Oakwood Vacation Rentals

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Our top choices for Oakwood vacation rentals

Neat & Tidy Private Entry Cozy Suite in Dayton Area with a Dedicated AC

Neat & Tidy Private Entry Cozy Suite in Dayton Area with a Dedicated AC
Dayton
9.8 out of 10, Exceptional, (39 reviews)
"The room was very clean. The location was great. There are a variety of great restaurant options nearby. "
United States
Karen
The price is CA $113
CA $155 total
includes taxes & fees
May 25 - May 26
Neat & Tidy Private Entry Cozy Suite in Dayton Area with a Dedicated AC

Suite Springs

Suite Springs
Yellow Springs
8.8 out of 10, Excellent, (59 reviews)
"Great little spot close to the downtown area. We enjoyed our stay!"
United States
Kaitlin M.
The price is CA $140
CA $253 total
includes taxes & fees
Jun 16 - Jun 17
Suite Springs

Cozy, Renovated 3-Bedroom in the Heart of Dayton

Cozy, Renovated 3-Bedroom in the Heart of Dayton
Walnut Hills
10.0 out of 10, Exceptional, (2 reviews)
"It was an alsome experience no bad complaints"
United States
Jayciona
The price is CA $147
CA $365 total
includes taxes & fees
May 25 - May 26
Cozy, Renovated 3-Bedroom in the Heart of Dayton

The Castro

The Castro
Walnut Hills
10.0 out of 10, Exceptional, (7 reviews)
"Our visit was very pleasant ! Loved the vibe and the books:) very quiet neighborhood and host was available during the late night arrival to answer questions. "
United States
Alyssa B.
The price is CA $83
CA $221 total
includes taxes & fees
May 25 - May 26
The Castro

Updated Historical apartment close to a park and two blocks from the best dining

Updated Historical apartment close to a park and two blocks from the best dining
Downtown Dayton
10.0 out of 10, Exceptional, (110 reviews)
"Loved staying here super nice !!!"
United States
Hannah P.
The price is CA $97
CA $159 total
includes taxes & fees
May 25 - May 26
Updated Historical apartment close to a park and two blocks from the best dining

Shopping Paradise | Free coffee + Parking

Shopping Paradise | Free coffee + Parking
Kettering
9.8 out of 10, Exceptional, (7 reviews)
"Good location to parks, highway, and Green."
United States
Roy
The price is CA $116
CA $259 total
includes taxes & fees
May 31 - Jun 1
Shopping Paradise | Free coffee + Parking

Boho Bungalow: 3BR on Miami Bike Path, Sleeps 7!

Boho Bungalow: 3BR on Miami Bike Path, Sleeps 7!
Xenia
9.0 out of 10, Wonderful, (32 reviews)
"Such a quaint house. It was clean and easily accessible. Bedrooms and bathroom were perfect!"
United States
Dawniel
The price is CA $156
CA $184 total
includes taxes & fees
May 26 - May 27
Boho Bungalow: 3BR on Miami Bike Path, Sleeps 7!

Private Large Suite, cozy, quiet & close to I-75

Private Large Suite, cozy, quiet & close to I-75
Lebanon
10.0 out of 10, Exceptional, (108 reviews)
"This is a great place to stay close to Cincinnati and Dayton. Convenient to I-75. Warm, friendly environment. Responsive hosts. Meredith is great and lives upstairs. "
United States
Rebecca K.
The price is CA $137
CA $272 total
includes taxes & fees
May 26 - May 27
Private Large Suite, cozy, quiet & close to I-75

Enchanting Bungalow - 2BR Historic Hidden Gem

Enchanting Bungalow - 2BR Historic Hidden Gem
Xenia
9.8 out of 10, Exceptional, (22 reviews)
"Was in town with family for a holiday weekend and the property was a close to our event and we enjoyed our experience."
United States
Keaton L.
The price is CA $130
CA $213 total
includes taxes & fees
May 25 - May 26
Enchanting Bungalow - 2BR Historic Hidden Gem

Cozy apartment #1

Cozy apartment #1
North Riverdale
9.0 out of 10, Wonderful, (2 reviews)
"The apartment was super nice inside! It was well kept and the host is very well at communicating! Would stay here again:)"
United States
Hailey
The price is CA $62
CA $207 total
includes taxes & fees
Jun 1 - Jun 2
Cozy apartment #1

Gem City Haven

Gem City Haven
Linden Heights
9.2 out of 10, Wonderful, (13 reviews)
"The house was very clean and local to the attractions we needed for the weekend "
United States
Kirsten R.
The price is CA $109
CA $206 total
includes taxes & fees
Jun 1 - Jun 2
Gem City Haven

Quaint, Cozy, Updated Home -- 15 min to US Air Force Museum!

Quaint, Cozy, Updated Home -- 15 min to US Air Force Museum!
Dayton
10.0 out of 10, Exceptional, (65 reviews)
"Our friend group has stayed here twice to go to the Ohio Renaissance Festival. The hosts are delightful. The property is clean, well stocked, and easily accessible. Great place to stay. "
United States
Kelly G.
The price is CA $145
CA $308 total
includes taxes & fees
May 28 - May 29
Quaint, Cozy, Updated Home -- 15 min to US Air Force Museum!

Walk to Restaurants & Shops of Downtown Miamisburg

Walk to Restaurants & Shops of Downtown Miamisburg
Miamisburg
9.8 out of 10, Exceptional, (33 reviews)
"Such a cute house and property, it was close to the nice little downtown with restaurants to choose from. Beds were comfortable and shower had plenty of water pressure. It was comfortable and cozy."
United States
Kelly S.
The price is CA $166
CA $430 total
includes taxes & fees
May 26 - May 27
Walk to Restaurants & Shops of Downtown Miamisburg

Dayton Air Force Museum Getaway! Close to WPAFB, Downtown, Wright State

Dayton Air Force Museum Getaway! Close to WPAFB, Downtown, Wright State
Dayton
9.6 out of 10, Exceptional, (158 reviews)
"Nice place to stay and good location."
United States
Jesse M.
The price is CA $123
CA $199 total
includes taxes & fees
Jun 1 - Jun 2
Dayton Air Force Museum Getaway! Close to WPAFB, Downtown, Wright State

Historical Louisiana Style Home

Historical Louisiana Style Home
Walnut Hills
9.0 out of 10, Wonderful, (18 reviews)
"My husband and I were in town for a long weekend watching a tournament at University of Dayton. This home was small but the location was perfect for what we needed, we were very close to campus and also to many of the best restaurants, shopping and nightlife. With the unique layout of the home, having to walk through one bedroom to get to the other, I would not recommend to more than a couple or maybe small family. It worked perfectly for us and we would definitely stay again should we be back...
United States
Kathryn J.
The price is CA $159
CA $343 total
includes taxes & fees
May 26 - May 27
Historical Louisiana Style Home

Tranquil Stay Close to Hotspotsin charming Medway

Tranquil Stay Close to Hotspotsin charming Medway
Medway
9.0 out of 10, Wonderful, (4 reviews)
"Great spot. Clean and cozy. Great for a family overnight. Hope to stay again sometime."
United States
Esther M.
The price is CA $117
CA $172 total
includes taxes & fees
May 26 - May 27
Tranquil Stay Close to Hotspotsin charming Medway

Your Tranquil Abode on the Holiday Road

Your Tranquil Abode on the Holiday Road
Tipp City
10.0 out of 10, Exceptional, (7 reviews)
"We enjoyed our stay!"
United States
Lori M.
The price is CA $244
CA $353 total
includes taxes & fees
May 25 - May 26
Your Tranquil Abode on the Holiday Road

Middletown Centenarian 4 Bed 2 Bath Sleeps 12

Middletown Centenarian 4 Bed 2 Bath Sleeps 12
Middletown
8.8 out of 10, Excellent, (32 reviews)
"Awesome Stay. Little Warm upstairs"
United States
gerald s.
The price is CA $157
CA $626 total
includes taxes & fees
May 25 - May 26
Middletown Centenarian 4 Bed 2 Bath Sleeps 12

Rest Haven Cottage: Cozy oasis on 3 acres, near shopping/food/entertainment

Rest Haven Cottage: Cozy oasis on 3 acres, near shopping/food/entertainment
Dayton
10.0 out of 10, Exceptional, (3 reviews)
"Everything was well organized and clean - would stay again!"
United States
Jokessel1 U.
The price is CA $130
CA $280 total
includes taxes & fees
May 31 - Jun 1
Rest Haven Cottage: Cozy oasis on 3 acres, near shopping/food/entertainment

5BD House• City Life • Sublevel Pub • Patio • BBQ

5BD House• City Life • Sublevel Pub • Patio • BBQ
Xenia
10.0 out of 10, Exceptional, (1 review)
"Cute house! Easy check in and all amenities you might need. Host was quick to respond when we needed help with the thermostat. It was a comfortable stay close to everything we needed. "
United States
Mary K.
The price is CA $199
CA $422 total
includes taxes & fees
May 26 - May 27
5BD House• City Life • Sublevel Pub • Patio • BBQ
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oakwood Hotel Reviews

Find out more about Oakwood

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Oakwood. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Oakwood?

Yes, you can find vacation rentals close to the most popular sights in Oakwood, or you can choose a secluded option if you're looking for a relaxing stay. Oakwood is known for its restaurants and shopping.

What's the top vacation rental that Oakwood has to offer?

Suite Springs: This vacation home rental outside of Oakwood is located in the city center and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware.

What’s there to see and do in Oakwood?

While exploring the area, visit family-friendly sights like Boonshoft Museum of Discovery, or get outside and enjoy nature at Hills & Dales MetroPark. In the larger area, you’ll find University of Dayton and Carillon Historical Park.

What’s a vacation rental in Oakwood like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Oakwood. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for families.