Vacation rentals in Pleasant Plain

Retreat to a Boho Chic Guesthouse in a Leafy Family Suburb

Get comfy swaying in the macrame hammock in a living room with a Moroccan vibe. Make breakfast in the bright kitchen and snuggle up on a cozy banquette. This guest house shares a driveway with our home, but it is completely detached and private. The bedroom sleeps two on a queen mattress, and we provide a queen sized inflatable mattress that fits easily in the living room. The property has a stocked kitchen, a washer and dryer, a lovely new bathroom, a two-car garage, and loads of aesthetic.

The Barn at Serenity Acre

Take it easy at this unique and tranquil getaway, where relaxation abounds. We are located in Warren county, the playground of Ohio. - total and complete renovation in 2021 - fully equipped kitchen - cozy bedroom / living room - spacious bathroom with claw foot tub to soak or shower in, vanity, and robes - walking trails in woods behind our property, access to pool (seasonal), close to restaurants, stores, vineyard, historic towns, very close to Kings Island, bike trails, and so much more

Jesse Brooke Farm

Located 1/2 mile from the World Equestrian Center and 3 miles from Wilmington with easy access to shopping and restaurants. Situated on a small horse farm with beautiful pastures and lots of horses to look at. You will have complete privacy. Take a walk down the quiet road, or sit on the front porch and just enjoy. We are centrally located between Dayton, Cincinnati and Columbus. The cottage is completely remodeled with new kitchen & furniture. Come and enjoy the cozy comforts of home!

The Estate Loft in Downtown Milford

This is a private, fully equipped, and very comfortable upstairs apartment in the shopping district of Downtown Milford. You'll be walking distance to specialty restaurants and unique shops in an awesome downtown with plenty to do and plenty to see. Compared to a hotel, this is an executive suite at a great price and excellent location. Fast, reliable, private WiFi if you need to bring the office. Every amenity we could think up is provided. Our nearly perfect reviews happen for a reason.

Quiet slice of the country.

Relax with the whole family at this peaceful place to stay. You will have the entire main floor unit to yourself and 1 acre of land for all guests to share. We are 25 mins from Kings Island and Wilmington Ohio. 5 min. from Vally Vinyards. Right in between Dayton and Cincinnati. Mins from canoeing and arts. 20 minutes from Roberts Arena. We will strive to make your trip enjoyable and comfortable! This is a two unit home. There is a downstairs unit as well that is completely separate.

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

☼Cottage on the shore of the Little Miami River☼

Truly a unique getaway 15 miles from downtown Cincy! This newly renovated, fully equipped cottage is located on 1.5 acres of private waterfront on the shore of the Little Miami River! Bring your Kayak or tubes and tie-up with direct access to the river. Sip some coffee on the deck that overlooks the large lawn and sandy bank of the river. Steps from an entrance to the Loveland Bike Trail. Stroll into downtown Milford with a brewery, shops, restaurants. Long term rates can be negotiated!

Swanky loft at Historic Peters Cartridge Factory

Pet-friendly! Rare opportunity to stay along the Little Miami River and the Loveland Bike Trail at a property rich in history and character- The 100+ years old Peters Cartridge Factory. Only a mile from Kings Island, along the bike trail and Little Miami River. Located in the same building as Cartridge Brewing Company. The property is connected to 78 miles of walking paths, has beach access to the river, an outdoor fire pit, 1000's of newly planted trees, and so much more!

Walk to Downtown Loveland, Porch, Fire Pit, Coffee

DISCOUNT for multiple nights (not including Airbnb's service fee) & $0 Cleaning fee Includes: - coffee bar - smart TV, board games - screened porch - free private parking - patio with lights and fire pit - secured bicycle storage available in garage - corn hole set Walking distance (5 minutes) to revitalized Historic Downtown Loveland and Little Miami Bike Trail. Restaurants, Canoe/Kayak Rental, Park/Playground, Bike Rentals. Close to Kings Island and Tennis Venue.

Cowan Cozy Cottage

Newly remodeled cottage nestled in the trees features all the comforts of your home in the middle of paradise. Located with direct access to Lake Cowan this cottage is also located within walking distance to the main south beach, hiking trails, great fishing holes and numerous picnic pavilions. As for taking in the local activities the Cowan Sailing club, Cowan State Park and World Equestrian Center are all located less than 5 minutes drive.

Quiet Romantic Getaway, Hot Tub, Pool, Lake

Escape to our luxurious private suite on a quiet country estate, perfect for a romantic getaway. Enjoy stunning views from the pool, a picturesque lake, and a private hot tub. Inside, unwind with complimentary wine and Roku. Explore nearby bike trails and river kayaking, or visit the charming town of Old Milford and its many attractions. Wonderful reviews highlight our exceptional amenities and serene ambiance. Book now for a memorable stay!

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.