
Vacation rentals in Casstown
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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, 236 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, 130 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
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.
4.93 out of 5 average rating, 543 reviews
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
4.97 out of 5 average rating, 201 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, 309 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, 108 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, 315 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, 123 reviews
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.
4.89 out of 5 average rating, 9 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

A Unique Creekside Getaway for Families & Friends
5.0 out of 5 average rating, 38 reviews
Hidden Gem | Fenced Yard | Walk Downtown
5.0 out of 5 average rating, 87 reviews
Spacious Hangout
4.86 out of 5 average rating, 35 reviews
Riverside Retreat on the Great Miami
4.92 out of 5 average rating, 37 reviews
Charming Three-Bedroom House
4.92 out of 5 average rating, 12 reviews
Book Vintage Jewel (into Nov & Dec)
4.97 out of 5 average rating, 30 reviews
Gorgeous estate | Best in Dayton!
4.79 out of 5 average rating, 19 reviews
Main Stays West
4.92 out of 5 average rating, 13 reviewsDestinations to explore
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- Kings Island
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- Dayton Art Institute
- Boonshoft Museum of Discovery
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- 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





