Vacation rentals in Montgomery County

Guesthouse in New Lebanon

4.97 out of 5 average rating, 217 reviews

Cottage on a working market garden

Studio cottage with full bath and self-catering kitchen with pots and pans, etc., queen sized bed with fresh linens and towels provided. This cottage is on a working market garden. Maximum occupancy two adults. We do have a small bed that could be added to accommodate a small child about 6 years and under. WE WILL ACCEPT SOME PETS, BUT NOT ALL. We are one mile from grocery shopping. Local roads ideal for cycling. Thirteen miles west of Dayton. Price includes fresh flowers and vegetables from the garden during the season. One cat on the property. Cottage has ceiling fan and good air circulation and a window air-conditioner during the warmer months. There is a TV that streams Apple TV and Kanopy in the cottage, and excellent WIFI access. National Air Force Museum in Dayton is only 20 miles/ 30 minutes away. University of Dayton is 14 miles/ 20 minutes from the cottage. Dayton International Airport is 21 miles/ 26 minutes away. Your hosts are a hospitable couple who enjoy meeting new people. If no one else is booked after you, we can be more flexible with the check-out time.

4.96 out of 5 average rating, 318 reviews

Bungalow in Dayton

South Park Guest House

Historic South Park guesthouse. Built as the center of 3 sisters, this 1920 shotgun cottage and its neighbor to the right were bought by me, a neighborhood activist, who stripped them both down to the studs. What you'll find is a mix of historic, modern, and mid-century modern, with vaulted ceilings with skylights in both the bedroom and the spacious bathroom, and safe, snug, and quiet thanks to the insulation, new windows, new doors, and Berber carpet. Owned by a Certified Service Disabled Vet.

4.9 out of 5 average rating, 302 reviews

Apartment in Centerville

Apt 1: Octopus Garden in Uptown Centerville

This apartment is a twin to our Pilot Lounge airbnb located across the hall. Two adults can sleep in a dedicated bedroom on a queen bed while your child sleeps on an air mattress (the 2nd bed) in the living room. The kitchen is equipped for basic cooking with a fridge, Keurig, oven, microwave and toaster. There's a 42" TV paired with an apple TV loaded with multiple apps. Alexa provides info and light control. Two window a/c keep the place cool. Parking is available in the adjacent public lot

4.98 out of 5 average rating, 370 reviews

Guesthouse in Dayton

Private & Peaceful Cabin Near I-70

ALL INCLUSIVE: Rest & Relax Rustic Loft Style early 1900 Cabin with all the comforts of home. Fully Furnished with private deck & Hot Tub Lighted Parking next to Cabin Enjoy Sweet Dreams on the Queen Size Luxury Memory Foam Mattress 50 inch Roku TV Fireplace, Bathroom w/ slate shower Full Kitchen Living Area with Recliner Couch Queen size Air Mattress In Unit Washer & Dryer Coffee Water & Tea -please note OPEN space with NO divider walls Conveniently located 8 mins to Dayton Airport

4.95 out of 5 average rating, 132 reviews

Luxury & Wellness

Discover a sanctuary of wellness and luxury in the heart of Dayton, Ohio. Our exclusive three-bedroom, two-bath home is not just a place to stay, it's an immersive bio-hacking experience designed to rejuvenate your mind, body, and soul. Here, health technology isn't just an amenity, it's a way of life offered to our guests at no extra cost. You have seen celebrities like Joe Rogan embrace these technologies on social media, and now it's your turn to experience their transformative power.

4.94 out of 5 average rating, 138 reviews

Apartment in Dayton

Historic & Eclectic Apt in the Heart of Huffman!

A new space inviting you to experience all that Historic Huffman and the surrounding neighborhoods have to offer! Located in a 140 year old building, this recently renovated unit has been given new life and is ready to welcome you to the Gem City. If you're here for business, visiting friends, or attending a wedding at The Lift or one of downtown's many venues, this centrally located space is a great place to kick-back and relax. Please read House Manual prior to booking. Thank you!

Guesthouse in Centerville

5 out of 5 average rating, 227 reviews

The Carriage House in the Heart of Uptown

The Carriage House. Historic Charm with Modern Comfort. Built in 1897 and fully renovated in 2017, the Carriage House blends timeless character with modern style, making it one of Centerville’s true hidden gems. Just steps from Uptown shops, local restaurants, and a scoop (or two) of Graeter’s Ice Cream, it’s perfectly located for your stay. Whether you’re planning a romantic weekend, visiting family, or simply looking to relax, this cozy retreat is the ideal place to unwind.

Superhost

4.91 out of 5 average rating, 116 reviews

Lovely Eclectic Duplex - Peaceful Neighborhood

Kick back, relax, and feel right at home in this recently renovated duplex. Located in an adorable and quiet neighborhood, this unique space is comfortable, clean, artfully decorated, and has a calm and soothing atmosphere. Includes updated appliances, a laundry room, a toilet bidet, a workspace, and smart TVs. Just 6 miles from Dayton Airport and an easy drive to downtown, restaurants, eateries, and shopping malls. It will be my pleasure to host you.

4.97 out of 5 average rating, 125 reviews

Guesthouse in Dayton

NEW Oregon District Cozy Downtown Towhome

This guest townhouse is in the heart of the Oregon District, right next to all of Dayton’s best food & nightlife/events! The space is quaint and perfect for groups of 1-4, in a historic neighborhood, and incredible for quaint getaway. Please be aware that the other side of the home is also rented for guests, so while the spaces are completely separate, you may hear noise from other bookings. Please reach out if there are any issues. Come stay with us!

Superhost

Apartment in Dayton

4.75 out of 5 average rating, 142 reviews

Steps to Dining & Attraction + Free Coffee & Wi-Fi

Welcome to our beautifully designed studio in Dayton's historic Oregon District—where comfort meets simplicity. Perfect for solo travelers or couples, this cozy space features a king bed, a stocked kitchen, and all the essentials. Enjoy easy access to top restaurants, nightlife, and local attractions. Whether you're here for work or play, you'll feel right at home in this walkable and vibrant neighborhood.

4.9 out of 5 average rating, 134 reviews

Petite Paradise: Cozy Tiny Home!

Tiny Home! Enjoy 420 sq home, a private fenced-in yard for your furry friends! Relax on the spacious sun deck or take advantage of the large side yard—ideal for running and playing with your dog. Plus, unwind by the cozy fire pit with provided wood and a swing for ultimate relaxation. Perfect for pet owners and nature lovers alike!