Holiday houses in Oakwood

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Top-rated holiday rentals in Oakwood

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Guest favourite
Home in Dayton
4.92 out of 5 average rating, 157 reviews

Beautiful Home: Near WSU/UD/WPAFB/ M.V. Hospital.

This wonderful, spacious, remodeled home is the perfect place to stay in the Dayton area! Whether you stay for one night, or many, it provides you with an excellent atmosphere along with a safe, family friendly neighborhood. This beauty provides you with everything you need to feel at home with brand new beds and linens, WIFI, TV’s, and a large brand new kitchen. Close to highway access. Close to WPAFB, AF Museum, University of Dayton, M.V. Hospital, WSU University, shopping and restaurants etc…

Top Guest favourite
A modern living area features a dark gray couch adorned with colorful pillows, paired with a mid-century chair. Natural light enters through two windows, illuminating the stylish rug while a round mirror reflects the space. A flat-screen TV is mounted on the wall, accompanied by a decorative console.
Home in Dayton
5 out of 5 average rating, 172 reviews

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.

Top Guest favourite
Home in Dayton
4.94 out of 5 average rating, 221 reviews

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.

Top Guest favourite
A charming red-brick home is surrounded by lush greenery and colorful flower gardens. A stone pathway leads to the entrance, complemented by various potted plants. A small friendly dog is seen resting on the pathway, adding a welcoming touch to the serene outdoor space.
Guest suite in Dayton
4.93 out of 5 average rating, 161 reviews

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!

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 Dayton
4.95 out of 5 average rating, 176 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.

Guest favourite
A well-lit bedroom features a spacious bed covered with a light blanket, positioned on a large area rug with floral patterns. Two windows allow natural light to enter, while a desk with a chair and a fan are situated against one wall. Decorative plants add a touch of greenery.
Home in Kettering
4.92 out of 5 average rating, 112 reviews

Lively 2 BR by The Greene/Hospitals/Fraze Pavilion

Join us for a clean & cozy stay at your home away from home. This home is situated in a well placed neighborhood, close to the mall, shops, restaurants, festivals, several hospitals and more! Our home is tastefully decorated and loaded with the comforts of home. We feature 2 full bedrooms, full kitchen (w/ a coffee machine) and a full size washer and dryer. We look forward to hosting you! *Snacks and décor may vary Certain times of day the road gets a little busy

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, 157 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 comfortable living area features a dark sofa adorned with decorative pillows and a cozy armchair. A round, tufted coffee table takes center stage, while a warm lamp provides soft lighting. The space is complemented by a patterned area rug and a framed map on the wall.
Apartment in Dayton
5 out of 5 average rating, 184 reviews

Take Flight

"Take Flight" is ready for you to enjoy during your stay in Dayton for work or play. Centrally located, this 2nd floor apartment is close to offices downtown, many nearby attractions, and main traffic arteries like I-75 and US 35. If you plan to stay in, Wi-Fi throughout the unit and a desk area in the bedroom can help you catch up on work. On the other hand, the 55" Smart TV, Blu-Ray player, books, movies and games are available if you'd rather relax.

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 Dayton
4.94 out of 5 average rating, 218 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
An inviting living area features a large brown leather sofa, a patterned area rug, and a decorative coffee table atop wide plank wood floors. A cozy corner chair and a lamp add warmth, while the back wall showcases a mural with 'Centerville Carriage.'
Guesthouse in Centerville
5 out of 5 average rating, 273 reviews

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.

Top Guest favourite
Bungalow in Dayton
4.97 out of 5 average rating, 168 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
A two-story home features a dark exterior complemented by white trim. A landscaped front yard includes a walkway leading to the entrance. Surrounding trees provide shade, and neighboring homes are visible in the background. A fenced backyard can be seen to the side.
Home in Dayton
4.98 out of 5 average rating, 203 reviews

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!

Popular amenities for Oakwood holiday rentals

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