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
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Oakwood vacation rentals

Coffee/tea maker, fridge, microwave, oven

1. Arcade Game Room + Sleeps 12 Fast WiFi + Workspace Backyard Hangout

Arcade Game Room + Sleeps 12 Fast WiFi + Workspace Backyard Hangout
South Park
10.0 out of 10, Exceptional, (4 reviews)
"Property was great! Will stay again!"
United States
Joy P.
$414 nightly
The price is $414
Aug 10 - Aug 11
Total with taxes and fees
Arcade Game Room + Sleeps 12 Fast WiFi + Workspace Backyard Hangout
Coffee/tea maker, fridge, microwave, oven

2. Fabulous 3-bedroom house in a friendly and safe Kettering neighborhood

Fabulous 3-bedroom house in a friendly and safe Kettering neighborhood
Dayton
10.0 out of 10, Exceptional, (1 review)
$454 nightly
The price is $454
Aug 12 - Aug 13
Total with taxes and fees
Fabulous 3-bedroom house in a friendly and safe Kettering neighborhood
TV, fireplace

3. King suite + Hot Tub near the Greene

King suite + Hot Tub near the Greene
Dayton
10.0 out of 10, Exceptional, (7 reviews)
"Great location and lovely place to stay. Thank you!"
United States
Natalie J.
$328 nightly
The price is $391
Aug 10 - Aug 11
Total with taxes and fees
King suite + Hot Tub near the Greene
Smart TV, offices

4. The Paper Plane - Pool - Sauna-Poker Room-Sleeps 8

The Paper Plane - Pool - Sauna-Poker Room-Sleeps 8
Belmont
10.0 out of 10, Exceptional, (1 review)
"Property was clean, has a nice garage, and comfortable beds"
United States
Jeff B.
$717 nightly
The price is $717
Sep 3 - Sep 4
Total with taxes and fees
The Paper Plane - Pool - Sauna-Poker Room-Sleeps 8
Smart TV, books

5. 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, (118 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
Aug 11 - Aug 12
Total with taxes and fees
Updated Historical apartment close to a park and two blocks from the best dining
Smart TV

6. Historic south park gem - close to UD, MVH & more.

Historic south park gem - close to UD, MVH & more.
South Park
9.6 out of 10, Exceptional, (4 reviews)
"The place was beautiful. And nice "
United States
Donita P.
$279 nightly
The price is $289
Aug 11 - Aug 12
Total with taxes and fees
Historic south park gem - close to UD, MVH & more.
Smart TV, fireplace, books

7. 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.
$223 nightly
The price is $235
Aug 11 - Aug 12
Total with taxes and fees
Oasis On Oak 2-bedroom house in Historic Downtown Dayton for Perfect Living!
Exterior

8. Spacious 4BR Historic Home Near Downtown Dayton

Spacious 4BR Historic Home Near Downtown Dayton
Old Dayton View
9.6 out of 10, Exceptional, (8 reviews)
"Lovely place and very comfortable."
United States
Christy C.
$369 nightly
The price is $369
Aug 9 - Aug 10
Total with taxes and fees
Spacious 4BR Historic Home Near Downtown Dayton
Microwave, oven, stovetop, dishwasher

9. New listing Aimi Luxury Retreat, Soft & Cozy

New listing Aimi Luxury Retreat, Soft & Cozy
Downtown Dayton
9.4 out of 10, Exceptional, (9 reviews)
"Exceptionally clean and nicely decorated. "
United States
Sharon M.
$141 nightly
The price is $141
Aug 10 - Aug 11
Total with taxes and fees
New listing Aimi Luxury Retreat, Soft & Cozy
Dining

10. Spacious, Stylish and right in the middle of everything awesome.

Spacious, Stylish and right in the middle of everything awesome.
Downtown Dayton
10.0 out of 10, Exceptional, (44 reviews)
"This beautiful home was the perfect location for us to visit the Victoria Theater and the Wright-Patt Museum. "
United States
Lisa T.
$318 nightly
The price is $318
Aug 10 - Aug 11
Total with taxes and fees
Spacious, Stylish and right in the middle of everything awesome.
TV, books

11. Periwinkle Palace relax close to downtown

Periwinkle Palace relax close to downtown
Walnut Hills
7.4 out of 10, Good, (16 reviews)
"I'll come back it was a great place to chill for the night"
United States
Sean S.
$258 nightly
The price is $268
Aug 9 - Aug 10
Total with taxes and fees
Periwinkle Palace relax close to downtown
Smart TV

12. Historic Oregon District

Historic Oregon District
Downtown Dayton
9.8 out of 10, Exceptional, (82 reviews)
"A bright little apartment with easy walking access to Fifth St and throughout a beautiful old residential neighborhood."
United States
Keith
$125 nightly
The price is $125
Aug 17 - Aug 18
Total with taxes and fees
Historic Oregon District
2 bedrooms, WiFi, bed sheets

13. 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
Aug 7 - Aug 8
Total with taxes and fees
Historical Louisiana Style Home
Private kitchen

14. Newly Renovated 3 Bedroom, Near Campus!

Newly Renovated 3 Bedroom, Near Campus!
Walnut Hills
8.8 out of 10, Excellent, (3 reviews)
"The host was very responsive and went out of their way to check up and make sure everything was going smoothly. Rooms were clean and tidy and even had nice folded towels with shampoo and conditioner on the beds!I would 100% stay here next time, and enjoyed the stay!"
United States
Dominic H.
Newly Renovated 3 Bedroom, Near Campus!
Interior

15. Gorgeous Private Studio in heart of Kettering

Gorgeous Private Studio in heart of Kettering
Dayton
9.0 out of 10, Wonderful, (7 reviews)
"Very clean and quiet. Would definitely stay there again."
United States
Linda D.
$189 nightly
The price is $211
Aug 16 - Aug 17
Total with taxes and fees
Gorgeous Private Studio in heart of Kettering
Iron/ironing board, WiFi, bed sheets

16. Oregon District I Free Parking I Getaway

Oregon District I Free Parking I Getaway
Downtown Dayton
9.4 out of 10, Exceptional, (16 reviews)
"Very beautiful location with lots of walkable restaurants."
United States
Daniel Moorman
$164 nightly
The price is $164
Aug 9 - Aug 10
Total with taxes and fees
Oregon District I Free Parking I Getaway
Interior

17. Gem City Haven

Gem City Haven
Linden Heights
9.2 out of 10, Wonderful, (15 reviews)
"The house was very clean and local to the attractions we needed for the weekend "
United States
Kirsten R.
$153 nightly
The price is $153
Sep 1 - Sep 2
Total with taxes and fees
Gem City Haven
Exterior

18. Cozy Historic Home | Historic Oregon District

Cozy Historic Home | Historic Oregon District
Downtown Dayton
10.0 out of 10, Exceptional, (7 reviews)
"Walking distance to the Oregon District. Clean and had everything we needed for our short stay. "
United States
Beth M.
$185 nightly
The price is $185
Aug 9 - Aug 10
Total with taxes and fees
Cozy Historic Home | Historic Oregon District
Fridge, ice maker

19. Funky 3 bedroom Urban View Dayton

Funky 3 bedroom Urban View Dayton
Walnut Hills
6.0 out of 10, (2 reviews)
"Home was as listed. Parking could be an issue given only parking is on street. We were able to find a spot close to the home. Very clean and well appointed. As advertised and would rent again. Thank you!"
United States
Keri and Andy L.
$239 nightly
The price is $239
Aug 24 - Aug 25
Total with taxes and fees
Funky 3 bedroom Urban View Dayton
Living area

20. The Castro

The Castro
Walnut Hills
8.6 out of 10, Excellent, (12 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.
$171 nightly
The price is $171
Aug 14 - Aug 15
Total with taxes and fees
The Castro
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

Holiday Inn Express & Suites Dayton Southwest by IHG

Holiday Inn Express & Suites Dayton Southwest by IHG

8/10 Good
"The carpeting in our hallway and room weren’t very clean. The elevators were dirty. Staff was very nice and helpful. Breakfast was very good, and area was clean. Aside from the carpet our room was clean. It was worth the price we paid."
Anne 1-night trip
Posted 3 hours ago
Holiday Inn Express & Suites Dayton Southwest by IHG

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 $66 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?

4BR Home - Airport- UD - WPAFB - POOL -Sleeps 7: This vacation home rental outside of Oakwood offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a patio and a selection of games.

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.