
Holiday rentals in Oakwood
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Top-rated holiday rentals in Oakwood
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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.

TOP AIRBNB IN DAYTON! | SOUTH PARK | FENCED YARD
Stunning Three Bedroom Historical South Park bungalow - located just steps away from UD, downtown Dayton, and Miami Valley Hospital. This home features an open concept living space with white oak hardwood flooring through-out. The kitchen is fully equipped with all the modern amenities: stainless steal appliances, soft close cabinetry, granite countertops. Two Gorgeous bathrooms w/ custom tile work including a master w/ walk-in shower. Completely fenced in rear yard w/ privacy. Magical space!

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.

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.

Granny Chic Home. UD area. No cleaning fee. Unique
Helen's House is ideally located in Southeast Dayton near the I-75 interchange. Just 1.5 miles from the city center. Close to the University of Dayton Campus, Wright Patterson Air Force Base, the historic Woodland Cemetery. Grocery stores and restaurants are 2-10 minutes from the home. Built in 1900 with original woodwork and wallpaper, we offer the ultimate Granny Chic experience and a step back in time. Helen's House is perfect for couples, adventurers, business travelers, and families.

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.

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.

Friendly Dayton Casita w/ EV Charger & Workspace
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.

Quaint 2-bed room cottage in historic district
Lovely cottage in St. Anne's Hill historic district, includes street parking. Beautiful restorations include original wood flooring and trim, remodeled bathrooms with radiant heat. Updated kitchen, spacious living room and dining room. New addition of second bedroom, laundry space, sunroom and backyard deck completed. Explore the charm of the local area is easy with a short walk to the local pub, Cafe, and restaurants , Oregon district, shops and eatery’s within two blocks.

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.

The Aviator Bungalow in Kettering
Our Aviator Bungalow in Kettering, Ohio is close to Carillon Park and University of Dayton. You will feel right at home with the amenities we offer. Our place is great for couples, solo adventurers, travelling nurses, doctors, therapists and business travelers. A nice city park is right across the street with a tennis court and basketball court, shelter and grill. Five minutes to University of Dayton/Downtown Dayton.
Popular amenities for Oakwood holiday rentals
Stay near Oakwood's top sights
Other great holiday rentals in Oakwood

Hills Bungalow - Top Neighborhood/Pure Americana

The Globe: 2 bedroom home with unique art

Willow Cottage

Rest Haven Cottage: Dayton's Cozy 3-Acre Hideaway

Kettering beauty abuts Oakwood.

Historic & Eclectic Apt in the Heart of Huffman!

Relax close to Carillon Park

5 min to UD, Fire Pit, Fenced Yard, No Airbnb Fees
Destinations to explore
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- Great American Ball Park
- Kings Island
- Cincinnati Zoo & Botanical Garden
- Cincinnati Music Hall
- Newport Aquarium
- Paycor Stadium
- John Bryan State Park
- University of Cincinnati
- Cincinnati Art Museum
- Duke Energy Convention Center
- University of Dayton
- Heritage Bank Center
- Xavier University
- Smale Riverfront Park
- Hard Rock Casino Cincinnati
- Deer Creek State Park
- National Underground Railroad Freedom Center
- TQL Stadium
- Jungle Jim's International Market
- Contemporary Arts Center
- Eden Park
- Krohn Conservatory
- Newport On The Levee
- Findlay Market





