Vacation rentals in Oakwood

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Top-rated vacation rentals in Oakwood

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Top guest favorite
A spacious living area is equipped with a comfortable leather sofa and contemporary wooden furniture. A large television is mounted on the wall, while a stylish round coffee table sits in the center. Natural light enters through two windows, enhancing the neutral color palette.
Bungalow in South Park
4.96 out of 5 average rating, 319 reviews

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.

Top guest favorite
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 South Park
5 out of 5 average rating, 144 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.

Guest favorite
A spacious bedroom presents a king size bed adorned with a neutral-patterned comforter and decorative pillows. Two windows allow natural light to fill the room, complemented by light curtains. A bedside lamp casts a soft glow, and a large mirror adds depth to the space.
Apartment in Dayton
4.92 out of 5 average rating, 143 reviews

Studio Neutral Chic near Kettering Hospital, Shopp

Come enjoy this quaint unit in Kettering...close to shopping, restaurants, hospitals and city attractions! King size bed, washer/dryer, balcony and tranquil essential oil diffuser will help set the mood and relax you during your stay! Walk or drive to various local and chain restaurants. 9 min drive to Kettering Hospital (main campus)...5 minute drive to The Fraze Pavillion, The Greene Towne Centre. Visit Downtown Dayton/ Oregon District within 15 minutes. Hike Clifton Gorge in Yellow Springs

Top guest favorite
A striking blue exterior is complemented by a bright yellow door, creating a vibrant entrance. A large window beside the door allows natural light to illuminate the space within. The setting is accented by nearby greenery and a concrete path leading to the entrance.
Home in South Park
4.97 out of 5 average rating, 193 reviews

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!

Guest favorite
Guest suite in Dayton
4.92 out of 5 average rating, 141 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!

Top guest favorite
The airy living room features an oversized couch, a mounted TV, and two blue armchairs. Natural light enters through large windows, highlighting the hardwood flooring. A door leads to a spacious backyard, while a light fixture provides soft illumination.
Home in Dayton
4.99 out of 5 average rating, 127 reviews

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!

Guest favorite
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
4.97 out of 5 average rating, 195 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!

Guest favorite
A dining area features a rustic wooden table set with a woven runner and a decorative vase containing fresh flowers. Surrounding it are four white, cushioned chairs. The space is brightened by natural light coming through large windows, with a cozy living area visible in the background.
Home in Dayton
4.93 out of 5 average rating, 207 reviews

Updated home in Dayton with low fees!

This unique home in Dayton is loaded with charm. It has been updated in all of the right places to maintain its original character while providing all of the amenities you desire. You'll get quartz countertops, new appliances, high-end mattresses, brand new wood bedframes, and a sit-in front porch. Whether you are here for work or play, this home will be a great "home away from home".

Top guest favorite
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
5 out of 5 average rating, 106 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 favorite
A well-appointed kitchen and living area is showcased, featuring a black sectional sofa with a soft throw. Light wood flooring complements the white cabinetry and modern appliances, including a microwave and a stove. A stylish wall featuring intricate tile patterns adds character.
Home in Dayton
4.91 out of 5 average rating, 139 reviews

Petite Paradise: Charming Tiny Home!

Tiny Home! Enjoy 420 sq home, a private fenced-in yard for your furry friends! Relax on the spacious sun deck or take advantage of the large side yard—ideal for running and playing with your dog. Plus, unwind by the cozy fire pit with provided wood and a swing for ultimate relaxation. Perfect for pet owners and nature lovers alike!

Superhost
A warm living room is showcased with a vintage-style sofa and chairs arranged around a central coffee table. A patterned rug covers the floor, and natural light enters through two windows, creating a relaxed ambiance.
Cottage in South Park
4.79 out of 5 average rating, 412 reviews

The Surf Shack in South Park

Close to downtown, Miami Valley Hospital and University of Dayton. This surfers paradise offers a bright and cozy place to rest and relax. Close to coffee shops, local breweries, and in the summer time surfing. Dayton has standing waves you can surf and this adorable bungalow is an homage to the sport. Please enjoy your stay!

Top guest favorite
A charming single-story home with a welcoming front porch illuminated by warm string lights. Stone and wood accents enhance the exterior, while well-maintained landscaping features green plants and autumn leaves. The inviting entrance includes two chairs for relaxation.
Home in Hearthstone
4.95 out of 5 average rating, 157 reviews

The Cozy Corinth

Welcome to The Cozy Corinth! A peaceful escape from the hustle and bustle of everyday life. Conveniently located just a short drive from downtown Dayton. Note: Please, no parties or events! We are located in a small, quiet neighborhood and cannot accommodate parties or events. Thanks for your understanding.

Popular amenities for Oakwood vacation rentals

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