Family-friendly holiday rentals in Troy

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

2BR Urban Oasis: Downtown Bliss

Welcome to our beautifully decorated 2-bedroom apartment in charming downtown Troy, Ohio! With a capacity to sleep up to 6 guests, our home is equipped with a range of amenities for a comfortable stay. Enjoy easy access to local attractions, including the Troy-Hayner Cultural Center, Great Miami Riverway, and the annual Strawberry Festival. Indulge in delectable cuisine at unique restaurants and savor fresh meats from the local butcher. We're excited to host you for a memorable stay in Troy!.

Perfect Place on Plum, close to downtown Tipp City

Cozy, clean 850 sq. ft. home walk-able to downtown Tipp City. Two blocks from all of the wonderful shops on Main St. Feel free to bring along your furry canine friends! (2 dog max) Fenced in back yard for you and your pet to enjoy. Comfy king sized bed ready for a relaxing night's sleep. Central a/c for hot summer days. Electric fireplace and bathroom heater for chilly mornings. Pack n Play available upon request. Plenty of amenities and extras for you to enjoy your visit to Tipp City.

The Cozy Cabin at The Armstrong Homestead

Originally built in 1940, caretaker's cabin is a quaint one bedroom suite complete with a full bath, microwave, mini fridge and coffee. Off road parking and a secluded entry makes the cabin perfect for a romantic or working getaway. Located next to the Osborn Historic District in the heart of Fairborn, the Armstrong Homestead is an easy stroll to the downtown shops and restaurants. Xenia Dr provides direct access to the main highways, making most of Dayton reachable in 30 min or less.

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.

The Cabin at Maple View - Accepting Reservations

We are open for guests! The Cabin at Maple View is located a quarter mile off of the highway down a long twisting driveway. It is tucked back in the woods and away from it all. You notice the Amish craftsmanship as soon as you arrive. You are surrounded by 80 acres of manicured woods and a huge yard. The environment is welcoming. The atmosphere is warm. Call it your home for a night or for an extended stay. It is beautiful no matter the time of year.

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.

Troy Guest Suite on Market

Relax in Troy's charm! Unwind in our newly renovated & beautifully decorated guest suite. Enjoy a private one bedroom, one bathroom with a fully equipped kitchen. Start your day with brunch at Red Berry (steps away!). Then explore vibrant downtown (a 15-minute walk) or cycle the scenic Miami River Trail that goes right through Troy. Ideal for solo travelers, business professionals, & couples seeking a relaxing escape. Book your Troy retreat today!

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.

Walnut Street Guest House

Private room and bath with private entrance and designated porch area. Extremely comfortable queen mattress with pillow top in cozy room, one block from downtown and five minute walk to trails with waterfalls. NO Kitchen, but has a mini refrigerator, microwave and coffee pot with coffee, tea, sugar and purified water. - Additional 3% Village of Yellow Springs lodging tax due upon reservation.

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.