Pet-friendly vacation rentals in Middletown

Cozy Hot Tub Escape, Walkable to Bars/Restaurants

A romantic getaway with vintage soul — complete with an exclusive, semi-private hot tub under the stars. This beautifully restored pre-1860 home pairs bold design and cozy comfort for the perfect couple’s escape. Sink into the plush king bed for a peaceful night’s sleep. The unique bathroom — with its luxurious finishes and historic charm — is a guest favorite. The shops, restaurants & bars of MainStrasse or Madison Ave are just a 10 min walk. Downtown Cincinnati is only a few mintues by car!

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.

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.

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

Historic Victorian Gem | Lovingly Curated Retreat

Step inside a lovingly preserved Victorian duplex with original architecture at every turn. Ascend the original carved staircase to your private apartment, stained glass transoms, and other historic details create an atmosphere no modern rental can replicate. Enjoy a morning coffee out on the peaceful front porch as you gaze across a blooming garden. Five minutes from downtown Cincinnati, nestled in a charming, safe, walkable neighborhood with indie cafes and local boutique shops.

Hagen Homestead, Quiet farmhouse , minutes away.

Quiet country setting, 2 Bedroom, 1 Bath home. Super charming modern farmhouse but still has that " a simpler day and time" feel. From the warm, cozy fireplace for cold nights, to the soft Bamboo sheets and towels for your pleasure. Plush top rated hybrid mattresses. Private fenced in backyard with fire pit, grill and tree swing just waiting to make memories. Feels like you are miles away from everything but you are only 4 miles from Miami University. Miami parents welcome!!

Bungalow in Downtown Lebanon

Welcome to your newly renovated one-bedroom home! This chic retreat features a spacious king bed and a comfy pull-out couch with a mattress topper for extra coziness. The gleaming kitchen boasts brand-new appliances, perfect for culinary adventures. Step outside to your private back patio, complete with a Solo Stove for warm, relaxed evenings. Plus, enjoy the convenience of being within walking distance to the vibrant downtown scene. Your ideal home away from home awaits!

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.

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!

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.

Tiny Home fit for a King: Near Belmont Park!

Welcome to Tiny Home for a King, a stylish 472 sq. ft. retreat in Dayton perfect for solo travelers or couples. This thoughtfully designed space blends modern amenities with charming details, offering a cozy and comfortable atmosphere ideal for relaxing, recharging, or simply feeling at home. Everything you need for a memorable stay is right here in this tiny but inviting haven.

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.