Vacation rentals in Troy

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.

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

Pvt Basement Apt w/Kit all Incl. Near WPAFB & WSU!

*NO CLEANING FEES!!!* Fees are ridiculous and nobody likes them. That’s why we DON’T charge cleaning fees!* Military ALWAYS Welcome! Beds: 1 Queen Bed 1 Twin Sofa Bed Rollaway bed is avail $10/night Snack Bar All Day! Relax in this basement unit that comes fully furnished & all inclusive. You share the same entrance to the main part of the house with the homeowner but the unit itself including kitchen, bathroom, bedroom etc. is private. The unit closes off to the rest of the house.

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.

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.

NEW Oregon District Cozy Downtown Towhome

This guest townhouse is in the heart of the Oregon District, right next to all of Dayton’s best food & nightlife/events! The space is quaint and perfect for groups of 1-4, in a historic neighborhood, and incredible for quaint getaway. Please be aware that the other side of the home is also rented for guests, so while the spaces are completely separate, you may hear noise from other bookings. Please reach out if there are any issues. Come stay with us!

Heartland - 2nd Floor Upper Level

Kick back and relax in this calm, stylish space. 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.

Romantic Guest House at The Orrmont Estate

Old world feel of a Romantic Guest House at the historic Orrmont Estate. Built in 2019, it is a classic Tudor style, furnished in antiques, with all modern conveniences including WiFi and a smart TV. The beautiful Juliet balcony doors open so you can enjoy a breakfast overlooking the property. The windows are reflective on the outside for complete privacy.

Cozy 2/1 in Historic Tipp City

Welcome to our cozy 2BR/1BA Tipp City Airbnb! Our fully equipped apartment sleeps up to 6 guests with a king bed, queen bed, and blow-up mattress. Enjoy a covered patio and deck for relaxing outdoors. Just a short walk from downtown, our Airbnb is the perfect base for exploring Tipp City's shops, restaurants, and attractions. Book your stay now!