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
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Oakwood vacation rentals

A living room with a gray sofa, patterned pillows, a round coffee table, and a painting of a tree on the wall.

1. 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
$156 nightly
The price is $156
Nov 16 - Nov 17
Total with taxes and fees
Cozy apartment #1
A covered porch with a white railing, a metal bench, and a view of a residential neighborhood.

2. Studio Zen Den - your tranquil home away from home in Kettering OH

Studio Zen Den - your tranquil home away from home in Kettering OH
Kettering
9.8 out of 10, Exceptional, (15 reviews)
"I was a very nice place and clean! Very convenient!"
United States
Brian
$164 nightly
The price is $168
Nov 11 - Nov 12
Total with taxes and fees
Studio Zen Den - your tranquil home away from home in Kettering OH
A living room with a large flat-screen TV, a bookshelf, a teal cabinet, and a patterned rug.

3. The Castro

The Castro
Walnut Hills
8.4 out of 10, Very good, (14 reviews)
"Clean,good location.Nice"
United States
Weidong X.
$154 nightly
The price is $154
Nov 15 - Nov 16
Total with taxes and fees
The Castro
A modern living room with a large flat-screen TV, a sofa, a coffee table, and a dining area in the background.

4. Charming Downtown Dayton Townhome with private garage

Charming Downtown Dayton Townhome with private garage
Downtown Dayton
9.8 out of 10, Exceptional, (19 reviews)
"This is the second time we have stayed at this property, and each time seems to get better. The property has newly installed carpet and upgrades all over the place. It was very comfortable, clean, and conveniently located. We will definitely be staying here again. The host is wonderful as well."
United States
Jen B.
$251 nightly
The price is $258
Nov 13 - Nov 14
Total with taxes and fees
Charming Downtown Dayton Townhome with private garage
A compact living space with a dining area, kitchenette, and a sofa in the living room.

5. Studio Neutral Chick - near Kettering hospital, Wright Patterson AFB and WSU

Studio Neutral Chick - near Kettering hospital, Wright Patterson AFB and WSU
Kettering
9.8 out of 10, Exceptional, (10 reviews)
"The room was spotless and generally very comfortable."
United States
Ken
$180 nightly
The price is $185
Nov 18 - Nov 19
Total with taxes and fees
Studio Neutral Chick - near Kettering hospital, Wright Patterson AFB and WSU
A modern apartment with a living room, kitchen, and dining area.

6. Historic Oregon District

Historic Oregon District
Downtown Dayton
9.8 out of 10, Exceptional, (92 reviews)
"Great place to stay! Amazing location! Beautiful house!"
United States
Erin
$128 nightly
The price is $128
Nov 8 - Nov 9
Total with taxes and fees
Historic Oregon District
A hotel reception area with a counter, a digital tablet, and a poster on the wall.

7. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
South Dayton
10.0 out of 10, Exceptional, (82 reviews)
"Perfect for our needs, having easy access to local spots added fun to our stay!"
United States
Anonymous traveler
$56 nightly
The price is $65
Dec 1 - Dec 2
Total with taxes and fees
1 King Bed | Non-Smoking
A multi-story hotel with a central entrance, a parking lot with several cars, and a brick facade.

8. 1 Queen Bed | Non-Smoking

1 Queen Bed | Non-Smoking
South Dayton
10.0 out of 10, Exceptional, (90 reviews)
"A lovely space that feels inviting yet still provides hotel services, enjoyed my overnight relaxation!"
United States
Anonymous traveler
$55 nightly
The price is $64
Dec 1 - Dec 2
Total with taxes and fees
1 Queen Bed | Non-Smoking
A living room with two armchairs, a small table with a vase of flowers, a flat-screen TV mounted above a fireplace, and a lamp on a side table.

9. River walk suite in lovely Dayton

River walk suite in lovely Dayton
McPherson
6.8 out of 10, (3 reviews)
"This is a good listing for someone on a business trip. It feels a lot like a leasing office with a bed in it. No closet, no where to put your clothes, no kitchen table just a working desk and chair, no iron or ironing board (which was listed but no where in the listing), the property manager isn’t very responsive. BUT the property is very pretty, the bathroom was very nice, the bed was firm but very comfortable, the listing was clean, the neighborhood is gorgeous and well located. And for the...
United States
Tabitha T.
$141 nightly
The price is $147
Nov 6 - Nov 7
Total with taxes and fees
River walk suite in lovely Dayton
A living room with a fireplace, a television, and a bookshelf.

10. 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, (131 reviews)
"This property was just what we needed for our weekend in Dayton. So many good restaurants and shops within walking distance. However parking was difficult at times due to the busyness of the street."
United States
Joy M.
$128 nightly
The price is $128
Nov 10 - Nov 11
Total with taxes and fees
Updated Historical apartment close to a park and two blocks from the best dining
A living room with a green sofa, an orange chair, a flat-screen TV, and a fireplace.

11. Urban 1b/1b Apt near hospitals, UD & WPAFB w/ parking - Pets ok -Dayton/Belmont.

Urban 1b/1b Apt near hospitals, UD & WPAFB w/ parking - Pets ok -Dayton/Belmont.
Belmont
Urban 1b/1b Apt near hospitals, UD & WPAFB w/ parking - Pets ok -Dayton/Belmont.
A home interior with a spiral staircase, a dining area, and a kitchen in the background.

12. Cowboy Cottage country charm in the city

Cowboy Cottage country charm in the city
Walnut Hills
6.4 out of 10, (12 reviews)
"Clean and cozy….nice stay overall"
United States
Aaron F.
$173 nightly
The price is $173
Nov 6 - Nov 7
Total with taxes and fees
Cowboy Cottage country charm in the city
A two-story house with a blue window frame, a wooden fence, and a streetlight.

13. 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.
$195 nightly
The price is $195
Nov 8 - Nov 9
Total with taxes and fees
Boho loft is a fabulous 2-bedroom apartment close to downtown
A modern living room with a grey sofa, a coffee table, and a small side table. There are curtains on the windows, a flat-screen TV mounted on the wall, and a potted plant on the side table.

14. Cozy apartment #4

Cozy apartment #4
North Riverdale
9.6 out of 10, Exceptional, (8 reviews)
"Very clean, and the host communicated very well."
United States
Jacob
$158 nightly
The price is $158
Nov 10 - Nov 11
Total with taxes and fees
Cozy apartment #4
A small, single-story house with a blue exterior and white trim. It features a front porch with a white railing and a yellow door.

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

Dayton Air Force Museum Getaway! Close to WPAFB, Downtown, Wright State
Dayton
9.8 out of 10, Exceptional, (173 reviews)
"Very convenient for visiting the Air Force Museum."
United States
Holly H.
$136 nightly
The price is $136
Nov 18 - Nov 19
Total with taxes and fees
Dayton Air Force Museum Getaway! Close to WPAFB, Downtown, Wright State
A modern kitchen with white cabinetry, a black stove, and a backsplash.

16. 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.
$171 nightly
The price is $171
Nov 7 - Nov 8
Total with taxes and fees
Ruby Red Haven – Chic Downtown Retreat Dayton
A kitchen with a red refrigerator, a stove, and a sink.

17. The Jackie O ~ One Bedroom Relaxing Retreat

The Jackie O ~ One Bedroom Relaxing Retreat
Walnut Hills
7.4 out of 10, Good, (6 reviews)
"Great place for needed convenience to University of Dayton"
United States
Melissa K.
$211 nightly
The price is $218
Nov 6 - Nov 7
Total with taxes and fees
The Jackie O ~ One Bedroom Relaxing Retreat
A living room with a grey couch, a black armchair, a white door, and a fireplace.

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

Cozy, Renovated 3-Bedroom in the Heart of Dayton
Walnut Hills
8.0 out of 10, Very good, (5 reviews)
"Property owner was communicative and property was as advertised. Living room is not very well-furnished (one pretty ragged couch and a very small corner armchair, no rugs or coffee table, extra seating has to be brought in from the dining room) but the property did have everything we needed. Floors were very dusty."
United States
Dee
$251 nightly
The price is $251
Nov 8 - Nov 9
Total with taxes and fees
Cozy, Renovated 3-Bedroom in the Heart of Dayton
A modern living room with a blue armchair, a dining area with a table and chairs, and a flat-screen TV on a stand.

19. Gem City Haven

Gem City Haven
Linden Heights
9.0 out of 10, Wonderful, (19 reviews)
"Great communication and really cute house. I can tell the host put care into what he leaves guests."
United States
Ana R.
$146 nightly
The price is $146
Dec 1 - Dec 2
Total with taxes and fees
Gem City Haven
A living room with a TV, sofa, and a fireplace.

20. Luxurious Marble bath & kit1 bedroom condo WiFi DAYTON 2 min downtown 5 min UD

Luxurious Marble bath & kit1 bedroom condo WiFi DAYTON 2 min downtown 5 min UD
Old Dayton View
7.2 out of 10, Good, (10 reviews)
"The hosts are incredibly accommodating, going above and beyond to make one feel welcome in their community of Dayton!!"
United States
Michelle B.
$183 nightly
The price is $190
Nov 6 - Nov 7
Total with taxes and fees
Luxurious Marble bath & kit1 bedroom condo WiFi DAYTON 2 min downtown 5 min UD
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

Days Inn by Wyndham Englewood Dayton Airport

Days Inn by Wyndham Englewood Dayton Airport

10/10 Excellent
"Cleaning was on the up and up. Stay there"
Gregory 4-night trip
Posted 6 hours ago
Days Inn by Wyndham Englewood Dayton Airport

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 $128 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?

Tranquil Nature Retreat—Private, Quiet Neighborhood Near Dayton & Universities: This vacation home rental outside of Oakwood offers a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family.

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.