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
4.96 out of 5 average rating, 57 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, 117 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

Superhost
Home in Morrow
4.93 out of 5 average rating, 14 reviews

Brand new construction in well-kept HOA community

Brand new construction home in newly built neighborhood. Very safe neighborhood with private location in a suburban area that borders more rural areas. A bit in the country but close to Montgomery, Kenwood, Blue Ash, Kings Island, TPC River's bend, and more. Just what you need for your large group. Features blazing-fast internet, workspaces, peace, and comfort all in a quiet centrally located neighborhood. each room has its own High definition Flat screen television. Very quiet neighborhood.

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
A modern wooden structure is reflected in a serene pond surrounded by lush greenery. Large windows and a distinctive roof design enhance the home’s unique architecture, nestled in a tranquil wooded setting.
Cabin in New Richmond
4.87 out of 5 average rating, 288 reviews

Nature Spa House | •Pool •Hot Tub •Sauna •Pvt Lake

Spa retreat steps from your own lake, set on 10 wooded acres with water views and total calm. Swim in the pool, soak in the hot tub, sweat in the sauna, or cast a line from the shore. End the day at the fire pit, then unwind in the game and movie rooms. Inside are thoughtfully furnished spaces and a well-equipped open kitchen for group meals. A resort-style stay for families and friends who want space, seclusion, and quality. Easy self check-in, ample parking; pets welcome with notice/fee.

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 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, 143 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
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, 236 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.

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, 110 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
Home in Loveland
5.0 out of 5 average rating, 16 reviews

Loveland Nest

Loveland Nest blends charm with comfort. Begin your day with coffee on the patio, explore the scenic bike trails, or enjoy a thrilling visit to Kings Island. Ideally situated just minutes from downtown’s boutique shopping, vibrant dining, and local attractions, this cozy and stylish retreat is designed for unforgettable memories. We recently added a warm outdoor shower for a unique experience!

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
4.99 out of 5 average rating, 162 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, 115 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