Compare Oskaloosa Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Oskaloosa Rentals

A Class-y & spacious 1500 square foot retreat in a century old brick schoolhouse

A Class-y & spacious 1500 square foot retreat in a century old brick schoolhouse

0.71 mi from city center
$298 nightly
The price is $334 total per night
$334 total
Oct 19 - Oct 20
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has barbecue grills.
Kitchen
Washer
The Nest - next to bakery and downtown

The Nest - next to bakery and downtown

0.24 mi from city center
Guests of this condo enjoy features like a gym, a hot tub, and laundry facilities. This smoke-free condo building also has barbecue grills.
Hot Tub
Kitchen
Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.

Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.

5.7 mi from city center
$330 nightly
The price is $347 total per night
$347 total
Oct 7 - Oct 8
Total with taxes and fees
At this vacation home, guests have access to an arcade/game room, laundry facilities, and a water dispenser. Other amenities at this family-friendly vacation home include a garden and barbecue grills.
Washer
Dryer
Cabin by Keomah State Park: Swimming Pool, Hot Tub Patio, Game Room, Trails

Cabin by Keomah State Park: Swimming Pool, Hot Tub Patio, Game Room, Trails

5.74 mi from city center
Guests of this cabin enjoy features like an outdoor pool, a hot tub, and an arcade/game room. Staff members can help with accommodation requests, and provide concierge services. Other amenities at this family-friendly cabin include laundry facilities, local meal delivery service, and a garden.
Pool
Hot Tub
Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More

Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More

0.91 mi from city center
Guests of this vacation home enjoy features like an outdoor pool, a hot tub, and an arcade/game room. Other amenities at this family-friendly vacation home include laundry facilities, a garden, and barbecue grills.
Pool
Hot Tub
Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown.

Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown.

0.77 mi from city center
At this vacation home, guests have access to a gym, laundry facilities, and a garden. This smoke-free vacation home also has barbecue grills.
Kitchen
Washer
Three bedroom townhome, blocks from idyllic downtown

Three bedroom townhome, blocks from idyllic downtown

0.61 mi from city center
At this vacation home, guests have access to a gym, laundry facilities, and a garden.
Kitchen
Washer
Brand New Stylish Condo near Trails & Downtown

Brand New Stylish Condo near Trails & Downtown

0.29 mi from city center
At this condo, guests have access to features like laundry facilities. This smoke-free condo building also has a garden.
Kitchen
Washer
Lee’s Garden House

Lee’s Garden House

0.29 mi from city center
Guests staying at this vacation home enjoy a gym, laundry facilities, and local meal delivery service. Additional amenities include barbecue grills and a garden.
Kitchen
Washer
Charming, modern and cozy retreat on the bike path

Charming, modern and cozy retreat on the bike path

16.3 mi from city center
$200 nightly
The price is $211 total per night
$211 total
Oct 1 - Oct 2
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has a garden.
Kitchen
Washer
Charming 2-bedroom cottage with WiFi, AC in lovely Pella

Charming 2-bedroom cottage with WiFi, AC in lovely Pella

16.22 mi from city center
$189 nightly
The price is $211 total per night
$211 total
Oct 1 - Oct 2
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities.
Kitchen
Washer
Lake Red Rock Cottage Retreat

Lake Red Rock Cottage Retreat

21.06 mi from city center
At this cottage, guests have access to an arcade/game room, laundry facilities, and a garden. This beach cottage also has barbecue grills.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Oskaloosa
View all properties
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.

Oskaloosa Large Group Rentals

How to Book Vacation Rentals in Oskaloosa



🏠 What is the best price for Oskaloosa vacation rentals?

Oskaloosa vacation rentals range in price, starting at $211 per night.


🏠 What types of vacation rentals in Oskaloosa can I rent?

Orbitz offers a wide range of Oskaloosa rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Oskaloosa condo rentals.


🏠 Is it free to cancel my Oskaloosa vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Oskaloosa vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Oskaloosa. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Oskaloosa?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Oskaloosa apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Oskaloosa?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Oskaloosa package deals will get you even more savings.

More to Explore

More to Explore