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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Guest favourite
Guest house in Loveland
4.97 out of 5 average rating, 630 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 circular arrangement of black Adirondack chairs surrounds a stone fire pit, positioned on gravel. In the background, a patio with wicker furniture and an umbrella is visible, accompanied by a grill. Lush greenery enhances the inviting outdoor space.
Home in Lebanon
4.98 out of 5 average rating, 206 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!

Top guest favourite
A private pool surrounded by a wooden deck is featured in a lush green yard, with a large pink float positioned in the water. Shady trees line the background, enhancing the peaceful outdoor setting.
Guest house in Maineville
4.95 out of 5 average rating, 272 reviews

The Barn at Serenity Acre

Take it easy at this unique and tranquil getaway, where relaxation abounds. We are located in Warren county, the playground of Ohio. - total and complete renovation in 2021 - fully equipped kitchen - cozy bedroom / living room - spacious bathroom with claw foot tub to soak or shower in, vanity, and robes - walking trails in woods behind our property, access to pool (seasonal), close to restaurants, stores, vineyard, historic towns, very close to Kings Island, bike trails, and so much more

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, 250 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!

Guest favourite
A cozy living area features a spacious gray sectional sofa and a wooden coffee table. A flat-screen TV is mounted above a white-brick fireplace, which is complemented by rustic brick flooring. Light enters through window treatments, creating a warm and inviting atmosphere.
Flat in Morrow
4.91 out of 5 average rating, 113 reviews

Quiet slice of the country.

Relax with the whole family at this peaceful place to stay. You will have the entire main floor unit to yourself and 1 acre of land for all guests to share. We are 25 mins from Kings Island and Wilmington Ohio. 5 min. from Vally Vinyards. Right in between Dayton and Cincinnati. Mins from canoeing and arts. 20 minutes from Roberts Arena. We will strive to make your trip enjoyable and comfortable! This is a two unit home. There is a downstairs unit as well that is completely separate.

Top guest favourite
Guest house in Lebanon
4.95 out of 5 average rating, 493 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
A warm living room is presented with wooden walls and a stone fireplace, which is adorned with electronic candles. Two armchairs are positioned around a round coffee table, and a vibrant area rug adds comfort to the space. Natural light filters through the windows.
Guest house in Hamilton
4.98 out of 5 average rating, 254 reviews

Waterfront Cabin | Peaceful Pondside Escape

Seeking an escape for some peace and quiet? Welcome to The Little Cabin retreat, located on our 50-acre family farm in Ross, Ohio! Let us take you away from the distractions of life to a place where you can soak up nature in a cozy cabin, all within 30 minutes of downtown Cincinnati. You may fish in the lake if you'd like, or take a ride in the paddle boat, or simply enjoy sitting on the porch listening to the birds. Chances are, you may spot wild turkey or whitetail deer scampering by.

Top guest favourite
An inviting outdoor space features a covered patio with a large hot tub equipped with numerous jets. Comfortable seating is arranged around a dark table, and large windows reflect the surrounding nature, enhancing the serene ambiance of the tiny home.
Tiny home in New Richmond
4.98 out of 5 average rating, 99 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 650 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 features a spacious couch facing a wall-mounted ROKU TV. A decorative 'sandy springs' sign is displayed above the kitchen area, while modern concrete walls emphasize the industrial design. A staircase leads to the upper level, enhancing the loft's spacious feel.
Loft in Maineville
4.92 out of 5 average rating, 103 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 cozy outdoor space is illuminated by string lights, centering around a fire pit with a warm flame. Comfortable seating is provided with two cushioned chairs positioned around the fire. A screened porch and the house are visible in the background.
Home in Loveland
4.98 out of 5 average rating, 217 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
Guest suite in Milford
4.96 out of 5 average rating, 163 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
Ranch in Blanchester
4.99 out of 5 average rating, 151 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.

Popular amenities for Pleasant Plain holiday rentals

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