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

Holiday Rentals in Oakwood

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Oakwood holiday rentals

1. Historic Oregon District

Historic Oregon District
Downtown Dayton
9.8 out of 10, Exceptional, (86 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 €112
includes taxes & fees
6 Sept - 7 Sept
Historic Oregon District

2. 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, (120 reviews)
"Has everything you need for a short or long stay. Comfortable private clean and close to many wonderful eating establishments. The host and mgr were easy to communicate with."
United States
Karen M.
The price is €112
includes taxes & fees
13 Sept - 14 Sept
Updated Historical apartment close to a park and two blocks from the best dining

3. 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 €142
includes taxes & fees
6 Sept - 7 Sept
The Castro

4. 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 €167
includes taxes & fees
2 Sept - 3 Sept
Ruby Red Haven – Chic Downtown Retreat Dayton

5. Gem City Haven

Gem City Haven
Linden Heights
9.2 out of 10, Wonderful, (16 reviews)
"Host was responsive. Loved that the unit was pet friendly."
United States
Jennie H.
The price is €135
includes taxes & fees
7 Sept - 8 Sept
Gem City Haven

6. Oregon District I Spacious I Free Parking

Oregon District I Spacious I Free Parking
Downtown Dayton
10.0 out of 10, Exceptional, (4 reviews)
"Very clean & neat. Access was easy & very quiet surroundings"
United States
Douglas S.
The price is €164
includes taxes & fees
2 Sept - 3 Sept
Oregon District I Spacious I Free Parking

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

Boho loft is a fabulous 2-bedroom apartment close to downtown
Twin Towers
8.8 out of 10, Excellent, (3 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 €177
includes taxes & fees
1 Oct - 2 Oct
Boho loft is a fabulous 2-bedroom apartment close to downtown

8. 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
Cozy, Renovated 3-Bedroom in the Heart of Dayton

9. Cozy apartment #4

Cozy apartment #4
North Riverdale
9.2 out of 10, Wonderful, (5 reviews)
"I had a very nice comfortable 4-day stay in the apartment I got there it was very clean very nice like the layout very pet friendly my dog enjoyed himself there it was nice location centrally located to places I wanted to go to I would recommend this to other people"
United States
Anthony U.
The price is €141
includes taxes & fees
7 Sept - 8 Sept
Cozy apartment #4

10. Cowboy Cottage country charm in the city

Cowboy Cottage country charm in the city
Walnut Hills
6.0 out of 10, (11 reviews)
"Clean and cozy….nice stay overall"
United States
Aaron F.
The price is €158
includes taxes & fees
1 Oct - 2 Oct
Cowboy Cottage country charm in the city

11. 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 €173
includes taxes & fees
7 Sept - 8 Sept
Cozy Historic Home | Historic Oregon District

12. Steps away from Dayton’s Historic Oregon District

Steps away from Dayton’s Historic Oregon District
Downtown Dayton
10.0 out of 10, Exceptional, (4 reviews)
"Very cool historic neighborhood! Awesome restaurants in walking distance!"
United States
James c.
The price is €165
includes taxes & fees
7 Sept - 8 Sept
Steps away from Dayton’s Historic Oregon District

13. Prime Location I Mins to Dining I Downtown Dayton

Prime Location I Mins to Dining I Downtown Dayton
Downtown Dayton
Prime Location I Mins to Dining I Downtown Dayton

14. 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 €203
includes taxes & fees
2 Sept - 3 Sept
The Jackie O ~ One Bedroom Relaxing Retreat

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.
The price is €186
includes taxes & fees
2 Sept - 3 Sept
Gorgeous Private Studio in heart of Kettering

16. New listing Aimi Luxury Retreat, Soft & Cozy

New listing Aimi Luxury Retreat, Soft & Cozy
Downtown Dayton
9.0 out of 10, Wonderful, (12 reviews)
"Exceptionally clean and nicely decorated. "
United States
Sharon M.
The price is €123
includes taxes & fees
2 Sept - 3 Sept
New listing Aimi Luxury Retreat, Soft & Cozy

17. 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 €219
includes taxes & fees
2 Sept - 3 Sept
Historical Louisiana Style Home

18. 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.
Mermaid Tale-Bohemian Bungalow

19. 1 Queen Bed | Non-Smoking

1 Queen Bed | Non-Smoking
South Dayton
10.0 out of 10, Exceptional, (89 reviews)
"A lovely space that feels inviting yet still provides hotel services, enjoyed my overnight relaxation!"
United States
Anonymous traveller
The price is €57
includes taxes & fees
8 Sept - 9 Sept
1 Queen Bed | Non-Smoking

20. The Big Apple City View with Balcony

The Big Apple City View with Balcony
Walnut Hills
The Big Apple City View with Balcony
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Oakwood Hotel Reviews

Find out more about Oakwood

Everything you need to know about Oakwood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oakwood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oakwood holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oakwood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oakwood holiday rentals we have selected for you start as low as €60 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oakwood rentals

At Expedia, we put the best Oakwood holiday 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 holiday.

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. 

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?

Suite Springs: This holiday home rental outside of Oakwood is located in the city centre, and has a patio, a garden and a BBQ 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 wider area, you’ll find University of Dayton and Carillon Historical Park.

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.