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 18 Mar to 19 Mar
AU$378
includes taxes & fees
18 Mar - 19 Mar
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
Historic 4 bedroom home- walk to downtown

Historic 4 bedroom home- walk to downtown

Pella
The price is AU$656 per night from 5 Mar to 6 Mar
AU$656
includes taxes & fees
5 Mar - 6 Mar
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
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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
Unwind at our private 4BR home near downtown Pella, IA!

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

Pella
The price is AU$959 per night from 12 Mar to 13 Mar
AU$959
includes taxes & fees
12 Mar - 13 Mar
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!
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!
Cozy House within Walking Distance to Racetrack

Cozy House within Walking Distance to Racetrack

Knoxville
The price is AU$725 per night from 18 Mar to 19 Mar
AU$725
includes taxes & fees
18 Mar - 19 Mar
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
Three bedroom townhome, blocks from idyllic downtown

Three bedroom townhome, blocks from idyllic downtown

Oskaloosa
Located in Oskaloosa, this vacation home is within a 5-minute drive of City Square Park and Mahaska Health.
Three bedroom townhome, blocks from idyllic downtown
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
19 Holiday Homes
Lowest Price
AU$175
Highest Price
AU$959
Popular accommodation
Historic Cottage- The Rock House, Adorable "Little Yellow House," Downtown Pella, Historic 4 bedroom home- walk to downtown, Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More, Unwind at our private 4BR home near downtown Pella, IA!, Charming Iowa Abode Near Knoxville Raceway!, Cozy House within Walking Distance to Racetrack, Three bedroom townhome, blocks from idyllic downtown, 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 16 Mar to 17 Mar
AU$175
includes taxes & fees
16 Mar - 17 Mar
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$251 per night from 7 Mar to 8 Mar
AU$251
includes taxes & fees
7 Mar - 8 Mar
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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Hotel O Oskaloosa - Hwy 63/92

Hotel O Oskaloosa - Hwy 63/92

2.5 out of 5
2278 Highway 63 North, Oskaloosa, IA
With a stay at Hotel O Oskaloosa - Hwy 63/92 in Oskaloosa, you'll be within a 5-minute drive of William Penn University and City Square Park.
Hotel O Oskaloosa - Hwy 63/92
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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.