Vacation rentals in Oregonia

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Top-rated vacation rentals in Oregonia

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Top guest favorite

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.'

Guesthouse in Centerville

5 out of 5 average rating, 225 reviews

The Carriage House in uptown Centerville

The Carriage House is designed with couples in mind—a private escape just for two. Tucked in the heart of Uptown Centerville, you’ll be only steps from shops, local restaurants, & a scoop (or two) of Graeter’s Ice Cream. Whether you’re here for a romantic weekend, visiting family, or simply looking to unwind, this is the perfect place. Built in 1897 & thoughtfully renovated in 2017, the Carriage House blends historic charm with modern comfort making it one of Centerville’s favorite hidden gems.

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, 587 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 favorite

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.

Guesthouse in Maineville

4.96 out of 5 average rating, 242 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 favorite

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, 223 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!

Top guest favorite

A charming entrance is featured with a pair of black metal chairs positioned outside. A hanging flower planter with white blooms adds a touch of nature. The open door reveals a softly lit interior with warm tones and wooden flooring that suggest a welcoming atmosphere.

Place to stay in Waynesville

4.96 out of 5 average rating, 310 reviews

Cozy private suite/Ohio to Erie/Miami Scenic Trail

Location is everything in this cozy accommodation catering to weekend guest and bicyclers on the Miami Erie Trail. Enjoy the quaintness of small town living in your one bedroom private cottage suite. You will have everything you need in this historic haven, made contemporary, for a relaxing stay. Walk to cafes, vintage shops, & drive a few minutes to Caesars Creek State Park & Rivers Edge Livery. Opt for breakfast on the go for an additional fee w/ homemade granola, protein and fresh fruits.

Top guest favorite

The exterior of the cottage is shown, featuring gray siding and a welcoming brick pathway leading to the front door. Lush greenery and blooming flowers are positioned alongside the entrance, enhancing the cottage's inviting appearance.

Guesthouse in Waynesville

5 out of 5 average rating, 145 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.

Superhost

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.

Home in Morrow

4.9 out of 5 average rating, 102 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 favorite

Guesthouse in Lebanon

4.95 out of 5 average rating, 441 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 favorite

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.

Guesthouse in Hamilton

4.99 out of 5 average rating, 222 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.

Guest favorite

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, 158 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

The arcade room features a pool table at the center, illuminated by vibrant blue lighting. Walls are adorned with vintage pinball machines and classic arcade cabinets. A bar area with stools is visible in the corner, enhancing the space's playful atmosphere.

Home in Dayton

4.97 out of 5 average rating, 124 reviews

Hot Tub SPA Massage GoldenTee Pinball Stylish!

Relax in Style at Our Spacious Entertainment Retreat The space comfortably sleeps up to 6 guests, with two king-size beds and a sleeper sofa. Unwind after a long day in our luxurious Hot Tub or rejuvenate in the private SPA room featuring a massage chair and sauna. Enjoy endless fun in the fully equipped game room with brand-new pinball machines, a pool table, slot machines, Golden Tee, and a Multicade arcade system with over 5,000 games — all free to play!

Guest favorite

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, 108 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.