Photo by Hideki Yamagata

Oskaloosa Holiday Rentals

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Holiday Rentals in Oskaloosa

Modern Oskaloosa Cabin w/ 2 Acres & On-site Trails

3.0 star property
Modern Oskaloosa Cabin w/ 2 Acres & On-site Trails

Quaint Montezuma Cabin Near Lake Ponderosa!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great stay. Nice roomy place to stay. Stayed nice and cool during hot summer. Had a small issue and Kelly fixed it right away. Definitely will stay here again. "
Quaint Montezuma Cabin Near Lake Ponderosa!

Charming Iowa Abode Near Knoxville Raceway!

3.0 star property
8.0 out of 10, Very good, (1)
"There are no pet friendly hotels in Knoxville so we were very happy to find this pretty house for our stay when back for a family funeral. Pros: ample parking, good location, very clean, large space, nice kitchen, large yard, DISH TV, pet friendly, rapid response from owner, sleeps multiple people Cons: sleeps multiple people but only 1 key provided, couches don’t face TV, 2 BRs have no doors so there is privacy only for people in upstairs BR, outlet in basement bath not working "
Charming Iowa Abode Near Knoxville Raceway!

Barnes City House ~ 3 Mi to Hunting & Fishing!

3.0 star property
Barnes City House ~ 3 Mi to Hunting & Fishing!

Montezuma Vacation Rental With Fire Pit Access!

3.0 star property
Montezuma Vacation Rental With Fire Pit Access!
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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Other types of properties in Oskaloosa you may be interested in

EverSpring Inn & Suites

2.5 star property
8.2 out of 10, Very good, (534)
"They breakfast options were quite impressive, and I was told they were going to get better. They are making improvements. I recommend staying there."
The price is S$149
includes taxes & fees
1 Dec - 2 Dec
EverSpring Inn & Suites

Fairfield Inn & Suites by Marriott Oskaloosa

2.5 star property
9.2 out of 10, Wonderful, (179)
"Nice facility. Very clean and the staff was very nice!"
The price is S$195
includes taxes & fees
1 Dec - 2 Dec
Fairfield Inn & Suites by Marriott Oskaloosa

Quality Inn Oskaloosa

2.0 star property
7.6 out of 10, Good, (426)
"Clean rooms "
The price is S$112
includes taxes & fees
1 Dec - 2 Dec
Quality Inn Oskaloosa
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals in Oskaloosa?

Yes, there are holiday rentals in Oskaloosa close to Southern Iowa Fair, or you can select a more secluded option if you're looking for a relaxing stay. Oskaloosa is known for its churches and coffee shops. Make sure you have time to check out the university setting and football games during your trip.

How many holiday rentals are there in Oskaloosa?

Expedia has 4 holiday rentals for your stay in Oskaloosa.

What’s there to see and do in Oskaloosa?

Lake Keomah State Park and City Square Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Southern Iowa Fair and Edmundson Golf Course.

What’s a holiday rental in Oskaloosa like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oskaloosa. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for family gatherings.