Pet-friendly vacation rentals in Milford

4.94 out of 5 average rating, 188 reviews

Apartment in New Haven

Elegant Modern Stay Near Yale • Gym • Roof Terrace

Come and stay at this luxury, modern one-bedroom apartment just steps away from Yale! Broadway lies just around the corner and some of New Haven’s best Pizza a stone’s throw away you’d be hard-pressed to find a better location for your stay. Enjoy cooking up a nice dinner at home one night using the fully-equipped kitchen provided. Spend the evening on the rooftop terrace watching the sunset over the city skyline before tucking in for the night. Use the downstairs gym for a morning workout.

An aerial view captures the coastal neighborhood, with a sandy beach and clear blue water. The vibrant homes line the shore, featuring varied architectural styles. Lush greenery borders the area, enhancing the sense of tranquility and charm typical of beachside living.

4.99 out of 5 average rating, 127 reviews

Walnut Beach Escape Fenced Oasis Yard

🌊 Steps from Walnut Beach & Silver Sands State Park, this guest-favorite coastal escape blends beach access, privacy & relaxed luxury. Enjoy a tropical-inspired backyard oasis with a cascading fish pond, multiple lounge areas & a seasonal palm tree—perfect after a day by the shore. Inside, unwind in a beautifully designed home with a gourmet kitchen & modern comforts. Just 90 minutes from NYC & 15 from New Haven, it’s an ideal retreat for beach days, nature lovers & laid-back coastal living.

4.98 out of 5 average rating, 239 reviews

A serene view of the Long Island Sound showcases several sailboats gently drifting on the blue water. The scene is framed by a simple fence and grassy area, with a clear blue sky above, creating a peaceful coastal atmosphere.

Home in New Haven

WaterviewsTakeWedding pics,CollegeTours Yale&Beach

PETS ALLOWED! Spectacular unobstructed Long Island Sound views year-round, out your front door along Pardee Seawall! This exceptional shore line property offers all new furniture & amenities. Minutes to wedding venues-perfect for getting dressed on your wedding day & taking photos literally right outside your door (props available). Near: Tweed NH Airport, beach, Yale University & Hosp, restaurants & museums. All new furniture, linens/towels, grill, fire pit, centralAC, WIFI. Onsite parking.

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.

4.93 out of 5 average rating, 158 reviews

The exterior of a beach cottage is shown, featuring light-colored siding and blue shutters. A white railing surrounds a small porch, leading to a front door. Lush greenery and a few decorative elements enhance the inviting appearance of the home.

Cottage in Milford

SILVER SANDS BEACH COTTAGE MILFORD NEAR YALE/TRAIN

Classic 1920s beach cottage—spend your summer at the shore. Steps to a private neighborhood beach and Silver Sands State Park & boardwalk + walnut beach, this coastal retreat blends vintage charm with modern comfort—perfect for family vacations and girls’ weekends. Walk to downtown Milford Green, shops, restaurants, and the train to NYC for an easy getaway. Enjoy a private, pet-friendly escape surrounded by nature, yet close to New Haven, NYC, and Connecticut’s best shoreline attractions.

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

4.99 out of 5 average rating, 113 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.

Two wicker chairs with patterned cushions are positioned beside a large window, offering a panoramic view of the sandy beach and ocean. The serene landscape includes gentle waves and distant beachgoers, framed by a bright sky.

4.99 out of 5 average rating, 159 reviews

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!

4.94 out of 5 average rating, 421 reviews

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

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.

4.82 out of 5 average rating, 187 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.

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

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.

Popular amenities for Milford pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

5.0 out of 5 average rating, 131 reviews

A spacious living room features a large sectional couch adorned with colorful pillows, next to a smaller armchair. Natural light floods through wide windows framed by vibrant curtains. A wooden coffee table sits in the center, with art pieces displayed on the walls and a guitar nearby.

Home in New Haven

Westville Schoolhouse by Stephanie and Damian

4.96 out of 5 average rating, 355 reviews

A rustic barn-style home features a wooden exterior with multiple large windows, enhancing natural light. A spacious elevated deck is surrounded by lush greenery, while an outdoor umbrella offers shade. The setting is serene, with a glimpse of the nearby brook and wooded area.

Home in Fairfield

Beautifully Restored Barn With New England Charm

4.83 out of 5 average rating, 119 reviews

A cozy space is highlighted by natural light streaming through multiple windows. Two dogs sit on the hardwood floor between a staircase and a plush area. A potted plant adds a touch of green, while various furnishings are positioned throughout the room.

Home in Shelton

Mid-Century Modern House - Ciela Haus

4.95 out of 5 average rating, 121 reviews

The studio features a neatly arranged sleeping area with a quilted bedspread in blue and white patterns. A desk with a chair is positioned nearby, allowing for a focused workspace. Natural light streams through sheer curtains, creating a bright and welcoming ambiance.

Home in Bridgeport

Cozy Studio in Bridgeport

4.99 out of 5 average rating, 148 reviews

Home in Newtown

Comfortable home away from home- near everything

4.98 out of 5 average rating, 124 reviews

A large brick house with a distinctive gabled roof and charming architectural details is surrounded by lush greenery and blooming flowers. The welcoming exterior features well-maintained landscaping and pathways leading to the entrance. The sky is clear, contributing to a bright and airy appearance.

Home in New Haven

Large group haven! Sleeps up to 20!

4.85 out of 5 average rating, 108 reviews

Home in Stamford

5BR Beach House, Water Views, Game Room, Backyard

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)

Pet-friendly home rentals with a pool

4.98 out of 5 average rating, 103 reviews

A warm wooden interior is featured, with wall art depicting horses and rural scenes. A rustic wooden table is positioned near the window, and a candle sits at its center. A potted plant adds a touch of greenery beside a cozy armchair.

Farm stay in Redding

Charming Historic Cottage in the Redwoods

4.98 out of 5 average rating, 114 reviews

A spacious loft area features high ceilings with exposed beams and warm wooden accents. Two comfortable leather sofas face a central ottoman, surrounded by artwork and decor. Natural light floods in through large windows, highlighting the rich wooden floors and a decorative rug.

Cottage in Black Rock

Spacious Cottage Loft

4.92 out of 5 average rating, 91 reviews

A bright sleeping area features a spacious bed adorned with various pillows in shades of gray and white. Two table lamps flank the bed, providing soft illumination. The warm wall color enhances the cozy ambiance of the room.

Apartment in Trumbull

Cozy studio unit

4.81 out of 5 average rating, 232 reviews

Home in West Haven

Beautiful Bayfront Home • Heated Pool & Jacuzzi

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

5.0 out of 5 average rating, 31 reviews

Home in Weston

3‑Acre Weston Retreat w/ Pool & Basketball Court

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:

4.76 out of 5 average rating, 17 reviews

Home in Newtown

Colonial yellowhouse

Private, pet-friendly home rentals

4.99 out of 5 average rating, 179 reviews

Cottage in Guilford

"Red House on the Knoll" at Indian Cove

4.95 out of 5 average rating, 222 reviews

Guest suite in New Haven

Charming Studio w/ Private Entrance & Free Parking

4.95 out of 5 average rating, 474 reviews

A spacious living area features a dark sofa and a patterned armchair, offering comfortable seating. A wooden Murphy bed is folded against the wall, while a small table with a lamp and decorative flowers adds to the inviting ambiance. Large windows provide natural light.

Guest suite in Fairfield

Private Studio Apartment Kitchen Fully Furnished

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.

4.89 out of 5 average rating, 56 reviews

Bohemian Beach Oasis- Private Beach

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

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

A three-story beach house features a light-colored exterior with multiple large windows and a covered balcony on the top floor. The architectural design showcases clean lines and a welcoming entrance with a front porch. Nearby trees add a touch of greenery to the setting.

4.93 out of 5 average rating, 30 reviews

Tranquil beach retreat

A modern living and dining area is depicted, featuring a wooden dining table surrounded by black chairs. A cozy sofa is situated nearby, with natural light filtering through the windows. Greenery is present on a side table, enhancing the space's fresh feel.