Pet-friendly holiday rentals in North Haven

4.98 out of 5 average rating, 271 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.

Guesthouse 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!

4.93 out of 5 average rating, 260 reviews

A tranquil lake scene is captured at sunrise, featuring a wooden dock extending into the water. Soft pink and orange hues reflect on the lake's surface, complementing the surrounding greenery. Two Adirondack chairs sit near a fire pit, inviting relaxation by the scenic view.

Home in East Haddam

Romantic Getaway at The Lake!

Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

Apartment in Wooster Square

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.

4.95 out of 5 average rating, 157 reviews

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.

4.95 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/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.

Apartment in Wooster Square

4.84 out of 5 average rating, 140 reviews

Lovely 2BR by Wooster Square - great neighborhood!

Welcome to New Haven, CT! Come stay in our beautiful apartment located walking distance to Wooster Square. It's close to some great restaurants, parks, nightlife, and all the great landmarks in the area! Amenities include a full kitchen with Keurig/K-cups, Wifi, Smart Roku TV with apps, full bath with towels, shampoos/lotions, laundry room, and workspace with desk to name a few. Located in a quiet neighborhood, this space is perfect for anyone traveling, studying, working remotely, etc.

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)

4.99 out of 5 average rating, 111 reviews

Apartment in Waterbury

Everything you need! Full Apartment!

Awesome bright 2nd floor apartment, has everything you need for your stay. Full Kitchen, Laundry and is in an very convenient and safe area. Walking distance to several restaurants and bars. Easy access to highway. Parking is available behind left garage, which may be available. Ask for details. Quiet area, On cul-de-sac. Wi-Fi, Netflix, Prime,Hulu FYI: I host a friendly card game every two weeks in the garage till 11:30 PM.

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, 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, 133 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.

4.8 out of 5 average rating, 109 reviews

A vibrant blue entrance door is framed by neatly trimmed evergreen shrubs, with a welcome mat placed on stone steps leading to the inviting threshold of the home. A mailbox is positioned beside the door, adding to the entrance's charm.

Guesthouse in Guilford

The Little Blue Cottage

Relax at this unique and tranquil getaway. Enjoy the charm of an antique home while being in your own private space. Minutes from all conveniences and beaches. Walking distance to town. Grill and relax on the spacious back porch. or walk to the Mill Pond to picnic.

Popular amenities for North Haven pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.91 out of 5 average rating, 33 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

4.96 out of 5 average rating, 215 reviews

A serene garden space features lush green foliage and vibrant pink flowers, with a rustic wooden chair positioned to overlook a gentle waterfall. The surrounding trees provide a natural canopy, creating a peaceful atmosphere for relaxation.

Home in Chester

Stunning Artisan Waterfall Escape, Walk Downtown

5 out of 5 average rating, 124 reviews

Home in Milford

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

4.97 out of 5 average rating, 70 reviews

A spacious bedroom features a comfortable bed with white linens and accent pillows. Natural light filters through two windows, adorned with light curtains. A ceiling fan provides ventilation. A vintage mirror and dark wooden nightstands add character, while a woven chair offers additional seating.

Home in Wallingford

New England Charmer

4.87 out of 5 average rating, 23 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

4.76 out of 5 average rating, 46 reviews

A spacious bedroom is highlighted with a large bed, dressed in neutral linens, surrounded by light walls and wooden flooring. A cozy area rug adds texture. A serene view is available through a nearby window. In the lower section, a pet is seen relaxing on vibrant green grass.

Home in North Haven

Trail-side Haven Retreat! Pet friendly

4.96 out of 5 average rating, 334 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, 121 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, 362 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.

Guesthouse in Southbury

Charming Guest Cottage with Modern Amenities

5 out of 5 average rating, 23 reviews

A private fenced pool area is showcased, featuring a rectangular pool filled with clear water reflecting sunlight. Concrete surrounds the pool, and there are steps leading into it. A blue inflatable float rests on the side, bordered by a white picket fence and greenery in the background.

Home in Wolcott

Amazing Oasis Private Pool, BBQ, Pool Table.

4.98 out of 5 average rating, 99 reviews

A spacious living area features large windows that provide natural light and views of the surrounding trees. Comfortable leather furniture includes a sofa and an armchair, arranged around a rustic coffee table on a textured area rug. A potted plant adds a touch of greenery.

Home in Bantam

Hilltop House w/POOL/SPA- HOST & Co.

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.

Apartment in Trumbull

Cozy studio unit

4.83 out of 5 average rating, 109 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

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

5 out of 5 average rating, 59 reviews

The image captures a spacious estate surrounded by lush green fields, featuring a heated saltwater pool enclosed by a wooden fence. The house, with multiple levels, displays a mix of gray siding and large decks, enhancing its outdoor appeal.

Home in Bethlehem

Serene Lakeview

Private, pet-friendly home rentals

Apartment in Wooster Square

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.

4.91 out of 5 average rating, 81 reviews

Convenient downtown New Haven apartment

4.77 out of 5 average rating, 109 reviews

A spacious living area is furnished with a cozy red reclining couch facing a flat-screen TV. A colorful area rug enhances the space, complemented by two pieces of wall art. A small fridge and a decorative cabinet are present, alongside a door leading outside.

Apartment in Wallingford

Wallingford Getaway

4.92 out of 5 average rating, 49 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.

Apartment in East Rock

Sophisticated Apt. in New Haven

4.91 out of 5 average rating, 98 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

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.

4.93 out of 5 average rating, 54 reviews

Private Bright Studio Retreat with kitchen

5 out of 5 average rating, 3 reviews

Apartment in Dwight

The Yale Haven

5 out of 5 average rating, 12 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