Holiday houses in Pleasant Hill

Kick Cancers Ass With A Stay

Unique. For a Cause. Fun. A place where your stay truly counts! Your stay… Enjoy a night(s) away in an old grain elevator silo that now is home to a fully open concept layout with the most comfortable bed, a soaking tub of your dreams, handmade exposed copper piping & every detailed covered for the perfect getaway! The Cause… 20% of every nights stay goes to Pink Ribbon Good helping local ladies fight cancers. On Site… Coffee & Ice Cream Shop Axe Throwing Sand Volleyball Yard Games Boutiques

The Red Pump Inn~Est. 1812, One bedroom farmhouse

Welcome to the esteemed Red Pump Inn, a quaint and peaceful farmhouse built in 1812 seated on the outskirts of West Milton. This rare gem is believed to be the oldest brick home in Miami County. The property rests on acreage of vast farmland, including a natural spring, and rolling pastures available for exploring. Enter down a 1/4 mile long, driveway to this one bedroom farmhouse and experience country living at it's finest. We're located just 7 min. west of I-75 & local restaurants/retailers

18 LakeS, Dead End Lane, DogS, SpaciouS, 1 nightS

Nestled within the serene surroundings of a picturesque lake community, this delightful lake house offers a charming blend of comfort & convenience. Boasting 3 bed,2 baths, a spacious living room & large kitchen. Outdoors you'll find a dock, paddle boat,& 18 lakes to enjoy. Located as the 1st house of 3 on a quiet dead end. Perfect for those looking to enjoy peaceful evenings on the lake. We are happy to welcome dogs for a fee with your stay. 1 night Stays upon REQUEST! 2 fish passes included.

Main Stays West

Welcome to Main Stays West, a charming and private half-duplex in Troy, OH. This comfortable home offers a cozy family room and a fully stocked kitchen for all your cooking needs. You willl find two peaceful bedrooms for a perfect nights sleep, plus a bonus room that's perfect for a quiet office space or room for one more on the roll away cot that opens up to a private deck. Just a short drive from downtown shops, restaurants, and the scenic river. A clean and comfortable home base awaits you!

The Guest Suite, near I-75 and Hobart Arena

Budget conscious travelers look no further! For less than a hotel enjoy all the same amenities in a cozy, safe, clean, private space. Only $10 cleaning fee! Ideal for single travelers or couples, this space offers a queen size bed with attached full bathroom. The room is connected to our primary residence through a breezeway. Your entrance is private and you can come and go as you please. Located minutes from I-75, Hobart Arena, Arbogast Performing Arts Center, and downtown Troy.

Hidden Gem | Fenced Yard | Walk Downtown

Welcome to Hometown Haven | Whether you're in town for a family visit or working remotely, Hometown Haven is set up to make it easy. Highlights 🏡 Locally owned & operated 🚶 15-minute walk to downtown Troy Fully stocked kitchen 🧒 Family-friendly 🔥 Private fenced yard | fire pit, BBQ, lawn games & green space to spread out 📶 Fastest available WiFi 🚗 Driveway parking for 4 vehicles Need an early check-in or late checkout? We'd be happy to help if the calendar allows.

Home w/King Suite 4 Mins to DAY Airport

Open Floor Plan. King Suite with Work Station. Private Garage. Fenced in Backyard. Hard Top Canopy on Deck. Spacious 2nd Floor Bedroom. Pet Friendly ($50 fee) Coffee / Tea Bar. Wifi Door Locks. Wifi Available NO PARTIES ALLOWED

Cottage at Fairwinds

Welcome to Fairwinds Cottage! You will be staying in the cottage that is attached to the back of our 1902 home. We are located in the historic district, one block from the square in charming downtown Troy, Ohio. You will find great restaurants and shopping, as well as a variety of hiking and biking trails nearby. There are two dedicated parking spaces for guests. Troy is on a train route and trains are required to blow their horns for safety.

Cozy Modern Retreat | Downtown Troy – First Floor

We invite you to the 1st floor of a newly renovated 1800's home near the square in downtown Troy. The Troy square is home to many lovely local restaurants and coffee shops. You'll find all the modern amenities you need at the Troy House to make your stay relaxing and enjoyable. We have went the extra mile to curate a cozy "home away from home" and our goal is to give you a 5 star stay. See our Guidebook for recommendations on where to eat/see!

The Cottage Retreat

Whether you are looking for a place to spend some time or just passing through we think you’ll find it quite lovely here. We are just 5 mile off of I70 and centrally located among many places of interest. Go out or stay in. The outdoor living space is pretty spectacular! Private, with a hot tub, fire pit (wood provided), turf to play corn hole. Inside delivers all the comforts of home with full kitchen, laundry, workspace and cozy fireplace.

The Colorful Cottage- Historic Gem Near Downtown

Experience the charm of this beautifully restored early 1900s home in Tipp City, where historic character blends seamlessly with modern amenities. Conveniently located just a half mile walk from downtown, you’ll have easy access to unique shops, local dining, and community events. Perfect for a weekend getaway, family gathering, or peaceful retreat, The Colorful Cottage offers a delightful blend of history, charm, and comfort.

Heartland - Ground Level, 1st Floor

Take it easy at this unique and tranquil getaway. We invite you to exlore this hidden gem just outside of Tipp City, OH. Guests will enjoy a private bedroom, bathroom, kitchen, living area, and designated patio space all to themselves. Guests will enjoy the tranquil atmosphere and beautiful natural landscape with nearby biking or hiking trails. Grill out, make a fire, enjoy peaceful walk on the labyrinth and so much more.