Holiday rentals in Pleasant Plain

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Top-rated holiday rentals in Pleasant Plain

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Top guest favourite
The exterior of the home is shown, featuring a front porch with wooden steps and a black railing. Large windows are visible, allowing natural light to enter. The yard, partially landscaped with grass and stones, is surrounded by tall trees providing a natural backdrop.
Home in Wilmington
4.98 out of 5 average rating, 125 reviews

The Ogden House (2 miles from WEC)

Welcome to our charming newly renovated home located in Wilmington, Ohio. This house was built by my husband's grandfather in 1954 and has been in our family ever since. This spacious interior is equipped with everything you need for an enjoyable and comfortable stay. We are located 2 miles from the World Equestrian Center, 3 miles from Lake Cowan, 2.3 miles from Majestic Springs Golf Course, 6.5 miles from Wilmington Air Park, and 7 miles from Robert's Center. This house has a new HVAC system.

Top guest favourite
A newly built structure with a gray exterior and a metal roof is shown. A welcoming front porch with seating is visible, flanked by an inviting landscape featuring grass and scattered trees. A gravel pathway leads to the entrance.
Guest house in Morrow
4.96 out of 5 average rating, 53 reviews

Tranquility Escape !

Relax with the family at this peaceful place to stay. Enjoy the Possibility of seeing Deer, Turkey, Squirrels, Cats and lots of Birds! Large Deck for your Outdoor Pleasures!! Plus a Brand Newly Built 2 Bedroom Place to stay with Wifi, TVs, and Just a Private Setting to get away from the Hustle and Bustle of the City! Minutes to I-71, 25 minutes to Kings Island, 18 minutes to World Equestrian Center, 9 minutes to Fort Ancient Earthworks, On Site Boat, Camper & Trailer Parking for extra fee

Top guest favourite
A living room is furnished with a brown leather couch adorned with neutral-toned decorative pillows and a large area rug. A macrame hammock is suspended nearby, and various plants are placed around the space. A wooden coffee table sits at the center, accompanied by a decorative bowl.
Guest house in Loveland
4.97 out of 5 average rating, 639 reviews

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.

Top guest favourite
A charming cottage features a welcoming front porch adorned with a wreath. Lush green grass surrounds the concrete pathway, leading to a small entrance. Large windows with black shutters provide ample natural light, and a fenced pasture is visible in the background.
Farm stay in Wilmington
4.96 out of 5 average rating, 252 reviews

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!

Top guest favourite
Guest house in Lebanon
4.95 out of 5 average rating, 508 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

Top guest favourite
An outdoor covered patio is featured by the river, complete with a six-person hot tub and a seating area. A propane grill is available, and a hammock hangs nearby. Soft lighting is provided by string lights overhead, enhancing the serene environment.
Tiny home in New Richmond
4.97 out of 5 average rating, 110 reviews

Black Tie Affair - Eloquent Riverfront Experience

Welcome to A Black Tie Affair at Visions on the River - A Tiny Home community on the Riverside. This newly built home is #3 of 3 and set along the banks of the Ohio River, minutes away from the historic river town of New Richmond, OH and a 25-min drive to Downtown Cincy and Northern KY. This romantic space is perfect for anyone looking to retreat and reconnect with nature. With over 700 Five-Star happy guest reviews we are confident you will love it here! Take part in our adventure!

Guest favourite
The open-concept living area is illuminated by large industrial windows, showcasing concrete flooring and exposed ceilings. A spacious sectional sofa and colorful area rug provide comfort, complemented by a blue hanging chair in the corner. A television is positioned against the wall, creating a cozy environment.
Loft in Maineville
4.93 out of 5 average rating, 107 reviews

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!

Top guest favourite
A light-filled bedroom is furnished with a spacious bed draped in crisp white linens, accompanied by a cozy mustard blanket. Two framed cactus prints adorn the wall above a wooden nightstand. A desk and chair are positioned beside a large window, providing a comfortable workspace.
Home in Loveland
4.98 out of 5 average rating, 227 reviews

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.

Top guest favourite
An inviting living area features a large brown leather sofa, a patterned area rug, and a decorative coffee table atop wide plank wood floors. A cozy corner chair and a lamp add warmth, while the back wall showcases a mural with 'Centerville Carriage.'
Guest house in Centerville
5 out of 5 average rating, 279 reviews

The Carriage House in the Heart of Uptown

The Carriage House in the Heart of Uptown Centerville!! Historic Charm with Modern Comfort. Built in 1897 and fully renovated in 2017, making it one of Centerville’s true hidden gems. Just steps from local restaurants, coffee shops and a scoop (or two) of Graeter’s Ice Cream. It’s perfectly located for your stay. Whether you’re planning a romantic weekend, visiting family, or simply looking to relax, this cozy retreat is the ideal place to unwind.

Guest favourite
A serene inground pool is surrounded by lush greenery and colorful flower pots. A shaded gazebo is present, alongside outdoor seating under a large umbrella. Soft water from a fountain creates a tranquil atmosphere, inviting relaxation in a private outdoor space.
Guest suite in Milford
4.96 out of 5 average rating, 164 reviews

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!

Top guest favourite
A single-story farmhouse is surrounded by vibrant autumn trees, showcasing shades of red and orange. A wooden deck is adorned with a green umbrella, while decorative pumpkins and potted plants are arranged at the entrance. A partly cloudy sky offers a serene backdrop.
Ranch in Blanchester
4.98 out of 5 average rating, 157 reviews

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.

Top guest favourite
A cozy cottage exterior is framed by neatly trimmed shrubs and seasonal planters at the entrance. The house features a sloped roof with dark shingles and shutters. A stone pathway leads to a welcoming front door, complemented by subtle outdoor lighting along the walkway.
Home in Lebanon
5 out of 5 average rating, 109 reviews

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.

Popular amenities for Pleasant Plain holiday rentals

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  2. United States
  3. Ohio
  4. Warren County
  5. Pleasant Plain