Pet-friendly holiday rentals in Middletown

4.92 out of 5 average rating, 157 reviews

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

This wonderful, spacious, remodeled home is the perfect place to stay in the Dayton area! Whether you stay for one night, or many, it provides you with an excellent atmosphere along with a safe, family friendly neighborhood. This beauty provides you with everything you need to feel at home with brand new beds and linens, WIFI, TV’s, and a large brand new kitchen. Close to highway access. Close to WPAFB, AF Museum, University of Dayton, M.V. Hospital, WSU University, shopping and restaurants etc…

Outdoor spacesWalkabilityBathroom

4.88 out of 5 average rating, 104 reviews

A cozy living area features a spacious sofa and a wooden chair positioned beside a wood-burning stove. Natural light fills the room through two windows adorned with sheer purple curtains. A decorative area rug lies on the wooden floor, with a mirror reflecting the serene outdoor view.

Cottage in Somerville

Quaint Stream Side Cottage 15m Oxford&Hamilton Oh

Charming and quaint 800sqft cottage on a beautiful farm in the hills! Come relax in a corner of nature just 15min East of Oxford, Ohio. Wake up to a small stream, and the distant gentle sound of nature and farm animals awakening. Plus amazing views on the horizon. Soak up the enjoyment of natures small little expressions. This cottage accommodates 1-5 guests with one queen bed, a full size sleeper sofa and a very comfy twin mattress. Comes with an equipped kitchen and high speed internet.

PetsOutdoor spacesQuiet

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.

4.94 out of 5 average rating, 104 reviews

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.

WalkabilityPetsSleep quality

4.95 out of 5 average rating, 502 reviews

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

WalkabilityOutdoor spacesHospitality

4.97 out of 5 average rating, 160 reviews

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

PetsWalkabilityQuiet

4.92 out of 5 average rating, 112 reviews

A well-lit bedroom features a spacious bed covered with a light blanket, positioned on a large area rug with floral patterns. Two windows allow natural light to enter, while a desk with a chair and a fan are situated against one wall. Decorative plants add a touch of greenery.

Home in Kettering

Lively 2 BR by The Greene/Hospitals/Fraze Pavilion

Join us for a clean & cozy stay at your home away from home. This home is situated in a well placed neighborhood, close to the mall, shops, restaurants, festivals, several hospitals and more! Our home is tastefully decorated and loaded with the comforts of home. We feature 2 full bedrooms, full kitchen (w/ a coffee machine) and a full size washer and dryer. We look forward to hosting you! *Snacks and décor may vary Certain times of day the road gets a little busy

PetsOutdoor spacesNearby

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.

4.87 out of 5 average rating, 137 reviews

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 spacesPetsAccess

4.9 out of 5 average rating, 234 reviews

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!

Outdoor spacesPetsFamily

4.91 out of 5 average rating, 241 reviews

A modern two-story building is framed by lush greenery and mature trees, featuring a mix of dark wood and stone accents. Large windows provide natural light, while a curved pathway leads to the entrance, enhancing the inviting exterior.

Apartment in Tipp City

Heartland - 2nd Floor Upper Level

Kick back and relax in this calm, stylish space. We invite you to exlore this hidden gem just outside of Tipp City, OH. Guests will enjoy a private bedroom, bathroom, kitchen, living area, and designated patio space all to themselves. Guests will enjoy the tranquil atmosphere and beautiful natural landscape with nearby biking or hiking trails. Grill out, make a fire, enjoy peaceful walk on the labyrinth and so much more.

WalkabilityOutdoor spacesPool

4.99 out of 5 average rating, 154 reviews

A single-story farmhouse is surrounded by vibrant autumn trees, showcasing shades of red and orange. A wooden deck is adorned with a green umbrella, while decorative pumpkins and potted plants are arranged at the entrance. A partly cloudy sky offers a serene backdrop.

Farm in Blanchester

Charming Pet Friendly Farmhouse

Welcome to our charming 3-bedroom, 1-bathroom farmhouse, nestled in the fields just outside of Blanchester, Ohio. This entire house is a cozy retreat, perfect for a relaxing getaway with family or friends. With a picturesque setting, a fenced yard for your beloved pets, and stunning views of 25 acres of lush farmland, you'll experience the tranquility of rural living while still being conveniently close to nearby cities.

Outdoor spacesPetsView

4.98 out of 5 average rating, 181 reviews

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 spacesPetsBackyard

5 out of 5 average rating, 102 reviews

A cozy cottage exterior is framed by neatly trimmed shrubs and seasonal planters at the entrance. The house features a sloped roof with dark shingles and shutters. A stone pathway leads to a welcoming front door, complemented by subtle outdoor lighting along the walkway.

Home in Lebanon

Cozy Cottage with Gazebo Just off I71

Escape to our charming, pet-friendly Countryside Cottage for up to 6 guests! Near Kings Island & historic Lebanon, this cozy home is the perfect family getaway. Enjoy a relaxing massage chair, electric fireplace, a beautiful gazebo with a fire table, and a fully equipped kitchen. Experience a perfect blend of country peace and convenient access to local attractions.

Outdoor spacesWalkabilityHeating

Popular amenities for Middletown pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.96 out of 5 average rating, 45 reviews

The exterior of a modern two-story home is presented, featuring a combination of white and dark blue siding. A prominent gabled roof and wooden accents frame the front door. A driveway leads to a two-car garage, and landscaping includes low bushes and a lawn.

Home in Middletown

NEWLY built sanctuary. Come make yourself at home!

PetsLocationLong stay

4.96 out of 5 average rating, 247 reviews

A bright living area is furnished with two blue sofas and a white coffee table, complemented by a light-colored desk and cheerful blue chair. Natural light enters through large windows, while a ceiling fan adds to the comfort. A welcoming entrance features a decorative clock.

Home in Xenia

Home in Xenia

PetsOutdoor spacesBarbecue

4.83 out of 5 average rating, 100 reviews

Home in Xenia

Quiet 3BR w/Sunset Views -Garage Lounge | Sleeps 6

Outdoor spacesPetsCheck-in

A spacious living room is filled with natural light, featuring two comfortable sofas arranged around a coffee table. A large television is set on a dark wooden stand, while a decorative clock adds detail to the white brick fireplace. A floor lamp stands in a corner, providing additional lighting.

5 out of 5 average rating, 156 reviews

Peaceful 3BR House Minutes From Downtown Dayton!

PetsWalkabilityCheckout

4.78 out of 5 average rating, 110 reviews

The exterior of the home is presented, featuring a two-story structure with light yellow siding and a brick accent. A driveway leads to an attached garage, while a well-maintained lawn is bordered by vibrant shrubs. Trees provide a natural backdrop.

Home in Beckett Ridge

Golf Course, Skyline Views, 12 mi Kings Island

WalkabilityPetsBarbecue

4.99 out of 5 average rating, 100 reviews

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

PetsOutdoor spacesView

A striking blue exterior is complemented by a bright yellow door, creating a vibrant entrance. A large window beside the door allows natural light to illuminate the space within. The setting is accented by nearby greenery and a concrete path leading to the entrance.

4.98 out of 5 average rating, 209 reviews

Oak Street Place in Historic South Park District

PetsWalkabilityComfort

4.92 out of 5 average rating, 59 reviews

A serene bedroom is presented, featuring a spacious bed dressed in white linens. Two framed bird prints adorn the gray walls, while a geometric art piece is displayed beside the window. Natural light enters through curtain-draped windows, enhancing the calming ambiance.

Home in West Carrollton

Freshly Remodeled! The Carnation House

WalkabilityOutdoor spacesParking

Pet-friendly home rentals with a pool

4.9 out of 5 average rating, 29 reviews

The Paper Plane - Pool - Sauna-Poker Room-Sleeps 8

Outdoor spacesPetsKitchen

Apartment in Over-The Rhine

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.

4.88 out of 5 average rating, 859 reviews

Hip Eclectic 1 bedroom in OTR w/free parking

WalkabilityPetsBeach

Apartment in Over-The Rhine

4.91 out of 5 average rating, 33 reviews

OTR+CBD | 1-Bed Suite l Free Parking l Gym & Pool

WalkabilityParksComfort

4.87 out of 5 average rating, 135 reviews

Condo in Mount Adams

Your perfect Love Nest! Romantic and Serene

WalkabilityPetsAir conditioning

4.95 out of 5 average rating, 112 reviews

A spacious home is set on a lush green lawn, surrounded by trees. A large circular driveway leads to the entrance, which features a welcoming porch. A separate garage structure is visible in the background, emphasizing accessibility within the tranquil landscape.

Home in Aurora

Unique Luxury Family Retreat

Outdoor spacesWalkabilityLaundry

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.

4.97 out of 5 average rating, 62 reviews

Kingston Cottage Retreat

PetsOutdoor spacesComfort

4.78 out of 5 average rating, 18 reviews

Home in Middletown

New Inground Pool! Pet Friendly with fenced yard.

Outdoor spacesPetsTV

4.84 out of 5 average rating, 477 reviews

An inviting living space features a small dining table with two high chairs and a cozy seating area, including a light-colored armchair and a textured rug. The kitchen showcases modern cabinets and a subtle backsplash, while natural light streams through the nearby windows.

Apartment in Cincinnati

Stylish Flat w/ Parking Walkable

PetsWalkabilityQuiet

Private, pet-friendly home rentals

4.95 out of 5 average rating, 276 reviews

An A-frame structure with a distinctive red roof is positioned near the Stillwater River, surrounded by bare trees and lush green grass. A wooden deck extends towards the water, while a firepit with seating is visible in the foreground, enhancing the outdoor setting.

Tiny home in Dayton

Sleep Riverside on Stillwater River| Safe & Serene

WalkabilityOutdoor spacesDecor

4.91 out of 5 average rating, 34 reviews

A two-story farmhouse is set amidst lush greenery, featuring a large wraparound porch with white railings. A gravel driveway leads to the home, while an adjacent outbuilding is visible in the background. The well-maintained lawn offers ample space for outdoor activities.

Farm stay in Waynesville

The Guest House at Fly-Inn Farm

Outdoor spacesCheck-inComfort

The exterior of the tiny home is showcased, featuring a dark green wooden facade. A single door with six panels stands prominently, complemented by a small window. Planters with greenery are positioned beside the entrance, and a wooden deck extends from the front, partially covered by snow.

4.95 out of 5 average rating, 88 reviews

Tiny Home fit for a King: Near Belmont Park!

PetsWalkabilityAmenities

4.93 out of 5 average rating, 27 reviews

1895 meets 2025 Townhouse

WalkabilityPetsParks

4.96 out of 5 average rating, 49 reviews

An open living area is featured with a spacious dining table accompanied by bar stools. A modern kitchen is visible in the background, while a cozy seating arrangement invites relaxation. A bright bathroom displays a glass-enclosed shower with sleek black accents and a neutral color scheme.

Home in South Lebanon

The Cincy Nest

PetsWalkabilityLocation

The exterior of a charming red house features white shutters and a decorative front porch with a swing. A wrought iron fence surrounds the front yard, which is adorned with bushes and colorful flowers. A concrete pathway leads to the entrance.

4.95 out of 5 average rating, 55 reviews

Heritage House at Campbell Park

Outdoor spacesPetsAmenities

4.92 out of 5 average rating, 25 reviews

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

PetsWalkabilityValue