Vacation rentals in Pleasant Plain

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Top-rated vacation rentals in Pleasant Plain

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Top guest favorite

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.

Guesthouse in Loveland

4.97 out of 5 average rating, 577 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 favorite

A serene walking trail meanders through a lush forest, framed by tall trees and dense greenery. Sunlight filters through the leaves, creating a tranquil atmosphere along the gravel path that leads further into the woods.

Guesthouse in Maineville

4.96 out of 5 average rating, 220 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

Guest favorite

The image showcases a historic brick building featuring large windows and a welcoming entrance. A vibrant outdoor seating area, adorned with flowers and greenery, invites guests. The sunny street scene includes nearby vehicles and pedestrians, highlighting the activity of Main Street.

Apartment in Milford

4.94 out of 5 average rating, 485 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.

Guest favorite

Cottage in Morrow

4.95 out of 5 average rating, 151 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.

Top guest favorite

A spacious outdoor area features a fire pit surrounded by comfortable seating. String lights hang overhead, creating a warm ambiance. A screened porch connected to the main building provides additional seating options, while a grill is situated nearby, ready for use.

Home in Loveland

4.98 out of 5 average rating, 165 reviews

Walk to Downtown Loveland, Fire Pit, Porch, 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 favorite

Guesthouse in Lebanon

4.95 out of 5 average rating, 424 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. 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 favorite

Apartment in Maineville

4.96 out of 5 average rating, 51 reviews

SuperHost! King Bed! Brewery onsite! Kings Island!

What a Gem! Peter’s Cartridge Factory is full of great history to learn about on your stay! It’s part of the Historical society. The apartments are very spacious and offer: - Community room with a living room -Television and puzzles - Pool table -Chess table -Gym (for your use in the adjacent building) -Brewery/Restaurant on site -On the Bike Trail -Along side the Little Miami river -13 ft high ceilings We have the best housekeeping team around!

Top guest favorite

Guest suite in Milford

4.97 out of 5 average rating, 143 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 favorite

A cozy living area features a large television mounted on a light green wall. A white table with two chairs and a vintage-style lamp are visible, along with burnt orange and white accent furniture. A decorative cowhide rug is placed on the warm wood floor.

Guesthouse in Centerville

5 out of 5 average rating, 194 reviews

The Carriage House in Historic Uptown Centerville

Welcome to the Carriage House. Walk to shops, restaurants, ice cream & more! Whether you're staying for a fun weekend, romantic get away, work or visiting family and friends- the Carriage House is the perfect place. The Carriage House was built in 1897 & underwent a complete renovation in 2017. With its open style concept & 12 ft ceilings, it has taken on a whole new role as one of Centerville's coziest getaways, in the heart of Uptown.

Top guest favorite

A vibrant sunflower displays bright yellow petals surrounding a textured brown center, standing tall beside a light blue house. Green leaves extend from the stem, contrasting with the floral hue. Sunlight casts a warm glow, enhancing the natural beauty of the flower.

Ranch in Blanchester

4.99 out of 5 average rating, 83 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 favorite

Apartment in Oregonia

4.98 out of 5 average rating, 102 reviews

Green Acres Farm-Apartment

Reconnect with nature at this unforgettable escape on a farm in the heart of Warren County. Private 900 sq. ft. two bedroom, 1 bath, living room and kitchenette looking out over 18 acres of privacy. Minutes to Caesar’s Creek Lake and hiking trails, the Renaissance Festival, Little Miami River canoeing and bike trails, Kings Island and World Equestrian Center. Right in between Cincinnati and Columbus minutes off of I-71.

Top guest favorite

Two windows frame the serene view of the Ohio River, with lush greenery lining the riverbank. Light streams through, emphasizing the tranquil atmosphere inside the tiny home. A covered dock is visible just outside, enhancing the connection to nature.

Tiny home in New Richmond

4.98 out of 5 average rating, 403 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, Ohio and a 25-minute drive to Downtown Cincinnati and Northern Kentucky. This space is perfect for anyone looking to retreat and reconnect with nature. Take part in our adventure!