
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.

Modern Historic House in the heart of South Park
Check out this stylish and modern home in the Historic South Park District centrally located in Dayton Ohio. Located on the best street in this trendy neighborhood where you can enjoy a view of the park from the porch. Built in 1880 this newly revamped home has an open concept full kitchen, 2 bedrooms and 2 full baths. Wood flooring and 12-foot ceilings throughout. Close to downtown, Miami Valley Hospital and the University of Dayton. Within walking distance to shopping, dining and much more.

Tranquil Nest - Family Home with Spa Tub
Nestled in a wooded neighborhood, our home, ideal for family or friends, is just minutes away from I-75, local dining, entertainment, downtown Dayton, and Dayton International Airport. Enjoy a spacious backyard, a fully-equipped eat-in kitchen, a dedicated workspace, and an attached two-car garage. Unwind in one of the three plush bedrooms, one boasting an en-suite with a jacuzzi tub and seated shower. Experience comfort and convenience at our charming retreat. We look forward to hosting you!

In Kettering Near UD/Oakwood/Hospitals & Dayton
UD :University of Dayton,Kettering Oakwood. squeaky clean. 3 Smart TV's "High-Speed" Internet Minutes from Children's, Kettering & Miami Valley Hospitals .15 minutes: (DAY)Dayton Airport. :(CVG) Cincinnati Airport 55 min . Kitchen, Dining Rm, Living Rm, 2 bedrooms. work desk entire house! WPAFB museum,Grocery & shopping near. free parking.Screened porch. Quiet street.. Kurig coffee... located :Kettering. Near all major highways....bike paths, parks, hiking No parties Pets on approval.

* 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.

Arcade + Hot Tub Retreat | Sauna | Near WPAFB
Relax in Style at Our Spacious Entertainment Retreat The space comfortably sleeps up to 8 guests, with two king-size beds a Queen Bed and a pull out sleeper sofa with memory foam mattress. 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!

Sycamore view: Cozy, modern home away from home.
Walkout lower level of private home in a safe, suburban neighborhood: 2BR, 1BA close to Wright Patterson AFB, Soin Medical Center, Fairfield Commons Mall, Wright State University, and University of Dayton. Gas fireplace, TV w/Netflix, and fast wifi included. Free off-street parking for 2-3 cars, one covered. Full kitchen and private laundry. Pet crate available but must have pet leashed outdoors. Shared outdoor fire pit and gazebo available for extended stays.

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

The Carriage House in the Heart of Uptown
The Carriage House in the Heart of Uptown Centerville!! Historic Charm with Modern Comfort. Built in 1897 and fully renovated in 2017, making it one of Centerville’s true hidden gems. Just steps from local restaurants, coffee shops 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.

Sleep Riverside on Stillwater River| Safe & Serene
Welcome to La Casita Cardinal, a cozy 320 sq ft A-frame nestled along the serene Stillwater River, offering over 450 ft of scenic riverfront. Tucked behind the main homes on a tranquil lane near the historic Buckhorn Tavern, this peaceful hideaway is ideal for couples, solo travelers, and nature enthusiasts.
Popular amenities for Montgomery County holiday rentals
Other great holiday rentals in Montgomery County

Modern Condo Near Wright-Patt | Shops & Dining

Rivulet House | Riverfront cottage + fire pit

Cheerful 3 bedroom, 1 bath home

Tiny Home fit for a King: Near Belmont Park!

Steps to Oregon District I Cozy Apt I Near UD

Garden Place

Junction On James

The Retro Bungalow in Dayton 3bd/2ba
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- Kings Island
- Great American Ball Park
- Cincinnati Zoo & Botanical Garden
- Cincinnati Music Hall
- Newport Aquarium
- Paycor Stadium
- University of Cincinnati
- John Bryan State Park
- University of Dayton
- Cincinnati Art Museum
- Xavier University
- Smale Riverfront Park
- Hard Rock Casino Cincinnati
- TQL Stadium
- Jungle Jim's International Market
- Eden Park
- National Underground Railroad Freedom Center
- Contemporary Arts Center
- Newport On The Levee
- Findlay Market
- Krohn Conservatory
- American Sign Museum
- National Museum of the US Air Force
- RiverScape MetroPark





