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 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, 609 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.

Guest favourite
A charming red barn-style guesthouse is shown among lush greenery, with wooden seating in the foreground. Seasonal decorations enhance the welcoming entrance, while a porch is visible, inviting relaxation. Tall grasses frame the scene, contributing to the peaceful atmosphere of the property.
Guest house in Maineville
4.95 out of 5 average rating, 257 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 cozy living area features a light-colored sofa adorned with decorative pillows. Two armchairs offer additional seating, while a round wooden coffee table sits atop a patterned area rug. A vibrant plant adds a touch of greenery, and natural light filters in through a window.
Flat in Milford
4.94 out of 5 average rating, 528 reviews

One Bedroom Apt in Historic, Downtown Milford

Clean, comfortable, boutique-hotel feel. Newly updated, one-bedroom apartment on Main Street in historic Milford. 30 min drive to downtown Cincinnati. Apartment sits directly above Harvest Market, a specialty market with coffee bar, smoothie bar, prepared foods, snacks, craft beer, wine and more. Enjoy free coffee or espresso drinks during your stay. Walk to restaurants, brewery, shops, parks, the Little Miami River, or bike on the Little Miami Scenic Trail. Bike rentals across the street.

Top guest favourite
A comfortable living area features a large window draped with sheer curtains, allowing natural light to fill the space. A television sits on a cabinet, while a cozy seating arrangement includes a patterned chair, a sofa bed, and a round coffee table with decorative items.
Flat in Milford
4.97 out of 5 average rating, 117 reviews

The Estate Loft in Downtown Milford

This is a private, fully equipped, and very comfortable upstairs apartment in the shopping district of Downtown Milford. You'll be walking distance to specialty restaurants and unique shops in an awesome downtown with plenty to do and plenty to see. Compared to a hotel, this is an executive suite at a great price and excellent location. Fast, reliable, private WiFi if you need to bring the office. Every amenity we could think up is provided. Our nearly perfect reviews happen for a reason.

Top guest favourite
Guest house in Lebanon
4.95 out of 5 average rating, 458 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

Top guest favourite
The house features a white exterior with a distinctive red metal roof. A welcoming front porch is accessible through a covered entry, surrounded by lush greenery and mature trees, creating a serene setting. The windows are framed by traditional shutters, adding character to the structure.
Cottage in Morrow
4.96 out of 5 average rating, 170 reviews

Rossburg Tavern (1800’s)

This house was built in the early 1800's as part of a small town "Rossburg" that no longer exists and is reported to have been a Tavern. This is one of the last remaining structures for this town along with the barn and house across the street. The house sits on one acre of land surrounded by farmland, so you'll have opportunity to relax by a campfire, enjoy the unique architecture of the house, or explore the wide variety of entertainment options all within 20 minutes of the house.

Guest favourite
Flat in Oakley
4.9 out of 5 average rating, 181 reviews

Apt 2 Cozy Classic Oakley Hyde Park Markbrt

800 sqft apartment on 2nd floor of duplex in the Heart of Oakley! Includes kitchen/pantry, Keurig bar, dining & living rooms, two 50” HD TVs, WiFi, bedroom, bathroom and shared laundry in basement. Walking distance to Deeper Roots Coffee, Sleepy Bee Cafe, Dewey’s Pizza, Oak Tavern, Oakley Pub & Grill, Baba Indian, MadTree Brewing & Animations Pub. 8 mins to Xavier Uni, 12 mins to UC, 12 mins to OTR, 13 mins to The Great American Ball Park/Banks, 17 mins to Riverbend Music Center.

Top guest favourite
A charming exterior of a two-story guest suite is presented, featuring a light yellow facade with white trim. Two garage doors are visibly centered at the front, flanked by tall windows. Neatly maintained landscaping adds a touch of greenery to the entryway.
Guest house in Mount Adams
4.97 out of 5 average rating, 139 reviews

Bright & Cozy 1BR in Charming Mt Adams + Parking

Spacious 1 bedroom guest suite in the heart of Mt. Adams. Steps away from Holy Cross Monastery. Walk to plenty of restaurants, parks, nightlife and entertainment. Mt. Adams is surrounded by one of Cincinnati's finest parks- Eden Park, and includes landmarks such as Cincinnati Art Museum, Playhouse in the Park, and Krohn Conservatory. 10 minute walk to casino 15 minute walk to stadiums 20 minute walk to OTR 10 minute drive to hospitals Perfect for extended stay, or a weekend visit

Guest favourite
A cozy sitting area features a modern black fireplace adorned with decorative candles. Two brown leather chairs are positioned beside a wooden side table, with a small potted plant nearby. Natural light streams in through the windows, illuminating the elegant rug and neutral wall tones.
Home in Madisonville
4.94 out of 5 average rating, 126 reviews

Tranquil Oasis 2BR/2BA with King Bed & Coffee Bar

Escape to our charming 2-bedroom, 2-bathroom Airbnb located in the serene suburbs of Cincinnati! Our home offers comfortable beds, a pillow bar to choose from, two clean full bathrooms, and a fully stocked kitchen. Unwind in the cozy living space or sip your morning coffee from our fully stocked coffee bar. Just a short drive from downtown Cincinnati, our Airbnb provides easy access to local shops, restaurants, and attractions while offering a quiet respite from the city bustle

Guest favourite
A spacious studio is highlighted by exposed brick walls and original wood flooring. A large, white bed features decorative pillows, while a cozy seating area includes a gray sofa. Light enters through large windows, illuminating a small kitchenette and a dedicated work area.
Flat in Cincinnati
4.95 out of 5 average rating, 398 reviews

Northside Hideaway

The 'Northside Hideaway' is a cozy, quiet studio connected to my newly renovated home nestled in the hills of Mt. Airy Forest in Northside. Just minutes from Clifton, Over The Rhine, and Downtown Cincinnati, It provides the perfect amount of urban serenity. PLEASE NOTE: There is a STRICT TWO GUEST MAXIMUM for all reservations. No exceptions. *Also, there is a 24 HOUR SECURITY camera on the front porch for guests & the space alike.*

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, 130 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 tree-lined driveway leads to a gated entrance, flanked by stone pillars featuring eagle sculptures. Beyond the gates, glimpses of the guest house and lush greenery are visible, creating a serene atmosphere as it invites guests into the property.
Guest house in Cincinnati
4.91 out of 5 average rating, 298 reviews

The Cincinnati Hideaway

The Cincinnati Hideaway is located on approx. 11 acres, only minutes off Expressway 275. We are near Eastgate, Amelia, Batavia & only 25 minutes from downtown. Our place is best for business travelers, couples, & friends who would like to experience a relaxing stay in a country style setting right around the corner from Jungle Jim's, a movie theater, grocery stores, a park, mall & lots of restaurants.

Popular amenities for Pleasant Plain holiday rentals

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