Holiday houses in Montgomery County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Montgomery County

Guests agree: these stays are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Top Guest favourite

Guesthouse in New Lebanon

4.97 out of 5 average rating, 215 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.

Top Guest favourite

Barn in Beavercreek

4.97 out of 5 average rating, 136 reviews

Quaint 1 bedroom barn cottage with lots of privacy

Welcome to the Cranberry Cottage! Enjoy the rustic barn experience while enjoying modern conveniences of this sweet romantic cottage. You'll feel like you're a million miles away from the hustle and bustle while you enjoy coffee on your own private deck. Walk up the path and cross the road and you can enjoy 150 acres with walking trails at Mount Saint John. Drive just 2 miles and you'll be close to the finest shopping and dining experiences at the Greene Mall. Come enjoy this unique experience.

Guest favourite

Apartment in Centerville

4.9 out of 5 average rating, 297 reviews

Apt 1: Octopus Garden in Uptown Centerville

This apartment is a twin to our Apt 2: Pilot Lounge 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

Guest favourite

Apartment in Dayton

4.91 out of 5 average rating, 140 reviews

Studio Neutral Chic near Kettering Hospital & Shop

Come enjoy this quaint unit in Kettering...close to shopping, restaurants, hospitals and city attractions! King size bed, balcony and tranquil essential oil diffuser will help set the mood and relax you during your stay! Walk or drive to various local and chain restaurants. 9 min drive to Kettering Hospital (main campus)...5 minute drive to The Fraze Pavillion, The Greene Towne Centre. Visit Downtown Dayton/ Oregon District within 15 minutes. Hike Clifton Gorge in Yellow Springs within 30 min.

Top Guest favourite

Home in Dayton

4.97 out of 5 average rating, 189 reviews

Oak Street Place in Historic South Park District

This is a one of a kind stay located in the heart of the historic South Park district. This unique property used to serve as several different types of businesses including a barbershop, grocery store and church. The space has now been completely remodeled into a stunning open concept home full of history and character. With ship lap walls and vaulted ceilings with original exposed beams, it looks like it could have been on an episode of HGTV’s Fixer Upper! Come stay at Oak Street Place!

Guest favourite

Home in Dayton

4.86 out of 5 average rating, 146 reviews

* Cozy 2 bedroom home with 2 TV’s *

Relax & unwind alone, or with your family in our cozy home! Fast WiFi Fully stocked coffee bar. Conveniently located 10 minutes from the Dayton Airport, and 14 minutes to downtown Dayton. 11 minutes to Rose Music Center. Restaurants and shopping within walking distance, and Metroparks bike trail at the end of our street. Pets are welcomed for an additional fee PER PET. Unique quirks about our little home: the ceiling coming down the steps is lower, and the bathroom is a jack-and-jill.

Guest favourite

Apartment in Dayton

4.95 out of 5 average rating, 134 reviews

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!

Top Guest favourite

Guesthouse in Centerville

5 out of 5 average rating, 220 reviews

The Carriage House in Uptown Centerville

Welcome to the Carriage House! Located in the heart of Uptown Centerville, you’ll be just steps away from shops, restaurants, ice cream, & more. Whether you’re escaping for a romantic weekend, visiting loved ones, or simply taking time to unwind, the Carriage House is your perfect retreat. Originally built in 1897 and fully renovated in 2017, this charming space blends historic character with modern comfort. A cozy yet airy retreat—one of Centerville’s favorite hidden gems.

Superhost

Home in Dayton

4.9 out of 5 average rating, 112 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.

Top Guest favourite

Bungalow in Dayton

4.93 out of 5 average rating, 178 reviews

South Park- The Purple Barney Guesthouse

Historic South Park Purple Barney guesthouse. Built in 1920 this shotgun cottage was rehabbed by me, a neighborhood activist, who stripped it down to the studs. What you'll find is a mix of historic, modern, and mid-century modern, with vaulted ceilings, skylights in both the bedroom and the spacious bathroom, and safe, snug, and quiet thanks to the insulation, new windows & doors. New Metal Roof in 2022! Your host is a Certified Service Disabled Vet.

Guest favourite

Guesthouse in Dayton

4.97 out of 5 average rating, 123 reviews

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!

Top Guest favourite

Townhouse in Dayton

4.96 out of 5 average rating, 699 reviews

The Riverview Townhome, Downtown Skyline View

Exciting, fun, and cozy townhome built in 1883 with tranquil views of the downtown skyline and the Great Miami River in a charming, historic district near downtown The RiverScape Metropark, The Levitt Pavilion, and multiple bars/restaurants are within walking distance. The excitement of the vibrant Oregon District is also within minutes, whether walking or driving. Both WPAFB and Wright State University are an easy 10-15 minute drive!