
Holiday houses 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.

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 charming home w Fenced yard and fire pit
Chic Boutique is a lovely home in the heart of Dayton. Close to downtown, University of Dayton and both Miami Valley and Kettering hospitals. Our home is completely renovated and ready for your family to enjoy. We also have a fenced yard and parking in the driveway as well as on the street. You will love the private outdoor space for BBQ's or a cozy night lounging around the firepit. The kitchen is fully stocked for meal prep, and the kitchen table expands to seat 8 people. Relax and Enjoy!

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.

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.

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!

Cozy Beach House Minutes From Dayton!
Welcome and enjoy your trip in one of Dayton's best neighborhoods! Minutes from Dayton and a quick drive to the university. There is so much available at your fingertips. Wake up and grab a coffee at Warehouse 4. Stop by Trader Joes or Kroger to get your groceries. Take a walk through the many amazing parks nearby or catch a concert at Fraze Pavilion. After a day out, relax in the living room and watch your favorite shows or movies. Make yourself at home and live like a Dayton local!

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.

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.

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 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.

The Airplane Art House | Fire Pit & Art Room
Escape to a stylish Dayton retreat where HGTV design meets local art. This 3-bedroom home comfortably sleeps 6 and features a fully stocked kitchen, a unique basement art/play room, and a private fenced backyard with a fire pit. Perfect for families and groups looking for a creative and comfortable stay, centrally located near Dayton's top attractions.
Popular amenities for Oakwood holiday rentals
Other great holiday rentals in Oakwood

5 min to UD, Fire Pit, Fenced Yard, No Airbnb Fees

Blue Bungalow, South Park, Oregon dist, UD, MVH

Cozy Bungalow near UD & downtown

The Globe: 2 bedroom home with unique art

Charming 3 Bedroom Home : Near WSU/UD/WPAFB

The Retro Bungalow in Dayton 3bd/2ba

*Charming 2-Bedroom Haven in heart of Kettering!*

Oregon District Luxury Stay- close to UD
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
- Deer Creek State Park
- 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





