Pet-friendly holiday rentals in West Haven

4.94 out of 5 average rating, 133 reviews

A modern living space features a blue sofa, a white coffee table, and a textured gray area rug. A television sits on a black stand, with light wood flooring throughout. Dining chairs and a table are visible in the background, enhancing the open layout.

Flat in Dwight

Modern Downtown Stay Near Yale • Rooftop • Gym

Come and stay at this luxury, modern one-bedroom apartment just steps away from Yale! With Broadway 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.

4.89 out of 5 average rating, 246 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

Beautiful 1920's beach cottage with beach access just across the street. Enjoy the sea breeze, ocean views, and sound of the waves lapping in this quaint home with unique architecture. Ten minutes to downtown New Haven and Yale for great places to eat, museums, and nightlife. Public beach and playground nearby. Warm and welcoming community. Master bedroom has vaulted ceilings and deck with views of the sea. Central Air, Cable TV, outdoor grill, plenty of parking. Enjoy this lovely home!

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.

5 out of 5 average rating, 116 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, 200 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 East Shore

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.

4.95 out of 5 average rating, 334 reviews

An open living space features a bright white interior with large windows allowing natural light. Seating includes a plush sofa and wicker chairs. A modern kitchen with stainless steel appliances is visible. The dining area showcases a table for six, enhancing a communal atmosphere.

Bungalow in Milford

Spring Sale! Cozy Bungalow/Pet-friendly/Walk2Beach

Welcome to the Beach Bungalow, completely remodeled to the studs in '21! This Woodmont by the Sea home is a 3 block stroll to Anchor Beach & the walkway along beautiful Beach Ave. The home offers a modern kitchen, dining for 6, private back porch & outdoor shower. This +775sf bungalow has a driveway & on-street pkg. It's located in a charming coastal town, walking distance to restaurants, grocery store & Robert Treat Farm and is 2 mi to I95, 10 mi to Yale/New Haven...and mins to breweries.

4.81 out of 5 average rating, 171 reviews

A cozy living room is highlighted by large windows draped with patterned curtains. A smart TV is positioned atop a dark blue cabinet, with a small plant beside it. A light beige armchair and an area rug complement the neutral tones of the space.

Flat in East Rock

Cozy EastRock Gem w/KingBed near Yale and DT

Welcome to New Haven! Also known as the pizza capital of the world! Enjoy all that New Haven has to offer from our 3BR located in the heart of East Rock. Our location is a 10 min walk to Yale and close to amazing hole-in-the-wall restaurants, nightlife, parks, and historic landmarks! Our apartment is ideal for families, tourists, couples, and traveling medical professionals looking for a comfortable yet luxurious getaway! We offer free street parking, WD, fast wifi, and easy self check in!

4.95 out of 5 average rating, 130 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 East Shore

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.

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, 157 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

4.86 out of 5 average rating, 245 reviews

A cozy living area features a comfortable chair, a coffee table adorned with a floral arrangement, and a television. Natural light enters through a window, illuminating the wooden floor and decorative elements, including a quaint electric fireplace.

Cottage in Short Beach

Cozy Home In Short Beach Community

A cozy home in a beach community that has a central location with easy access to outdoor activities & local restaurants. The home is also 5 minutes from the Branford Train Station, Stony Creek Brewery, & Branford's town center. We are also a 10 minute drive from New Haven, home to Yale University, Yale Hospital and other colleges/universities. Our guests also gain access to Johnsons' Beach, a private residents only beach, located just around the corner from the home(4min walk/900ft)

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, 147 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!

4.84 out of 5 average rating, 116 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.

4.95 out of 5 average rating, 131 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.

Popular amenities for West Haven pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.91 out of 5 average rating, 35 reviews

A charming two-story farmhouse is depicted with a white exterior and a brown-shingled roof. The front porch is furnished with two chairs and includes a decorative lantern. Lush green grass surrounds the house, providing a serene setting amidst the trees.

Home in North Branford

The Gait House at High Gait Farm

5 out of 5 average rating, 132 reviews

Feb/Mar longer stays avail! Inquire! New Firepit!

5 out of 5 average rating, 20 reviews

The kitchen features modern appliances set against white cabinetry, complemented by black bar stools. An outdoor gathering area showcases a circular fire pit surrounded by black Adirondack chairs, with waterfront views in the background. A cozy bedroom displays a large bed with decorative pillows and natural light filtering through the window.

Home in Stratford

Cozy Winter Escape • Firepit • Near Train & I-95

5 out of 5 average rating, 164 reviews

Home in North Haven

Luxury Stay in Expansive Historical Home

4.78 out of 5 average rating, 127 reviews

A cozy bedroom features a wooden bed with a white comforter and an array of decorative pillows. A nightstand holds a lamp, while a striped blanket is draped over a bench at the foot of the bed. Natural light brightens the space.

Home in West Haven

Cozy Fall Getaway, Dog Friendly

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.

4.95 out of 5 average rating, 42 reviews

Modern Beach Mood 2!

4.99 out of 5 average rating, 138 reviews

Vibrant orange tulips bloom in the foreground, contrasting with lush green foliage. A sign for Studio Holtquist is visible in the background, alongside colorful artistic sculptures standing amidst a bed of pink flowers. The scene is set against a backdrop of trees, indicative of a serene environment.

Home in Woodbury

Your Perfectly Wonderful Woodbury Sanctuary!

4.94 out of 5 average rating, 137 reviews

A comfortable living area features a teal sectional sofa alongside a gray armchair. A wooden coffee table sits in front of a vibrant area rug. Natural light enters through large windows, highlighting a decorative piece featuring a bulldog and a potted plant.

Home in East Rock

Canner Cottage In the Heart of East Rock New Haven

Pet-friendly home rentals with a pool

4.93 out of 5 average rating, 367 reviews

A white Dutch door is framed by rustic wooden walls, showcasing a combination of horizontal and vertical planks. A small lantern hangs nearby, and a woven basket adorns the wall beside the door. A simple bench with a patterned cushion sits on the side.

Guest house in Southbury

Charming Guest Cottage with Modern Amenities

5 out of 5 average rating, 23 reviews

A spacious outdoor area features a shimmering pool reflecting the surrounding greenery and a charming house with a welcoming porch. The home is framed by a well-maintained yard, and comfortable outdoor seating is arranged under a protective overhang.

Home in Roxbury

Don't be Misled Zoom Map Best Washington Roxbury

4.93 out of 5 average rating, 69 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.

Flat in Trumbull

Cozy studio unit

A serene view of the Long Island Sound is captured at sunset, featuring soft pastel hues in the sky. A few clouds are present, and the gentle water surface reflects the vibrant colors. A flagpole with an American flag stands prominently in the foreground.

4.82 out of 5 average rating, 113 reviews

Spacious 4 bedroom, oasis with ocean views galore

4.98 out of 5 average rating, 106 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

A circular arrangement of six red outdoor chairs is positioned on a grassy area, facing the tranquil bay. The scene is enhanced by a pastel sunset sky, creating a serene ambiance. A house is visible in the background, with large windows reflecting the natural light.

Home in West Haven

4.8 out of 5 average rating, 216 reviews

Beautiful Bayfront Home • Heated Pool & Jacuzzi

4.67 out of 5 average rating, 12 reviews

A cozy living room features a comfortable green sofa and two light-toned chairs, positioned around a wooden coffee table. A stone fireplace adds warmth, while an open kitchen with bar seating and modern appliances is visible in the background. Natural light flows in through multiple windows.

Home in Brookfield

A Place to Dream | Pool, Art, 3.5 Acres/full house

4.92 out of 5 average rating, 36 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 Indian Neck

Breathtaking Panoramic Waterfront

Private, pet-friendly home rentals

An aerial view showcases a beach community with a stretch of sandy shoreline. The buildings are seen along the coast, with clusters of homes and shops in proximity. A clear blue sky and calm water complement the scenic landscape.

4.9 out of 5 average rating, 69 reviews

Bobby's Beach Bungalow

4.92 out of 5 average rating, 85 reviews

An open living and dining area is showcased with a comfortable sofa and a wooden coffee table at the center. A modern kitchen with dark appliances and light cabinetry is visible in the background. Large windows allow natural light to fill the space, enhancing the warm atmosphere.

Flat in Wooster Square

Convenient downtown New Haven apartment

4.93 out of 5 average rating, 57 reviews

An open living area features a circular dining table set for four, complemented by modern chairs. A sleek black accent wall contrasts with the light-colored kitchen, which includes stainless steel appliances. A television is positioned nearby, while natural light fills the space.

Flat in East Rock

Sophisticated Apt. in New Haven

4.97 out of 5 average rating, 65 reviews

A modern kitchen area features a gas stove surrounded by white cabinetry. Warm wood flooring extends throughout the space. A dining table with seating for four is positioned nearby, illuminated by pendant lighting. Large windows provide natural light, enhancing the inviting atmosphere.

Home in East Haven

Hideaway 22 - Artisan home, private beach access

4.95 out of 5 average rating, 84 reviews

A charming cottage exterior is framed by wooden shingles and large windows, allowing natural light to fill the interior. A set of steps leads to the welcoming entrance. Outdoor seating is visible, accompanied by stacked firewood, creating an inviting outdoor space.

Cottage in Guilford

Direct Shoreline Long Island Sound Waterfront

4.94 out of 5 average rating, 81 reviews

A cozy living area is shown, featuring hardwood floors and a variety of seating options, including a red armchair and a beige recliner. A wooden coffee table is centrally positioned, with light streaming in from windows. A bookshelf with DVDs stands along one wall.

Flat in East Rock

Great East Rock location

4.97 out of 5 average rating, 63 reviews

The exterior of a beachside house is captured at twilight, featuring a yellow façade adorned with string lights. A wooden deck and outdoor seating area are visible, accompanied by a picnic table. Surrounding trees and neighboring colorful houses enhance the inviting atmosphere of the yard.

Cottage in West Haven

4BR Shoreline Getaway: Ideal for Families & Groups