Vacation rentals in Milford Reservoir

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Top-rated vacation rentals in Milford Reservoir

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Top guest favorite

A serene view of the shoreline at dusk, showcasing gentle waves lapping against the sandy beach. A wooden railing leads down the steps to the water's edge, with smooth stones lining the path. A remote island can be seen in the distance, against a softly colored sky.

Apartment in Milford

4.95 out of 5 average rating, 162 reviews

The Boathouse, private downtown Harborside suite

The Boathouse is a detached one bedroom studio apartment situated behind our home in the heart of Historic downtown Milford. Through a private entrance you will discover a thoughtfully furnished bedroom (queen bed & pull out couch), dining room, full kitchen & bath. It is ideally suited for a couple/small family looking for a memorable beachtown getaway. Walk, rent bikes/kayaks, shop, dine, enjoy art, music, or a day at the beach… our quintessential New England seaside town is sure to charm you!

Top guest favorite

Apartment in Milford

4.97 out of 5 average rating, 579 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!

Top guest favorite

A functional laundry area is showcased, featuring a washer and dryer side by side. The space is well-organized, with a metal shelving unit positioned above, storing cleaning supplies. Exposed utility lines and concrete walls provide a utilitarian background, contributing to the overall practicality of the area.

Apartment in Milford

4.98 out of 5 average rating, 105 reviews

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.

Superhost

A private backyard area is seen, featuring a gravel patio with a gazebo, seating, and a picnic table. A grill is positioned nearby, and a fence encloses the space. Lush green grass borders the patio, complemented by a clear blue sky scattered with clouds.

Guesthouse in Milford

4.92 out of 5 average rating, 206 reviews

Chic Coastal Retreat: Modern Apt Steps from Beach

Enjoy our freshly renovated 2-bedroom apartment with a private entrance, kitchen, and in-unit washer/dryer all just a stone's throw from the beach. At Silver Sands State Park, take in views of Charles Island, accessible via a sandbar at low tide. Explore scenic bike trails or stroll the picturesque boardwalk. Perfect for families and group get togethers. Beach amenities are provided, including kayaks, and enjoy a private backyard where you can fire up the BBQ and fire pit. No pets, please.

Guest favorite

A serene view is captured through a large window, framing a tranquil lake surrounded by lush greenery. A potted plant is positioned in the foreground, while a wooden chair sits on the patio outside. Soft curtains drape, accentuating the bright, sunny atmosphere.

Loft in Milford

4.94 out of 5 average rating, 144 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.

Guest favorite

A long wooden boardwalk winds gently towards the horizon, flanked by a railing that provides a clear view of the serene beach and distant island. The bright blue sky, dotted with wispy clouds, enhances the coastal atmosphere of the setting.

Cottage in Milford

4.95 out of 5 average rating, 103 reviews

SILVER SANDS BEACH COTTAGE MILFORD NEAR YALE/TRAIN

Classic 1920s beach cottage perfect for your summer at the shore! It is tucked away on a quiet street, across from Silver Sands Beach Milford. This cozy cottage offers 2 bedrooms with bonus loft sleeping area. In one of CT's most desired shoreline locations, steps to the private beach & Silver Sands State Park boardwalk, walnut beach, ice cream and cafe. Close to downtown green which offers bars and restaurants, train to NYC and New Haven, Yacht Clubs and Yale. Beach Vacation. Pet Friendly!

Guest favorite

The open living area showcases a modern kitchen with a central island and several bar stools. Sunlight streams through large glass doors, highlighting the neutral tones of the furnishings and the expansive water view. Wood detailing adds warmth to the atmosphere.

Home in Milford

4.96 out of 5 average rating, 225 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

Home in Milford

4.99 out of 5 average rating, 112 reviews

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

Top guest favorite

An outdoor seating area is featured in front of a modern structure, surrounded by lush greenery. Comfortable chairs encircle a stylish fire pit, while warm lights hang above, enhancing the inviting atmosphere. Stone pavers lead towards an expansive open area, promoting a seamless indoor-outdoor connection.

Cottage in Weston

4.97 out of 5 average rating, 143 reviews

The River Loft

Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

Top guest favorite

Home in Milford

5 out of 5 average rating, 104 reviews

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!

🌴Steps from Walnut Beach, Silver Sands, dining, shops & more, this guest-favorite escape offers a tropical backyard oasis with a cascading fish pond, multiple lounges, & a seasonal palm tree. Explore the scenic coastline, build sandcastles, or enjoy a day of kite flying. Inside, relax in luxury with a gourmet kitchen, elegant furnishings, & modern amenities. Just 90 minutes from NYC & 15 from New Haven, it’s the perfect retreat for beach days, nature adventures, & coastal charm!

Guest favorite

The kitchen features modern stainless steel appliances, including a gas stove and dishwasher. Natural light fills the space through a window above the sink. White cabinetry and a light countertop contrast with warm wooden flooring, creating a bright and functional cooking area.

Cottage in Milford

4.95 out of 5 average rating, 325 reviews

Spring Sale|CozyCottage|Pet-friendly|Walk to Beach

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

Cottage in Milford

4.99 out of 5 average rating, 126 reviews

3 BD Cottage Walk 2 Beach + Tyde Venue w/ Fire Pit

Steps from Walnut Beach and Tyde Wedding Venue! Stay at this cozy 3-bedroom, 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!

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Popular amenities for Milford Reservoir vacation rentals

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Other great vacation rentals in Milford Reservoir

Guest favorite

A modern bathroom is displayed, featuring a shower area enclosed by a textured curtain. A white vanity with a sink is positioned next to a toilet. Light green mats provide a touch of color, while black and white tiles create a stylish backdrop.

Private room in Stratford

5 out of 5 average rating, 8 reviews

Quiet, cozy Stratford location

KaitlynRating, 5 stars1 week ago

If you’re staying in or near Stratford, I would suggest staying here! The space is great for two people, and would be comfortable for longer stays. It was also spotlessly clean, smelled phenomenal, and felt super cozy. 10/10, would HIGHLY recommend.

Guest favorite

A modern bathroom is shown featuring a walk-in shower with clear glass doors and neutral-toned tiles. A dark vanity with a sink is positioned beside a large mirror. An open door leads to a well-lit area, enhancing the overall spaciousness.

Private room in Bridgeport

4.86 out of 5 average rating, 219 reviews

Cozy Private Bedroom in Bridgeport

BrianneRating, 5 stars1 month ago

Alejandro is a very responsive and helpful host. The room was exactly as described. The location was quiet and the street outside felt safe. It is extremely close to 95 so very convenient. The bathroom was clean and most of the time, the other guests were responsible and considerate that we were sharing it.

Guest favorite

A coffee maker sits on a wooden countertop, displaying a digital timer set to 7:32. The glass carafe is partially filled with coffee, while ceramic containers are arranged beside it, showcasing neutral tones and a simple design.

Private room in Stratford

4.94 out of 5 average rating, 34 reviews

Elegant & Cozy Sunlit Room

MarthaRating, 5 stars1 week ago

Nilima’s place is the perfect place for a comfortable stay. Place description is accurate. Their hospitality was exemplary. Very welcoming and friendly. Their places recommend made my stay like a Mini vacation. Using the kitchen for drinks and food was suitable. Safe nd beautiful surroundings. Price is reasonable for the place. Definitely coming back. Thank you Nilima and husband for your kindest hospitality. Love staying at your house. Your kindness made a whole difference enjoying my days in CT.

Top guest favorite

A bright kitchen area is presented with white cabinetry and dark countertops. Stainless steel appliances are visible alongside a spacious island with bar seating. A dining table with white chairs is seen in the foreground. Natural light enters through large windows, enhancing the open feel.

Private room in Stratford

5 out of 5 average rating, 15 reviews

Cece's Nature Lover Resort

ChaseRating, 5 stars1 week ago

Daniela was so warm and welcoming and treated me like family when I was there! She and Mike were always up for a chat and were genuinely interested in getting to know me which was nice. They were also very gracious in the use of their home and full access to appliances in the kitchen so I could cook meals. I wish I could have stayed longer!

Superhost

A three-story house is visible, showcasing a welcoming front porch with stairs leading to the main entrance. The building features beige siding and multiple windows. A fenced yard with greenery surrounds the front, enhancing the home's inviting appearance.

Private room in Bridgeport

5 out of 5 average rating, 4 reviews

Tranquil Oasis: Near Yale & St. Vincent's

AliciaRating, 5 stars21 months ago

Beautiful and cozy home. I had to extend my stay due to last minute changes with work and the host made it very easy to do so.

Top guest favorite

A door opens to a deck, connecting indoor and outdoor spaces. A comfortable lounge chair in dark brown leather sits beside a wooden desk, which is positioned near a bookshelf filled with various books. Natural light filters in, enhancing the inviting environment.

Private room in Fairfield

4.98 out of 5 average rating, 153 reviews

LOVELY WELL APPOINTED ROOM - IN FAIRFIELD

JorgeRating, 5 stars1 week ago

Everything you can ask for and feel that you only get at home. Even when I had to extend my stay they made it very easy to make the change and welcomed me warmly. THANKS FOR EVERYTHING!!

Guest favorite

Private room in New Haven

4.94 out of 5 average rating, 127 reviews

1 Welcome to the New Haven Experience

VishwakRating, 5 stars1 day ago

The place was very much as advertised and Katy was very communicative and kind! There are a lot of utensils and things of the sort to cook for yourself and the area is closer to downtown than you might think which opens up opportunities for eating out!

Guest favorite