Holiday rentals in Pleasant Plain

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Top-rated holiday rentals in Pleasant Plain

Guests agree: these stays are highly rated for location, cleanliness and more.

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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
4.97 out of 5 average rating, 58 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

Guest favourite
A charming home is surrounded by lush greenery, featuring a welcoming porch and a vibrant flower garden. Yellow chairs are positioned on the front lawn, while pink flowering plants add color to the landscape. Trees provide shade, creating a serene outdoor space.
Home in Loveland
4.86 out of 5 average rating, 118 reviews

Entire House Private Retreat on Little Miami River

Enjoy our newly remodeled beautifully furnished home right on the national scenic Little Miami River only quarter mile from the Loveland Bike Trail. Amazing views with access to canoeing, kayaking and biking. Sit on the deck and enjoy the privacy of the front yard. Huge comfortable family room. Fully stocked kitchen. Situated between Loveland, Milford, and Montgomery. 3 mile bike ride to Milford, 6 to Loveland, to enjoy local entertainment areas. 1.7 miles to I-275, 12 to Kings island

Top guest favourite
An inviting upstairs area features two spacious twin beds with dark bedding against the backdrop of rustic wood paneling. A central rug with geometric patterns is positioned between the beds, while decorative wall hangings and a window provide natural light and charm.
Home in Lebanon
4.98 out of 5 average rating, 222 reviews

The Homespun Landing

Our newly renovated home was planned and decorated with YOU in mind! All of your home-away-from home needs will be met here! Our large upstairs area is our favorite spot to share! We know your kids will find this a very inviting get-away space! Our kitchen is full of all the things! We offer games, toys, foosball, AND a seven-seat hot tub out back! Enjoy coffee shops, restaurants, boutiques all within walking to Historical downtown Lebanon. We would love to be your new choice get-away!

Guest favourite
The spacious living area features a stone fireplace and a modern ceiling fan. A large sectional sofa is positioned for comfort, facing a wall-mounted TV. Natural light floods the space, highlighting the open layout that connects to the dining and kitchen areas in the background.
Home in Mason
4.93 out of 5 average rating, 115 reviews

Cheerful 4 bedroom home w/ fireplace & game room

Centrally-located w/ high-end finishes. Walk or ride bikes to shops & restaurants in downtown Mason & make memories in the large, fenced backyard with firepit, and gas grill. Game room complete w/ ping-pong, air hockey, pop-a-shot basketball & more! Two bedrooms w/ queen beds; bedroom three w/ two bunk beds & trundle; loft w/ sofa bed. Gourmet kitchen w/ large island; fireplace in family room; Finished lower level w/ theater area & infrared sauna. Off-street parking for up to 10 cars!

Top guest favourite
Guest house in Lebanon
4.95 out of 5 average rating, 523 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 favourite
An aerial view captures a serene, private pond surrounded by lush greenery. The water reflects the surrounding trees and sky, while a modern house sits adjacent to the pond, emphasizing the tranquility of the natural setting.
Home in Morrow
4.88 out of 5 average rating, 32 reviews

Tranquil Pondside Retreat

Escape to serenity at our Pondside Modern House, nestled beside a private 1-acre pond. Enjoy morning coffee as the mist rises from the pond, casting a line into the fully stocked water for a relaxing afternoon of catch-and-release fishing, or relax with a book as the water shimmers in the sun. Evenings are magical— under the stars with wine and laughter. Blending modern comfort with natural beauty, this peaceful retreat invites you to unwind, reconnect, and make unforgettable memories.

Top guest favourite
The living area features light-colored walls and a spacious couch, with a decorative area rug complementing modern furniture. A dining space showcases a round table surrounded by wooden chairs, and a kitchen equipped with contemporary appliances is highlighted by an island with seating.
Home in Mason
4.97 out of 5 average rating, 106 reviews

Sunesi Guest House

Welcome to our charming guest house nestled in a peaceful neighborhood, located minutes from Kings Island. Our guest house features 4 bedrooms, 2 1/2 baths & perfect for families or groups of friends. All bedrooms boast beds with plush bedding and smart TVs. Relax and unwind in the inviting shared areas with comfortable couches and smart TVs for entertainment. Fully equipped kitchen with modern appliances and island counter space. I have a doorbell camera monitoring my front door.

Top guest favourite
The historic home features a welcoming facade with a light-colored stone exterior. A garden area is bordered by trees, showcasing a paved pathway leading to two chairs and blue planters filled with foliage under a clear sky.
Home in Loveland
4.98 out of 5 average rating, 144 reviews

The Retreat - Spacious Home in Downtown Loveland!

Welcome to The Retreat! Historic home in the heart of Downtown Loveland perfect for family and friend groups. This house is complete with 3 Bedrooms that sleep up to 12 guests. The first floor is open-floor plan. Private fenced-in outdoor living space with covered patio, garden, seated firepit and hammock areas. Free Parking provided for up to 4 cars! Completely walkable location steps away from Bike Trail, Nisbet Park and all the best Loveland shops and restaurants!

Top guest favourite
Home in Mason
5.0 out of 5 average rating, 25 reviews

3 bedroom Oasis-Deerfield Shops/Restaurants!

Welcome to your perfect home-away-from-home! This spacious 3-bedroom, 2.5-bath retreat is just steps from Deerfield Towne Center—offering some of the area’s best shopping, dining, brewery, pickle ball, and entertainment. Heated pool open mid April through October 1st. This home has everything you need for a relaxing and convenient stay. Owner does have cameras outside, located doorbell, and front driveway facing the street as well as backyard facing the stairs.

Guest favourite
An aerial view showcases the expansive property with rolling green hills and trees surrounding the historic farmhouse. Paths are visible leading to various outbuildings, and the landscape features lush pastures and a meandering road, providing a sense of tranquility and seclusion.
Farm stay in Lebanon
4.9 out of 5 average rating, 112 reviews

Scenic, Historic Farmhouse & Friendly Farm Animals

Welcome to Bellissima Grace. Where else do you get a newly renovated historic farm house, 15 acres, 2 creek's & a hiking trail all to yourself! The farm house was built in the 1840's and still has much of its historic charm but with modern comforts and furnishings. The house also boasts of a stair case imported from Leads England, a billiards room, ping pong table, foosball and a full wrap around porch where you can enjoy the beautiful scenery.

Top guest favourite
A cozy bedroom is featured, showcasing a spacious wooden bed adorned with a light-colored quilt and multiple pillows. A small chair and bedside lamp are present, along with a minimalistic wall decoration. Soft lighting from the overhead fixture creates a warm ambiance.
Home in South Lebanon
4.98 out of 5 average rating, 163 reviews

Stay and Play / Close to Kings Island and GWL

Forget your worries in this spacious and serene space. Located on a dead end road. Come be our guest. We are within 5 miles of Kings Island Great wolf lodge water park. Caesars Creek State Park and Waynssville Antique Shops 30 minutes away. Kroger’s, Target, Kohl’s, Lowe’s, TJMax within 5 minutes. 45-60 minutes to CVG International Dayton and Columbus Airports. Stays as long as 28 days.

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
5.0 out of 5 average rating, 117 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