Pet-friendly holiday rentals in Bridgeport

4.97 out of 5 average rating, 113 reviews

The kitchen features modern cabinetry with a contrasting dark granite island. Three cushioned stools are positioned at the island. Natural light enters through a window above the sink, illuminating new stainless steel appliances and a sleek backsplash. A door leads to the outdoor area.

Home in Black Rock

Cape on the Water

Welcome to our Cape on the Water! This unique property is located on beautiful Ash Creek, an inlet off Long Island Sound offering views of tidal wetlands, including tons of fish, bird, kayakers, paddle boarders, small sail boats etc. The house is a newly renovated Cape Cod with an open floor plan, updated Kitchen and bath rooms. Refinished oak hardwood floors through out the entire house. Large deck -great view. The house has a very cozy feel and has been also updated with brand new HVAC system.

Outdoor spacesWalkabilityBathroom

4.95 out of 5 average rating, 112 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

Charming and fully equipped studio located in the heart of Bridgeport. Perfect for business travelers, couples, or solo adventurers, this cozy retreat features a comfortable bed, high-speed Wi-Fi, a private entrance, and a fully stocked kitchen for your convenience. Enjoy easy access to local restaurants, cafes, and shops, as well as public transportation and major highways. Whether you’re here for work or leisure, this studio offers everything you need for a relaxing and stress-free stay.

Outdoor spacesPetsSleep quality

4.99 out of 5 average rating, 191 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

Outdoor spacesPetsBathroom

4.95 out of 5 average rating, 469 reviews

A spacious living area features a dark sofa and a patterned armchair, offering comfortable seating. A wooden Murphy bed is folded against the wall, while a small table with a lamp and decorative flowers adds to the inviting ambiance. Large windows provide natural light.

Guest suite in Fairfield

Private Studio Apartment Kitchen Fully Furnished

This 625 sqft fully furnished studio apartment has its own private entrance and sleeps 2-3 with a queen bed and Murphy bed. Other than outside, there is no contact with other people (hosts, other guests, etc) possible unless the guest allows such. The unit consists of a living room, dining space (breakfast basics provided), kitchen, full bathroom/laundry. Walk to Fairfield U; an easy train ride to NYC. (Need the Murphy bed? PLEASE do not wait until just before checkin to let us know that!)

PetsOutdoor spacesView

4.94 out of 5 average rating, 419 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

Summer Sale! CozyCottage/Pet-friendly/ WalktoBeach

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.

PetsOutdoor spacesIndoor spaces

4.84 out of 5 average rating, 161 reviews

A well-appointed bedroom features a spacious bed with decorative pillows, complemented by a cozy armchair with a vibrant red cushion. Natural light fills the room through large windows adorned with blinds, while an elegant painting adorns the wall above the bed.

Apartment in Fairfield

Cozy 3-Bed 2-Bath Condo | Parking and Laundry!

Come stay in our clean and cozy condo located close to Fairfield University, great restaurants, local grocery stores, appliance centers, and other essential shops. Also includes: - Free Wi-Fi - Washer and dryer - Keurig with K-cups - Full kitchen with essentials - Smart Roku TVs with apps (Netflix, Hulu, etc.) - Fenced in/gated backyard - Outdoor patio set and grill - Free parking (4 car max) - Central heating and AC Perfect for those that need a temporary space!

PetsOutdoor spacesLocation

4.98 out of 5 average rating, 160 reviews

Home in Milford

Fully renovated/Walk to water & shops/fenced yard!

*Brand New Major Renovation in 2023* • Fully renovated, designer beach house • Steps away from quaint downtown •1 block from water •Walk to beach, restaurants, coffee, ice cream, deli & convenience store, liquor and more... • Luxe, white, 100% cotton sheets & fluffy duvets •FULLY FENCED backyard with outdoor seating, BBQ grill, & fire pit .Easy drive to Sacred Heart, Fairfield, & Yale .STEPS to Tyde wedding venue .Fiber internet for fast speed

WalkabilityPetsSleep quality

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.

4.96 out of 5 average rating, 354 reviews

Beautifully Restored Barn With New England Charm

Set back from the road on one wooded acre with a brook, this renovated 4-bedroom converted barn pairs rustic New England character with modern comfort. Expect 30-foot ceilings, exposed beams, oversized windows, a babbling brook, large yard, eclectic art and furniture, a grand piano, a stocked kitchen, deck, grill, and space to gather. A memorable Fairfield stay for families, couples, small groups, beach weekends, and quiet escapes.

PetsOutdoor spacesHeating

An aerial view displays a charming cape-style home surrounded by well-maintained greenery. The image highlights the proximity to the beach and residential community, with blue waters visible in the background, creating a serene coastal atmosphere.

4.97 out of 5 average rating, 103 reviews

5 Minute Walk to Beach & Downtown Fairfield

This Immaculate 3-bedroom cape in the desirable Fairfield Beach Area is only a 5 minute walk to the sand. The home has just been beautifully updated and has all modern amenities. Lovely level fenced in backyard and enjoy an evening cocktail on the deck. Close enough to the train and downtown to walk and take a stroll to the Marina in the evening. The location is just perfect and the house is a wonderful place to relax and recharge.

PetsWalkabilityAir conditioning

4.96 out of 5 average rating, 239 reviews

A private hot tub is situated beneath a covered patio, surrounded by blooming azaleas. The inclined garden path leads to a charming wooden house featuring a slate roof, with warm sunlight illuminating the scene. Outdoor seating is available nearby.

Home in Stratford

Cozy Colonial - Private Hot Tub & Entire House

The way Airbnb was meant to be, something special... a home away from home. No long rule book, just be respectful. Come and stay in this cozy colonial home centrally located in Stratford CT. Walk to the park, soak in the spa, sip tea, listen to music, play games, and relax. Less than 10 minutes from some of the best CT has to offer - beaches, shopping, restaurants, grocery, entertainment, hiking, train to NYC / Yale, and more.

Outdoor spacesPetsCheckout

4.88 out of 5 average rating, 166 reviews

A corner of the apartment features unique hand-tinted windows that create colorful reflections. A cozy armchair sits beside a fireplace, surrounded by potted plants. The space is complemented by a woven area rug and a light-colored bed with a simple texture.

Flat in Bridgeport

Stylish Sheek Loft Ricport Studio 2, Downtown

Please note location and area before booking!!! (DONT BOOK if you don’t know it’s loud and busy) Conveniently located Downtown in the city of Bridgeport. Feel free to light a fire🔥. Unique hand tinted windows provides the space with an open feel although it is a small space. Queen size bed, fireplace, and aesthetics sets this apartment apart from any rental you can find. *pet fee for pets. Please let me know in advance.

WalkabilityPetsCleanliness

4.89 out of 5 average rating, 134 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!

Kick back and relax in this calm, stylish space on Milford’s Cedar Beach where the sunrises and sunsets are magnificent! This 3 bedroom / 1 bath bungalow has undergone an extensive renovation. The home features new appliances, hardwood floors, restored wainscoting, high-end lighting and memory foam mattresses. Enjoy a private, sandy beach 200 feet away. Perfect for small groups and families! We can’t wait to host you.

Outdoor spacesWalkabilityBeach

Popular amenities for Bridgeport pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A spacious backyard is visible, featuring well-maintained greenery and shading trees. A patio area made of paving stones extends towards the house, with a small table and grill positioned nearby. Bright sunlight filters through the surrounding foliage, creating a serene outdoor setting.

4.83 out of 5 average rating, 127 reviews

Bright 3-bedroom house with ample parking & patio!

Outdoor spacesWalkabilityWifi

4.83 out of 5 average rating, 181 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

Outdoor spacesPetsDecor

4.99 out of 5 average rating, 147 reviews

Home in Newtown

Comfortable home away from home- near everything

Outdoor spacesPetsBathroom

5.0 out of 5 average rating, 129 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 New Haven

Westville Schoolhouse by Stephanie and Damian

Outdoor spacesWalkabilityHospitality

4.85 out of 5 average rating, 124 reviews

A light-filled living area features a white sectional sofa and natural decor. Shelves with decorative items and plants enhance the space. The open layout leads to a dining area visible in the background, with wooden furniture and a textured rug grounding the room.

Home in Bethel

Boho house near NYC

Outdoor spacesPetsCheck-in

4.85 out of 5 average rating, 107 reviews

Home in Stamford

5BR Beach House, Water Views, Game Room, Backyard

Outdoor spacesWalkabilityParking

The living area features a dark grey sofa adorned with decorative pillows, positioned on a textured area rug. A small wooden side table stands next to the sofa, and a framed landscape artwork hangs on the wall. A dining area is visible through the doorway.

4.94 out of 5 average rating, 144 reviews

Downtown Fairfield 3 bedroom Colonial

PetsWalkabilityLocation

4.98 out of 5 average rating, 123 reviews

A large brick house with a distinctive gabled roof and charming architectural details is surrounded by lush greenery and blooming flowers. The welcoming exterior features well-maintained landscaping and pathways leading to the entrance. The sky is clear, contributing to a bright and airy appearance.

Home in New Haven

Large group haven! Sleeps up to 20!

WalkabilityOutdoor spacesCondition

Pet-friendly home rentals with a pool

4.98 out of 5 average rating, 103 reviews

A warm wooden interior is featured, with wall art depicting horses and rural scenes. A rustic wooden table is positioned near the window, and a candle sits at its center. A potted plant adds a touch of greenery beside a cozy armchair.

Farm stay in Redding

Charming Historic Cottage in the Redwoods

PetsWalkabilityPool

5.0 out of 5 average rating, 189 reviews

A serene outdoor space features a heated saltwater pool surrounded by a spacious lawn. Sun loungers are positioned near an umbrella for shade, with lush greenery and a wooden fence creating a tranquil backdrop.

Home in Pound Ridge

Peaceful Light-Filled Guesthouse salt pool/sauna

WalkabilityOutdoor spacesParks

4.96 out of 5 average rating, 270 reviews

A spacious outdoor pool is surrounded by natural greenery, featuring a stone patio and a diving board. A covered lounge area with large windows overlooks the pool, providing a serene setting for relaxation and leisure.

Home in Stamford

Midcentury Modern ZenHouse Sculptor Studio

PetsOutdoor spacesValue

4.92 out of 5 average rating, 90 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

PetsOutdoor spacesParking

4.76 out of 5 average rating, 17 reviews

Home in Newtown

Colonial yellowhouse

PetsOutdoor spacesCondition

4.94 out of 5 average rating, 96 reviews

A well-maintained pool is surrounded by lush green grass, offering a relaxing outdoor space. Several lounge chairs are positioned around the pool area, and a light stone bench adds a comfortable seating option. Sunlight filters through the trees, enhancing the serene atmosphere.

Home in Redding

Lovely Country Retreat:

Outdoor spacesPetsLocation

4.93 out of 5 average rating, 14 reviews

Home in Weston

Serenity in Weston - House, barn & pool

Outdoor spacesSleep qualityIndoor spaces

4.93 out of 5 average rating, 96 reviews

The well-appointed bedroom features a comfortable bed with plush pillows and a decorative throw blanket. Natural light filters through large windows, creating a serene ambiance. A stylish mirror stands nearby, and warm bedside lamps flank the bed, enhancing the cozy atmosphere.

Flat in Stamford

Stamford Grand Apartment + Cozy Den

Outdoor spacesWalkabilityAmenities

Private, pet-friendly home rentals

4.94 out of 5 average rating, 182 reviews

A rooftop terrace is shown, featuring a round table and two high black chairs. The space offers an unobstructed view of the city skyline, showcasing various buildings under a clear blue sky with scattered clouds.

Flat in New Haven

Elegant Modern Stay Near Yale • Gym • Roof Terrace

WalkabilityCheck-inDecor

4.99 out of 5 average rating, 190 reviews

A charming red exterior features white window treatments and a rustic door. Decor elements include a wooden wagon wheel and an artistic iron wall hanging. Lush greenery and flowers are visible in the garden area, enhancing the welcoming entryway.

Guest house in Newtown

Guest Suite at Wisteria Gardens

Outdoor spacesPetsTV

4.95 out of 5 average rating, 351 reviews

A spacious bedroom features a large bed with crisp white linens, surrounded by vibrant artwork and colorful cabinetry. Warm wood paneling lines the ceiling, and two bedside lamps provide soft illumination, contributing to a bright and inviting environment.

Flat in Southport

2BR Flat above Historic Cider Mill

WalkabilityOutdoor spacesHiking

4.8 out of 5 average rating, 307 reviews

A sunlit bedroom features a spacious bed topped with a neutral blanket and decorative pillows. Large windows allow natural light to filter in, casting soft shadows across the room. A wooden dresser with plants and framed artwork adds warmth to the inviting space.

Guest suite in Wilton

Private Guest Suite | Entrance, Bath & Parking

PetsWalkabilityParking

4.92 out of 5 average rating, 337 reviews

The living area features a blend of classic and modern decor, including a comfortable sofa and elegant armchairs around a richly patterned rug. A brick fireplace adds warmth, while a television is positioned in front of the seating area. Natural light fills the space from large windows.

Flat in Westport

Spacious Westport Apt surrounded by nature!

PetsWalkabilityBathroom

4.96 out of 5 average rating, 175 reviews

A dining table is set with two glasses of white wine beside a bottle. A vase with pink tulips is centered, while potted succulents are placed at either end. Soft natural light illuminates the table, creating a calm and inviting atmosphere.

Guest house in Fairfield

Cozy Home away from Home!

WalkabilityOutdoor spacesAccess

4.97 out of 5 average rating, 146 reviews

A spacious deck features a round table surrounded by four cushioned chairs, covered by a large red umbrella. Lush greenery and landscaped gardens are visible in the background, creating a serene outdoor setting.

Cottage in Seymour

3 Acre Forest, 2 King Beds, Fireplace, BBQ & more

PetsOutdoor spacesIndoor spaces