Vacation rentals in Oakwood

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Oakwood

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Top guest favorite

The exterior of a Cape Cod house is shown with a well-maintained white facade and gray shingles. A stone pathway leads to the front door, flanked by colorful flower pots. Large windows allow ample natural light, and the lawn is neatly landscaped.

Guest suite in Kettering

4.96 out of 5 average rating, 103 reviews

2 Bedroom First Flr Suite w/EV charging available

The house is a 1940's Cape Cod house that is well maintained & updated but still keeps the original character. Our neighborhood is relatively quiet with a mix of older residents and younger couples with children. The suite with kitchenette is a separate, private space within our permanent residence & we will not access the area unless it is an emergency. However, since we do share the air, and due to our allergies, please NO smoking, vaping, burning candles or incense anywhere on our property.

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 Dayton

4.96 out of 5 average rating, 313 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 welcoming entrance features a rustic wooden door painted in red, adorned with a wreath and a sign reading 'The Cranberry Cottage.' A vibrant yellow chair rests beside the door, and a colorful doormat greets visitors. The setting reflects a charming, cozy atmosphere.

Barn in Beavercreek

4.97 out of 5 average rating, 135 reviews

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.

Guest favorite

A spacious living area is adorned with a light-colored seating arrangement that includes sofas and chairs. A wooden coffee table sits centrally, while large windows allow natural light to illuminate the room. The kitchen area is visible in the background, featuring modern appliances and a cozy dining space.

Home in Kettering

4.98 out of 5 average rating, 128 reviews

GORILLA HOUSE DAYTON

Private Spacious Multi-level 4 Bed 2/2 Bath Home on Wooded Lot. Walkout basement with bath, refrigerator, & wet bar. Fully equipped kitchen with everything you need to host family & friends. Perfect for dinner parties, SMALL events, special occasions, or just escaping for a getaway. NO CONGREGATING ON DRIVEWAY—be mindful of neighbor. Safe/quiet area. Pets considered with references, daily rate, & refundable deposit. Minutes from everything. EVERY STAY WE DONATE TO JANE GOODALL FOUNDATION.

Top guest favorite

A spacious living area features a light-colored sectional sofa adorned with patterned cushions. A wooden side table stands nearby, and various plants add natural elements. Sunlight filters through sheer curtains, enhancing the bright ambiance of the room.

Home in Dayton

4.95 out of 5 average rating, 189 reviews

Sparkling Clean | King + Beautiful Design-Downtown

Welcome to The La Belle Verde Home, part of the La Belle Homes collection — a serene, thoughtfully designed home in Dayton’s Historic St. Anne’s Hill. Unwind in peaceful spaces with curated international touches, cook in a full kitchen, and enjoy a private backyard oasis. 500 Mbps Fiber Internet, in-unit washer/dryer, and cozy living spaces make it perfect for long stays, remote work, and rejuvenation. Minutes to downtown’s vibrant dining, shopping, and cultural attractions. Msg me, let's chat!

Top guest favorite

A welcoming living room features a black couch, two light-colored club chairs, and a coffee table on a woven rug. Natural light fills the space through large windows adorned with white drapes. A decorative mirror and side table enhance the room's charm.

Home in Dayton

4.95 out of 5 average rating, 184 reviews

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!

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 Dayton

5 out of 5 average rating, 137 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

4.91 out of 5 average rating, 138 reviews

Studio Neutral Chic near Kettering Hospital & Shop

Come enjoy this quaint unit in Kettering...close to shopping, restaurants, hospitals and city attractions! King size bed, 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 Greene Towne Centre. Visit Downtown Dayton/ Oregon District within 15 minutes. Hike Clifton Gorge in Yellow Springs within 30 min. 3 minute walk to pub

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 Dayton

4.97 out of 5 average rating, 189 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

A modern living area features exposed brick walls, complementing a spacious grey sofa and a patterned armchair. A round coffee table sits on a striped rug, while a television cabinet and hanging light fixtures add to the elegant ambiance. The kitchen area is visible in the background.

Apartment in Dayton

4.95 out of 5 average rating, 134 reviews

Historic & Eclectic Apt in the Heart of Huffman!

A new space inviting you to experience all that Historic Huffman and the surrounding neighborhoods have to offer! Located in a 140 year old building, this recently renovated unit has been given new life and is ready to welcome you to the Gem City. If you're here for business, visiting friends, or attending a wedding at The Lift or one of downtown's many venues, this centrally located space is a great place to kick-back and relax. Please read House Manual prior to booking. Thank you!

Top guest favorite

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, 115 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 favorite

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, 217 reviews

The Carriage House in Historic Uptown Centerville

Welcome to the Carriage House. Walk to shops, restaurants, ice cream & more! Whether you're staying for a fun weekend, work or visiting family and friends- the Carriage House is the perfect place. The Carriage House was built in 1897 & underwent a complete renovation in 2017. With its open style concept & 12 ft ceilings, it has taken on a whole new role as one of Centerville's coziest getaways, in the heart of Uptown.