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Oskaloosa Vacation Rentals

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Check prices for these dates

In two weeks
Sep 26 - Sep 28
In one month
Oct 10 - Oct 12
In two months
Nov 7 - Nov 9
In three months
Dec 5 - Dec 7

Vacation Rentals in Oskaloosa

Our top choices for Oskaloosa vacation rentals

Quaint Montezuma Cabin Near Lake Ponderosa!
Property grounds

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!
Riverfront Cabin Near Dtwn Pella w/ Game Room!
House (3 Bedrooms) | Interior

Riverfront Cabin Near Dtwn Pella w/ Game Room!

3.0 star property
Riverfront Cabin Near Dtwn Pella w/ Game Room!
6 Mi to Dtwn Pella: Riverfront Cabin w/ Game Room!
House (3 Bedrooms) | Interior

6 Mi to Dtwn Pella: Riverfront Cabin w/ Game Room!

3.0 star property
6 Mi to Dtwn Pella: Riverfront Cabin w/ Game Room!
Charming Iowa Abode Near Knoxville Raceway!
House (3 Bedrooms) | Interior

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!
Hot Tub, Water Access: Cabin Near Lake Red Rock!
House (2 Bedrooms) | Interior

Hot Tub, Water Access: Cabin Near Lake Red Rock!

3.0 star property
Hot Tub, Water Access: Cabin Near Lake Red Rock!
Barnes City House ~ 3 Mi to Hunting & Fishing!
House (3 Bedrooms) | Interior

Barnes City House ~ 3 Mi to Hunting & Fishing!

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

Quality Inn Oskaloosa

Quality Inn Oskaloosa

10/10 Excellent
"Many breakfast options. Clean and well run establishment!"
Kim 1-night trip
Posted 4 days ago
Quality Inn Oskaloosa

Find out more about Oskaloosa

Find out more about Oskaloosa

Search for holiday rentals in Oskaloosa on Expedia! You can easily find your home rentals, villas, holiday apartments in Oskaloosa using one of the methods below:

  • View our selection of featured holiday rentals in Oskaloosa
  • Use the map to find apartments and other holiday homes in the Oskaloosa neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oskaloosa while they last

Look no further and take a look at our great range of rental properties in Oskaloosa!

Frequently asked questions

Can I find vacation rentals in Oskaloosa?

Yes, we offer vacation rentals in Oskaloosa close to Southern Iowa Fair, or you can choose a more remote option if you want a relaxing stay. Oskaloosa is known for its churches and coffeehouses. Make sure you have time to check out the university setting and football games during your trip.

How many vacation rentals are there in Oskaloosa?

Expedia has 5 vacation rentals for your stay in Oskaloosa.

What’s there to see and do in Oskaloosa?

City Square Park and VanderWilt 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 Lake Keomah State Park.

What’s a vacation rental in Oskaloosa like?

Vacation rentals are private properties you can reserve for a few days or a quick weekend in Oskaloosa. Vacation rentals feature extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for family trips or small group gatherings.