
Holiday rentals in Sidney
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Top-rated holiday rentals in Sidney
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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, 237 reviews
The Garage - Par 3
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 2,’ on Airbnb.
5.0 out of 5 average rating, 24 reviews
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. 🥰
4.86 out of 5 average rating, 50 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, 132 reviews
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.
4.97 out of 5 average rating, 37 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).
4.97 out of 5 average rating, 297 reviews
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.
4.95 out of 5 average rating, 244 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, 544 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, 997 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
Buchanan St Retreat w/patio and fire pit
This charming home is in a quiet neighborhood with a cozy firepit, outdoor grill and spacious patio and deck area. The inside has everything you will need for a comfortable nights stay. There is ample parking on the street and off street parking in the driveway . Wapakoneta has a charming downtown with many shops and restaurants. You can enjoy a summer festival, outdoor concert or visit the Neil Armstrong air and space museum.
4.98 out of 5 average rating, 279 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 reviewsPopular amenities for Sidney holiday rentals
Other great holiday rentals in Sidney

Colonial Home on Wooded Lot
4.89 out of 5 average rating, 45 reviews
Book Vintage Jewel (into Nov & Dec)
4.97 out of 5 average rating, 30 reviews
Parrot Head•King Bed•Bar•Patio•Cornhole•Grill
4.96 out of 5 average rating, 67 reviews
Wesley Manor
5.0 out of 5 average rating, 36 reviews
Cheerful 3 bedroom cottage on lake, free parking
4.96 out of 5 average rating, 55 reviews
Hidden Gem | Fenced Yard | Walk Downtown
5.0 out of 5 average rating, 88 reviews
Cozy Downtown Troy Studio | Walk Everywhere
4.94 out of 5 average rating, 65 reviews
Super Cute TiNy HouSe near Lake Loramie Rare Find!
4.73 out of 5 average rating, 37 reviewsDestinations to explore
- University of Dayton
- John Bryan State Park
- RiverScape MetroPark
- Wright State University
- Dayton Art Institute
- Boonshoft Museum of Discovery
- Carillon Historical 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





