
Vacation rentals in Casstown
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Casstown
Guests agree: these stays are highly rated for location, cleanliness, and more.

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
4.9 out of 5 average rating, 237 reviews
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.
4.97 out of 5 average rating, 133 reviews
Tranquil Nest - Family Home with Spa Tub
Nestled in a wooded neighborhood, our home, ideal for family or friends, is just minutes away from I-75, local dining, entertainment, downtown Dayton, and Dayton International Airport. Enjoy a spacious backyard, a fully-equipped eat-in kitchen, a dedicated workspace, and an attached two-car garage. Unwind in one of the three plush bedrooms, one boasting an en-suite with a jacuzzi tub and seated shower. Experience comfort and convenience at our charming retreat. We look forward to hosting you!
4.87 out of 5 average rating, 200 reviews
Cozy Downtown Troy Studio | Walk Everywhere
Welcome to your cozy home base in Downtown Troy. This thoughtfully designed apartment, located in a downtown setting, is perfect for solo travelers, couples, or extended stays looking for comfort, value, and walkable convenience. Step outside and enjoy easy access to downtown restaurants, coffee shops, boutiques, and local events. Perfect For: • Solo travelers & couples • Business travelers • Extended stays •. Ideal for weekends • Guests who love walkable downtowns
4.94 out of 5 average rating, 66 reviews
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.
4.92 out of 5 average rating, 545 reviews
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.
4.96 out of 5 average rating, 310 reviews
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!
5.0 out of 5 average rating, 109 reviews
The Colorful Cottage | Decorated for the Holidays!
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.
4.94 out of 5 average rating, 108 reviews
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.
4.88 out of 5 average rating, 319 reviews
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!
4.95 out of 5 average rating, 124 reviews
Historic 5-BR Country Home. Cozy & Full of Charm
The whole group will be comfortable in this spacious and unique space. You are close to our cute little town and close enough to see the cattle from our Cattle Ranch. Our rooms are comfortable with 1 full bathroom, 2 - 1/2 baths, with a separate shower in the laundry room, large kitchen, dining room, sitting room and family room with TV and Wi-Fi. We offer a large back patio and garage.
4.97 out of 5 average rating, 117 reviews
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.
4.9 out of 5 average rating, 277 reviewsPopular amenities for Casstown vacation rentals
Other great vacation rentals in Casstown

Hidden Gem | Fenced Yard | Walk Downtown
5.0 out of 5 average rating, 88 reviews
3 Bedrooms with 3 FULL Baths
4.8 out of 5 average rating, 74 reviews
Spacious Hangout
4.86 out of 5 average rating, 35 reviews
Charming Three-Bedroom House
4.92 out of 5 average rating, 12 reviews
Hillside Retreat on Hampton Road
5.0 out of 5 average rating, 3 reviews
Gorgeous estate | Best in Dayton!
4.79 out of 5 average rating, 19 reviews
Book Vintage Jewel (into Nov & Dec)
4.97 out of 5 average rating, 31 reviews
Cozy Two-Bedroom Bungalow with New Kitchen
4.89 out of 5 average rating, 112 reviewsDestinations to explore
- Chicago Vacation rentals
- Sevierville Vacation rentals
- Pigeon Forge Vacation rentals
- Pittsburgh Vacation rentals
- Indianapolis Vacation rentals
- Columbus Vacation rentals
- Cleveland Vacation rentals
- Louisville Vacation rentals
- Cincinnati Vacation rentals
- Detroit Vacation rentals
- Knoxville Vacation rentals
- Milwaukee Vacation rentals
- Kings Island
- University of Dayton
- John Bryan State Park
- RiverScape MetroPark
- Wright State University
- Dayton Art Institute
- Boonshoft Museum of Discovery
- Carillon Historical Park
- Caesar Creek State Park
- Arboretum MetroPark
- Ohio Caverns
- Glen Helen Nature Preserve
- Clifton Gorge State Nature Preserve
- National Museum of the US Air Force
- Benjamin & Marian Schuster Performing Arts Center





