House holiday rentals in Milford

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.

5.0 out of 5 average rating, 56 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!

LocationFamilyWalkability

A bright living area features large glass doors that open to a beautiful view of the ocean. Comfortable seating includes a sectional sofa and accent chairs, with a modern TV and light wood flooring adding to the ambiance. An umbrella provides shade for outdoor seating on the deck.

4.91 out of 5 average rating, 69 reviews

Charming 3 bedroom Beach Front Cottage

The third week of July and August are open! Enjoy the solitude of the beach as the tide ebbs & flows on warm days and cool nights. Have fun with the whole family, friends or loved ones at our beach front escape. Perfect for some fun in the sun. An amazing Sandbar at low-tide, a deck to relax on and a cozy inside are just a few of our great amenities. There is also a Kayak, Paddle-board and raft to enjoy. Feel free to use the fire-pit or fish off the beach. The opportunities are endless.

FamilyValueHospitality

A vibrant sunset fills the sky with hues of pink, orange, and purple, reflecting on the tranquil water. Silhouettes of two birdhouses are visible on posts in the foreground, framed by lush vegetation along the shore.

4.97 out of 5 average rating, 158 reviews

3 Bedroom Beach House with Hot Tub!

Enjoy breathtaking sunset views in our spacious beach house while dining or relaxing in the hot tub. Snuggle up in front of the fireplace while watching a movie on the frame TV. Wake up in the master suite to spectacular marsh views while listening to birds from the Audubon Society. Steps to a white sand beach, heated bathroom floors, luxury bathrobes, linens, and organic mattresses. 6-bikes for exploring. A true resort-like experience with a chef's kitchen making a home away from home.

LocationFamilyCheck-in

5.0 out of 5 average rating, 31 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.

LocationFamilyBathroom

An aerial view captures the surrounding residential neighborhood with close proximity to Long Island Sound. The property is highlighted in a circular outline, showcasing its location relative to nearby homes and the shoreline.

4.98 out of 5 average rating, 126 reviews

2 Bedroom with sweeping views of Long Island Sound

Entire 1st floor apartment with private entrance. A spacious layout with spectacular views of Long Island Sound from your private deck. Convenient location; minutes to downtown Milford, train station, beaches, restaurants, and shopping. 15 minutes to Yale and famous New Haven landmarks. Walking distance to local restaurants, beaches, and an ocean-side playground. Public Beach: 7 minute walk - 0.4 mi Restaurants: 6 minute walk - 0.3 mi Playground: 2 minute walk - 250' *NO SMOKING*

ValueLocationCondition

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, 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!

FamilyValueParking

A comfortable living room is featured, with a gray sofa and two wooden chairs positioned around a small, circular coffee table. Natural light filters through large windows, illuminating light-colored walls and warm wooden flooring.

4.99 out of 5 average rating, 194 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

FamilyLocationAccess

4.83 out of 5 average rating, 185 reviews

The living room features a modern design with a curved green and orange sofa surrounding a light wood coffee table. A striking black fireplace provides a focal point against a light wall. A statue and decorative elements contribute to the welcoming ambience.

Home in West Haven

Westshore Luxury

Relax in the cozy living spaces, unwind in the bonus room, or take a peaceful stroll along the sandy beach just steps from your door. Enjoy breathtaking sunrises and sunsets over the water, fall asleep to the soothing sound of waves, or explore the scenic shoreline by bike. Whether you’re visiting for a quiet weekend escape or a longer stay, this charming beach home offers the perfect balance of comfort and tranquility. Quiet home for rest and relaxation — no parties or events.

FamilyLocationTV

4.94 out of 5 average rating, 145 reviews

Oceanfront Beach House w/ Private Hot Tub

Escape to this luxurious 4-bedroom, 2.5-bath oceanfront home on the stunning Long Island Sound. Enjoy direct beach access, a private hot tub, and a fully equipped patio with a gas grill and dining area. Perfect for families or groups, this retreat offers breathtaking views, a full kitchen, arcade games, and modern amenities. Located minutes from restaurants and shops, it’s ideal for relaxation or adventure. Book now for a perfect blend of comfort and coastal charm.

ValueFamilyBathroom

4.98 out of 5 average rating, 162 reviews

Fully renovated/Walk to water & shops/fenced yard!

*Brand New Major Renovation in 2023* • Fully renovated, designer beach house • Steps away from quaint downtown •1 block from water •Walk to beach, restaurants, coffee, ice cream, deli & convenience store, liquor and more... • Luxe, white, 100% cotton sheets & fluffy duvets •FULLY FENCED backyard with outdoor seating, BBQ grill, & fire pit .Easy drive to Sacred Heart, Fairfield, & Yale .STEPS to Tyde wedding venue .Fiber internet for fast speed

FamilyValueLayout

4.96 out of 5 average rating, 242 reviews

A private hot tub is situated beneath a covered patio, surrounded by blooming azaleas. The inclined garden path leads to a charming wooden house featuring a slate roof, with warm sunlight illuminating the scene. Outdoor seating is available nearby.

Home in Stratford

Cozy Colonial - Private Hot Tub & Entire House

The way Airbnb was meant to be, something special... a home away from home. No long rule book, just be respectful. Come and stay in this cozy colonial home centrally located in Stratford CT. Walk to the park, soak in the spa, sip tea, listen to music, play games, and relax. Less than 10 minutes from some of the best CT has to offer - beaches, shopping, restaurants, grocery, entertainment, hiking, train to NYC / Yale, and more.

FamilyValueHot tub

The cottage exterior features a welcoming red door and white adirondack chairs on the porch, inviting relaxation. A cozy fire pit is surrounded by stone in the yard, while vibrant flowers cascade nearby. An aerial view highlights the coastline and neighborhood layout, showcasing proximity to water.

4.97 out of 5 average rating, 106 reviews

Seaside Cottage: water views, walk to beaches!

Dig your toes in the sand and unwind at our Milford cottage 🌊🏡 Three neighborhood beaches, two seaside parks, and great restaurants are all a short walk away. End your day with a BBQ in the private yard. Enjoy nearby shops, a charming New England town square, and plenty of dining options. Arriving by Metro‑North? 🚆 No car needed—grocery delivery available. Long‑term stays welcome—message anytime!

ValueFamilyCleanliness

Popular amenities for house rentals in Milford

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.88 out of 5 average rating, 130 reviews

A swim spa with dual zones is shown, featuring illuminated blue and red lights. The adjacent outdoor area includes a large screen displaying a sports event. Steam rises from the hot tub, creating a relaxing ambiance in the evening setting.

Home in Hamden

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton

FamilyLocationGrill

4.81 out of 5 average rating, 231 reviews

Home in West Haven

Beautiful Bayfront Home • Heated Pool & Jacuzzi

LocationValueBack garden

4.93 out of 5 average rating, 46 reviews

A cocktail is presented in a tall glass with a vibrant green stem, garnished with red berries. Sunlight glows in the background, reflecting off the water. A white adirondack chair is visible nearby, set against a tranquil evening scene.

Home in Branford

Breathtaking Panoramic Waterfront

LocationFamilyBathroom

5.0 out of 5 average rating, 30 reviews

Home in Weston

3‑Acre Weston Retreat w/ Pool & Basketball Court

ValueLocationShared spaces

4.97 out of 5 average rating, 38 reviews

A view through large windows, showcasing a serene lake surrounded by lush greenery. Outdoor seating is provided on the porch, inviting relaxation. The wooden ceiling complements the bright surroundings, enhancing the connection between indoor comforts and the tranquil lakefront landscape.

Home in New Milford

Bluewater Lodge | Pool, Dock, Fire Pit

LocationFamilyIndoor spaces

4.94 out of 5 average rating, 96 reviews

A well-maintained pool is surrounded by lush green grass, offering a relaxing outdoor space. Several lounge chairs are positioned around the pool area, and a light stone bench adds a comfortable seating option. Sunlight filters through the trees, enhancing the serene atmosphere.

Home in Redding

Lovely Country Retreat:

FamilyLocationParks

4.76 out of 5 average rating, 17 reviews

Home in Newtown

Colonial yellowhouse

LocationFamilyBathroom

Home in Easton

‼️6BR Easton House with Pool, Hot Tub & Big Yard

Cleanliness

Weekly house rentals

A modern kitchen features an expansive island with four bar stools. Stylish pendant lights hang above the island, illuminating the spacious countertop. Stainless steel appliances, including a large oven and coffee maker, complement the crisp white cabinets and sleek backsplash.

4.92 out of 5 average rating, 53 reviews

Modern Beach Mood 2! (17)

LocationValueSleep quality

A spacious raised front deck offers a view of the surrounding marsh. Comfortable seating is provided, accompanied by a small glass table. Potted plants add greenery to the deck, while a large umbrella stands ready for shade.

4.88 out of 5 average rating, 24 reviews

Peaceful Beach Cottage Vibes

FamilyLocationQuiet

The three-story house features a light grey exterior with multiple balconies on the front. A double garage is located on the ground floor, with large windows above offering a view of the spacious balconies. The welcoming entrance is framed by well-maintained landscaping.

5.0 out of 5 average rating, 24 reviews

Beautiful Water Views! 1 house from beach

LocationFamilyCheckout

5.0 out of 5 average rating, 19 reviews

Steps to Beach - Direct Water View - Pet Friendly

LocationFamilyCondition

A comfortable living area features a plush sectional sofa with neutral cushions, arranged around a round wicker coffee table. Natural light fills the space, highlighting the light wood flooring and a serene coastal-themed artwork on the wall. Two stylish light fixtures add an elegant touch.

5.0 out of 5 average rating, 71 reviews

Luxe cozy 2br/1ba Milford bungalow-walk to beach!

ValueLocationCheck-in

5.0 out of 5 average rating, 13 reviews

Minutes to Beaches - Home Theater, Couples Retreat

FamilyLocationKitchen

A spacious outdoor deck is furnished with a large sectional seating area, featuring soft cushions for comfort. A glass-top coffee table is positioned at the center. The view includes a glimpse of the nearby beach and coastal structures.

4.95 out of 5 average rating, 98 reviews

Modern Beach Getaway

FamilyLocationHospitality

A beachfront view of a multi-story house showcases a white exterior with balconies overlooking the sand. A patio area with seating and a grill is visible in the foreground, while ample sandy beach extends before the property, under a partly cloudy sky.

4.88 out of 5 average rating, 48 reviews

Spacious Beachfront Milford Home

FamilyValueBeach

Private house rentals

4.9 out of 5 average rating, 58 reviews

3BR/1BA Wildermere Beach, Animal Friendly, Jacuzzi

ValueFamilyCheckout

A serene beach scene captures the sun setting over calm waters. Soft golden light reflects off the surface, with silhouettes of wooden posts extending into the tide. The shoreline is framed by sand, creating a peaceful atmosphere for nature appreciation.

4.85 out of 5 average rating, 48 reviews

Walk to Wildemere Beach/ Pet Friendly Coastal stay

LocationFamilyIndoor spaces

5.0 out of 5 average rating, 25 reviews

Beachside Oasis

LocationFamilyTV

A charming house is situated at the end of a street, surrounded by a white picket fence and greenery. It features a multi-story design with a loft above and is positioned near the water, providing easy access to scenic views. The area appears quiet and secluded.

4.75 out of 5 average rating, 163 reviews

Cozy Milford Beach House

FamilyLocationParks

The view showcases an open living space with light wood flooring. A cozy seating area is visible, featuring a beige sofa and a coffee table. Bright sunlight filters through open doors, illuminating the dining area and kitchen beyond, enhancing the spaciousness of the home.

4.98 out of 5 average rating, 49 reviews

La Sirena Beach Cottage in private Bayview Beach

FamilyLocationDecor

A well-lit dining area is depicted featuring a large wooden table surrounded by several white chairs. Light-colored hardwood floors extend throughout the space. Blue walls provide a cool contrast, and a chandelier hangs above the table while a set of glass doors leads to another room.

4.89 out of 5 average rating, 83 reviews

4BR Beach Home | Walk to 3 Beaches | Sleeps 10

LocationValueCondition

A charming beach house is presented with a light-colored exterior and features a porch adorned with red accents. An American flag proudly waves above the entrance. Lush greenery and a pathway lead to the front door, with neighboring houses visible on either side.

4.94 out of 5 average rating, 63 reviews

Private Beach Milford Retreat | Long Island Sound

ValueLocationKitchen