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
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Oakwood vacation rentals

Living area

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 ￥12,807
￥20,011 total
includes taxes & fees
Sep 6 - Sep 7
Historic Oregon District
Living area

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 ￥12,807
￥20,011 total
includes taxes & fees
Sep 3 - Sep 4
Updated Historical apartment close to a park and two blocks from the best dining
Living area

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 ￥9,605
￥25,614 total
includes taxes & fees
Sep 6 - Sep 7
The Castro
Room

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 ￥16,009
￥30,097 total
includes taxes & fees
Sep 6 - Sep 7
Ruby Red Haven – Chic Downtown Retreat Dayton
Interior

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 ￥13,127
￥24,333 total
includes taxes & fees
Sep 7 - Sep 8
Gem City Haven
Room

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 ￥14,024
￥29,713 total
includes taxes & fees
Sep 2 - Sep 3
Oregon District I Spacious I Free Parking
Exterior

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 ￥15,849
￥32,819 total
includes taxes & fees
Sep 2 - Sep 3
Boho loft is a fabulous 2-bedroom apartment close to downtown
Interior

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
The price is ￥17,002
￥42,296 total
includes taxes & fees
Sep 6 - Sep 7
Cozy, Renovated 3-Bedroom in the Heart of Dayton
Living area

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 ￥7,844
￥24,653 total
includes taxes & fees
Sep 28 - Sep 29
Cozy apartment #4
Interior

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 ￥12,647
￥29,136 total
includes taxes & fees
Sep 3 - Sep 4
Cowboy Cottage country charm in the city
Exterior

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 ￥15,409
￥31,418 total
includes taxes & fees
Sep 7 - Sep 8
Cozy Historic Home | Historic Oregon District
Exterior

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 ￥14,208
￥28,936 total
includes taxes & fees
Sep 6 - Sep 7
Steps away from Dayton’s Historic Oregon District
Living area

13. Prime Location I Mins to Dining I Downtown Dayton

Prime Location I Mins to Dining I Downtown Dayton
Downtown Dayton
The price is ￥14,216
￥30,065 total
includes taxes & fees
Sep 2 - Sep 3
Prime Location I Mins to Dining I Downtown Dayton
Private kitchen

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 ￥15,849
￥36,730 total
includes taxes & fees
Sep 2 - Sep 3
The Jackie O ~ One Bedroom Relaxing Retreat
Interior

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 ￥17,290
￥33,715 total
includes taxes & fees
Sep 2 - Sep 3
Gorgeous Private Studio in heart of Kettering
Private kitchen

16. New listing Aimi Luxury Retreat, Soft & Cozy

New listing Aimi Luxury Retreat, Soft & Cozy
Downtown Dayton
9.2 out of 10, Wonderful, (11 reviews)
"Exceptionally clean and nicely decorated. "
United States
Sharon M.
The price is ￥18,875
￥22,077 total
includes taxes & fees
Sep 2 - Sep 3
New listing Aimi Luxury Retreat, Soft & Cozy
Room

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 ￥18,410
￥39,756 total
includes taxes & fees
Sep 6 - Sep 7
Historical Louisiana Style Home
Living area

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.
The price is ￥18,410
￥39,803 total
includes taxes & fees
Sep 6 - Sep 7
Mermaid Tale-Bohemian Bungalow
Room

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 traveler
The price is ￥9,041
￥10,578 total
includes taxes & fees
Sep 8 - Sep 9
1 Queen Bed | Non-Smoking
Terrace/patio

20. The Big Apple City View with Balcony

The Big Apple City View with Balcony
Walnut Hills
The price is ￥19,051
￥36,341 total
includes taxes & fees
Sep 4 - Sep 5
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.
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Top Oakwood Hotel Reviews

Marriott at the University of Dayton

Marriott at the University of Dayton

10/10 Excellent
"Great location, staff was very friendly"
Devon 4-night trip
Posted 6 hours ago
Marriott at the University of Dayton

Find out more about Oakwood

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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?

Suite Springs: This vacation home rental outside of Oakwood is located in the city center and has a patio, a garden, and a barbecue grill 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 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.