Oakwood Vacation Rentals

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Check prices for these dates

Tonight
Dec 19 - Dec 20
Tomorrow
Dec 20 - Dec 21
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

Our top choices for Oakwood vacation rentals

Fridge, stovetop, coffee/tea maker, cookware/dishes/utensils
Boho Bungalow: 3BR on Miami Bike Path, Sleeps 7!

Vacation Home in Xenia

Boho Bungalow: 3BR on Miami Bike Path, Sleeps 7!
9.0 out of 10, Wonderful, (25)
"Cozy and conveniently located."
United States
Joseph
The price is ￥16,091
￥19,246 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Boho Bungalow: 3BR on Miami Bike Path, Sleeps 7!
Dining
Gorgeous apt marble bath & kit 2 min from downtown 5 min to Dayton university

Condo in Old Dayton View

Gorgeous apt marble bath & kit 2 min from downtown 5 min to Dayton university
2.0 star property
9.6 out of 10, Exceptional, (15)
"The place is clean with plenty of amenities. "
United States
Justin T.
The price is ￥14,634
￥29,964 total
includes taxes & fees
Dec 21 - Dec 22
Gorgeous apt marble bath & kit 2 min from downtown 5 min to Dayton university
Fridge, microwave, oven, stovetop
Cozy Corner Cottage

Apartment in South Park

Cozy Corner Cottage
10.0 out of 10, Exceptional, (22)
"Fantastic! So clean and great location!"
United States
Beth V.
The price is ￥14,782
￥29,273 total
includes taxes & fees
Dec 21 - Dec 22
Cozy Corner Cottage
Fridge, microwave, oven, stovetop
Oregon District I Spacious I Free Parking

Apartment in Downtown Dayton

Oregon District I Spacious I Free Parking
10.0 out of 10, Exceptional, (3)
"Very clean & neat. Access was easy & very quiet surroundings"
United States
Douglas S.
The price is ￥11,203
￥25,985 total
includes taxes & fees
Dec 21 - Dec 22
Oregon District I Spacious I Free Parking
TV
Enchanting Bungalow - 2BR Historic Hidden Gem

Vacation Home in Xenia

Enchanting Bungalow - 2BR Historic Hidden Gem
9.6 out of 10, Exceptional, (18)
"Was in town with family for a holiday weekend and the property was a close to our event and we enjoyed our experience."
United States
Keaton L.
The price is ￥15,404
￥24,740 total
includes taxes & fees
Dec 21 - Dec 22
Enchanting Bungalow - 2BR Historic Hidden Gem
Interior
Suite Springs

Vacation Home in Yellow Springs

Suite Springs
9.0 out of 10, Wonderful, (51)
"A great place to stay while bringing our daughter back to college. Clean and comfortable. Limited cooking facilities as described. Very suitable if you are going to mostly eat out."
United States
Sandra L.
The price is ￥15,560
￥28,630 total
includes taxes & fees
Dec 21 - Dec 22
Suite Springs
Interior
Charming 2-bed townhome with WiFi, AC in lovely Dayton 2 min downtown 5min to UD

Vacation Home in Old Dayton View

Charming 2-bed townhome with WiFi, AC in lovely Dayton 2 min downtown 5min to UD
2.0 star property
9.6 out of 10, Exceptional, (7)
"The home was very clean and comfortable. Everything we used worked well. It was a nice and quiet neighborhood to stay in. "
United States
Charles
The price is ￥22,025
￥39,191 total
includes taxes & fees
Dec 21 - Dec 22
Charming 2-bed townhome with WiFi, AC in lovely Dayton 2 min downtown 5min to UD
Smart TV, fireplace
Luxurious Marble bath & kit1 bedroom condo WiFi DAYTON 2 min downtown 5 min UD

Condo in Old Dayton View

Luxurious Marble bath & kit1 bedroom condo WiFi DAYTON 2 min downtown 5 min UD
2.0 star property
7.2 out of 10, Good, (7)
"The host looked out for us and had good communication highly recommended and will be staying again soon very nice experience "
United States
Taylor H.
The price is ￥14,634
￥28,097 total
includes taxes & fees
Dec 21 - Dec 22
Luxurious Marble bath & kit1 bedroom condo WiFi DAYTON 2 min downtown 5 min UD
Outdoor dining
Historic Oregon District

Apartment in Downtown Dayton

Historic Oregon District
9.8 out of 10, Exceptional, (60)
"Great apartment, adorable neighborhood, couple of blocks to entertainment district. Loved our stay."
United States
Sandra S.
The price is ￥10,892
￥17,894 total
includes taxes & fees
Dec 28 - Dec 29
Historic Oregon District
Interior
The Townhouse #2

Apartment in Twin Towers

The Townhouse #2
9.8 out of 10, Exceptional, (14)
"Great property we rented for graduation weekend. Loved the little touches from the hosts (snack bowl, fresh kitchen sponge, laundry pods, etc.). Would stay here again!"
United States
Christina B.
The price is ￥19,450
￥38,804 total
includes taxes & fees
Dec 29 - Dec 30
The Townhouse #2
Exterior
Quaint, Cozy, Updated Home -- 15 min to US Air Force Museum!

Vacation Home in Dayton

Quaint, Cozy, Updated Home -- 15 min to US Air Force Museum!
9.8 out of 10, Exceptional, (59)
"We enjoyed our stay and recommend this property to others looking to stay in this area of Dayton."
United States
Jean E.
The price is ￥16,338
￥34,388 total
includes taxes & fees
Dec 21 - Dec 22
Quaint, Cozy, Updated Home -- 15 min to US Air Force Museum!
2 bedrooms, desk, iron/ironing board, free WiFi
UNBELIEVABLY BEAUTIFUL TOWNHOME 2 MIN DOWNTOWN 5 MIN,OHIO STATE U SO ROMANTIC ❤️

Vacation Home in Old Dayton View

UNBELIEVABLY BEAUTIFUL TOWNHOME 2 MIN DOWNTOWN 5 MIN,OHIO STATE U SO ROMANTIC ❤️
2.0 star property
9.0 out of 10, Wonderful, (2)
"Great location, close to market and downtown "
United States
zack c.
The price is ￥22,025
￥48,060 total
includes taxes & fees
Dec 21 - Dec 22
UNBELIEVABLY BEAUTIFUL TOWNHOME 2 MIN DOWNTOWN 5 MIN,OHIO STATE U SO ROMANTIC ❤️
Fridge, microwave, oven, stovetop
The Townhouse in Dayton- Close to UD

Vacation Home in Twin Towers

The Townhouse in Dayton- Close to UD
9.8 out of 10, Exceptional, (9)
"We were in town for WGI Workd Championships. Great location to get to all the venues, clean and comfortable. Would stay again!"
United States
Matt N.
The price is ￥19,450
￥38,804 total
includes taxes & fees
Dec 21 - Dec 22
The Townhouse in Dayton- Close to UD
Exterior detail
Updated Historical apartment close to a park and two blocks from the best dining

Apartment in Downtown Dayton

Updated Historical apartment close to a park and two blocks from the best dining
10.0 out of 10, Exceptional, (93)
"A great place to stay! Very spacious apartment in a great location with a comfy bed, plenty of towels, lots of nice little unexpected touches, and everything we needed! "
United States
Amanda W.
The price is ￥10,892
￥17,894 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Updated Historical apartment close to a park and two blocks from the best dining
Property grounds
Neat & Tidy Private Entry Cozy Suite in Dayton Area with a Dedicated AC

Apartment in Dayton

Neat & Tidy Private Entry Cozy Suite in Dayton Area with a Dedicated AC
9.8 out of 10, Exceptional, (30)
"We loved our stay here. The double vanity is a major bonus if you both need to do your makeup!"
United States
molly
The price is ￥12,448
￥17,116 total
includes taxes & fees
Dec 26 - Dec 27
Neat & Tidy Private Entry Cozy Suite in Dayton Area with a Dedicated AC
Interior
Convenient 2-bedroom ranch with AC and WiFi in Dayton

Vacation Home in Belmont

Convenient 2-bedroom ranch with AC and WiFi in Dayton
9.6 out of 10, Exceptional, (21)
"Great trip. Great location "
United States
jason b.
The price is ￥7,888
￥19,562 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Convenient 2-bedroom ranch with AC and WiFi in Dayton
Exterior
Walk to Dining & Attractions | Free Coffee

Apartment in Downtown Dayton

Walk to Dining & Attractions | Free Coffee
10.0 out of 10, Exceptional, (3)
"Loved the Oregon district. Can walk to many shops and restaurants. "
United States
vince H.
The price is ￥10,114
￥23,340 total
includes taxes & fees
Dec 21 - Dec 22
Walk to Dining & Attractions | Free Coffee
Living area
The Castro

Apartment in Walnut Hills

The Castro
10.0 out of 10, Exceptional, (3)
"I had a great day at the Castro. Very clean very well decorated just an overall comfortable home away from home."
United States
Jason S.
The price is ￥9,647
￥25,207 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Castro
Exterior
Cozy Historic Home | Historic Oregon District

Vacation Home in Downtown Dayton

Cozy Historic Home | Historic Oregon District
10.0 out of 10, Exceptional, (3)
"Property was clean and very close to several shops and restaurants. Enjoyable stay in a very friendly neighborhood. "
United States
David D.
The price is ￥17,116
￥31,276 total
includes taxes & fees
Dec 26 - Dec 27
Cozy Historic Home | Historic Oregon District
Fridge, microwave, coffee/tea maker, electric kettle
The European inspired Studio Apartment close to UD

Apartment in Twin Towers

The European inspired Studio Apartment close to UD
9.2 out of 10, Wonderful, (11)
"Great place to stay."
United States
Anthony K.
The price is ￥14,004
￥28,747 total
includes taxes & fees
Dec 28 - Dec 29
The European inspired Studio Apartment close to 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

Drury Inn & Suites Dayton North

Drury Inn & Suites Dayton North

10/10 Excellent
"Room was noisy from road traffic from I-75. I wish I would have moved. Had pillow over ears all night. "
Linda 1-night trip
Posted 2 days 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
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  • 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 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?

Perfectly Small House: This vacation home rental outside of Oakwood offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the hot tub in this rental home to help you unwind.

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.