
Holiday rentals in Pleasant Plain
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Top-rated holiday rentals in Pleasant Plain
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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
4.94 out of 5 average rating, 62 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
4.86 out of 5 average rating, 118 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!
4.98 out of 5 average rating, 227 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!
4.93 out of 5 average rating, 117 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
4.95 out of 5 average rating, 534 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.
4.89 out of 5 average rating, 37 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!
4.98 out of 5 average rating, 145 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.
4.98 out of 5 average rating, 245 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.
4.9 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.
5.0 out of 5 average rating, 122 reviews
Beautiful 3 Bedroom home next to Kings Island
Spacious home, minutes from Kings Island and Great Wolf Lodge! Our newly remodeled home has three bedrooms, two full baths, and a cozy nook that can also sleep one person. The partially fenced backyard has a large deck with a table. Smart entry and professional cleaning service after every stay. Make some memories at this unique family-friendly place!
4.85 out of 5 average rating, 158 reviews
Heart of Loveland Hideaway
Adorable home in the heart of Loveland, within walking distance of bike trail and restaurants. Whether you're in town visiting family or for fun, it makes for a perfect quiet retreat from the day. Many guests have enjoyed the fenced in yard, wrap-around porch, and 10 minute walk to downtown Loveland and the bike trail.
4.94 out of 5 average rating, 336 reviewsPopular amenities for Pleasant Plain holiday rentals
Other great holiday rentals in Pleasant Plain

Farmhouse Stay
4.99 out of 5 average rating, 89 reviews
Loveland Nest
4.95 out of 5 average rating, 21 reviews
Spacious Family Getaway with many outdoor spaces!
4.99 out of 5 average rating, 85 reviews
Casa Del Rio Rojo
4.95 out of 5 average rating, 19 reviews
Lake Cottage
5.0 out of 5 average rating, 79 reviews
Stylish Loveland Retreat • Walk Downtown
4.81 out of 5 average rating, 27 reviews
Come Home to Comfort | Spacious 5BR Retreat
4.9 out of 5 average rating, 10 reviews
Spotless Home near Kings Island
4.95 out of 5 average rating, 39 reviewsDestinations to explore
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- Kings Island
- Great American Ball Park
- Creation Museum
- Cincinnati Music Hall
- Paycor Stadium
- Perfect North Slopes
- Cincinnati Zoo & Botanical Garden
- Newport Aquarium
- University of Dayton
- University of Cincinnati
- John Bryan State Park
- Xavier University
- Cincinnati Art Museum
- Hard Rock Casino Cincinnati
- Big Bone Lick State Historic Site
- Smale Riverfront Park
- Jungle Jim's International Market
- TQL Stadium
- Newport On The Levee
- Eden Park
- National Underground Railroad Freedom Center
- Findlay Market
- Krohn Conservatory
- Contemporary Arts Center





