Pet-friendly holiday rentals in New Haven

4.98 out of 5 average rating, 262 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, 155 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, 150 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.

4.83 out of 5 average rating, 153 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, 401 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

4.99 out of 5 average rating, 141 reviews

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.

Home in Milford

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, 238 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)

4.95 out of 5 average rating, 356 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

Fall Sale! CozyCottage/Pet-friendly/Walk to Beach

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.

4.96 out of 5 average rating, 119 reviews

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.

Home in Milford

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, 153 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, 150 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.

4.94 out of 5 average rating, 130 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

Welcome to our completely restored Canner Street Cottage in the heart of East Rock, New Haven! Here you will find all of the charm of a quintessential New England city along with the modern amenities a discerning guest demands. Our house is ideal for families looking for a comfortable getaway or for groups looking to explore New Haven.

Popular amenities for New 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

4.9 out of 5 average rating, 103 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!

5 out of 5 average rating, 13 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

5 out of 5 average rating, 9 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

4.79 out of 5 average rating, 81 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

4.99 out of 5 average rating, 111 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, 333 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

5 out of 5 average rating, 120 reviews

The kitchen features modern gray cabinetry with ample counter space. Stainless steel appliances, including a refrigerator and dishwasher, are visible. A large window allows natural light to fill the room. A dining area with a table and chairs is situated nearby.

Home in Fairfield

Peaceful Suburban Colonial w/New Kitchen.

Pet-friendly home rentals with a pool

4.93 out of 5 average rating, 359 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

4.83 out of 5 average rating, 106 reviews

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.

Home in Milford

Spacious 4 bedroom, oasis with ocean views galore

4.94 out of 5 average rating, 51 reviews

Four orange lounge chairs with side tables are positioned on a wooden deck beside a sparkling blue swimming pool. Flower pots with blooming plants are placed around the chairs. Lush greenery is visible in the background beneath a clear blue sky.

Home in Middletown

Hot Tub and pool Home away from home

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

4.91 out of 5 average rating, 35 reviews

A spacious outdoor area features a heated pool surrounded by manicured grass and shrubs. The two-story home, clad in light siding, includes a porch and an American flag displayed on the front. Several lounge chairs are positioned nearby for relaxation.

Home in Roxbury

PoshPadsCT Must Zoom In 5* Roxbury "Moosehorn 6BR"

5 out of 5 average rating, 39 reviews

A coastal home with a light wood exterior is set on pilings, resting above a rocky shoreline. Floor-to-ceiling windows offer expansive views. A spacious deck with a dining table is positioned prominently, inviting relaxation while overlooking the water.

Home in Madison

Waterfront Beach House with pool

4.6 out of 5 average rating, 10 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

Private, pet-friendly home rentals

4.89 out of 5 average rating, 54 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

Guest suite in North Branford

The exterior of a two-story house is illuminated at night, showcasing modern architectural features. Large windows allow warm light to spill outside, and two outdoor chairs are positioned on the lawn, providing a welcoming space. Nearby vehicles are parked on the driveway.

4.94 out of 5 average rating, 53 reviews

Private Bright Studio Retreat with kitchen

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, 53 reviews

The exterior of a Victorian house is presented, featuring a light yellow façade with intricate architectural details. A front porch with decorative railings is visible, alongside well-maintained landscaping. A car is parked in the driveway, emphasizing off-street parking availability.

Home in East Rock

Oasis in East Rock- Walkable to Yale

5 out of 5 average rating, 22 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, 354 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, 44 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