Holiday houses in Oakwood

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Top-rated holiday rentals in Oakwood

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Guest favourite
An open concept kitchen is highlighted, featuring a large black island with modern chairs. Stainless steel appliances and a stylish backsplash complement the sleek cabinetry. Natural light streams through the windows, illuminating the airy dining area in the background.
Home in South Park
4.94 out of 5 average rating, 194 reviews

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!

Guest favourite
A comfortable living area is highlighted with large windows allowing natural light. A brown leather sofa and a light-colored armchair are arranged around a circular coffee table. A flat-screen TV is mounted on the wall, accompanied by decorative plants and a vibrant area rug.
Home in Dayton
4.95 out of 5 average rating, 184 reviews

Renshaw Ranch - Elegant King Bed Suite

Welcome to the Renshaw Ranch! Your own private home away from home with simple yet elegant touches throughout where you may find retreat and rest. Conveniently located for essentially any reason you have to visit the Dayton area; family, business, vacation or personal. You are minutes away from Kettering Hospital (3 min), Miami Valley Hospital (10min), I-75 (5 min), NCR (5 min), Dayton Mall, UD, WSU, WPAFB, restaurants and shopping, ie The Greene, Austin Landing, Oregon District and much more.

Guest favourite
The exterior of a single-story brick home is shown, surrounded by well-maintained lawn and natural greenery. A covered entrance features a circular glass door, and an American flag hangs, adding a touch of character to the inviting facade.
Home in Dayton
4.91 out of 5 average rating, 344 reviews

Suite Serenity! 3Bed-2Bath! Family/Business/Travel

Peace and Serenity await you! Sit back, relax and get away from it all! Natural elements surround this home and are added inside to make this the ultimate getaway! Calm, quiet & close to it all! Near to Restaurants, Movie Theater, Shopping, Mall, Wright State University, Nutter Center, WPAFB, Yellow Springs, business or pleasure! Quick highway access. Note: Strict cleaning and sanitizing measure are in place to ensure the health and safety of our guests. Thank you for your understanding.

Guest favourite
An outdoor space features wooden lounge chairs arranged on green artificial turf. A wooden barrel sauna stands prominently, with a five-person hot tub nearby. Soft cafe lights hang overhead, creating a welcoming environment.
Home in South Park
4.95 out of 5 average rating, 163 reviews

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.

Top Guest favourite
A spacious living room is filled with natural light, featuring two comfortable sofas arranged around a coffee table. A large television is set on a dark wooden stand, while a decorative clock adds detail to the white brick fireplace. A floor lamp stands in a corner, providing additional lighting.
Home in Dayton
5 out of 5 average rating, 139 reviews

Peaceful 3BR House Minutes From Downtown Dayton!

Welcome and enjoy your trip in one of Dayton's best neighborhoods! Minutes from downtown Dayton as well as UD and Wright State. There is so much available at your fingertips. Wake up and grab a coffee at Epic Coffee. Stop by Trader Joes, Dorothy Lane, or Kroger to get your groceries. Take a walk through one of our spectacular parks nearby or catch a concert at Fraze Pavilion. This house is the perfect home away from home for you and your family to enjoy!

Top Guest favourite
A welcoming living space is highlighted by a sleek dark leather sofa and a cozy brown armchair. A modern coffee table sits in front, while warm lighting enhances the ambiance. The open kitchen area features stainless steel appliances and wooden cabinetry, with natural light streaming through the windows.
Bungalow in South Park
4.94 out of 5 average rating, 200 reviews

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.

Top Guest favourite
The living area features a genuine leather sofa positioned across from a dark wood entertainment unit. Two upholstered armchairs are situated near arched windows, adorned with floral curtains. The walls are decorated with distinctive Gucci wallpaper, and a light rug complements the hardwood flooring.
Guesthouse in Oregon
4.97 out of 5 average rating, 173 reviews

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!

Guest favourite
A spacious living area features a light-colored sofa and decorative cushions, arranged around a central round coffee table. Elegant artwork adorns the walls, and the room is illuminated by a modern chandelier. Window treatments offer privacy while allowing natural light to filter in.
Home in South Park
4.91 out of 5 average rating, 149 reviews

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.

Guest favourite
Bungalow in Dayton
4.97 out of 5 average rating, 161 reviews

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.

Guest favourite
An open living area features a light-colored floor, with a dining table and chairs positioned to the left. A blue bench sits adjacent, with a view of the bedroom through an archway. The kitchen area showcases white cabinets and essential appliances.
Apartment in South Park
4.93 out of 5 average rating, 121 reviews

BRIGHT~AIRY Loft - near Downtown/UD/UVM

Bright, open upstairs apartment in circa 1860 federal style building with high ceilings and lots of natural light. Located a 3 minute walk from Miami Valley Hospital in Historic South Park. Close to the University of Dayton, shops on Brown Street, Interstate 75, the Oregon District and Downtown Dayton. South Park is one of the most popular neighborhoods in Dayton. Walk or bike anywhere.

Top Guest favourite
The exterior of Carillon Cottage features a striking blue facade with white trim, set against a backdrop of lush greenery. The structure displays a classic gable roof, with multiple windows allowing for natural light. A stone wall borders the front garden, which is accentuated by small, neatly trimmed hedges.
Home in Dayton
4.99 out of 5 average rating, 120 reviews

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!

Guest favourite
A spacious living area is highlighted by large windows that allow natural light to fill the room. A black sofa and a unique black chair are positioned around a round wooden coffee table. A decorative fireplace and built-in shelving add charm to the space.
Loft in Oregon
4.89 out of 5 average rating, 178 reviews

The Loft on 5th w/hot tub in the Oregon District

Enjoy your stay in the heart of Dayton's entertainment district. This beautiful building built in 1870 is right on the main strip, seconds away from breweries, pubs, bars, and restaurants in and around the Oregon District. Minutes away from the University of Dayton and Miami Valley Hospital. Located just east of I-75 and north I-35. A short 15 minute drive to WPAFB.

Popular amenities for Oakwood holiday rentals

  1. Airbnb
  2. United States
  3. Ohio
  4. Montgomery County
  5. Oakwood