Beachfront holiday rental in Milford

4.94 out of 5 average rating, 143 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!

4.91 out of 5 average rating, 108 reviews

A lakeside patio is depicted, featuring several metal chairs arranged around a firepit. Two swinging chairs hang from a pergola, while a dock with a boat and kayak is visible on the water. A vibrant American flag flutters in the background.

Guest suite in Newtown

waterfront on Lake Zoar[ SUITE]

Enjoy your private patio overlooking the lake, Or just walk 12 steps to water Edge and visit the cozy lower level and enjoy the swings . Use our kayaks, and don’t forget to bring your fishing pole, go swimming ,or just sit in the sun with a book and listen to the waterfall and you are welcome to sit by the firepit Optional boat dock space, parking Hosts live upstairs Two miles to quaint Sandy Hook center with grocery and restaurants All quests must be register Ninety minutes to Boston/nyc

4.96 out of 5 average rating, 141 reviews

A vibrant sunset reflects on calm waters, with shades of orange and purple illuminating the sky. Silhouettes of small boats are visible along the sandy shoreline, while gentle waves create a serene atmosphere. The scene offers a tranquil view of Long Island Sound at dusk.

Home in New Haven

Beach Haven - waterfront, near Yale, sunsets

Everything you need for an amazing vacation, year-round, in our comfortable home right on the beach! Walk out the back door and dip your toes in the sand and in Long Island Sound. Enjoy spectacular views from the back patio, sun room, and most rooms in the house. Watch the sunset while soaking in the hot tub. Sit by the gas fireplace with a book. Stroll along the lovely nearby sea wall. 10-minute drive to Yale and all downtown New Haven has to offer. 5-minute drive to Lighthouse Point Park.

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.

4.97 out of 5 average rating, 268 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!

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.

4.89 out of 5 average rating, 105 reviews

Cheerful 3 Bedroom Cottage with Fire Place

The first and Third week of August are stiil available! 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.

4.98 out of 5 average rating, 243 reviews

An open-concept kitchen and living space features modern appliances and a wood-topped island with seating for three. Light cabinets and blue walls create a bright environment, while a hallway visible in the background leads to the entrance of the cottage.

Home in Branford

“The Lighthouse” A Beach Cottage by the Sea!

Relax at this unique and tranquil getaway. Long Island Sound to the left, hiking trails to the right. Come kick your feet up at this quiet dead-end road. Enjoy all the modern amenities in this gem of a cottage community. Restaurants and nightlife are just a quick stroll away. Avoid roadside hotels and take a vacation for a night, week, or longer! Check in anytime and at your convenience!No keys to lose or to return! This property provides secure, keyless entry with an August Smart Lock!

A sandy beach stretches between two homes, gently leading to calm waters under a clear blue sky. The horizon blends the sea and sky, while soft clouds drift above, enhancing the serene coastal atmosphere.

4.86 out of 5 average rating, 101 reviews

Beach house - Sapphire Sandbar

Family Beach Getaway! Steps from the sand! Lots of amenities nearby. Enjoy access 4 bedrooms, 2.5 baths, covered patio, parking for 4 cars. Bedrooms on 2nd floor. 2 streets from Tyde wedding venue. Ocean views from all bedrooms. Beach chairs (4), toys, umbrella, cooler & games available (guests supply beach towels). Plenty of places to relax. Enjoy the sunrise from the porch listening to the waves, kick back in the patio area, take in the evening by firepit. Parties not allowed.

4.99 out of 5 average rating, 102 reviews

Home in Branford

Steps to Beach • Hot Tub • Game Room • Water Views

Beautiful coastal beach house directly across from a private beach and tennis club with complimentary guest access. Backing up to a serene marsh with stunning views, this home offers a peaceful, upscale setting perfect for families and groups. Relax in the hot tub with outdoor TV, fire pit, and kayaks. Inside features 4 bedrooms, a workspace, and a new game room with a 100” TV, pool table, shuffleboard, and darts. Minutes from Branford’s town center, dining, and waterfront attractions.

4.99 out of 5 average rating, 111 reviews

An aerial view captures a cozy cottage surrounded by lush greenery, featuring large windows that glow warmly in the evening light. A stone patio is visible, with outdoor seating and a fire pit. Nearby, a well-maintained lawn and a parking area with vehicles can be seen.

Cottage in Guilford

Waterfront Joshua Cove Cottage with private beach.

Beautiful architecturally designed 1 Bedroom + loft Cottage on Joshua Cove in Guilford. The sunsets are spectacular from your own private beach. Enjoy Fall Foliage, swimming, fishing, and some of the best Kayaking from this perfect setting. Minutes from the Guilford train station, restaurants, shopping, and historic town green. The property is just 15 minutes from New Haven, and the Yale campus. The Thimble Island cruise, and the Ct. river steam train/cruise are nearby as well.

5 out of 5 average rating, 9 reviews

Steps to Beach - Direct Water View - Pet Friendly

The Black Pearl is Milford's most luxurious high-end beach bungalow! A few steps to Wildemere Beach with a year round water view. Pet friendly with a fully-fenced backyard, firepit, deck, & outdoor shower. Modern beach design with 3 bedrooms and 2 full bathrooms. King primary bedroom with private en-suite bath. Fully stocked kitchen. Laundry for guest use. 75" Smart TV & wifi. Central Air with Nest thermostat. Book The Black Pearl & explore Milford on your next vacation!

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.

4.88 out of 5 average rating, 51 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.

4.98 out of 5 average rating, 44 reviews

A charming entrance reveals a light-colored house with a teal door, framed by green landscaping. A pathway leads to the steps, flanked by decorative flowerpots. A large tree provides shade, while an American flag is displayed on the right side, complementing the inviting atmosphere.

Bungalow in Milford

A BREATHTAKING AND RELAXING PLACE TO CALL HOME

NEWLY RENOVATED- NEW FLOORING, COVERED PATIO DECK-AWNING & ADIRONACKS, SPECTACULAR SUNRISE/SUNSET, MANICURED YARD, 1 BLOCK CEDAR SANDY BEACH, WASHER/DRYER ON PREMISES, FIBER OPTIC WIFI, TV EQUIPPED-ROKU-AMAZON PRIME VIDEO A PLUS FOR YOUR ENJOYMENT, CONNECTICUT AUDOBON SOCIETY, CONVENIENT AND EASILY ACCESSIBLE TO DOWNTOWN MILFORD CENTER- RESTAURANTS, SHOPS, ENTERTAINMENT, WESTFIELD MALL, METRO TRAIN STATION, I-95 & BOSTON POST ROAD, NOT SUITABLE FOR PETS PLEASE

Popular amenities for Milford beachfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

5 out of 5 average rating, 3 reviews

New England Beach House

5 out of 5 average rating, 36 reviews

A view of the exterior of the blue house, showcasing a white lattice railing along the patio. Steps lead down to the water, with a calm blue surface reflecting the sky. Potted plants add a touch of greenery to the space.

Home in Guilford

Charming 2BR Beach House, Overlooking the Water

The exterior of a two-story beach cottage is displayed at night, featuring illuminated steps and strings of lights adorning the railings. A front door painted in a soft blue stands out, while windows above allow glimpses of the home’s interior. Nearby vehicles are parked on the driveway.

5 out of 5 average rating, 14 reviews

Salty Kisses Cottage Relax

4.94 out of 5 average rating, 31 reviews

Beach Escape-Summer Rental Steps to Beach

4.76 out of 5 average rating, 17 reviews

Home in Guilford

Guilford Beach Cottage

An aerial view of a beachside neighborhood features several classic beach houses along the shore. The image showcases neatly arranged homes, lawns, and a sandy beach with gentle waves lapping at the shoreline. A road runs parallel to the beach, promoting a serene coastal ambiance.

4.92 out of 5 average rating, 50 reviews

Mid Week Specials! - Beachfront, Dog Friendly

5 out of 5 average rating, 6 reviews

The Surf Shack

4.89 out of 5 average rating, 255 reviews

The exterior of a two-story beach cottage is visible, featuring a soft gray facade and a balcony on the upper level. Large windows illuminate the lower floor, surrounded by a well-kept lawn and garden. A decorative trellis adds character to the welcoming entryway.

Home in East Haven

Beach Cottage by the Sea

Private beachfront home rentals

The exterior of a newly constructed home features a combination of blue and white siding. Large windows are present on multiple levels, allowing for ample natural light. A staircase leads to the entrance, while parking is available beneath the house.

4.85 out of 5 average rating, 66 reviews

Newly Built Beach House Getaway

4.92 out of 5 average rating, 51 reviews

A wooden dining table with several chairs is positioned on the sandy beach, overlooking the water. A vibrant sunset casts warm hues across the sky and reflects on the calm sea. Nearby rocks are visible along the shoreline.

Cottage in Stratford

Waterfront Beach Cottage in Connecticut

A charming beach cottage is visible from the water, featuring a white exterior and a welcoming front porch with railings. A set of stairs leads down to the sandy beach area, where a green chair and small table are situated, ideal for relaxation by the shore.

4.88 out of 5 average rating, 156 reviews

Waterfront Beach Cottage

A panoramic view showcases a tranquil beach scene under a double rainbow arching over the sea. Gentle waves lap at the shore, while a sandy beach space with sparse grass is visible. A blue umbrella and chairs provide a welcoming spot for relaxation.

4.79 out of 5 average rating, 42 reviews

Cheerful 2 bedroom cottage on beach

4.85 out of 5 average rating, 13 reviews

Charming Milford Beach House – Walk to Shore

A shaded porch featuring a gray wooden floor extends towards the water, with hanging planters displaying vibrant flowers. Ocean views are visible in the distance, and a small blue boat is anchored along the shoreline. Soft light creates gentle shadows across the space.

4.96 out of 5 average rating, 50 reviews

Beachfront paradise- come, stay, relax!

4.97 out of 5 average rating, 79 reviews

A sunlit waterfront scene appears, with shimmering reflections on the water. Lush green grass leads to a sandy beach area, bordered by smooth stones. Tall grasses sway gently in the breeze, and a beach house is visible in the distance under a clear sky.

Loft in Guilford

Waterfront Apartment-Guilford CT-***New Listing

Lounge chairs are positioned in the sand along a serene beach, facing a calm body of water. The horizon meets a clear sky, with soft clouds scattered above, creating a peaceful ambiance for relaxation.

4.87 out of 5 average rating, 31 reviews

Beachfront Connecticut Retreat w/ Views!

Luxury beachfront home rentals

4.94 out of 5 average rating, 81 reviews

A spacious lawn leads to a charming beachfront cottage, surrounded by lush greenery and large boulders. The structure features multiple windows and a sunroom, blending with the natural setting. A deck area is visible, inviting outdoor relaxation and enjoyment of the peaceful surroundings.

Home in Guilford

Scenic Mulberry Point Connecticut Beach House

4.98 out of 5 average rating, 40 reviews

A spacious living area is furnished with comfortable seating options in neutral tones. Large windows provide unobstructed views of the waterfront, letting in ample natural light. Ceiling fans enhance the air circulation, while hardwood floors add warmth to the space.

Home in West Haven

Beautiful, Spacious, Waterfront Home on the Bay

4.88 out of 5 average rating, 76 reviews

A spacious outdoor deck overlooks the tranquil waters of Long Island Sound, featuring comfortable lounge seating and a fire pit. The serene beach is visible in the background, framed by lush greenery, inviting relaxation and outdoor gatherings under the open sky.

Home in East Haven

Oceanfront Couples Retreat | Pvt Beach + Firepit

A view of Long Island Sound at sunset is captured from the balcony. Gentle waves reflect the colors of the sky, ranging from soft pink to deep orange, while Charles Island is visible in the distance, framed by the serene horizon.

5 out of 5 average rating, 109 reviews

Milford Beach House - Newer Construction!

4.97 out of 5 average rating, 29 reviews

A large beach house is visible, featuring multiple gables and a spacious deck with balcony. The facade is painted in light grey, complemented by white trim. In the foreground, sandy beach leads toward the house, framed by green grass and shrubs on either side.

Home in West Haven

Beach House steps from sand & Amazing Views

5 out of 5 average rating, 5 reviews

Home in Fairfield

Pine Creek Beach House

5 out of 5 average rating, 45 reviews

A serene waterside view is presented from the deck, showcasing the calm waters, dotted with small boats. Rocky shorelines and lush greenery line the opposite bank, under a clear blue sky. A patio area with chairs can be seen below the deck.

Cottage in Guilford

Waterfront Cottage With Unforgettable Views

A serene waterfront view is presented during sunset, showcasing vibrant shades of orange and pink reflected on the calm water. Silhouettes of distant islands and a crescent moon in the sky create a tranquil atmosphere. Palm leaves are visible in the foreground, adding natural detail.