Pet-friendly holiday rentals in New Haven

4.97 out of 5 average rating, 276 reviews

A charming cottage features wood shingle siding and a neatly arranged entrance. The front yard showcases a manicured area with green grass, accompanied by a duck and a chicken. Nearby, expansive fields and a rustic barn complete the serene rural landscape.

Guest house in Portland

Guesthouse Farm Stay

Come stay with us on our historic working farm! Relax on the back deck and enjoy views of our 12-acre property and peaceful pastures. For a more hands-on experience, join us for a tour to get a closer look at life on the farm. Established in 1739, our farm has a rich history in agriculture and livestock. The cozy studio-style cottage features an open living space with combined bedroom, living, and dining area, along with a kitchenette and bathroom with a shower for your comfort and convenience.

5 out of 5 average rating, 156 reviews

Home in North Haven

Luxury Stay in Expansive Historical Home

The Bassett House, originally built in 1802, this large historic farmhouse was elegantly remolded in 2018. North Haven, CT is centrally located and just minutes from Yale, Quinnipiac, UNH, and SCSU as well as shopping, the best restaurants, hiking trails state parks and beaches, and many local attractions including various vineyards. If you’re planning a business trip or a gathering for family or friends, then our home can provide you with an exceptional level of comfort during your time in CT!

4.95 out of 5 average rating, 157 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 | Modern | Fast 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.

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.

4.98 out of 5 average rating, 195 reviews

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, 326 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/Walk2Beach/Pet-friendly

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.

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.

4.95 out of 5 average rating, 125 reviews

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, 147 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, 239 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)

4.91 out of 5 average rating, 101 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.

A two-story oceanfront home features a light gray exterior with large windows and a turquoise front door. A spacious ground level is accessible via white railings, leading to an outdoor sitting area. The serene beach and water views are visible in the background.

4.95 out of 5 average rating, 123 reviews

Oceanfront Retreat with 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.

4.99 out of 5 average rating, 156 reviews

The exterior view showcases a charming home surrounded by tall trees and autumn foliage. A circular wooden deck encircles a hot tub, providing an inviting outdoor space. The covered pergola offers shade, while bright flowers add color to the landscaped area.

Villa in Westville

Peaceful Garden Retreat w/ big Jacuzzi near Yale

Welcome to Dove Haven — a peaceful and stylish retreat in the heart of Westville. Relax in the private hot tub, enjoy cozy sun-filled spaces, and walk to charming cafés, top restaurants, and beautiful Edgewood Park. Just minutes from Yale and downtown, this spacious home offers warmth, comfort, and good vibes — perfect for families, groups, and work trips seeking a relaxing escape.

Guest suite in East Shore

A living room area features a comfortable blue sofa adorned with decorative pillows. Two side tables with lamps provide light, while a round coffee table with a decorative centerpiece sits in the middle. A patterned area rug with ocean motifs enhances the atmosphere.

4.94 out of 5 average rating, 153 reviews

Renovated Studio 1Bd/ 1BA/ kitchen All Private

Take it easy at this unique and tranquil home. You will be within 5 Miles ( 10 minutes drive) closed to Lighthouse Beach park, New Haven Tweed Airport, Downtown New Haven, Yale University, New Haven Yale Hospital and East Shore park. Easy access to 1-95. Located in a quiet neighborhood. Perfect location for Yale students, travel nurses, or for visiting family.

Popular amenities for New Haven pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A spacious outdoor deck area is visible, leading to a sandy beach. The house features large windows on the upper level, allowing natural light to fill the interior. Surrounding buildings include a mix of colors and styles, contributing to the residential atmosphere.

4.83 out of 5 average rating, 110 reviews

Beachfront house on Long Island Sound

4.91 out of 5 average rating, 121 reviews

Home in New Milford

The Getaway: Beautiful Waterfront - New Milford CT

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.

4.86 out of 5 average rating, 104 reviews

Rudy2

4.89 out of 5 average rating, 104 reviews

The home features a two-story design with a stone facade and a welcoming front porch. Large windows allow natural light to fill the space, and a concrete walkway leads to the entrance. The yard includes grass and a landscaped area for outdoor enjoyment.

Home in East Haven

3 bed home (2 King, 1 Queen bed) 4MINS FROM BEACH!

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, 108 reviews

Milford Beach House - Newer Construction!

4.99 out of 5 average rating, 116 reviews

A cottage nestled in a lush green setting is highlighted, surrounded by trees. The lawn is spacious and well-maintained, featuring a hammock between two trees. The structure showcases a simple facade with light blue siding, white window frames, and a chimney.

Home in Newtown

Comfortable home away from home- near everything

4.96 out of 5 average rating, 335 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

Luxurious Barn With New England Charm

A cozy living room features a comfortable sofa adorned with decorative pillows, a wooden rocking chair, and a coffee table with a bowl. A wooden entertainment unit holds a television, while wooden flooring leads to a staircase and an adjoining room filled with natural light.

4.85 out of 5 average rating, 114 reviews

Cozy Colonial Style House in Beach Town

Pet-friendly home rentals with a pool

4.93 out of 5 average rating, 363 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, 17 reviews

Home in Weston

Dream Home w/ Pool & Basketball Court on 3 Acres

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

PoshPadsCT Zoom Map 5* Town Roxbury! "Tophet Pool"

4.92 out of 5 average rating, 61 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.

4.84 out of 5 average rating, 110 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 modern bathroom features a freestanding tub with a textured design and a sleek black faucet. A white toilet sits beside it. Wall-mounted shelving displays decorative items, while vibrant green plants adorn the window area, allowing natural light to brighten the space.

4.85 out of 5 average rating, 13 reviews

Huge Home Near Beach front with Pool and Hot Tub

Home in Norwalk

New place to stay

Casa la Secret 3 BDR 2 BTH HOUSE

Private, pet-friendly home rentals

4.88 out of 5 average rating, 58 reviews

An open living area features a modern sofa arranged opposite a large television. A contemporary dining table sits nearby, surrounded by metal chairs. Soft lighting illuminates the space, and a stylish area rug adds texture, while a sleek kitchen area is visible in the background.

Flat in Prospect Hill

Luxury 3 Bedroom At The Sheffield

5 out of 5 average rating, 14 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

5 out of 5 average rating, 25 reviews

A modern living room is furnished with a gray couch adorned with various textured pillows. A cozy throw blanket is draped over the couch. A colorful abstract painting is displayed on the wall, complemented by a stylish black chair and a patterned rug beneath a sleek lighting fixture.

Flat in Wooster Square

Wooster Gem - Walk to Pizza! - Parking - Laundry

4.76 out of 5 average rating, 359 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…

4.92 out of 5 average rating, 52 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

4.8 out of 5 average rating, 83 reviews

A spacious bedroom features a large wooden bed with soft bedding and a decorative pillow. Nightstands with lamps are positioned on either side of the bed. A cozy throw blanket is draped over the foot of the bed, while a seating area is arranged nearby.

Home in New Haven

Cozy apartment feel at home

4.71 out of 5 average rating, 41 reviews

Flat in Edgewood

E1 Large, modern apt in Victorian house