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Holiday Rentals in Oakwood

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Holiday Rentals in Oakwood

Smart TV
Suite Springs
9.2 out of 10, Wonderful, (20)
"Great place to stay for wheelchair user. Space was open and allowed for use of hoyer lift. Host was very responsive."
The price is €179
includes taxes & fees
27 May - 28 May
Suite Springs
Outdoor dining
Family-Friendly, House in the woods with private back yard, deck w/ hot tub.
10.0 out of 10, Exceptional, (69)
"We had such a peaceful time at Carols place! I am booking again in the fall when we comeback! Thank you so much!"
Family-Friendly, House in the woods with private back yard, deck w/ hot tub.
Exterior
Stanley Cozyside
10.0 out of 10, Exceptional, (8)
"Great property and location. This older home has been beautifully updated. Some quirkiness because it is an older home - but that’s to be expected. We had no problems with the home and it was a perfect home away from home!"
Stanley Cozyside
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Smart TV, books
Updated Historical apartment close to a park and two blocks from the best dining
10.0 out of 10, Exceptional, (36)
"We loved this location in the historic district and its proximity to restaurants within easy walking distance. The apartment was clean and comfortable and had everything we needed for our weekend stay."
The price is €110
includes taxes & fees
2 Jun - 3 Jun
Updated Historical apartment close to a park and two blocks from the best dining
Outdoor dining
Private Large Suite, cozy, quiet & close to I-75
10.0 out of 10, Exceptional, (58)
"It feels like you go back to your hometown and stay at your parents. But your parents have a decked out basement."
The price is €183
includes taxes & fees
6 Jun - 7 Jun
Private Large Suite, cozy, quiet & close to I-75
Exterior
Bellbrook | Professionally Remodeled | 10 Acres in the Woods w/ Zipline!
9.8 out of 10, Exceptional, (25)
"The house was wonderful to stay in. Big kitchen with updated appliances and a gas grill to do family meals. My family used it all and ended the night at the fire pit. The zipline, board games, & Cornhole kept us entertained. The house was clean, roomy, and somehow felt cozy. The hosts were super sweet and left us a welcome basket of Dayton treats that we all devoured. I would highly recommend it for a family or friends get away."
Bellbrook | Professionally Remodeled | 10 Acres in the Woods w/ Zipline!
Fridge, microwave, oven, stovetop
Beautiful Home in South Park. Walk to UD Campus, Miami Valley Hospital, Downtown
9.4 out of 10, Exceptional, (31)
"This small, tidy house was in a quiet neighborhood with easy on-street parking and only two miles from University of Dayton's basketball arena. Restaurants and stores within two blocks."
Beautiful Home in South Park. Walk to UD Campus, Miami Valley Hospital, Downtown
Outdoor dining
Cozy Updated Cottage Style Home near Historic distric in Middletown
10.0 out of 10, Exceptional, (23)
"nice place to rest and enjoy some down time, quiet neighborhood and a nice place to take a walk, we also enjoyed a breakfast place and bbq spot that was a 10 min walk. clean and well equipped do recommend."
Cozy Updated Cottage Style Home near Historic distric in Middletown
Exterior
Perfectly Small House
10.0 out of 10, Exceptional, (30)
"The property owners are amazing! Very personalized stay, enjoyable and relaxing"
Perfectly Small House
2 bedrooms, iron/ironing board, WiFi, bed sheets
Stay Awhile! welcoming 2 Bedroom 1 bath home
8.6 out of 10, Excellent, (29)
"Our stay was fine. The only concerns or problems we have was the fact there weren’t enough towels for a two day stay. I don’t know if that is typical to only have a day’s worth of towels. Then Saturday afternoon the furnace quit and the host didn’t respond to my message. I had to call her. We just decided to drive home. So, we made the 4.5 hour trip back home at 7:30 PM. I sincerely home we are refunded our second night like the host she would do."
The price is €141
includes taxes & fees
30 May - 31 May
Stay Awhile! welcoming 2 Bedroom 1 bath home
Exterior
Dayton Air Force Museum Getaway! Close to WPAFB, Downtown, Wright State
9.8 out of 10, Exceptional, (98)
"The property is clean, quiet, and the host is great to work with. Hopefully I’ll be back again!"
The price is €134
includes taxes & fees
17 Jun - 18 Jun
Dayton Air Force Museum Getaway! Close to WPAFB, Downtown, Wright State
Property grounds
Blue Dream in Yellow Springs: hot tub, sauna, fireplace. Near downtown.
10.0 out of 10, Exceptional, (3)
"It is a wonderful thing to stay in a VROB that truly feels like home. The attention to detail matters and this place delivers in all the ways that make your stay comfortable and special. We loved all the art work and plants. We aso enjoyed all of the amenities (sauna, hot tub, bar, very comfortable deck setting with grill). The kitchen is a chef’s dream! Brittany was Always attentive and responded quickly to our questions and requests. She earns best hostess award for us!!! I would absolutely...
The price is €541
includes taxes & fees
29 May - 30 May
Blue Dream in Yellow Springs: hot tub, sauna, fireplace. Near downtown.
Smart TV, video games, DVD player, table football
Modern Retreat near downtown Dayton
10.0 out of 10, Exceptional, (2)
"Great stay. They are still working on some updates in the house, but it was perfect for our needs."
Modern Retreat near downtown Dayton
Fridge, microwave, coffee/tea maker, electric kettle
The European inspired Studio Apartment close to UD
10.0 out of 10, Exceptional, (4)
"This apartment is very well appointed and stocked with everything you need for a stay of any length. The space is tucked next to and slightly under the house staircase, and has been well configured for living space. We had no issues with the hosts or what we found there. The location was perfect for our plans at UD Arena and the Convention Center. A few things that might matter that aren't in the listing: 1. It's the ground floor apartment of a house with 2 apartments above. 2. The entrance is...
The price is €159
includes taxes & fees
30 May - 31 May
The European inspired Studio Apartment close to UD
Dishwasher, cookware/dishes/utensils
Pet-Friendly Ohio Escape w/ Patio, Near Downtown!
9.6 out of 10, Exceptional, (5)
"quiet area , very close to Air museum and restaurants and such. We had only one issue with one of the showers would let any hot water come out. It was taken care of very promptly."
Pet-Friendly Ohio Escape w/ Patio, Near Downtown!
Games room
Cozy lodge with indoor pool, hot tub, loft and more! Great for a close getaway!
10.0 out of 10, Exceptional, (3)
"The property was everything we could have asked for and more! My kids had a great time swimming in the pool and exploring the grounds. The pool cover quit working while we were there and the owners came right out to try and fix it. Extremely nice people I might add. Will certainly visit again!"
Cozy lodge with indoor pool, hot tub, loft and more! Great for a close getaway!
Smart TV
Elegant and Romantic1 bedroom Apartment Right across the street from the Green !
8.6 out of 10, Excellent, (24)
"Nice location to 675 and The Green. I enjoyed this quaint apartment!"
Elegant and Romantic1 bedroom Apartment Right across the street from the Green !
Fridge, microwave, oven, stovetop
*GREAT PRICES*NEW*6 Bed*2.5 Bath*Next to UD*Sleeps 14*Kid Friendly*PATIO
10.0 out of 10, Exceptional, (12)
"This HUGE home is situated in the historic Walnut Hills area of Dayton. The neighborhood is charming and eclectic and from our experience, very quiet! We found plenty of parking right on the street in front of the house and we had 3 cars! When you walk in the front door of the home, the charm of this classic old home is spectacular! You feel at home immediately in the large, well decorated living room with a large fireplace. Throughout the home each of the 6 bedrooms are tastefully adorned and...
*GREAT PRICES*NEW*6 Bed*2.5 Bath*Next to UD*Sleeps 14*Kid Friendly*PATIO
Fridge, microwave, oven, stovetop
Cozy home with WiFi, on site parking, and in walking distance to eateries
10.0 out of 10, Exceptional, (2)
"Cute little house. Perfect location. Easy to get on and off the highway, near gas stations, grocery store, food. The street runs into beautiful city trails for a nice walk/run. Perfect little home for my daughter and I to explore the area and easy access back to the airport."
The price is €215
includes taxes & fees
23 May - 24 May
Cozy home with WiFi, on site parking, and in walking distance to eateries
2 bedrooms, WiFi
Enchanting Bungalow - 2BR Historic Hidden Gem
10.0 out of 10, Exceptional, (3)
"We were in the area for the eclipse with friends--this place had everything we needed! Two rooms for sleeping, an area to play games, updated bathroom and kitchen. Decor was interesting."
The price is €140
includes taxes & fees
12 Jun - 13 Jun
Enchanting Bungalow - 2BR Historic Hidden Gem
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See all available properties in Oakwood
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.

Other types of properties in Oakwood you may be interested in

Exterior
Days Inn by Wyndham Englewood Dayton Airport
2.5 star property
8.4 out of 10, Very good, (253)
"We were really impressed with the customer service offered by the gentleman at the reservation desk when we checked in. We really enjoyed our stay. Breakfast was a nice treat, too."
The price is €71
includes taxes & fees
10 Jun - 11 Jun
Days Inn by Wyndham Englewood Dayton Airport
Lobby
La Quinta Inn & Suites by Wyndham Fairborn Wright-Patterson
3.0 star property
7.2 out of 10, Good, (1001)
"Not many options for breakfast. Second day there they had no juice available and we had to find our own butter. Need more selections. "
The price is €92
includes taxes & fees
27 May - 28 May
La Quinta Inn & Suites by Wyndham Fairborn Wright-Patterson
Property amenity
Marriott at the University of Dayton
4.0 star property
9.0 out of 10, Wonderful, (1001)
"We actually had daily housekeeping. A rarity these days. "
The price is €160
includes taxes & fees
9 Jun - 10 Jun
Marriott at the University of Dayton
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.

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 €110 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?

Family-Friendly, House in the woods with private back yard, deck w/ hot tub. : This holiday home rental outside of Oakwood is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a private garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What’s there to see and do in Oakwood?

Dayton Aviation Heritage National Historical Park and Hills & Dales MetroPark are a couple of lovely local spots to get outside and enjoy nature. 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.

Recent reviews of Oakwood properties
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