Holiday houses in Oakwood

Retreat, one block from downtown

Spacious and beautiful studio apartment, centrally located--1 block from: bike path, Yellow Springs Brewery, Street Fair, skatepark, and downtown. Second floor walk up, with balcony. Off-street parking in 3-car driveway. Private entrance. Queen-size bed, extra thick mattress with pillow top; kitchenette with small fridge, toaster oven, two-burner stovetop, sink; wifi; AC. Oak floors. Retreat for romantics, wellness seekers, outdoor enthusiasts, brew aficionados, artists, business professionals.

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!

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.

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.

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.

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!

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.

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!

Dayton Retreat, UD, MVH, Oregon Dist, KHN, &WPAFB

Welcome to Polu, named after the Hawaiian word for “blue.” Located in Dayton’s historic South Park district, this beautifully restored 1800s home blends original architectural charm with modern luxury. Step inside to tall ceilings, preserved vintage details, and elegant, thoughtfully curated décor. Designed for comfort and relaxation, Polu offers a serene and stylish retreat whether you’re visiting for business, a weekend getaway, or a special event.

Creek Cottage

Keep it simple at this peaceful and centrally-located place. Just minutes from the Nutter Center, WSU, Wright-Patterson AFB, USAF Museum, and I-675 to I-70 & I-75. Beavercreek has great people & dog parks, small businesses (including a fabulous paper crafting store & bakery that addresses dietary restrictions...and it's delish!), and bike/walking paths. Downtown Dayton and UD are ~15 minutes away. Come relax and recharge for your next adventure!

Antique Charm 3BR | Gourmet Kitchen & Large Yard

Escape to our Antique Charm 3BR 2BA retreat in Kettering, just minutes from Kettering Hospital and The Greene Towne Center. Relax on your private patio, cook in the fully equipped kitchen, and rest easy with plush beds and fresh linens. Perfect for couples, small families, or business travelers, this stylish stay blends cozy comfort with modern updates. Close to shopping, dining, and entertainment—your home base for exploring Dayton!

Heartland - Ground Level, 1st Floor

Take it easy at this unique and tranquil getaway. We invite you to exlore this hidden gem just outside of Tipp City, OH. Guests will enjoy a private bedroom, bathroom, kitchen, living area, and designated patio space all to themselves. Guests will enjoy the tranquil atmosphere and beautiful natural landscape with nearby biking or hiking trails. Grill out, make a fire, enjoy peaceful walk on the labyrinth and so much more.