Pet-friendly holiday rentals in New Haven

4.94 out of 5 average rating, 291 reviews

The sunroom features a light pink wall and a high ceiling with exposed beams. A comfortable wicker sofa with decorative throw pillows accompanies two matching chairs. A patterned area rug covers the floor, while a small table sits in the center. Soft light filters through sheer curtains.

Cottage in Guilford

Charm + location. Walk to beach, town, & harbor.

We are sharing our "happy place". Cozy, family-friendly cottage has everything you need to enjoy a lovely vacation in a quintessential New England town. Ideally located between Guilford's famous green, gorgeous harbor and town beach, easily walk everywhere. High-season/weekend rate reflected in general view--check for actual. Recommended for groups of up to 4 (5 if with kids). Second bedroom (king) is open to living area-we provide a folding screen for door area and curtain for “passthrough”.

4.94 out of 5 average rating, 134 reviews

Flat in Dwight

Modern Downtown Stay Near Yale • Rooftop • Gym

Come and stay at this luxury, modern one-bedroom apartment just steps away from Yale! With Broadway just around the corner and some of New Haven’s best Pizza a stone’s throw away you’d be hard-pressed to find a better location for your stay. Enjoy cooking up a nice dinner at home one night using the fully-equipped kitchen provided. Spend the evening on the rooftop terrace watching the sunset over the city skyline before tucking in for the night. Use the downstairs gym for a morning workout.

4.89 out of 5 average rating, 246 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!

4.98 out of 5 average rating, 202 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.

4.95 out of 5 average rating, 334 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 Milford

Spring 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.

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.

4.81 out of 5 average rating, 172 reviews

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, 130 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.

5 out of 5 average rating, 109 reviews

A spacious living room features a large sectional couch adorned with colorful pillows, next to a smaller armchair. Natural light floods through wide windows framed by vibrant curtains. A wooden coffee table sits in the center, with art pieces displayed on the walls and a guitar nearby.

Home in Westville

Westville Schoolhouse by Stephanie and Damian

The beautiful "School House" sits in the heart of Westville, New Haven's most artsy and eclectic neighborhood. The "School House" is a 15 minute walk to the Westville Concert bowl, and the Yale Football stadium for an easy commute to a concert or game. Just a one minute walk to the center of Westville you will find Lotta's artist studio, Bella's restaurant, RAWA, Pistachio Coffee and Manjares Tapas & Wine, as well as the famous Camacho Garage restaurant amongst other attractions.

4.84 out of 5 average rating, 117 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.

4.98 out of 5 average rating, 108 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! ☀️

4.95 out of 5 average rating, 131 reviews

Oceanfront Beach House w/ Private 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.

4.82 out of 5 average rating, 227 reviews

English Garden Studio, in the Carriage house

Totally private! In our Carriage house. This is a ground level queen studio, We have a common entrance as well as a “Private Entrance “, W/ Keypad ,steps free Visiting Yale , SOM, Peabody , Off street parking close to door Cathedral ceilings, skylights, French doors A large table with two arm chairs loveseat, dresser,lg closet Private Bath ,W/ double shower kitchenette w/ kurgic coffee maker Great Wi. laundry room in main house Terrace & pond

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.

4.82 out of 5 average rating, 113 reviews

Beachfront house on Long Island Sound

5 out of 5 average rating, 132 reviews

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

5 out of 5 average rating, 165 reviews

Home in North Haven

Luxury Stay in Expansive Historical Home

4.92 out of 5 average rating, 36 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

4.93 out of 5 average rating, 136 reviews

Home in Clinton

PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON

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!

4.96 out of 5 average rating, 341 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, 49 reviews

The house features a modern black exterior with large windows that welcome natural light. A set of wooden steps lead to the main entrance, flanked by a deck that extends toward the surrounding landscape. A detached garage is visible in the background.

Home in East Hampton

CT River Retreat - Modern Home with CT River Views

Pet-friendly home rentals with a pool

5 out of 5 average rating, 16 reviews

Home in Killingworth

Killingworth Estate - Elite Amenities & Finishings

5 out of 5 average rating, 17 reviews

Home in Weston

Dream Home w/ Pool & Basketball Court on 3 Acres

4.93 out of 5 average rating, 70 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

4.98 out of 5 average rating, 106 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, 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

4.67 out of 5 average rating, 12 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

4.92 out of 5 average rating, 52 reviews

Barn in Roxbury

Classic Red Barn with game room and gym

4.95 out of 5 average rating, 21 reviews

A spacious backyard is framed by lush greenery and features a fire pit surrounded by several Adirondack chairs. Two charming white structures are visible, each with distinct architecture, and a well-maintained lawn extends under a bright blue sky.

Home in Bethlehem

Witsend Farms CT Estate & Pool

Private, pet-friendly home rentals

4.87 out of 5 average rating, 63 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

4.98 out of 5 average rating, 87 reviews

The exterior of The Barn features a modern design, with a wood-paneled facade and large windows set under a sloping roof. A bench is positioned on the grass nearby, surrounded by greenery and trees, providing a tranquil outdoor space.

Guest house in Madison

The Barn by the Sound

A comfortable bedroom features a spacious bed with soft pillows and a decorative throw. Shelves adorned with framed botanical art and trailing greenery enhance the calming space. Natural light streams through semi-sheer curtains, complementing the neutral color palette.

4.91 out of 5 average rating, 95 reviews

King Bed/ 5 min to Yale/ East Rock Gem

A cozy living area is shown, featuring hardwood floors and a variety of seating options, including a red armchair and a beige recliner. A wooden coffee table is centrally positioned, with light streaming in from windows. A bookshelf with DVDs stands along one wall.

4.94 out of 5 average rating, 82 reviews

Great East Rock location

5 out of 5 average rating, 54 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

4.77 out of 5 average rating, 366 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…

4.87 out of 5 average rating, 15 reviews

A serene sunset is captured over calm ocean waters, with the sun positioned low on the horizon. Soft golden and orange hues blend with deep blue and soft clouds, reflecting on the water's surface, creating a tranquil scene.

Flat in West Haven

Direct waterfront!

A spacious raised front deck offers a view of the surrounding marsh. Comfortable seating is provided, accompanied by a small glass table. Potted plants add greenery to the deck, while a large umbrella stands ready for shade.