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, 219 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.

Top guest favorite

A spacious living area is equipped with a comfortable leather sofa and contemporary wooden furniture. A large television is mounted on the wall, while a stylish round coffee table sits in the center. Natural light enters through two windows, enhancing the neutral color palette.

Bungalow in South Park

4.96 out of 5 average rating, 319 reviews

South Park Guest House

Historic South Park guesthouse. Built as the center of 3 sisters, this 1920 shotgun cottage and its neighbor to the right were bought by me, a neighborhood activist, who stripped them both down to the studs. What you'll find is a mix of historic, modern, and mid-century modern, with vaulted ceilings with skylights in both the bedroom and the spacious bathroom, and safe, snug, and quiet thanks to the insulation, new windows, new doors, and Berber carpet. Owned by a Certified Service Disabled Vet.

Guest favorite

An outdoor seating area is shown, featuring a dark circular table surrounded by four comfortable chairs on a patterned rug. Steps lead to the entrance of the modern home, which is complemented by a hot tub situated in a private fenced space.

Home in Seminary Square

4.91 out of 5 average rating, 169 reviews

Covington Cottage | Romantic Hot Tub Retreat

Historic Charm Meets Modern Comfort | Hot Tub, Walk to MainStrasse Step back in time in this beautifully restored pre-1860 home, a stylish 1-bed, 1-bath retreat in historic Covington. Bold, moody interiors, vintage décor, and cozy spaces set the scene. Soak in the private hot tub, sleep soundly in the king bed, and enjoy the unique bathroom that guests rave about. Walk just 5 mins to MainStrasse Village or Madison Ave for bars, restaurants, and cafes. Downtown Cincinnati is just minutes away!

Top guest favorite

Guesthouse in Lebanon

4.95 out of 5 average rating, 443 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. 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

Guest favorite

An outdoor space features wooden lounge chairs arranged on green artificial turf. A wooden barrel sauna stands prominently, with a five-person hot tub nearby. Soft cafe lights hang overhead, creating a welcoming environment.

Home in South Park

4.95 out of 5 average rating, 132 reviews

Luxury & Wellness

Discover a sanctuary of wellness and luxury in the heart of Dayton, Ohio. Our exclusive three-bedroom, two-bath home is not just a place to stay, it's an immersive bio-hacking experience designed to rejuvenate your mind, body, and soul. Here, health technology isn't just an amenity, it's a way of life offered to our guests at no extra cost. You have seen celebrities like Joe Rogan embrace these technologies on social media, and now it's your turn to experience their transformative power.

Guest favorite

A historic two-story house is set on a curved road, surrounded by lush greenery. A large tree provides shade to the front yard, which features a white picket fence and gravel driveway leading to an adjacent structure. The inviting exterior reflects classic architectural elements.

Cottage in Morrow

4.96 out of 5 average rating, 160 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, 140 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

Guest suite in Loveland

4.97 out of 5 average rating, 101 reviews

1 bedroom cottage near historic dowtown Loveland

Historic Downtown With shopping, great food and sweet treats, Loveland's Historic Downtown District has it all! Spend a day enjoying a picnic lunch in Nisbet Park, enjoying a meal at one of the restaurants, shopping at a specialty retail store, taking a bike ride and so much more! Downtown Loveland is a great place to live and play! The Little Miami Scenic Bike Trail runs through the Historic Downtown, parallel to the Little Miami River.

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

4.89 out of 5 average rating, 196 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

Apartment in Tipp City

4.93 out of 5 average rating, 172 reviews

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.

Top guest favorite

A cozy living area features a comfortable recliner beside a decorative wooden shelf adorned with vibrant textiles. A vintage television stands nearby while a small electric fireplace adds warmth, complemented by a stylish lamp. A basket of baked goods sits on a wooden table.

Cottage in Hamilton

4.98 out of 5 average rating, 161 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.

Superhost

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 Dayton

4.93 out of 5 average rating, 205 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".