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 white barn with a weathered metal roof is set against a clear blue sky. The structure features green trim around the doors and windows, with an open entryway showcasing the interior space. The surrounding area is grassy, leading to the barn.
Home in Loveland
4.93 out of 5 average rating, 152 reviews

Loveland Farm 26 Beautiful Acres 3 ponds

Loveland Farm is a 26-acre farm located one mile out of beautiful historical downtown Loveland, OH less than 2 miles from the Loveland bike trail. This Sears and Roebuck’s Craftsman home is a cozy 2-story 7-room farmhouse with 3 bedrooms & full unfinished basement. The 1st floor has a fully stocked kitchen, dining room, living room with fireplace a bedroom w/ a queen size bed, the only bathroom on the 1st floor. 2nd floor has 2 bedrooms one with twin beds and 1 master bedroom with a queen bed.

Top guest favourite
A living room is furnished with a brown leather couch adorned with neutral-toned decorative pillows and a large area rug. A macrame hammock is suspended nearby, and various plants are placed around the space. A wooden coffee table sits at the center, accompanied by a decorative bowl.
Guest house in Loveland
4.97 out of 5 average rating, 640 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
Guest house in Waynesville
5 out of 5 average rating, 169 reviews

Greystone Cottage in Historic Waynesville

Peaceful cottage on Main Street, just outside the business area. Walk to the shops and restaurants or bike .6 miles to the Ohio to Erie Trail. Equipped kitchenette sufficient to prepare light meals, outdoor grill, patio and lawn for outdoor games. Queen bed and Queen sleeper sofa. There is room for inside bike storage. Greystone Cottage is located close to the Little Miami Bike Trail, canoeing, King’s Island, the Ren Fest, Caesar's Creek, walking distance to restaurants and unique shops.

Top guest favourite
Guest house in Lebanon
4.95 out of 5 average rating, 508 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
The living area features wooden walls and a stone fireplace, complemented by soft-glow electronic candles. A cozy armchair is positioned near a window, while a round, textured coffee table sits at the center, adorned with a vase of dried flowers.
Guest house in Hamilton
4.98 out of 5 average rating, 255 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
Tiny home in New Richmond
4.97 out of 5 average rating, 493 reviews

Stargazers' Retreat: A Tiny Home on the Riverside

Welcome to The Stargazers' Retreat at Visions on the River - A Tiny Home community on the Riverside. This newly built tiny home is #1 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 space is perfect for anyone looking to retreat and reconnect with nature. Take part in our adventure! With over 700 Five-Star happy guest reviews we are confident you will love it here!

Guest favourite
A cozy living room is highlighted by a stone fireplace and a plush seating area, featuring a dark blue sofa and a beige recliner. Natural light fills the space through multiple windows, complemented by light grey walls and a decorative area rug underneath a central coffee table with floral accents.
Home in Amelia
4.96 out of 5 average rating, 102 reviews

Comfy home with chef kitchen, office, washer/dryer

Nestled on a lovely 2 acre lot, it has been completely remodeled. Stunning marble countertops throughout the home, with a fully furnished kitchen. New furniture, beds and bedding . A fire pit in the back of the house and a sitting area in the front. A private space to work from with 750 mbps wifi, 3 smart tvs, and 4 ways to make coffee. The space is perfect for business or pleasure. 25 min to downtown Cincinnati and very close to restaurants, grocery, bars and shops. Hope to host you

Guest favourite
The open-concept living area is illuminated by large industrial windows, showcasing concrete flooring and exposed ceilings. A spacious sectional sofa and colorful area rug provide comfort, complemented by a blue hanging chair in the corner. A television is positioned against the wall, creating a cozy environment.
Loft in Maineville
4.93 out of 5 average rating, 108 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 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, 229 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.

Top guest favourite
An inviting living area features a large brown leather sofa, a patterned area rug, and a decorative coffee table atop wide plank wood floors. A cozy corner chair and a lamp add warmth, while the back wall showcases a mural with 'Centerville Carriage.'
Guest house in Centerville
5 out of 5 average rating, 282 reviews

The Carriage House in the Heart of Uptown

The Carriage House in the Heart of Uptown Centerville!! Historic Charm with Modern Comfort. Built in 1897 and fully renovated in 2017, making it one of Centerville’s true hidden gems. Just steps from local restaurants, coffee shops and a scoop (or two) of Graeter’s Ice Cream. It’s perfectly located for your stay. Whether you’re planning a romantic weekend, visiting family, or simply looking to relax, this cozy retreat is the ideal place to unwind.

Top guest favourite
A single-story farmhouse is surrounded by vibrant autumn trees, showcasing shades of red and orange. A wooden deck is adorned with a green umbrella, while decorative pumpkins and potted plants are arranged at the entrance. A partly cloudy sky offers a serene backdrop.
Ranch in Blanchester
4.98 out of 5 average rating, 158 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.

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 out of 5 average rating, 112 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

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