Holiday rentals in Casstown

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

Location · Family · Layout

The Woodland Hideaway

Your dream log cabin in the woods is here! Welcome to The Woodland Hideaway! A 4 Bedroom, 3.5 bath log cabin on 45.7 acres. Open floor plan, 1st floor suite, living room, vaulted ceilings and kitchen. Half bath/laundry combo. Living room. Second floor bedrooms with queen beds/workspace w/Full Bath. Loft area with couch overlooks the living room. Walk-out lower level, with a recreation room, and a 4th bedroom with 3rd full bath. Starlink Internet Wifi. 30+ acres of woods, trails, and wildlife.

Value · Family · Hospitality

A Unique Creekside Getaway for Families & Friends

Escape to Spirit of the Woods, a custom-built log home nestled on 3.8 wooded acres along the banks of beautiful Honey Creek in New Carlisle, Ohio. Whether planning a family getaway, a reunion, a business trip, or a peaceful retreat, you’ll enjoy the perfect blend of rustic charm, modern comfort, and the beauty of nature. Wake to birdsong, sip your morning coffee overlooking the creek, explore the many attractions of the Miami Valley, then relax in the evening beneath a sky full of stars.

Family · Value · Heating

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.

Value · Family · Quiet

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. 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.

Family · Value · Sleep quality

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.

Value · Family · River

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!

Family · Location · Condition

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.

Family · Value · Parking

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.

Family · Location · Bathroom

Downtown Troy Studio: On the Square!

Experience the vibrant heart of downtown Troy from our stylish studio apartment! Nestled on the second floor of a newly renovated historic building (with no elevator), this space offers the perfect blend of vintage charm and modern comfort. Our studio is ideally situated right on the square, placing you mere steps away from Troy's best restaurants and shops. Book your stay today and discover the magic of our historic square!

Location · Family · Kitchen

Historic Downtown Brick Townhouse~Newly Renovated

Welcome to your stylish home away from home in the heart of historic downtown Troy! This beautifully renovated townhouse blends timeless charm with modern comfort, creating the perfect space for a relaxing and memorable stay. From the moment you walk in, you’ll be greeted by stunning exposed brick walls that showcase the character of the home, paired with fresh updates and thoughtful design throughout.

Location · Hospitality · Walkability

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.

Location · Value · Cleanliness