Book Holiday Homes in Oskaloosa

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Featured Holiday Homes in Oskaloosa

Historic Cottage- The Rock House

Historic Cottage- The Rock House

Pella
The price is AU$378 per night from 6 Apr to 7 Apr
AU$378
includes taxes & fees
6 Apr - 7 Apr
A stay at this vacation home places you in the heart of Pella, just a 4-minute walk from Central College and within a 5-minute drive of Historical Village, Vermeer ...
Historic Cottage- The Rock House
Adorable "Little Yellow House," Downtown Pella

Adorable "Little Yellow House," Downtown Pella

Pella
With a stay at this vacation home in Pella, you'll be a 4-minute walk from Central College and 7 minutes by foot from Historical Village, Vermeer Windmill & ...
Adorable "Little Yellow House," Downtown Pella
Unwind at our private 4BR home near downtown Pella, IA!

Unwind at our private 4BR home near downtown Pella, IA!

Pella
Located in Pella, this vacation home is within a 15-minute walk of Pella Regional Health Center and Historical Village, Vermeer Windmill & Scholte House.
Unwind at our private 4BR home near downtown Pella, IA!
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Historic 4 bedroom home- walk to downtown

Historic 4 bedroom home- walk to downtown

Pella
The price is AU$641 per night from 6 Apr to 7 Apr
AU$641
includes taxes & fees
6 Apr - 7 Apr
With a stay at this vacation home, you'll be centrally located in Pella, just a 4-minute walk from Historical Village, Vermeer Windmill & Scholte House and 9 ...
Historic 4 bedroom home- walk to downtown
Pleasant Stay in Pella

Pleasant Stay in Pella

Pella
The price is AU$584 per night from 10 Apr to 11 Apr
AU$584
includes taxes & fees
10 Apr - 11 Apr
With a stay at this vacation home in Pella, you'll be within a 15-minute walk of Pella Regional Health Center and Historical Village, Vermeer Windmill & Scholte ...
Pleasant Stay in Pella
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

Oskaloosa
With a stay at this vacation home in Oskaloosa, you'll be within a 5-minute drive of Mahaska Health and City Square Park.
Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More
Cozy House within Walking Distance to Racetrack

Cozy House within Walking Distance to Racetrack

Knoxville
The price is AU$713 per night from 6 Apr to 7 Apr
AU$713
includes taxes & fees
6 Apr - 7 Apr
With a stay at this vacation home in Knoxville, you'll be a 4-minute walk from National Sprint Car Hall of Fame and 9 minutes by foot from Knoxville ...
Cozy House within Walking Distance to Racetrack
Charming Iowa Abode Near Knoxville Raceway!

Charming Iowa Abode Near Knoxville Raceway!

Knoxville
Located in Knoxville, this vacation home is within a 15-minute walk of Peace Tree Brewing Company and National Sprint Car Hall of Fame.
Charming Iowa Abode Near Knoxville Raceway!
Relaxing loft retreat in historic European community

Relaxing loft retreat in historic European community

Pella
With a stay at this vacation home in Pella, you'll be steps from Central College and a 1-minute drive from Historical Village, Vermeer Windmill & Scholte ...
Relaxing loft retreat in historic European community
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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 Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Oskaloosa vacation homes are the perfect way for you to wing it.

Holiday houses in Oskaloosa let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Oskaloosa in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Oskaloosa adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Oskaloosa with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Oskaloosa vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Oskaloosa Holiday Homes essential information

Accommodation
23 Holiday Homes
Lowest Price
AU$115
Highest Price
AU$713
Popular accommodation
Historic Cottage- The Rock House, Adorable "Little Yellow House," Downtown Pella, Unwind at our private 4BR home near downtown Pella, IA!, Historic 4 bedroom home- walk to downtown, Pleasant Stay in Pella, Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More, Cozy House within Walking Distance to Racetrack, Charming Iowa Abode Near Knoxville Raceway!, Relaxing loft retreat in historic European community

Top trending hotels in Oskaloosa

EverSpring Inn & Suites

EverSpring Inn & Suites

2.5 out of 5
2401 A Ave West, Oskaloosa, IA
Fully refundableReserve now, pay when you stay
The price is AU$175 per night from 10 Apr to 11 Apr
AU$175
includes taxes & fees
10 Apr - 11 Apr
With a stay at EverSpring Inn & Suites in Oskaloosa, you'll be 16.2 mi (26.1 km) from Central College and 20.4 mi (32.9 km) from Lake Red Rock.
EverSpring Inn & Suites
Fairfield Inn & Suites by Marriott Oskaloosa

Fairfield Inn & Suites by Marriott Oskaloosa

2.5 out of 5
2325 COAL MINE LOOP, Oskaloosa, IA
Fully refundableReserve now, pay when you stay
The price is AU$228 per night from 4 May to 5 May
AU$228
includes taxes & fees
4 May - 5 May
Located in Oskaloosa, Fairfield Inn & Suites by Marriott Oskaloosa is within a 5-minute drive of Southern Iowa Fair and William Penn University.
Fairfield Inn & Suites by Marriott Oskaloosa
Cabin by Lake Keomah State Park: Swimming Pool, Hot Tub Patio, Game Room, Trails

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

Oskaloosa
Located in Oskaloosa, this cabin is on a lake, within a 15-minute drive of Lake Keomah State Park and Mahaska Health.
Cabin by Lake Keomah State Park: Swimming Pool, Hot Tub Patio, Game Room, Trails
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Budget Inn Oskaloosa

Budget Inn Oskaloosa

2 out of 5
1210 A Avenue East, Oskaloosa, IA
Fully refundableReserve now, pay when you stay
The price is AU$115 per night from 15 Apr to 16 Apr
AU$115
includes taxes & fees
15 Apr - 16 Apr
Located in Oskaloosa, Budget Inn Oskaloosa is within a 5-minute drive of Mahaska Health and City Square Park.
Budget Inn Oskaloosa
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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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^Subject to availability and chosen travel dates.