
Vacation rentals in Pleasant Plain
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Pleasant Plain
Guests agree: these stays are highly rated for location, cleanliness, and more.

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
ValueFamilyWifi
4.97 out of 5 average rating, 60 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
FamilyValueOutdoor spaces
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!
LocationFamilyParks
4.98 out of 5 average rating, 226 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!
ValueFamilyCheckout
4.93 out of 5 average rating, 116 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.
LocationFamilyView
4.88 out of 5 average rating, 33 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!
LocationFamilyQuiet
4.98 out of 5 average rating, 144 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.
ValueLocationTV
4.98 out of 5 average rating, 242 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.
LocationFamilyQuiet
4.9 out of 5 average rating, 114 reviews
Casa Del Rio Rojo
Our beautiful 13 acre property Casa Del Rio Rojo is located right on the Little Miami River. Enjoy the large gazebo and firepit area located directly on the river. Our riverside beach is a great place to hang out to catch some rays or launch a guest provided Canoe or Kayak. If fishing is your thing then enjoy a day of fishing. Poles can be provided upon request. Enjoy the evenings in the hot tub located on the patio below the deck.
LocationFamilyHospitality
4.95 out of 5 average rating, 19 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!
FamilyValueBackyard
4.95 out of 5 average rating, 21 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.
FamilyLocationHeating
5.0 out of 5 average rating, 119 reviews
The Kingsley Schoolhouse
Experience the unique opportunity of staying in a 150 year old historic building. The Kingsley Schoolhouse was a one-room schoohouse that has been lovingly converted into a 4 bedroom home. Enjoy the peace and relaxation of this one-of-a-kind property unlike anything else you will find!
FamilyValueBathroom
4.93 out of 5 average rating, 278 reviewsPopular amenities for Pleasant Plain vacation rentals
Other great vacation rentals in Pleasant Plain

New! 3B/2Bath Ranch by Loveland Trails, Milford
FamilyLocationIndoor spaces
4.93 out of 5 average rating, 15 reviews
Farmhouse Stay
LocationFamilyComfort
4.99 out of 5 average rating, 87 reviews
Spotless Home near Kings Island
LocationFamilyLaundry
4.95 out of 5 average rating, 37 reviews
Stylish Loveland Retreat • Walk Downtown
LocationFamilyCondition
4.82 out of 5 average rating, 22 reviews
Spacious Family Getaway with many outdoor spaces!
FamilyValueCheck-in
4.99 out of 5 average rating, 84 reviews
Lush Hideaway w/ HotTub & Pool 6 mins kings Island
ValueFamilyHeating
4.83 out of 5 average rating, 88 reviews
Come Home to Comfort | Spacious 5BR Retreat
LocationFamilyTV
4.9 out of 5 average rating, 10 reviews
Cosmos Landing | Modern 3BR + Office in Loveland
FamilyHospitalityAmenities
5.0 out of 5 average rating, 3 reviewsDestinations to explore
- Nashville Vacation rentals
- Chicago Vacation rentals
- Sevierville Vacation rentals
- Gatlinburg Vacation rentals
- Pigeon Forge Vacation rentals
- Pittsburgh Vacation rentals
- Indianapolis Vacation rentals
- Columbus Vacation rentals
- Asheville Vacation rentals
- Cleveland Vacation rentals
- Louisville Vacation rentals
- Cincinnati Vacation rentals
- Kings Island
- Great American Ball Park
- Creation Museum
- Cincinnati Music Hall
- Perfect North Slopes
- Paycor Stadium
- Cincinnati Zoo & Botanical Garden
- Newport Aquarium
- University of Cincinnati
- University of Dayton
- 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





