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

Oakwood Holiday Rentals

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Check prices for these dates

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

Our top choices for Oakwood holiday rentals

Smart TV, books

1. 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)
"Great place. Clean, in great shape and close to UD!!"
United States
Paul B.
The price is HK$628
HK$981 total
includes taxes & fees
11 Aug - 12 Aug
Updated Historical apartment close to a park and two blocks from the best dining
Smart TV

2. 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
The price is HK$628
HK$981 total
includes taxes & fees
17 Aug - 18 Aug
Historic Oregon District
Iron/ironing board, WiFi, bed sheets

3. Oregon District I Free Parking I Getaway

Oregon District I Free Parking I Getaway
Downtown Dayton
9.2 out of 10, Wonderful, (17 reviews)
"Very beautiful location with lots of walkable restaurants."
United States
Daniel Moorman
The price is HK$651
HK$1,357 total
includes taxes & fees
10 Aug - 11 Aug
Oregon District I Free Parking I Getaway
Living area

4. 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.
The price is HK$541
HK$1,334 total
includes taxes & fees
18 Aug - 19 Aug
The Castro
Exterior

5. 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.
The price is HK$696
HK$1,442 total
includes taxes & fees
10 Aug - 11 Aug
Cozy Historic Home | Historic Oregon District
Smart TV, fireplace, books

6. 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)
"Everything was great!"
United States
Corey K.
The price is HK$699
HK$1,748 total
includes taxes & fees
11 Aug - 12 Aug
Oasis On Oak 2-bedroom house in Historic Downtown Dayton for Perfect Living!
Interior

7. Gem City Haven

Gem City Haven
Linden Heights
9.2 out of 10, Wonderful, (16 reviews)
"The house was very clean and local to the attractions we needed for the weekend "
United States
Kirsten R.
The price is HK$675
HK$1,224 total
includes taxes & fees
1 Sept - 2 Sept
Gem City Haven
Exterior

8. Walk to Dining & Attractions | Free Coffee

Walk to Dining & Attractions | Free Coffee
Downtown Dayton
9.0 out of 10, Wonderful, (4 reviews)
"Loved the Oregon district. Can walk to many shops and restaurants. "
United States
vince H.
The price is HK$647
HK$1,314 total
includes taxes & fees
13 Aug - 14 Aug
Walk to Dining & Attractions | Free Coffee
TV

9. Cozy apartment #1

Cozy apartment #1
North Riverdale
9.6 out of 10, Exceptional, (4 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 HK$268
HK$1,092 total
includes taxes & fees
11 Aug - 12 Aug
Cozy apartment #1
Interior

10. Cozy, Renovated 3-Bedroom in the Heart of Dayton

Cozy, Renovated 3-Bedroom in the Heart of Dayton
Walnut Hills
7.4 out of 10, Good, (3 reviews)
"It was an alsome experience no bad complaints"
United States
Jayciona
The price is HK$1,123
HK$2,401 total
includes taxes & fees
17 Aug - 18 Aug
Cozy, Renovated 3-Bedroom in the Heart of Dayton
Interior

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

Twinkle, twitch and stay awhile/ Bewitched Inspired 2 bedroom apartment
Walnut Hills
The price is HK$755
HK$1,665 total
includes taxes & fees
13 Aug - 14 Aug
Twinkle, twitch and stay awhile/ Bewitched Inspired 2 bedroom apartment
1 bedroom, iron/ironing board, WiFi, bed sheets

12. Ruby Red Haven – Chic Downtown Retreat Dayton

Ruby Red Haven – Chic Downtown Retreat Dayton
South Park
10.0 out of 10, Exceptional, (1 review)
"It was amazing "
United States
Joslyn M.
The price is HK$996
HK$1,726 total
includes taxes & fees
23 Aug - 24 Aug
Ruby Red Haven – Chic Downtown Retreat Dayton
Private kitchen

13. The Jackie O ~ One Bedroom Relaxing Retreat

The Jackie O ~ One Bedroom Relaxing Retreat
Walnut Hills
7.6 out of 10, Good, (5 reviews)
"Great place for needed convenience to University of Dayton"
United States
Melissa K.
The price is HK$777
HK$1,761 total
includes taxes & fees
10 Aug - 11 Aug
The Jackie O ~ One Bedroom Relaxing Retreat
2 bedrooms, WiFi, bed sheets

14. 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 HK$902
HK$1,948 total
includes taxes & fees
10 Aug - 11 Aug
Historical Louisiana Style Home
Exterior

15. Boho loft is a fabulous 2-bedroom apartment close to downtown

Boho loft is a fabulous 2-bedroom apartment close to downtown
Twin Towers
9.0 out of 10, Wonderful, (2 reviews)
"Love the eccletic feel of the space. As described and close to things to do in the area!"
United States
Angela D.
The price is HK$777
HK$1,608 total
includes taxes & fees
25 Aug - 26 Aug
Boho loft is a fabulous 2-bedroom apartment close to downtown
TV

16. Prime Location I Mins to Dining I Downtown Dayton

Prime Location I Mins to Dining I Downtown Dayton
Downtown Dayton
The price is HK$659
HK$1,404 total
includes taxes & fees
10 Aug - 11 Aug
Prime Location I Mins to Dining I Downtown Dayton
Interior

17. Cowboy Cottage country charm in the city

Cowboy Cottage country charm in the city
Walnut Hills
6.0 out of 10, (11 reviews)
"The cottage was adorable and so cozy! Perfect for our week stay. The host was communicative and very friendly. "
United States
Ashley W.
The price is HK$620
HK$1,428 total
includes taxes & fees
16 Aug - 17 Aug
Cowboy Cottage country charm in the city
Exterior

18. Steps away from Dayton’s Historic Oregon District

Steps away from Dayton’s Historic Oregon District
Downtown Dayton
10.0 out of 10, Exceptional, (3 reviews)
"Very cool historic neighborhood! Awesome restaurants in walking distance!"
United States
James c.
Steps away from Dayton’s Historic Oregon District
Terrace/patio

19. The Big Apple City View with Balcony

The Big Apple City View with Balcony
Walnut Hills
The price is HK$934
HK$1,749 total
includes taxes & fees
10 Aug - 11 Aug
The Big Apple City View with Balcony
TV

20. Mermaid Tale-Bohemian Bungalow

Mermaid Tale-Bohemian Bungalow
Walnut Hills
6.4 out of 10, (5 reviews)
"Great location near downtown"
United States
Chelsea B.
The price is HK$902
HK$1,950 total
includes taxes & fees
10 Aug - 11 Aug
Mermaid Tale-Bohemian Bungalow
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 Dayton North

Drury Inn & Suites Dayton North

10/10 Excellent
"The front desk and breakfast staff were very pleasant, amazing and accommodating. Christie on day shift 8/8-8/9 was extremely helpful, pleasant and remembered my name, which was amazingconsidering the volume of patrons."
Wendy 1-night trip
Posted less than an hour ago
Drury Inn & Suites Dayton North

Find out more about Oakwood

Search for holiday rentals in Oakwood on Expedia! You can easily find your home rentals, villas, holiday apartments in Oakwood using one of the methods below:

  • View our selection of featured holiday rentals in Oakwood
  • Use the map to find apartments and other holiday homes in the Oakwood neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oakwood while they last

Look no further and take a look at our great range of rental properties in Oakwood!

Frequently asked questions

Can I find holiday rentals in Oakwood?

Yes, there are holiday rentals close to the most popular sights in Oakwood, or you can select a more secluded option if you're looking for a relaxing stay. Oakwood is known for its restaurants and shopping.

What are some of the best holiday rentals that Oakwood has to offer?

4BR Home - Airport- UD - WPAFB - POOL -Sleeps 7: This holiday home rental outside of Oakwood offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday 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 wider area, you’ll find University of Dayton and National Museum of the United States Air Force.

What’s a holiday rental in Oakwood like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oakwood. Holiday rentals offer amenities such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from public hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.