Pet-friendly vacation rentals in Middletown

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Top-rated pet-friendly home rentals in Middletown

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Top guest favorite

The exterior of a charming studio cottage is visible, featuring white siding and red shutters. A well-maintained grassy area surrounds the building, with planters of flowers by the windows. A friendly dog is resting on the lawn, showcasing a peaceful rural setting.

Guesthouse in New Lebanon

4.97 out of 5 average rating, 201 reviews

Cottage on a working market garden

Studio cottage with full bath and self-catering kitchen with pots and pans, etc., queen sized bed with fresh linens and towels provided. This cottage is on a working market garden. Maximum occupancy two adults. We do have a small bed that could be added to accommodate a small child about 6 years and under. WE WILL ACCEPT SOME PETS, BUT NOT ALL. We are one mile from grocery shopping. Local roads ideal for cycling. Thirteen miles west of Dayton. Price includes fresh flowers and vegetables from the garden during the season. One cat on the property. Cottage has ceiling fan and good air circulation and a window air-conditioner during the warmer months. There is a TV that streams Apple TV and Kanopy in the cottage, and excellent WIFI access. National Air Force Museum in Dayton is only 20 miles/ 30 minutes away. University of Dayton is 14 miles/ 20 minutes from the cottage. Dayton International Airport is 21 miles/ 26 minutes away. Your hosts are a hospitable couple who enjoy meeting new people. If no one else is booked after you, we can be more flexible with the check-out time.

Guest favorite

A cozy studio space features a plush leather sofa and a handmade wooden table, complemented by warm, rustic decor on the walls. The comfortable bed is adorned with patterned bedding, and a bouquet of flowers offers a touch of color to the inviting atmosphere.

Tiny home in Ludlow

4.91 out of 5 average rating, 297 reviews

Ludlow Bungalow II 5 minutes to downtown cincy

A one of a kind backyard glamping experience. Urban camping at its finest; The Ludlow Bungalow II is a creative project revamping a detached garage to a cozy wood trimmed studio apartment. Almost all of the building material is recycled from pallets, construction scrap wood and materials, and things gifted to me or old items I've replaced for customers over the years working as a contractor. This bungalow is perfect for short stays, with comfortable memory foam mattress and pillows, kitchenette

Top guest favorite

A single-story brick home is set against a green lawn, featuring a covered front porch and white railing. An American flag is displayed, and blue shutters frame the windows. Mature trees provide a backdrop, enhancing the home's inviting presence.

Home in Hamilton

4.96 out of 5 average rating, 151 reviews

Cozy Cottage With A Pool

Stay at our **Cozy Cottage**—just **10 minutes** from **Spooky Nook** and **20 minutes** from **Miami University Oxford!** 🏡 **Relax in our welcoming retreat with NO hidden fees:** ✔️ No charge for extra guests ✔️ No pet fees—bring your furry friends! ✔️ No Airbnb fees—we cover them! ✔️ No cleaning fee (unless excessively dirty) 🌊 **Enjoy our seasonal stock tank pool!** Book with us for **comfort, convenience, and complete transparency!** Your perfect stay starts here. ✨🏡

Guest favorite

The house features a white exterior with a distinctive red metal roof. A welcoming front porch is accessible through a covered entry, surrounded by lush greenery and mature trees, creating a serene setting. The windows are framed by traditional shutters, adding character to the structure.

Cottage in Morrow

4.95 out of 5 average rating, 151 reviews

Rossburg Tavern (1800’s)

This house was built in the early 1800's as part of a small town "Rossburg" that no longer exists and is reported to have been a Tavern. This is one of the last remaining structures for this town along with the barn and house across the street. The house sits on one acre of land surrounded by farmland, so you'll have opportunity to relax by a campfire, enjoy the unique architecture of the house, or explore the wide variety of entertainment options all within 20 minutes of the house.

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

4.98 out of 5 average rating, 130 reviews

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

Top guest favorite

An air conditioning remote control is mounted on a wall holder. The display shows a temperature setting of 73°F, with buttons for various functions including fan mode and timer settings. The remote is white, featuring a clear digital screen.

Guesthouse in Lebanon

4.95 out of 5 average rating, 424 reviews

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. 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

Guest favorite

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

4.9 out of 5 average rating, 178 reviews

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!

Guest favorite

A rustic two-story home is nestled among lush greenery, featuring a wooden deck with an umbrella. A stone pathway winds through natural landscaping, leading to the entrance, while trees frame the peaceful setting, enhancing the connection with nature.

Apartment in Tipp City

4.89 out of 5 average rating, 164 reviews

Harmony Farm Life - Ground Level

Take it easy at this unique and tranquil getaway. 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.

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

4.97 out of 5 average rating, 151 reviews

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.

Top guest favorite

A dining area features a rustic wooden table set with a woven runner and a decorative vase containing fresh flowers. Surrounding it are four white, cushioned chairs. The space is brightened by natural light coming through large windows, with a cozy living area visible in the background.

Home in Belmont

4.97 out of 5 average rating, 177 reviews

Updated home in Dayton with low fees!

This unique home in Dayton is loaded with charm. It has been updated in all of the right places to maintain its original character while providing all of the amenities you desire. You'll get quartz countertops, new appliances, high-end mattresses, brand new wood bedframes, and a sit-in front porch. Whether you are here for work or play, this home will be a great "home away from home".

Superhost

A comfortable living room is presented, featuring a light-colored sofa arranged in front of a brick fireplace. Natural light streams through large windows adorned with sheer curtains, illuminating the space. A simple, rectangular coffee table is placed on a textured area rug.

Apartment in Cincinnati

4.76 out of 5 average rating, 127 reviews

Charming Apt ~ Balcony ~ Wi-Fi ~ Free Parking

This lovely apartment is situated on a serene street in Cincinnati, situated three houses over from the historic Wyoming neighborhood. Walkable distance to Wyoming coffee, local bars and shopping. There is a private balcony and the kitchen is fully stocked with everything you need to prepare a meal along with stainless appliances. Free parking out front and fast Wi-Fi

Superhost

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

4.86 out of 5 average rating, 113 reviews

Fairfield Twp Hideaway!

Awesome 4 Bedroom | 2 Full Bath House | Huge Backyard | Pet Friendly Located in Fairfield Twp, OH | This 4 Bedroom, 2 Full Bath is the perfect spot for a family get away. Bedroom Layout: - King Size Room - Queen Size Room - Full Size Room - Twin Room w/ Desk 2 FULL Baths! Large Backyard! Less than 20 Minutes from Kings Island!