Vacation rentals in Casstown

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Top-rated vacation rentals in Casstown

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Guest favorite

Apartment in Urbana

4.99 out of 5 average rating, 186 reviews

Downtown Historic Dist. Walk to Dining & Shops.

Relax while working or work on relaxing. The Kenton Suite is perfect. Located in the heart of historic downtown Urbana. Restaurants, antique shops, theater, and boutiques are all within easy walking distance. Our Kenton Suite apartment is beautifully decorated and comfortable for a weekend or an extended stay. Private entrance gives you the flexibility to come and go as you please. Fast Wifi for work. Semi private veranda right outside your door for enjoying the view of the beautiful yard.

Oct 13 – 20

G$26,890 GYD per night

Guest favorite

Cottage in Dayton

4.98 out of 5 average rating, 257 reviews

The Blue Heron Guest House

Whether you are traveling solo for work, or for recreation with your family, our lovely two bedroom, 1200 square foot guest house is ideal. One of two houses on the property (we live in the other) designed and built in 1920 as a summer residence for a local family. These 5.5 acres of park-like setting are situated on the serene Stillwater River. Tucked away, in the midst of the suburbs, surrounded by trees, gardens and the sound of birds, this gem of a place is a perfect home away from home.

Nov 24 – Dec 1

G$25,688 GYD per night

Guest favorite

Guesthouse in Versailles

4.97 out of 5 average rating, 176 reviews

French B&B - Lower Level Apt w/ 2 bedrooms

The French Bed & Breakfast is nestled in the charming town of Frenchtown, Ohio. This B&B has been operating since 1999 and has accommodated many guests coming to visit Darke County. Lower level of our house - it has spacious and quaint accommodations for a reasonable rate. Included: Continental Breakfast, kitchen, great room & patio. Guest rooms on lower level: 2 bedrooms - can be rented individually or as a 2 bdrm apartment (pricing varies based on events - min $75 ea bdrm).

May 29 – Jun 5

G$23,785 GYD per night

Guest favorite

Cottage in Springfield

4.97 out of 5 average rating, 151 reviews

Country cottage with beautiful view

Country cottage in wooded area overlooking a pond great for catch and release. Enjoy walking 2 miles of wooded trails, a front porch, side deck and fire pit area. Located close to local attractions: Downtown Springfield, Urbana and Yellow Springs; close proximity to Buck Creek State park and reservoir, George Rogers Park and the Fair at New Boston and Rock climbing at the Mad River Gorge. Located minutes from the Little Miami Bike trail network and canoe liveries on the Mad River.

Sep 4 – 11

G$20,880 GYD per night

Guest favorite

Guest suite in Troy

4.92 out of 5 average rating, 361 reviews

The Guest Suite, near I-75 and Hobart Arena

Our space is private and detached from our primary home. It has a separate, private entrance through the yard in the back of the house. There is room for parking in the driveway. With a private bath and separate heating and cooling this space is perfect for someone to stay and feel like they have their own space. The Guest Suite is located one mile from Hobart Arena, Arbogast Performing Arts Center, shopping and restaurants in historic downtown Troy and close to I-75.

Sep 5 – 12

G$15,561 GYD per night

Guest favorite

Guesthouse in Fairborn

4.98 out of 5 average rating, 282 reviews

Cozy cabin at The Armstrong Homestead

The 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.

Sep 1 – 8

G$19,708 GYD per night

Guest favorite

Cabin in Urbana

4.99 out of 5 average rating, 714 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.

Dec 28 – Jan 4

G$26,456 GYD per night

Guest favorite

Cottage in Troy

4.97 out of 5 average rating, 210 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.

Sep 20 – 27

G$22,785 GYD per night

Guest favorite

Apartment in Greenville

4.98 out of 5 average rating, 126 reviews

Cozy one bedroom apartment in a Century old house

This first floor one bedroom apartment is in a quiet neighborhood just 4 blocks from Wayne Hospital, 5 blocks from Darke County Fairgrounds and a short 5 minute walk to Downtown Greenville. It sleep up 4. The living room has a queen size sofa bed. IT has a TV with Spectrum streaming app. WiFi is available. It has a fully equipped kitchen with coffee maker and microwave. Other features include a washer and dryer and free street parking.

Jan 14 – 21

G$16,132 GYD per night

Guest favorite

Cabin in Conover

4.96 out of 5 average rating, 299 reviews

Scenic Grace Cabin- Peaceful & Wooded Lake View

Nestled behind Kiser Lake, in a peaceful and wooded setting, is Scenic Grace Cabin. You are welcomed with your own private drive that leads you to a picturesque cabin, filled with all the amenities that you will need during your stay, including a new hot tub. The neighborhood is peaceful and quiet, and you can enjoy all that Kiser Lake State Park has to offer.

Apr 7 – 14

G$34,806 GYD per night

Superhost

Guesthouse in Piqua

4.92 out of 5 average rating, 196 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.

Jan 19 – 26

G$36,989 GYD per night

Guest favorite

Home in Troy

4.82 out of 5 average rating, 116 reviews

3 Bedroom House

Entire house with 3 bedrooms, 1.5 baths and a basement. Very convenient to local shopping and the near interstate. It's located in a very quiet neighborhood. There is a newer kitchen and updates throughout. Kitchen essentials are provided and there is a gas grill. WiFi and cable TV are also available. Your small dogs welcome.

Oct 28 – Nov 4

G$27,213 GYD per night