Holiday houses in Oregonia

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.

The Carriage House in the Heart of Uptown

The Carriage House. Historic Charm with Modern Comfort. Built in 1897 and fully renovated in 2017, the Carriage House blends timeless character, with modern style & comfort, making it one of Centerville’s true hidden gems. Just steps from Uptown 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.

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!

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

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.

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.

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.

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

Quiet Escape-Heart of Mason-10 min to Kings Island

Enjoy your stay in this spacious fully furnished cozy condo located on a quiet street just one block from downtown Mason. You'll be within WALKING distance to restaurants. VOA Soccer Park, Deerfield Town Center, Liberty Center and Kings Island are within a 10 min drive! High speed internet, washer/dryer, Keurig and drip coffeemaker Looking for additional availability? Check our other listing: "Comfy Escape - Heart of Mason-Close to Attractions" (both are condos in the same building)

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.

Cozy Apt in Centerville's historic Uptown District

Our cozy place is ideal for both the romantic wanderer or for the working businessperson. It sits in the center of Centerville's Uptown District amid restaurants and boutiques. You'll have easy and quick access to Dayton, the Air Force base and its terrific museum. I’ve placed a guide to my favorite Wright Brother’s spot. You'll enjoy chatting with apple’s HomePod. If your dates are not available please consider our twin Airbnb; Apt 1 is just across the hall.

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.