We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Pet-friendly vacation rentals in Middletown

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Middletown

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

A cozy living area features a gray sofa and ottoman, complemented by an artistic wall decoration. A spiral staircase leads to a lofted space above. Natural light streams in from the window, highlighting the exposed beams and the elegant architecture of the room.

Apartment in East Haddam

4.78 out of 5 average rating, 289 reviews

The Federal Suite at the Wisteria Rest

The apartment is beautiful and fully furnished in the historic District of East Haddam close to Rt 9 or 2, the Goodspeed Opera House, River House and CT Shoreline. Gillettes Castle, Fox Hopyard, Devils Hopyard, & more. Just 20 minutes to Middletown and wonderful dining. This apartment is in the 1800 section and has some quirky things to be aware of, floor that have uneven heights, stairs to the bedroom and , a claw foot tub/shower that you have to step into and a full flight of stairs to get in.

A spacious living area is presented, featuring a comfortable gray sectional sofa, a wooden coffee table, and a decorative rug. Two green bar stools are positioned at a small counter, and a ceiling fan is mounted above, enhancing the cozy atmosphere of the penthouse apartment.

Home in West Hartford

4.89 out of 5 average rating, 103 reviews

WeHa Penthouse w/ Private Deck

Welcome to our cozy penthouse-style apartment, where comfort meets tranquility. Enjoy a private deck with exceptional views of West Hartford. Treat yourself with our minibar and indulge without leaving your unit. Centrally located, our apartment provides easy access to the best of West Hartford. Explore Blue Back Square, a vibrant dining hub just 5 minutes away. For a leisurely experience, walk 2 minutes to Park Rd and discover culinary delights like Plan B, Americano Bar, and Zaytoon’s Bistro.

A combined living and dining area features a dark wood dining table with white chairs and a vase of flowers. A comfortable sofa sits alongside a light armchair, with a standing lamp providing soft illumination. Natural light filters through a nearby window.

Guesthouse in Glastonbury

4.81 out of 5 average rating, 99 reviews

The Hospitable Homestead-Kid Friendly & Pets too!

Our humble Homestead sleeps 7 and is kid & pet friendly! This spacious second floor apartment features an oversized bedroom that can easily fit a pack n play or doggie bed! There is a dedicated work space with a desk & office chair by a window overlooking the backyard. A tucked away twin bed allows for extra sleeping & privacy in a tiny room off the main hallway. With quick access to the highway, just seven minutes to the center of town, numerous shops & dining await. Suitable for Remote work.

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

4.92 out of 5 average rating, 238 reviews

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.

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.

Apartment in New Haven

4.95 out of 5 average rating, 382 reviews

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

Top guest favorite

The bedroom features a spacious bed with white bedding, complemented by a wooden desk and chair. Two windows with light-filtering shades allow natural light to enter, while a world map adorns the walls. Built-in storage and warm hardwood flooring add to the room's charm.

Guest suite in Bloomfield

4.93 out of 5 average rating, 109 reviews

Private Cozy Suite, 0 Fees, Easy CheckIn, EV Plug

A private cozy suite for you! Better than a hotel or private room & less than an entire house. We do not charge extra fees! Sizable discounts for medium- to long-term stays. Your guest suite includes newly furnished living room, apartment kitchenette, large bedroom with full bathroom. Heating, cooling and hot water are all-electric. Despite many renovations, we kept the vintage & cozy charm. Separate Wifi for remote work. Less than 20 minutes to the airport and Hartford metro. EV charger!

An inviting living room features a green sofa paired with an armchair, set on a wooden floor. A white brick fireplace is flanked by a dark shelving unit filled with books. Natural light streams in through the windows, enhancing the room's cozy ambiance.

Home in Cromwell

4.83 out of 5 average rating, 106 reviews

Cozy Mid Century home in prime location!

Enjoy an updated, mid century modern inspired, home minutes away from Wesleyan University & TPC River highlands! This eclectic space offers you a cozy retreat that is centrally located. The bedrooms have 1 King, 1 Queen, & 1 Full with luxury mattresses! High speed Wi-Fi, chefs kitchen, dedicated work desk, and garage space! A few mins from RT 9 & 91! Easy to get everywhere in CT!!! Only 5 mins to TPC, 10 mins to Wesleyan, 20 mins to Hartford! Scald protector on shower upstairs!

Top guest favorite

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

5 out of 5 average rating, 237 reviews

Guesthouse Farm Stay

Come stay with us on our working farm. Relax and take in our beautiful 12-acre property while sitting on the back deck, overlooking pastures. Or for a more interactive experience, join us on a farm tour during our morning and evening farm chores. Our farm was established in 1739 with a rich history in agriculture and livestock. Our cottage is studio-style with an open bedroom, living room, and dining area. There is a kitchette and bathroom with a shower for your convenience.

The exterior of a charming three-bedroom house is displayed, featuring a sloped roof and neatly trimmed bushes. A large tree provides shade in the front yard, while a stone pathway leads to the entrance. Side decorations include a swing and tree remnants.

Home in Bristol

4.93 out of 5 average rating, 192 reviews

Cozy Family Home - Kid & Pet Friendly

3 bedroom house on a quiet street. 5mins down the road from ESPN and Lake Compounce. Kid friendly. Pet friendly. Workspace available. 1 bedroom w/ king bed. 1 bedroom w/ queen bed. 1 bedroom w/ 2 twin beds. Fully finished basement with 60inch TV, kids toys and fitness equipment/stationary bike. Deck and below deck hang out space. Though we aren’t living here full time, it’s still the place we call home, and we will use it when it’s not booked. Long stays welcome.

A single-story cottage is set amidst greenery, showcasing maroon siding and multiple windows. The front yard features a manicured lawn with a few flowerbeds, and a stone pathway leads to the entrance, flanked by tall trees providing shade.

Cottage in Middlefield

4.92 out of 5 average rating, 255 reviews

Lake Beseck cottage

Very comfortable 1 bedroom cottage 200 yards from the lake. Large bathroom with shower, heated floors and laundry. Full kitchen, living room with sofa and TV and wifi. Bedroom has a long double Tempurpedic bed. Finished porch with dining table/ chairs and a desk/work area. Microwave, coffee maker, toaster, toaster oven, Patio with gas grill, popcorn air popper, rice and vegetable steamer. WIFI printer. Pack and play upon request. Washer and dryer, hair dryer.

The exterior of the barn is framed by lush greenery and tall trees, showcasing a rustic wooden facade. A spacious lawn surrounds a dining table with chairs under a striped awning, creating an inviting outdoor space. A white wood fence borders the yard.

Barn in Essex Village

4.96 out of 5 average rating, 163 reviews

River Barn, Sidewalk Stroll into Essex Village

The Coolest Airbnb in Connecticut (Conde Nast Traveler 2021) The barn is a perfect retreat. Ideal for those looking to take a break from city life or those working remotely. Would also make for a lovely place to call home while you are selling or renovating your own home. Couples, two good friends, singles, or a family with an older child will enjoy the configuration. It will also make for a lovely getaway for a couple with a newborn.

Two paddleboats are moored next to a wooden dock, resting on calm waters. The boats feature a blue color with a simple design, and the dock extends towards the lake, reflecting the peaceful setting.

Apartment in Middletown

4.83 out of 5 average rating, 176 reviews

Lakeside apartment 2.5 miles from Wesleyan campus!

Walk out to your private deck from either the living room or the kitchen. Newly-refurbished apartment in a beautiful, peaceful setting on small lake, suitable for swimming or fishing. Enjoy free use of our paddleboat! This is an in-law apartment attached to our home, so we will be nearby to help with any issues that may arise during your stay.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Popular amenities for Middletown pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

A living room scene is displayed with a comfortable gray sofa and an accent chair positioned around a light wood coffee table. A fireplace is centered against a white brick wall, featuring a warm fire. A flat-screen TV is mounted above the mantel.

Home in Fairfield

4.96 out of 5 average rating, 162 reviews

Top Rated Gem | Fire Pit | BBQ | FFU | Near Beach

Top guest favorite

A fire pit area is surrounded by multiple red Adirondack chairs, providing a cozy gathering space. The grassy area leads to the lakefront, where a dock is visible. Lush greenery lines the opposite shore under a clear blue sky.

Home in Colchester

4.98 out of 5 average rating, 53 reviews

Waterfront Lake House on Pickerel Lake

A globe rests on a polished surface, accompanied by a wooden 'Hello!' sign. Sheer curtains filter soft light, creating a bright and welcoming scene. The composition offers a blend of decorative elements that enhance the living space.

Home in South Windsor

4.9 out of 5 average rating, 161 reviews

Spacious 3 Bedroom Ranch With Office

A serene lakeside view captures a vibrant sunset reflected on the calm water. The sky is filled with shades of orange and purple, framed by distant hills. A stone wall borders the foreground, leading into a pebbled area near the water's edge.

Home in Lake Pocotopaug

4.91 out of 5 average rating, 32 reviews

Lakeside Paradise with Breathtaking Sunsets

The cottage exterior is framed by lush greenery, featuring a welcoming entrance with a white door accented by a wreath. Blue hydrangeas bloom in pots beside the steps, leading to a stone pathway that invites guests to explore the property.

Home in Lake Pocotopaug

4.96 out of 5 average rating, 23 reviews

Lake House, Pet-Friendly

Top guest favorite

A sunlit corner of a cozy room features a plush pet bed with toys, a small table with magazines, and a comfortable chair. Windows with shutters allow natural light to fill the space, enhancing the inviting ambiance.

Home in East Haddam

5 out of 5 average rating, 33 reviews

Pet-Friendly Getaway in Historic East Haddam Home

The modern villa is depicted from an aerial view, showcasing its unique architectural design. The exterior features soft curves and a light-colored façade, harmoniously blending with the surrounding greenery. A wooden walkway leads to the entrance, emphasizing its connection to the natural landscape.

Home in Deep River

4.86 out of 5 average rating, 81 reviews

Starship River Views: Dates Just Newly Released

Top guest favorite

The exterior of the house presents a charming two-story design, surrounded by a spacious yard featuring trees and blooming shrubs. A wide driveway leads to a two-car garage, while the house's yellow facade and gray roof create a welcoming appearance.

Home in Bloomfield

4.96 out of 5 average rating, 134 reviews

Spacious Charming New England Cape

Pet-friendly home rentals with a pool

A stone pathway leads to a sparkling pool surrounded by lush greenery. Flowering plants in pots frame the pool area, while lounge chairs and a shaded umbrella provide seating options. Tall trees offer privacy, creating a serene outdoor retreat.

Guesthouse in Southbury

4.93 out of 5 average rating, 344 reviews

Charming Guest Cottage with Modern Amenities

The elegantly appointed 19th-century home is showcased against a lush green lawn. Two prominent stone chimneys rise from the building, and a charming stone well is positioned nearby. Surrounding yellow trees add a vibrant contrast to the dark exterior of the house.

Villa in Morris

4.89 out of 5 average rating, 131 reviews

LuxeCompound-HotTub Pool Sauna Treehouse Gamebarn

Top guest favorite

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

5 out of 5 average rating, 20 reviews

Amazing Oasis Private Pool, BBQ, Pool Table.

Top guest favorite

A spacious home is set against a backdrop of tall trees with vibrant autumn foliage. Sunlight filters through the branches, casting long shadows on the grassy slope covered with fallen leaves.

4.98 out of 5 average rating, 93 reviews

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

A clear blue pool is surrounded by a stone patio, featuring colorful floatation devices in the water. A diving board extends over the edge, while lounge seating and cabana beds are visible in the background. The pool area is enclosed by a white fence.

Apartment in Burlington

4.84 out of 5 average rating, 120 reviews

Charming apartment with breathtaking view!

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

4.92 out of 5 average rating, 53 reviews

Cozy studio unit

Top guest favorite

Cottage in Black Rock

4.98 out of 5 average rating, 101 reviews

Spacious Cottage Loft

Home in Litchfield

4.93 out of 5 average rating, 192 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

Private, pet-friendly home rentals

An aerial view of the farm showcases expansive green grounds interspersed with tree cover and pathways. Several fenced areas and horse barns are visible, along with well-maintained fields. The surrounding nature creates a serene environment, inviting a sense of peace and relaxation.

Apartment in Killingworth

4.91 out of 5 average rating, 65 reviews

Life on the Farm

Top guest favorite

Home in Rocky Hill

4.95 out of 5 average rating, 42 reviews

Cozy Waterfront Home w/ Hot Tub Connecticut River

The exterior of a charming two-story white house is shown, surrounded by blooming pink and white trees. The driveway leads to a double garage, and neatly manicured bushes frame the home. Soft clouds drift in a blue sky, adding a serene ambiance to the scene.

Cottage in Farmington

4.91 out of 5 average rating, 65 reviews

Charming Carriage House in Historic Farmington, CT

A living area features a gray sofa paired with an accent chair and a coffee table. A dining table with four chairs is situated nearby. Light-colored walls are enhanced by a piece of wall art, and natural light enters through multiple windows.

Home in West Hartford

4.87 out of 5 average rating, 93 reviews

Charming home in West Hartford

A functional kitchen features wooden cabinets and a mosaic backsplash. Stainless steel appliances, including a gas stove and microwave, are present. A double sink is positioned beneath the window, along with ample countertop space for meal preparation.

Apartment in Meriden

4.77 out of 5 average rating, 39 reviews

Home away from home (2 bedrooms, 2 beds)

A modern kitchen features a central island with three stools, surrounded by sleek countertops and essential appliances. Large windows and glass doors provide abundant natural light and a view of the outdoor area, seamlessly connecting the interior and exterior spaces.

Home in Clinton

4.88 out of 5 average rating, 25 reviews

Boulder Lake House Retreat

Top guest favorite

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

5 out of 5 average rating, 65 reviews

New England Charmer

A spacious sleeping area features a large window offering views of trees and a serene lake outside. Shelves with decorative items flank the window, while a cozy orange blanket and decorative pillows are arranged on the bed.

Tiny home in East Lyme

4.96 out of 5 average rating, 53 reviews

Lakeside Getaway Tiny House

Quick stats about vacation rentals that are pet-friendly in Middletown

Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi

Destinations to explore