacy of home. Three spacious balconies, luxurious linens, a fully equipped kitchen, & thoughtful amenities for an unforgettable stay. Whether for family vacations, weddings, business trips, or college visits, our prime location near Tyde and Yale University makes it ideal.

Serene Waterfront Retreat - 400 ft Private Beach!

Welcome to a slice of waterfront heaven! Located on Milford's Cedar Beach, this newly renovated 3 bedroom / 1.5 bath home features over 400 feet of private beach. Enjoy breakfast prepared in the Chef's kitchen while watching one of the most radiant sunrises you will ever see. Stunning views from every room in the house. Wade into Long Island Sound with your own private beach. Located 3 doors down from the CT Audubon Society, known for its views & wildlife. We can't wait to host you!

Summer Sale! CozyCottage/Pet-friendly/ WalktoBeach

Inspired by my Dad's wanderlust and love of sea & sand. Relax and unwind in this completely remodeled, stylish Cottage a block and a half from Long Island Sound and .9 mile to Walnut Beach - walk to coffee, pizza, lobster shack! We offer a modern kitchen, breakfast nook, dining area, natural stone wall, parking and W/D. Located in a charming coastal town - enjoy quiet neighborhood walks, coastal trails, boardwalk, breweries and restaurants. 15 min to Yale/New Haven, 65 mi to NYC.

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.