
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.

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.

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.

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 third guest sleeps on a twin roll-away bed. The kitchen is equipped for basic cooking with a fridge, Keurig, oven, microwave and toaster plus tableware. 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. Free parking is available in the adjacent public lot.

The Blue Heron Guest House
Whether you are traveling solo for work, or for recreation with your family, our lovely two bedroom, 1200 square foot guest house is ideal. One of two houses on the property (we live in the other) designed and built in 1920 as a summer residence for a local family. These 5.5 acres of park-like setting are situated on the serene Stillwater River. Tucked away, in the midst of the suburbs, surrounded by trees, gardens and the sound of birds, this gem of a place is a perfect home away from home.

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.

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 & comfort, making it one of Centerville’s true hidden gems. Just steps from Uptown 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.

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.

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.

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!

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.

Carillon Cottage - Modern Comfort & Vintage Design
Carillon Cottage is a historic home featuring modern comfort with vintage design. This family-friendly and spacious house, which was originally built in 1905 and fully renovated in 2023, is filled with details highlighting the rich history of Dayton, Ohio. Enjoy the curated display of local photos and elegant furnishings with classical touches. We look forward to hosting you!

The Loft on 5th w/hot tub in the Oregon District
Enjoy your stay in the heart of Dayton's entertainment district. This beautiful building built in 1870 is right on the main strip, seconds away from breweries, pubs, bars, and restaurants in and around the Oregon District. Minutes away from the University of Dayton and Miami Valley Hospital. Located just east of I-75 and north I-35. A short 15 minute drive to WPAFB.
Popular amenities for Montgomery County holiday rentals
Other great holiday rentals in Montgomery County

Cozy Suite Historic Miamisburg

Rivulet House | Riverfront cottage + fire pit

Lively 2 BR by The Greene/Hospitals/Fraze Pavilion

Charming 3 Bedroom Home : Near WSU/UD/WPAFB

The Surf Shack in South Park

The Olive Tree | Quaint 2BR | Long-term Available

Dayton Bliss: Cozy and Central

Dayton Historic South Park Home
Destinations to explore
- Hotel rooms Montgomery County
- Rentals with a fireplace Montgomery County
- Rentals with a hot tub Montgomery County
- Fitness-friendly rentals Montgomery County
- Townhouse rentals Montgomery County
- Condo rentals Montgomery County
- Rentals with a washing machine and dryer Montgomery County
- House rentals Montgomery County
- Rentals with a patio Montgomery County
- Family-friendly rentals Montgomery County
- Rentals with breakfast Montgomery County
- Apartment rentals Montgomery County
- Rentals with pools Montgomery County
- Rentals with a fire pit Montgomery County
- Pet-friendly rentals Montgomery County
- Rentals with outdoor seating Montgomery County
- Kings Island
- Great American Ball Park
- Cincinnati Zoo & Botanical Garden
- Cincinnati Music Hall
- Newport Aquarium
- John Bryan State Park
- Smale Riverfront Park
- Cincinnati Art Museum
- National Underground Railroad Freedom Center
- Contemporary Arts Center
- Paycor Stadium
- Heritage Bank Center
- Krohn Conservatory
- Duke Energy Convention Center
- Xavier University
- University of Cincinnati
- Hard Rock Casino Cincinnati
- University of Dayton
- Jungle Jim's International Market
- TQL Stadium
- Newport On The Levee
- Findlay Market
- Wright State University
- Eden Park




