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, 217 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, 316 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.

Top guest favorite

A cozy sleeping area features a queen bed dressed in soft neutral linens, positioned in front of a charming stone fireplace. A wooden bench complements the space, while decorative curtains frame the window, and soft glow from candles adds warmth.

Apartment in Pleasant Ridge

4.93 out of 5 average rating, 138 reviews

Dani's Darling Den

Enjoy a cozy stay in a mid century boho retreat in a classic Tutor home. Located in Pleasant Ridge, this is a one bedroom efficiency apartment with a full bathroom (shower, no tub), wet bar, mini fridge, and microwave, toaster/oven/air fryer. One queen bed and an additional guest can sleep on the fold out couch. The space has a private entrance and free parking on a quiet street. Pet friendly and and fenced yard. Three minute walk to the park, 7 minute walk to the local entertainment district.

Guest favorite

A modern living area features a brown leather sofa paired with a glass coffee table, complementing a decorative area rug. A stylish desk and chair are positioned nearby, while natural light filters through two windows. A circular mirror and wall art add character to the space.

Apartment in North Avondale

4.93 out of 5 average rating, 113 reviews

*Contemporary 1 bed close to Xavier & Downtown*

Enjoy a stylish experience at this centrally-located place. We offer this beautiful 1 bed, 1.5 bath unit in this newly remodeled building. Private parking included on the property. Every amenity you would need for a comfortable, and relaxing stay is in this unit! With close proximity to Xavier University, this could be the perfect place for college visitors. We are not even 10 mins from downtown Cincinnati, and about 20 to CVG airport. Close proximity to all hospitals in the city of Cincinnati

Top guest favorite

Guesthouse in Lebanon

4.95 out of 5 average rating, 441 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

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

4.96 out of 5 average rating, 158 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

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, 194 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!

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

4.98 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".

Top guest favorite

A three-story brick building is shown, framed by lush greenery. The entrance, highlighted by a set of steps, is adorned with decorative plants. Windows are equipped with black shutters, creating a cohesive exterior appearance. A drive leads to a semi-covered parking area in front.

Apartment in Bellevue

4.94 out of 5 average rating, 194 reviews

Historic Apt #1 near Downtown

**No cleaning or pet fees!** Freshly remodeled apartment, located in the safe, historical, Bonnie Leslie neighborhood, designed for a comfortable short or long term stay! Less than a mile from downtown Cincinnati, pro-sport stadiums, concert venues, OTR, Cincinnati Zoo, Newport on the Levee, Newport Aquarium, the expressway, Kroger, many restaurants and shops.

Top guest favorite

A charming single-story home with a welcoming front porch illuminated by warm string lights. Stone and wood accents enhance the exterior, while well-maintained landscaping features green plants and autumn leaves. The inviting entrance includes two chairs for relaxation.

Home in Hearthstone

4.95 out of 5 average rating, 147 reviews

The Cozy Corinth

Welcome to The Cozy Corinth! A peaceful escape from the hustle and bustle of everyday life. Conveniently located just a short drive from downtown Dayton. Note: Please, no parties or events! We are located in a small, quiet neighborhood and cannot accommodate parties or events. Thanks for your understanding.