Pet-friendly holiday rentals in West Haven

4.89 out of 5 average rating, 241 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!

4.95 out of 5 average rating, 149 reviews

A bright kitchen area features a light wooden dining table surrounded by four high-backed chairs with soft seat cushions. The sleek kitchen, equipped with modern stainless steel appliances, showcases a minimalist aesthetic, complemented by subtle gray tiles and white cabinetry.

Flat in Wooster Square

DTWN | Yale | Wooster Square | Laundry | WiFi

Welcome to your cozy retreat! This apartment is located in a brand new building, finished in 2024 . With two bedrooms and a large living room, it comfortably hosts up to 6 guests. We are just a 2-minute walk from Wooster Square Park and centrally located toYale University and the shops at Yale, making it easy to explore the campus and the surrounding area. Weather you stay for us for a weekend, a week or month we are dedicated to provide you and your family or friends with a 5 star stay.

4.98 out of 5 average rating, 192 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.

4.96 out of 5 average rating, 321 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 Woodmont

Fall 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.

4.95 out of 5 average rating, 399 reviews

A spacious living area is illuminated by natural light streaming through large windows. A comfortable gray sofa with decorative pillows faces a modern coffee table. A stylish area rug adds color, while a wall-mounted TV and decorative plants enhance the space.

Flat in New Haven

Luxury Apt with Parking and Gym | Downtown at Yale

Nestled in the heart of New Haven’s historic downtown, our designer home is part of the city’s most prestigious new luxury complex, renowned for its unmatched amenities and design. Highlights: • Prime location just steps from Yale University • Immaculately cleaned before every stay • Complimentary coffee, plush linens, and premium toiletries • 24/7 state-of-the-art fitness center • Expansive rooftop terrace with grills and chic lounges • Over 700 sqft of bright and sophisticated living space

4.95 out of 5 average rating, 124 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, 140 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, 237 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, 142 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!

5 out of 5 average rating, 122 reviews

HGTV reno! Fall Foliage, near New Haven, Firepit!

*Inquire now monthly discount Jan* *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 speeds

4.95 out of 5 average rating, 119 reviews

An outdoor seating area is presented with a comfortable couch adorned with colorful throw pillows. A small table features a decorative item, while a vibrant side table adds a pop of color. A patterned rug complements the space, surrounded by greenery.

Flat in Milford

Downtown, Private balcony, 1gb fiber Wi-Fi

Charming 2nd floor one bedroom apartment with a separate entrance located in Milford's Historic district south of the green. You'll be 0.4 miles to the Milford train station. It's only 0.3 miles to the Milford Green which features restaurants, nightlife, and the Milford Harbor. Three local breweries are within 20 minutes of driving. Enjoy 17 miles of coastline where you can swim, kayak, and paddle board. Check in time is flexible with self check in lockbox.

4.92 out of 5 average rating, 132 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

Peaceful Classic1920s Milford beach cottage steps from Silver Sands Beach & boardwalk. Blending coastal charm with modern comfort, it’s perfect for vacations, remote work, or longer stays. Walk to downtown shops, restaurants, and train. Ideal for Yale visitors, travel nurses, or weekend getaways. Enjoy a private, pet friendly retreat surrounded by nature yet close to New Haven, NYC, and Connecticut’s best shoreline attractions.

Popular amenities for West Haven pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.85 out of 5 average rating, 101 reviews

A quaint two-story home is set within a serene neighborhood, featuring a mix of stone and siding exteriors. Lush greenery lines the property, and a small shed is visible on the side. The front yard is well-maintained, providing a welcoming appearance.

Home in East Shore

Rudy2

4.83 out of 5 average rating, 52 reviews

A charming two-story house features a wraparound porch with wooden railing, flanked by greenery. The front entrance includes double doors and large windows that invite natural light. A stone pathway leads to the house, set against a clear blue sky.

Home in West Haven

Beachside Retreat

4.96 out of 5 average rating, 176 reviews

Home in Fairfield

Top Rated Gem | Fire Pit | BBQ | FFU | Near Beach

5 out of 5 average rating, 12 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

Charming Riverview Home*Firepit* Near Train & I-95

4.93 out of 5 average rating, 123 reviews

The living area features a dark grey sofa adorned with decorative pillows, positioned on a textured area rug. A small wooden side table stands next to the sofa, and a framed landscape artwork hangs on the wall. A dining area is visible through the doorway.

Home in Fairfield Beach

Downtown Fairfield 3 bedroom Colonial

4.84 out of 5 average rating, 19 reviews

A single-story blue home is presented, featuring a combination of large windows and a welcoming front entry. Stone steps lead to the door, with landscaped rocks and greenery enhancing the outdoor space.

Home in East Haven

Private Entire Home • Close to New Haven & Shore

5 out of 5 average rating, 8 reviews

The exterior of a cottage is displayed, featuring a warm orange front door framed by a simple porch with steps leading up. The building's shingles are a natural brown, complemented by multiple windows that invite daylight. Lush greenery surrounds the entrance, enhancing the welcoming appearance.

Home in Branford

5 Star Branford Cozy Cottage

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.

4.93 out of 5 average rating, 40 reviews

Bohemian Beach Oasis- Private Beach

Pet-friendly home rentals with a pool

5 out of 5 average rating, 6 reviews

Home in Lordship

Lovely home by the beach in coveted Lordship

4.94 out of 5 average rating, 358 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

4.92 out of 5 average rating, 59 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.

4.83 out of 5 average rating, 106 reviews

Spacious 4 bedroom, oasis with ocean views galore

4.98 out of 5 average rating, 105 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, 208 reviews

Beautiful Bayfront Home • Heated Pool & Jacuzzi

4.68 out of 5 average rating, 329 reviews

A swimming pool is surrounded by a spacious wooden deck, featuring several lounge chairs and bright blue Adirondack chairs. Lush greenery and trees frame the area, providing a secluded and peaceful atmosphere.

Flat in Shelton

1ST FLR APT Your private resort, now FAMILY-ized!

4.93 out of 5 average rating, 30 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

Private, pet-friendly home rentals

4.9 out of 5 average rating, 31 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

4.91 out of 5 average rating, 80 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

4.92 out of 5 average rating, 48 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

4.66 out of 5 average rating, 70 reviews

A charming three-family house is presented, featuring a light green exterior with intricate detailing. The front porch is adorned with white railings, while a large tree provides shade. The surrounding yard is grassy, contributing to the inviting neighborhood atmosphere.

Flat in Edgewood

E3 Private urban retreat

5 out of 5 average rating, 14 reviews

A modern open studio features a light-colored couch adorned with green pillows, and a small coffee table in the living area. The kitchen is equipped with appliances, and natural light fills the space, highlighting the warm wood flooring.

Flat in Hamden

In-law Private Studio Apartment

4.76 out of 5 average rating, 351 reviews

A well-lit kitchen area features a white refrigerator and a gas stove, complemented by a central island with a grey countertop. A plant is situated on the windowsill, while a vase of flowers adds a touch of color to the space. A decorative rug enhances the cozy ambiance.

Flat in Edgewood

Cozy 2 Bedroom rental on Elm…

4.93 out of 5 average rating, 42 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