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Pet-friendly vacation rentals in Middletown

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

  • Total vacation rentals

    Explore 20 vacation rentals in Middletown

  • Nightly prices starting at

    Middletown vacation rentals start at €35 per night before taxes and fees

  • Verified guest reviews

    Over 670 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Wi-Fi availability

    20 of Middletown vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Middletown rentals

  • 4.8 Average rating

    Middletown stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated pet-friendly home rentals in Middletown

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

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Guest favorite
A spacious in-ground pool is surrounded by a concrete patio. Lounge chairs are positioned nearby, offering a place to relax. A wooden fence provides privacy around the pool area, and the surface of the water reflects the sky above.
Home in Mason

Private Pool, Firepit, BBQ - A FUN place to RELAX.

Relax in total comfort with your family, and let your group enjoy a nice private backyard oasis with a deck and pool. This property has a crystal clear pool, furnished tiered deck, furnished patio, newly renovated interior, family game room fully equipped laundry, and more. We designed this location specifically for a fun group or family! Check out our extended-stay discounted rates. We are located very close to Kings Island, Liberty Centre, and many other local attractions. You will love Mason!

PetsWalkabilityFamily

4.86 out of 5 average rating, 111 reviews
Guest favorite
A charming home is surrounded by lush greenery, featuring a welcoming porch and a vibrant flower garden. Yellow chairs are positioned on the front lawn, while pink flowering plants add color to the landscape. Trees provide shade, creating a serene outdoor space.
Home in Loveland

Entire House Private Retreat on Little Miami River

Enjoy our newly remodeled beautifully furnished home right on the national scenic Little Miami River only quarter mile from the Loveland Bike Trail. Amazing views with access to canoeing, kayaking and biking. Sit on the deck and enjoy the privacy of the front yard. Huge comfortable family room. Fully stocked kitchen. Situated between Loveland, Milford, and Montgomery. 3 mile bike ride to Milford, 6 to Loveland, to enjoy local entertainment areas. 1.7 miles to I-275, 12 to Kings island

Outdoor spacesPetsKitchen

4.86 out of 5 average rating, 118 reviews
Guest favorite
A two-story home features a welcoming front porch with wooden railings and two large columns. A manicured lawn surrounds the house, accented by shrubs and stones. Large windows are visible on the upper floor, while the entrance showcases an inviting door.
Home in Hamilton

Hanover Gardens

15 minutes or less from Miami University, Spooky Nook, Hanover Winery, Hanover Reserve, Lake Lyndsay, and Hueston Woods. Welcome to your inviting retreat nestled between the vibrant towns of Oxford and Hamilton, Ohio! Our delightful home features 4 comfortable bedrooms, 2 full bathrooms, 2 half bathrooms, and an arcade room. . Whether you're here to relax, explore, or enjoy local events and attractions, we're excited to welcome you and ensure that your visit fulfills all your expectations.

WalkabilityOutdoor spacesTV

4.95 out of 5 average rating, 110 reviews
Top guest favorite
The exterior of a charming two-story house is shown, featuring white siding and teal shutters. A porch with decorative railings welcomes visitors, while an American flag hangs beside the entrance. Lush greenery and flowering plants adorn the garden, creating a vibrant yet serene atmosphere.
Home in Lebanon

Songbird House ~ Centrally Located

Welcome to Songbird House – A Charming Historic Stay in the Heart of Lebanon, OH This beautifully restored pet-friendly home offers the perfect escape for a couples retreat, family getaway, or girls’ trip. Located in downtown Lebanon, you’re steps from unique shops, cafés, and top events in Warren County, Ohio’s Largest Playground. Relax in the beautiful gardens, take a stroll through the neighborhood or explore nearby festivals, concerts, and fairs. Comfort, charm, and convenience awaits.

WalkabilityOutdoor spacesLocation

4.99 out of 5 average rating, 110 reviews
Top guest favorite
Guesthouse in Lebanon

Private carriage house on 3 acres!

New for 2024/2025... updated furniture with memory foam sleeper sofa, memory foam king and queen beds, additional twin mattress for floor for extra sleeping options. Outdoor conversation area! Bright and airy carriage house, located behind main house on 3 acres in Lebanon, Ohio. Close to downtown Lebanon, Springboro, Waynesville and short drive to Kings Island. -Kings Island 11 miles -Warren County Sports Park 7 miles -Roberts Center Wilmington 20 miles -Caesar Creek State Park 10 miles

Outdoor spacesPetsParks

4.95 out of 5 average rating, 528 reviews
Top guest favorite
A bright living room features two comfortable couches facing a television. Natural light fills the space through large windows. A coffee table sits in front of the seating area, complemented by two lamps and a decorative plant, enhancing the inviting atmosphere.
Home in Centerville

Centerville Mountain House

Welcome and enjoy your trip in one of Dayton's best neighborhoods! Direct access to downtown Dayton as well as UD and Wright State. There is so much available at your fingertips. Wake up and grab a coffee at Coffee Hub Centerville and breakfast at Bill's Doughnuts or My Favorite Muffin. Stop by Dorothy Lane Market, or Kroger to get your groceries. Take a walk through the neighborhood to Pleasant Hill Park. This house is the perfect home away from home for you and your family to enjoy!

PetsWalkabilityIndoor spaces

5.0 out of 5 average rating, 113 reviews
Top guest favorite
The living area features light-colored walls and a spacious couch, with a decorative area rug complementing modern furniture. A dining space showcases a round table surrounded by wooden chairs, and a kitchen equipped with contemporary appliances is highlighted by an island with seating.
Home in Mason

Sunesi Guest House

Welcome to our charming guest house nestled in a peaceful neighborhood, located minutes from Kings Island. Our guest house features 4 bedrooms, 2 1/2 baths & perfect for families or groups of friends. All bedrooms boast beds with plush bedding and smart TVs. Relax and unwind in the inviting shared areas with comfortable couches and smart TVs for entertainment. Fully equipped kitchen with modern appliances and island counter space. I have a doorbell camera monitoring my front door.

PetsOutdoor spacesParking

4.97 out of 5 average rating, 107 reviews
Top guest favorite
A dining area features a wooden table set for four, complete with plates and glassware. Soft lighting is provided by a chandelier above. Dark leather chairs surround the table, and a sign with the word 'blessed' is mounted on the wall, complementing the modern kitchen visible in the background.
Apartment in Monroe

Newly Remodeled Two Bedroom rental unit

Newly Remodeled, Pet Friendly, King & Queen Beds, Washer&Dryer in unit, Smart TV's in every room, Alexa, Keyless Entry. For children: high chairs, Pack and Play's with thick mattresses, Air Mattress. 2 miles from I-75, Close to Kings Island, Miami Valley Gaming Casino, Flea Markets, Premium Outlet Mall, Centrally located between Dayton and Cincinnati, 30 minutes to Cincinnati Reds, Bengals, Dayton Dragons. Close to Lebanon Sports Complex & Warren County Sports Park

WalkabilityPetsWifi

4.97 out of 5 average rating, 165 reviews
Guest favorite
A comfortable living area is presented, featuring a spacious sectional sofa and a large flat-screen television positioned on a wooden media console. Natural light enters through two windows, softened by white curtains. A patterned rug covers the floor, and a potted plant adds a touch of greenery.
Home in Hamilton

StayStonybrook - Fairfield Township

Spacious 4BR / 2BA Home in Fairfield Township—perfect for families, groups, and extended stays. Enjoy a huge backyard, pet-friendly comfort, and plenty of room to relax after a day of exploring. Sleeping Arrangements • King bedroom • Queen bedroom • Full bedroom • Twin bedroom with desk (great for work or kids) ✔ Two full bathrooms ✔ Large, fenced backyard ✔ Less than 20 minutes to Kings Island Comfort, space, and convenience—all in one stay.

Outdoor spacesPetsHeating

4.87 out of 5 average rating, 147 reviews
Guest favorite
A charming single-story house is surrounded by well-maintained greenery, including bushes and shrubs. The home features a light-colored exterior with a gabled roof and several windows that invite natural light. A spacious lawn provides an open area in front of the house.
Home in Dayton

The Cozy Cottage

Very charming, convenient, and safe home located in the heart of the historical district of Centerville, and within walking distance to everything from shopping and restaurants to parks, mini golf, indoor swimming pools, nature hikes, and nightlife! It's a perfect mix between convenience and privacy with a big back yard that offers a quiet habitat for wildlife as well as having space to play and relax. *Reach out about Long term stays!

PetsWalkabilityHeating

4.87 out of 5 average rating, 163 reviews
Superhost
A single-story house is depicted, featuring light-colored siding and a sloped roof. A two-car garage is present, with a neatly paved driveway leading to the entrance. Lush green grass surrounds the home, complemented by a leafless tree in the front yard.
Home in Middletown

New home & huge yard! 3-bd, 2 baths with game room

Enjoy our spacious master bedroom, brand new furniture, peaceful backyard with a 2 person hot tub, BBQ grill, fully equipped kitchen, game room, convenient parking, and 3 spacious bedrooms. We have everything you need to stretch your legs and relax. Ideal for visiting sights in Cincinnati (25 min) or Dayton (15 min) as well as King's Island (15 min). Close to shops, restaurants, and entertainment. Kids and families are welcome!

PetsOutdoor spacesLaundry

4.89 out of 5 average rating, 243 reviews
Top guest favorite
The living room showcases a cozy seating arrangement with a patterned couch and armchair. A wooden coffee table is placed on a textured rug, and a wall-mounted television is visible. Natural light enters through a large window, framed by orange curtains.
Cottage in Hamilton

Four Mile Creek Cottage - Countryside Getaway

Relax and unwind with the whole family at this peaceful countryside getaway. Situated on 4 acres of woodlands greenery, directly overlooking Four Mile Creek, the cottage is tucked away from city noise yet super accessible: 5-minute drive to Spooky Nook Champion Mill and Downtown Hamilton, 15-minute drive to Miami University and Uptown Oxford, 50-minute drive to Cincinnati, 1-hour drive to Dayton, Ohio.

Outdoor spacesPetsAmenities

4.98 out of 5 average rating, 187 reviews

Popular amenities for Middletown pet-friendly home rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly house rentals

Superhost
Home in Dayton

Beautiful Home: Near WSU/UD/WPAFB/ M.V. Hospital.

WalkabilityOutdoor spacesComfort

4.9 out of 5 average rating, 165 reviews
Top guest favorite
Home in Hamilton

Home to yourself! Walk to Spooky Nook & Main St.

WalkabilityPetsFamily

4.96 out of 5 average rating, 165 reviews
Top guest favorite
A welcoming living room features a black couch, two light-colored club chairs, and a coffee table on a woven rug. Natural light fills the space through large windows adorned with white drapes. A decorative mirror and side table enhance the room's charm.
Home in Dayton

Private charming home w Fenced yard and fire pit

Outdoor spacesPetsSleep quality

4.94 out of 5 average rating, 213 reviews
Top guest favorite
The entrance to the home is shown, featuring a welcoming porch with two rocking chairs and a decorative entry sign. A clean concrete path leads to the front door, and the surroundings include a landscaped area with gravel and a green lawn, alongside a white fence.
Home in Lebanon

Bungalow in Downtown Lebanon

PetsOutdoor spacesLong stay

4.98 out of 5 average rating, 121 reviews
Top guest favorite
The exterior of a charming farmhouse is displayed, featuring white siding and dark shutters. A welcoming front porch with two red chairs is visible, surrounded by a lush green lawn and trees. The peaceful country setting is highlighted by the clear sky.
Home in Oxford

Hagen Homestead, Quiet farmhouse , minutes away.

WalkabilityPetsQuiet

4.99 out of 5 average rating, 233 reviews
Top guest favorite
Home in Cincinnati

Rose Haven • Peaceful • Romantic • Family-Ready

PetsOutdoor spacesFamily

4.95 out of 5 average rating, 264 reviews
Superhost
A two-story home with a welcoming front porch is displayed, featuring white siding and black shutters. Seasonal leaves from the surrounding trees add a touch of color to the yard. A paved walkway leads to the entrance, framed by grass and landscaping.
Home in Mason

Beautiful 3 Bedroom home next to Kings Island

PetsOutdoor spacesParking

4.86 out of 5 average rating, 155 reviews
Top guest favorite
A single-story home is framed by a well-manicured lawn and mature trees. The exterior features light beige siding, red shutters, and a welcoming porch with seating. A pathway leads to the entrance, complementing the tranquil and inviting atmosphere.
Home in Beavercreek

Creek Cottage

Outdoor spacesPetsComfort

4.98 out of 5 average rating, 137 reviews

Pet-friendly home rentals with a pool

Guest favorite
The living area showcases a mix of modern and historic elements, featuring a cozy sofa and leather armchair. Large windows allow natural light to fill the space, while a neutral area rug enhances the atmosphere. A decorative table adds function and style.
Apartment in Cincinnati

OTR Penthouse: Walk Everywhere & FREE Parking

WalkabilityLaundryBathroom

4.85 out of 5 average rating, 474 reviews
Top guest favorite
A spacious rooftop patio is furnished with a comfortable seating arrangement, featuring outdoor sofas with red accent pillows and a coffee table. A grill is positioned nearby, and a large blue umbrella provides shade, enhancing the area for relaxation and gatherings.
Home in Over-The Rhine

Rooftop Patio | Walkable 2BR Downtown Retreat

WalkabilityOutdoor spacesLayout

4.92 out of 5 average rating, 408 reviews
Guest favorite
Guest suite in Edgewood

Mod Lodge Hot Tub Open Pool closed

WalkabilityPetsLayout

4.89 out of 5 average rating, 369 reviews
Guest favorite
The living area features a stylish gray sofa and a pull-out couch, complemented by two light blue chairs. Sunflowers atop a side table add a touch of color. Warm light filters through the green-shuttered windows, illuminating the patterned rug beneath.
Apartment in Over-The Rhine

Hip Eclectic 1 bedroom in OTR w/free parking

PetsWalkabilityTV

4.88 out of 5 average rating, 898 reviews
Top guest favorite
A single-story red brick house is displayed with a neatly manicured lawn. The front porch is adorned with white railings and supported by two columns. An American flag is mounted on the porch. Large windows and decorative shutters enhance the façade.
Home in Hamilton

Kingston Cottage Retreat

PetsOutdoor spacesIndoor spaces

4.98 out of 5 average rating, 80 reviews
Top guest favorite
Home in Miamisburg

Acre & Aqua 4bd home w/swim spa & private acre

Outdoor spacesPetsGrill

5.0 out of 5 average rating, 18 reviews
Superhost
A cozy living area features a flat-screen TV mounted above a fireplace. A comfortable gray sofa faces the seating area, which includes a blue accent table and an armchair beside a lamp. Two large windows are dressed with light curtains, allowing natural light to fill the space.
Apartment in Sharonville

Modern Furnished Townhome Move-In Ready

CleanlinessHospitalityValue

4.89 out of 5 average rating, 9 reviews
Superhost
Home in Fairfield

Pool-Hot Tub-Fenced Yard-Pool Table-Sleeps 10

Outdoor spacesPetsCleanliness

4.81 out of 5 average rating, 16 reviews

Private, pet-friendly home rentals

Top guest favorite
A covered porch area features wooden flooring and white railings. Two hanging flower baskets add color, while a light illuminates the entrance, which is framed by double doors. A chair is positioned nearby, creating a welcoming entry point to the suite.
Guest suite in Hamilton

Cozy Country Studio Suite

Outdoor spacesPetsParking

4.94 out of 5 average rating, 388 reviews
Top guest favorite
The exterior of a renovated home is showcased, surrounded by lush green grass and wooded areas in the background. Multiple windows reflect the natural light, and a covered entrance with a central door is visible. The building features a mix of stone and siding.
Apartment in Loveland

Spacious Studio cottage near downtown Loveland

WalkabilityPetsComfort

4.97 out of 5 average rating, 106 reviews
Top guest favorite
Guesthouse in Middletown

Shamrock Farm Guesthouse

PetsHospitalityDecor

5.0 out of 5 average rating, 18 reviews
Guest favorite
A cozy living area features a light-colored sofa with floral accents, paired with a contrasting accent chair. A wooden entertainment unit houses a flat-screen TV, while a wall sign stating 'always thankful' adds a personal touch. Soft lighting is provided by recessed lights.
Apartment in Hamilton

Heart of Hamilton #6- Spooky Nook, Miami U

WalkabilityPetsLocation

4.89 out of 5 average rating, 37 reviews
Guest favorite
A horse is seen grazing peacefully in a lush green pasture enclosed by a wooden fence. The backdrop features trees and open fields, providing a natural and serene setting under a clear sky.
Barn in Lebanon

102 Acre Pet Friendly Horse Farm!

PetsOutdoor spacesHiking

4.89 out of 5 average rating, 72 reviews
Superhost
Home in Miamisburg

The Urban Nest Miamisburg

PetsBathroomNearby

4.68 out of 5 average rating, 28 reviews
Guest favorite
Home in Oregonia

Casa Del Rio Azul (Blue River House)

PetsOutdoor spacesComfort

4.96 out of 5 average rating, 48 reviews
Superhost
A spacious living area features a large sectional sofa with decorative cushions, centered around a round coffee table. A vibrant mural of an underwater scene adds color to one wall, while a dining table is visible in the background. Soft lighting is provided by a chandelier.
Home in West Chester

Ocean Palace (12 Guests)

PetsAmenitiesSleep quality

4.78 out of 5 average rating, 36 reviews

When is the best time to visit Middletown?

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Avg. price€91€85€101€113€148€143€168€168€140€135€110€94
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