Pet-friendly holiday rentals in North Haven

4.98 out of 5 average rating, 259 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!

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.

4.89 out of 5 average rating, 241 reviews

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!

4.93 out of 5 average rating, 256 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.

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 | 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.

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.

4.9 out of 5 average rating, 103 reviews

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

Enjoy this 3 beds, 2 bath home 4 mins from the beach! There is a beautiful stone fireplace in the living room to enjoy on a cold fall/winter night. You can relax and enjoy a book on one of our cozy lounge chairs on the sun porch. There is also a deck on the side of the house to enjoy the fresh air. Located only 15 mins from historic downtown New Haven, voted best pizza in the country! 8 mins from wedding venues, Amarante’s Seacliff and Anthony’s Oceanview. 8 mins from Tweed-New Haven Airport.

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!

4.86 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, 354 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.

4.98 out of 5 average rating, 101 reviews

The bungalow features a welcoming exterior with a heart-shaped decorative piece above the door. A cozy seating area with plush cushions is presented on the wooden deck, accompanied by two beach chairs, inviting relaxation outdoors. The sky above is bright and partly cloudy.

Tiny home in Guilford

Seagrass Bungalow

🌾Seagrass Bungalow is a sun filled, romantic, peaceful, back to nature, mini-home, that is exactly where you are meant to be! Private & surrounded by seagrass blowing in the breeze & cheerful birds waking you with the sunrise. Seagrass Bungalow is the perfect getaway for two & their small pup. Do yoga on the private deck, shower outdoors in the sunlight, grill local corn, have a cocktail by the firepit, or get out & walk to the cutest town green, shops, restaurants, & beach! ☀️

4.99 out of 5 average rating, 152 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.

Popular amenities for North Haven pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house 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

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.

4.84 out of 5 average rating, 19 reviews

Private Entire Home • Close to New Haven & Shore

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

4.76 out of 5 average rating, 45 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

A spacious outdoor dining area is presented on a red deck, featuring a table set for six, complete with plates and glassware. An umbrella provides shade above, while a grill is positioned nearby. Lush greenery surrounds the deck, enhancing the tranquil setting.

4.93 out of 5 average rating, 15 reviews

Your Home in East Haven

4.87 out of 5 average rating, 108 reviews

An aerial view captures the neighborhood alongside Cedar Beach, displaying rows of houses with sandy beach access. Green marshland stretches out behind the homes, while a blue sky with scattered clouds frames the serene coastal scene.

Home in Milford

Chic Beach Bungalow - Amazing Sunsets!

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

4.99 out of 5 average rating, 140 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

Pet-friendly home rentals with a pool

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

4.89 out of 5 average rating, 135 reviews

A stone patio surrounds a tranquil pool, where light blue lounge chairs are arranged under a white umbrella. In the background, a separate building is visible, surrounded by lush greenery and trees, creating a serene outdoor setting.

Villa in Morris

LuxeCompound-HotTub Pool Sauna Treehouse Gamebarn

5 out of 5 average rating, 22 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.

5 out of 5 average rating, 3 reviews

Home in Killingworth

Killingworth Estate - Elite Amenities & Finishings

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

Private, pet-friendly home rentals

4.77 out of 5 average rating, 107 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.

Flat in Wallingford

Wallingford Getaway

4.92 out of 5 average rating, 90 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.

4.94 out of 5 average rating, 51 reviews

Private Bright Studio Retreat with kitchen

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

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

4.74 out of 5 average rating, 61 reviews

A functional kitchen space is presented with white cabinets and a black countertop. An electric stove and refrigerator are visible, along with an organized sink area. Two metal stools are positioned against a wooden countertop, enhancing the efficient layout of the room.

Tiny home in Hamden

Historic Whitneyville Cottage

4.89 out of 5 average rating, 47 reviews

A cozy pool table area features a vibrant red felt table centrally located. A blue couch with decorative pillows is positioned nearby, alongside a stone-top table. Natural light flows through large windows, illuminating the warm wooden ceiling and brick wall, enhancing the inviting atmosphere.

Flat in North Haven

Charming Dog Friendly Suite On Scenic Property