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

Private & Peaceful Cabin Near I-70
ALL INCLUSIVE: Rest & Relax Rustic Loft Style early 1900 Cabin with all the comforts of home. Fully Furnished w private deck & solar lighting (Hot Tub Closed til 4-17-26) Lighted Parking next to Cabin Enjoy Sweet Dreams on the Queen Size Luxury Memory Foam Mattress 50 inch Roku TV Fireplace Bathroom w/ slate shower Full Kitchen Living Area w Recliner Couch In Unit Washer & Dryer Coffee Water & Tea -please note OPEN space with NO divider walls Conveniently located 8 mins to Dayton Airport

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!

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.

Huber Heights Hot Tub Bungalo
Forget your worries in this spacious and serene space only 2 miles away from the Rose Amphitheater and 10 minutes from downtown Dayton. The spacious backyard is equipped with 113 jet hotub with a firepit and a relaxing waterfall. The sunroom is a great spot to start the day with complementary coffee/creamer. Complete with 4 Tvs and a computer. The living room has a Nintendo Switch for family fun. Have both a charcoal and gas grills. Please take note. The pool is taken down in September.

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

Sweet & Cozy Cranberry Cottage in a vintage barn!
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. This cottage in conveniently located close to major highways, shopping, dining and nature. Come enjoy this unique experience.

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.

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!

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.

Petite Paradise: Tiny Home Vibes! Great Location!
Tiny Home! Enjoy 420 sq home, a private fenced-in yard for your furry friends! Relax on the spacious sun deck or take advantage of the large side yard—ideal for running and playing with your dog. Plus, unwind by the cozy fire pit with provided wood and a swing for ultimate relaxation. Perfect for pet owners and nature lovers alike!
Popular amenities for Montgomery County holiday rentals
Other great holiday rentals in Montgomery County

Oregon District Luxury Stay- close to UD

Clean&Cozy 2br near UD&AF Museum 1.5 bath 500mbps

Cozy Stay in Beavercreek Ohio close to The Greene

Home away from home

Flying Ace Book Nook

Steps to Oregon District I Cozy Apt I Near UD

Hidden Gem Retreat - Walk to UD/downtown

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




