
Vacation rentals in Casstown
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Top-rated vacation rentals in Casstown
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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, 232 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, 129 reviews
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
4.98 out of 5 average rating, 131 reviews
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.
4.99 out of 5 average rating, 127 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. 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.
4.93 out of 5 average rating, 540 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
4.96 out of 5 average rating, 199 reviews
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.
4.99 out of 5 average rating, 990 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, 106 reviews
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.
4.94 out of 5 average rating, 103 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, 120 reviews
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.
4.91 out of 5 average rating, 267 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, 273 reviewsPopular amenities for Casstown vacation rentals
Other great vacation rentals in Casstown

Historic Downtown Brick Townhouse~Newly Renovated
5.0 out of 5 average rating, 7 reviews
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, 85 reviews
Riverside Retreat on the Great Miami
4.92 out of 5 average rating, 36 reviews
Spacious Hangout
4.84 out of 5 average rating, 32 reviews
The Nature Loft
5.0 out of 5 average rating, 29 reviews
Book Vintage Jewel (into Nov & Dec)
4.97 out of 5 average rating, 29 reviews
Big Blue on 4th!
4.93 out of 5 average rating, 45 reviewsDestinations to explore
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