House holiday rentals in Montgomery County

4.98 out of 5 average rating, 122 reviews

NEW 2 Bedroom Bungalow - Near UD & Downtown

This open-concept bungalow is located in the heart of the historic South Park district of Dayton Ohio. The cozy property was originally built in the 1800's and was renovated, carefully curating some of the original aspects of the home, such as the wooden flooring, the fireplace mantle, and exposed brick walls that you can only find in an older home. The open concept floor plan makes for the perfect gathering space and cozy visit. Near UD and downtown Dayton; centrally located. Come stay with us!

4.95 out of 5 average rating, 188 reviews

Sparkling Clean | King + Beautiful Design-Downtown

Welcome to The La Belle Verde Home, part of the La Belle Homes collection — a serene, thoughtfully designed home in Dayton’s Historic St. Anne’s Hill. Unwind in peaceful spaces with curated international touches, cook in a full kitchen, and enjoy a private backyard oasis. 500 Mbps Fiber Internet, in-unit washer/dryer, and cozy living spaces make it perfect for long stays, remote work, and rejuvenation. Minutes to downtown’s vibrant dining, shopping, and cultural attractions. Msg me, let's chat!

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!

Superhost

4.86 out of 5 average rating, 143 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.

4.94 out of 5 average rating, 223 reviews

Meet-n-Sleep Edwardian Guest House

Combine business with slumber - and bring your baby along! This guest house is designed with work/business meeting space on the ground floor, but is also a fully equipped home with sleeping quarters upstairs. Sleeps 2-3, seating for 8. 1 standard bed & crib/twin airbed option in 2nd BR. There's a large deck out back with a picnic table and grill. NOTE: We only accept guests whose Airbnb verification includes a government issued photo ID for the primary guest who will be in residence.

4.98 out of 5 average rating, 115 reviews

Home in Vandalia

Home w/King Suite 4 Mins to DAY Airport

Open Floor Plan. King Suite with Work Station. Private Garage. Fenced in Backyard. Hard Top Canopy on Deck. Spacious 2nd Floor Bedroom. Pet Friendly. Coffee / Tea Bar. Wifi Door Locks. Wifi Available NO PARTIES ALLOWED Pets allowed with $50/pet fee charge

4.92 out of 5 average rating, 161 reviews

Modern 2BR Guesthouse Near WPAFB & UD – EV‑Ready

THE Casita, situated adjacent to our family home, serves as the ideal base for your trip to the Miami Valley. Wright-Patterson Air Force Base, the Nutter Center, downtown Dayton, the University of Dayton, Riverscape, and the Levitt Pavilion are all close by. Additionally, Kings Island and Cincinnati are both less than an hour away by car! Conveniently located with easy access to Interstates 70, 675, and 75, we also cater to Electric Vehicles by providing access to a 220V plug.

4.95 out of 5 average rating, 166 reviews

Home in Miamisburg

The Linden Guesthouse - bike/hike/golf/shop/visit

This updated stylish 2 bed/1.5 bath single story guesthouse is perfect for work, group trips, fun, or family visits. The kitchen has dishes, cookware utensils, and pantry basics (oil, seasonings, sugar & flour). A Keurig single-serving and carafe coffee maker with k-cups and coffee filters is provided. The guesthouse has two living spaces, a dining room, a kitchen, a utility room with a washer and dryer, a private patio with outdoor seating, and a grill.

4.94 out of 5 average rating, 108 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.

4.89 out of 5 average rating, 113 reviews

Dayton Retreat, UD, MVH, Oregon Dist, KHN, &WPAFB

Welcome to Polu, named after the Hawaiian word for “blue.” Located in Dayton’s historic South Park district, this beautifully restored 1800s home blends original architectural charm with modern luxury. Step inside to tall ceilings, preserved vintage details, and elegant, thoughtfully curated décor. Designed for comfort and relaxation, Polu offers a serene and stylish retreat whether you’re visiting for business, a weekend getaway, or a special event.

4.86 out of 5 average rating, 258 reviews

Cozy 2BR | Fenced Yard & Fire Pit | Walk to UD

Relax in this charming two-bedroom bungalow, nestled in historic South Park, just minutes from the Oregon District and Dayton’s best dining and nightlife. Enjoy all the comforts of home with a washer/dryer, a fully stocked kitchen, and a private fenced backyard - perfect for evening drinks around the fire pit! Centrally located only a short walk or Uber to UD, Miami Valley Hospital, and Downtown Dayton.