A large, stately building with a symmetrical facade, columns, and a central pediment.

Oakwood Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Oakwood vacation rentals

Fridge, microwave, stovetop, dishwasher

Gem City Queen Dayton Ohio

Gem City Queen Dayton Ohio
Historic Inner East
$170 nightly
The price is $170
Jul 27 - Jul 28
Total with taxes and fees
Gem City Queen Dayton Ohio
Interior

Twinkle, twitch and stay awhile/ Bewitched Inspired 2 bedroom apartment

Twinkle, twitch and stay awhile/ Bewitched Inspired 2 bedroom apartment
Walnut Hills
$212 nightly
The price is $212
Jul 20 - Jul 21
Total with taxes and fees
Twinkle, twitch and stay awhile/ Bewitched Inspired 2 bedroom apartment
Free WiFi

1 Queen Bed | Non-Smoking

1 Queen Bed | Non-Smoking
South Dayton
10.0 out of 10, Exceptional, (6 reviews)
$56 nightly
The price is $65
Jul 20 - Jul 21
Total with taxes and fees
1 Queen Bed | Non-Smoking
Fridge, microwave, oven, stovetop

Tandem Trails Retreat in Xenia

Tandem Trails Retreat in Xenia
Xenia
10.0 out of 10, Exceptional, (36 reviews)
"Great little spot. Big bedrooms. "
United States
Michael C.
Tandem Trails Retreat in Xenia
Smart TV

Clean 3-bedroom bungalow, 1 bath with AC in charming Fairborn minutes from WPAFB

Clean 3-bedroom bungalow, 1 bath with AC in charming Fairborn minutes from WPAFB
Fairborn
$147 nightly
The price is $155
Jul 26 - Jul 27
Total with taxes and fees
Clean 3-bedroom bungalow, 1 bath with AC in charming Fairborn minutes from WPAFB
Lobby

1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
South Dayton
10.0 out of 10, Exceptional, (13 reviews)
$57 nightly
The price is $66
Jul 20 - Jul 21
Total with taxes and fees
1 King Bed | Non-Smoking
Property grounds

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, (117 reviews)
"Every detail is well thought out. Parking was easy, check in was seamless, beds were comfortable, kitchenette was well stocked, bathroom was spotless. This was our second time staying and I would definitely stay again!"
United States
Josona L.
$196 nightly
The price is $196
Jul 15 - Jul 16
Total with taxes and fees
Private Large Suite, cozy, quiet & close to I-75
Living area

The Castro

The Castro
Walnut Hills
8.8 out of 10, Excellent, (11 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.
$160 nightly
The price is $160
Jul 15 - Jul 16
Total with taxes and fees
The Castro
Interior

Suite Springs

Suite Springs
Yellow Springs
9.0 out of 10, Wonderful, (69 reviews)
"House was neat and clean. It is located within walking distance to town of Yellow Springs. Our host Jon was very easy to contact and is a great host. We enjoyed our stay. "
United States
Linnie D.
Suite Springs
2 bedrooms, WiFi, bed sheets

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.
$240 nightly
The price is $248
Jul 18 - Jul 19
Total with taxes and fees
Historical Louisiana Style Home
Interior

Cowboy Cottage country charm in the city

Cowboy Cottage country charm in the city
Walnut Hills
6.0 out of 10, (11 reviews)
"Good stay I appreciate your time again "
United States
Mel T.
Cowboy Cottage country charm in the city
Interior

Gem City Haven

Gem City Haven
Linden Heights
9.0 out of 10, Wonderful, (14 reviews)
"The house was very clean and local to the attractions we needed for the weekend "
United States
Kirsten R.
$151 nightly
The price is $151
Aug 3 - Aug 4
Total with taxes and fees
Gem City Haven
TV, fireplace

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)
"Great stay"
United States
Matt S.
$455 nightly
The price is $455
Jul 20 - Jul 21
Total with taxes and fees
Middletown Centenarian 4 Bed 2 Bath Sleeps 12
Property grounds

Queen Bed Non-Smoking

Queen Bed Non-Smoking
Brookville, OH
$95 nightly
The price is $110
Jul 15 - Jul 16
Total with taxes and fees
Queen Bed Non-Smoking
Smart TV, fireplace, books

Oasis On Oak 2-bedroom house in Historic Downtown Dayton for Perfect Living!

Oasis On Oak 2-bedroom house in Historic Downtown Dayton for Perfect Living!
South Park
10.0 out of 10, Exceptional, (17 reviews)
"House was awesome, very convenient location next to the university. Hosts were super nice and made check in/out quick and easy. Would definitely stay here again."
United States
Ryan S.
$211 nightly
The price is $222
Jul 16 - Jul 17
Total with taxes and fees
Oasis On Oak 2-bedroom house in Historic Downtown Dayton for Perfect Living!
Smart TV, books

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, (114 reviews)
"Absolute gem! Clean, safe neighborhood, walkable (we walked to four breweries), plenty of street parking. This place is wonderful, so cute, clean and charming. We would definitely stay here again!"
United States
Melissa
$125 nightly
The price is $125
Jul 19 - Jul 20
Total with taxes and fees
Updated Historical apartment close to a park and two blocks from the best dining
Exterior

Spacious 4BR Historic Home Near Downtown Dayton

Spacious 4BR Historic Home Near Downtown Dayton
Old Dayton View
9.8 out of 10, Exceptional, (7 reviews)
"Very comfortable and spacious! Close to University of Dayton arena, Dayton Art Institute and Carillon Historical Park."
United States
Brenda C.
$373 nightly
The price is $373
Jul 19 - Jul 20
Total with taxes and fees
Spacious 4BR Historic Home Near Downtown Dayton
Smart TV

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.
$389 nightly
The price is $415
Jul 25 - Jul 26
Total with taxes and fees
Walk to Restaurants & Shops of Downtown Miamisburg
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

Drury Inn & Suites Middletown Franklin

Drury Inn & Suites Middletown Franklin

10/10 Excellent
"They try to make travel as easy as possible!"
Amy 3-night trip
Posted less than an hour ago
Drury Inn & Suites Middletown Franklin

Find out more about Oakwood

Everything you need to know about Oakwood vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oakwood vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oakwood vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oakwood vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oakwood. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oakwood in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $125 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oakwood rentals

At Expedia, we put the best Oakwood vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oakwood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oakwood vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oakwood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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 a coffee maker.

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 National Museum of the United States Air Force.

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.