Holiday rentals in Sidney

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

The Garage - Par 2

Tee off in style with our pro-grade 16' UNEEKOR Golf Simulator in the shared first-floor entertainment area, featuring a slick retractable garage door. Upstairs, your private 1-bedroom apartment, built for couples or solo travelers, offers a king-size bed, custom tile shower, high-speed Wi-Fi, two massive 75" smart TVs, in-unit washer/dryer, and a stainless steel kitchen with free K-cup coffee. Grab your spot for an epic downtown escape and pair it with our other unit, ‘Garage Par 3,’ on Airbnb.

Nana’s NooK is Lavish CK IT OUT!

Don’t pass up this unique, quiet, stylish 2 bedroom 1 1/2 bath apt. This modern day place is ready for you to take it easy. It has all the comforts of home which is fully furnished. Being equipped with two baths, it makes it easy to go to work, or a night out, or get ready for traveling the next morning. When you get here you may just want to stay in with this fully equipped kitchen. Don’t forget with two smart TVs you can recline back, relax and take in a movie. This place has all the feels. 🥰

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.

Colonial Home on Wooded Lot

This stately home built in 1917 is an architectural gem showcasing the charm and beauty of the time with its exquisite period details. Recently updated with modern amenities and stylishly designed with modern Art Deco and Midcentury decor. Perfect for overnight stays, family gatherings, bridal occasions, commercial photography/filming, corporate housing, retreats, and intimate gatherings. Requests for events, gatherings, and commercial photography must be approved by host in advance of booking.

Cozy Cottage - Courthouse View

Relax in this calm, stylish home. Located 0.6 miles from Sidney Downtown that offers a Historic Theater, The Spot Diner, coffee shops and restaurants. Convenient access to Rt. 75. This house accommodates a variety of travelers: Whether visiting friends, working remotely, or relocating… we can meet your needs. We offer weekly and monthly discounts. Large dining table seats six or use it as a remote desk. Large yard, fire pit and semi-finished basement has a ping pong table to enjoy.

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).

Best Cottage on Lake Loramie!

Nicest place on beautiful Lake Loramie. Lake front view from the living area. The Fort Loramie state park is right across the road. This park offers over 400 acres and 1655 acres of land to explore complete with a beach. Our State Park is one of the original canal feeder lakes with more than eight miles of hiking trails that follow a portion of the Miami-Erie Canal. Kayaking is a big hit at Lake Loramie also! Everything you need for a getaway. Other rentals also available!

Cozy Home w\ Garage

Welcome to this charming and conveniently located home, nestled in the small town of Wapakoneta. Whether you're here for work or leisure, you'll love being just minutes from local dining, shopping, parks, and more. This cozy retreat offers all the comforts of home, including a fully equipped kitchen, comfortable living spaces, and thoughtful touches throughout. Perfect for travelers looking to stay connected to the best of the area while enjoying peace and privacy.

Parrot Head•King Bed•Bar•Patio•Cornhole•Grill

Discover our fun Parrot Head Haven-themed Airbnb, perfect for Jimmy Buffett enthusiasts! It comfortably accommodates six guests, with space for a seventh on the sofa bed. Our rental is fully stocked with amenities and charming décor. Conveniently located in Piqua, just under 13 miles from the Fort Loramie Country Concert and 31 miles from Eldora Speedway. We also provide a curated list of recommendations to help you plan the perfect itinerary for your stay.

Troy Guest Suite on Market

Relax in Troy's charm! Unwind in our newly renovated & beautifully decorated guest suite. Enjoy a private one bedroom, one bathroom with a fully equipped kitchen. Start your day with brunch at Red Berry (steps away!). Then explore vibrant downtown (a 15-minute walk) or cycle the scenic Miami River Trail that goes right through Troy. Ideal for solo travelers, business professionals, & couples seeking a relaxing escape. Book your Troy retreat today!

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!