
Holiday houses in Montgomery County
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Top-rated holiday rentals in Montgomery County
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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.

Peaceful retreat in heart of Dayton fenced yard
Whether traveling with family or alone, discover the beauty of Patterson Park from this delightful updated 3 bedroom home. The central location is within minutes of everything in Dayton including UD, Miami Valley, Kettering hospital, and the convention center. With 2 luxurious king beds, 1 double bed, and 1 twin bed, guests will have plenty of space to relax. Enjoy the convenience of amenities like WiFi, washer and dryer, AC, and 3 Rocu smart TVs. The updated decor is gorgeous yet cozy.

* 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. Dogs are welcomed for an additional fee. No cats. Unique quirks about our little home: the ceiling coming down the steps is lower, and the bathroom is a jack-and-jill.

Vagabond’s Tiny Art Gallery BnB
Vagabond offers a cozy stay and light breakfast in an INCLUSIVE and WELCOMING mellow, private Tiny Art Gallery BnB. Located on a tree lined street in a 1940’s neighborhood, walking distance to Trader Joes, restaurants, boutiques, Fraze Pavillion and Lincoln Park. 10 minute commute downtown to sites like; UD, Dayton Art Institute, Carillon Historic Park, Levitt Pavilion, Oregon District, Front Street, Schuster, Riverscape, etc. Don’t miss Dayton’s stellar local arts and music scene!

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.

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.

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 ($50 fee) Coffee / Tea Bar. Wifi Door Locks. Wifi Available NO PARTIES ALLOWED

Awesome Downtown Dayton Townhome w/ private garage
Relax in this spacious, centrally located three story townhouse with private garage AND rooftop patio! Perfect for urban exploration or business travel, look no further for your fun and functional home away from home in Dayton, OH. Walking distance from Schuster Performing Arts Center, Steamplant and other popular wedding venues and many bars/restaurants/breweries/coffee shops and more! Dayton International Airport is a short 16 min drive.

Arcade + Hot Tub Retreat | Sauna | Near WPAFB
Relax in Style at Our Spacious Entertainment Retreat The space comfortably sleeps up to 6 guests, with two king-size beds a Queen Bed. Unwind after a long day in our luxurious Hot Tub or rejuvenate in the sauna and massage chair. Enjoy endless fun in the fully equipped game room with brand-new pinball machines, a pool table, slot machines, Golden Tee, and a Multicade arcade system with over 5,000 games — all free to play!

Tiny Home fit for a King: Near Belmont Park!
Welcome to Tiny Home for a King, a stylish 472 sq. ft. retreat in Dayton perfect for solo travelers or couples. This thoughtfully designed space blends modern amenities with charming details, offering a cozy and comfortable atmosphere ideal for relaxing, recharging, or simply feeling at home. Everything you need for a memorable stay is right here in this tiny but inviting haven.

"Travel-Bug" Bungalow Heart of Kettering, Ohio
The Travel-Bug Bungalow is located in the heart of Kettering. We cater to the "travel-bug" - our Airbnb guest who has a strong desire to travel to places all around the world. Quiet neighborhood. Walking distance to the library, post office, supermarket and Mamma Disalvo's Italian Ristorante! We are also a short drive to the USAF Museum and Carillon Historical Park.

The Carriage House in Uptown Centerville
Escape to one of Uptown Centerville’s most charming hidden gems….just steps from local restaurants, cozy coffee shops, unique boutiques, and a scoop (or two) of Graeter’s Ice Cream. Whether you’re planning a romantic getaway, visiting family, or simply looking to relax, this cozy retreat is the perfect place to unwind while walking to everything Uptown has to offer.
Popular amenities for Montgomery County holiday rentals
Other great holiday rentals in Montgomery County

Oregon District Luxury Stay- close to UD

Modern Condo Near Wright-Patt | Shops & Dining

Homestead Bungalow

Home away from home

Cozy Bungalow near UD & downtown

Pet Friendly, Near WPAFB-Downtown, No Airbnb Fees

Riverside Retreat on the Great Miami

Blue Bungalow, South Park, Oregon dist, UD, MVH
Destinations to explore
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- Great American Ball Park
- Cincinnati Music Hall
- Cincinnati Zoo & Botanical Garden
- Paycor Stadium
- Newport Aquarium
- University of Cincinnati
- University of Dayton
- John Bryan State Park
- Xavier University
- Cincinnati Art Museum
- Hard Rock Casino Cincinnati
- Smale Riverfront Park
- TQL Stadium
- Jungle Jim's International Market
- Eden Park
- National Underground Railroad Freedom Center
- Newport On The Levee
- Contemporary Arts Center
- Findlay Market
- Krohn Conservatory
- American Sign Museum
- RiverScape MetroPark
- Dayton Art Institute
- Wright State University





