Vacation rentals in Milford Reservoir

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Top-rated vacation rentals in Milford Reservoir

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Top guest favorite
Home in Milford
4.95 out of 5 average rating, 146 reviews

#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!

Top guest favorite
A spacious living area features a light-colored sofa adorned with decorative pillows, complemented by two stylish chairs. A circular coffee table sits in the center on a textured gray rug, with soft throws neatly arranged nearby. Natural light floods the room through large windows, enhancing the inviting atmosphere.
Home in Milford
5.0 out of 5 average rating, 53 reviews

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!

Top guest favorite
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, 643 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!

Guest favorite
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.

Top guest favorite
Home in Milford
5.0 out of 5 average rating, 28 reviews

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.

Top guest favorite
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, 189 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.

Superhost
The boat is seen docked at the marina, featuring a sleek white exterior and multiple fishing rods mounted on its side. Calm waters reflect the boat and the bright blue sky, creating a serene environment. Other boats and dock structures are visible in the background.
Houseboat in Milford
4.89 out of 5 average rating, 18 reviews

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

Top guest favorite
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
4.97 out of 5 average rating, 270 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!

Top guest favorite
A light-filled living space features two skylights allowing natural light to illuminate the wooden floors. A spacious sofa is accompanied by a small coffee table and a seating area is positioned beside a contemporary television. Potted plants add a touch of greenery to the room.
Guesthouse in Milford
4.99 out of 5 average rating, 106 reviews

The studio downtown

The studio is a new, private, quiet, and peaceful space. It is situated on the second floor of a detached garage with a private entrance. It is located in the historic center of town, within walking distance of the train station, bars, restaurants, and beach. It is ideal for a couple looking for a beach town getaway. The studio has a king-size bed, an eating area, a kitchenette with a fridge, a sink, a double induction cooktop, a seating area, and a bathroom with a rain shower.

Top guest favorite
A welcoming living area features a comfortable couch and a textured ottoman, complemented by natural wood accents on the ceiling. Light fills the space from multiple windows, highlighting the hardwood floors and decorative stone wall that adds character to the room.
Cottage in Milford
4.94 out of 5 average rating, 413 reviews

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.

Top guest favorite
Home in Fairfield
4.96 out of 5 average rating, 226 reviews

Cozy Cottage with Fire Pit, near Beach

Escape to Fairfield Cottage, a stylish 3-bed, 2-bath retreat 90 mins from NYC. Comfortably sleeping 8, this sun-drenched home features a private patio with a fire pit, a fully equipped kitchen, and two fireplaces. Perfect for families and just 3 miles from the beach, it's your ideal getaway for relaxation and connection. Enjoy a dedicated workspace, fast Wi-Fi, and numerous family-friendly amenities.

Top guest favorite
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.
Apartment in Milford
4.97 out of 5 average rating, 86 reviews

Steps to the Beach. Lovely 2-Bedroom apt

Adorable two bedroom beach apartment, located directly across from Silver Sands Beach with magnificent ocean views and full beach access! We are located in a beach community with tons of activities to do! The boardwalk is only a quick walk away and you can find some of the best restaurants in downtown Milford. 1st floor unit. Fully remodeled with new amenities.

Popular amenities for Milford Reservoir vacation rentals