Holiday rentals in Oakwood

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.

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!

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.

Oak Street Place in Historic South Park District

This is a one of a kind stay located in the heart of the historic South Park district. This unique property used to serve as several different types of businesses including a barbershop, grocery store and church. The space has now been completely remodeled into a stunning open concept home full of history and character. With ship lap walls and vaulted ceilings with original exposed beams, it looks like it could have been on an episode of HGTV’s Fixer Upper! Come stay at Oak Street Place!

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.

Nerdy Neptune—Clean, Charming, & Central to Dayton

Welcome to Nerdy Neptune! A 1940s Cape Cod where we've kept all the charm, but updated the kitchen with granite countertops, a new stove and dishwasher, and 2 modern bathrooms. Sleeps up to 10 (1K, 1Q, 1F, 2T, 2 Couches). This cozy home in Patterson Park is minutes from all things Dayton including UD, Oakwood, Wright State, & Downtown. We pride ourselves on cleanliness and having a fully stocked kitchen! If there's anything you need, just give us a shout—we live around the corner.

Fauver Suite A: Cozy Dayton Townhome

Welcome to Fauver Suite A, your cozy retreat in Dayton, Ohio—perfect for families, quiet getaways, or extended stays. This cozy townhouse features a fully equipped kitchen, free parking, and relaxing garden views, all nestled in a peaceful neighborhood just minutes from the city’s top attractions. Whether you're here for business or leisure, you'll enjoy the perfect blend of comfort, convenience, and privacy.

Cozy 2BR | Fenced Yard & Fire Pit | Walk to UD

Relax in this charming two-bedroom bungalow, nestled in historic South Park, just minutes from the Oregon District and Dayton’s best dining and nightlife. Enjoy all the comforts of home with a washer/dryer, a fully stocked kitchen, and a private fenced backyard - perfect for evening drinks around the fire pit! Centrally located only a short walk or Uber to UD, Miami Valley Hospital, and Downtown Dayton.

TOP AIRBNB IN KETTERING! | Near Downtown Dayton!

Gorgeous, professionally remodeled home on a quiet street in Kettering -- located just minutes away from University of Dayton, Carillon Historical Park, Oakwood, and downtown Dayton. This home features a fully fenced in backyard, gourmet kitchen, completely new bathrooms, and so much more. If you are looking for an amazing, over-the-top, 5 star experience -- give us an opportunity!