Book Holiday Homes in Oskaloosa

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Featured Holiday Homes in Oskaloosa

Historic 4 bedroom home- walk to downtown

Historic 4 bedroom home- walk to downtown

Pella
The price is AU$554 per night from 6 Jan to 7 Jan
AU$554
includes taxes & fees
6 Jan - 7 Jan 2025
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
Red Fern Hotel - Eclectic Getaway 2 bedroom

Red Fern Hotel - Eclectic Getaway 2 bedroom

Ottumwa
With a stay at this vacation home in Ottumwa, you'll be within a 5-minute drive of Bridge View Center and Wapello County Historical Museum.
Red Fern Hotel - Eclectic Getaway 2 bedroom
Blue Fern Hotel - Nestled Away Loft Space

Blue Fern Hotel - Nestled Away Loft Space

Ottumwa
A stay at this vacation home places you in the heart of Ottumwa, within a 5-minute drive of Bridge View Center and Wapello County Historical Museum.
Blue Fern Hotel - Nestled Away Loft Space
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Historic Cottage- The Rock House

Historic Cottage- The Rock House

Pella
The price is AU$351 per night from 6 Jan to 7 Jan
AU$351
includes taxes & fees
6 Jan - 7 Jan 2025
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
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$941 per night from 29 Dec to 30 Dec
AU$941
includes taxes & fees
29 Dec - 30 Dec
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!
Ophelia’s Huis in Pella

Ophelia’s Huis in Pella

Pella
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 10 ...
Ophelia’s Huis 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
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
Cozy House within Walking Distance to Racetrack

Cozy House within Walking Distance to Racetrack

Knoxville
The price is AU$721 per night from 24 Dec to 25 Dec
AU$721
includes taxes & fees
24 Dec - 25 Dec
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
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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
18 Holiday Homes
Lowest Price
AU$99
Highest Price
AU$941
Popular accommodation
Historic 4 bedroom home- walk to downtown, Red Fern Hotel - Eclectic Getaway 2 bedroom, Blue Fern Hotel - Nestled Away Loft Space, Historic Cottage- The Rock House, Unwind at our private 4BR home near downtown Pella, IA!, Ophelia’s Huis in Pella, Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More, Relaxing loft retreat in historic European community, Cozy House within Walking Distance to Racetrack

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$177 per night from 30 Dec to 31 Dec
AU$177
includes taxes & fees
30 Dec - 31 Dec
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$196 per night from 29 Dec to 30 Dec
AU$196
includes taxes & fees
29 Dec - 30 Dec
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
Quality Inn Oskaloosa

Quality Inn Oskaloosa

2 out of 5
306 S 17th St, Oskaloosa, IA
Fully refundableReserve now, pay when you stay
The price is AU$133 per night from 29 Dec to 30 Dec
AU$133
includes taxes & fees
29 Dec - 30 Dec
Located in Oskaloosa, Quality Inn Oskaloosa is within a 5-minute drive of Mahaska Health and City Square Park.
Quality Inn Oskaloosa
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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$99 per night from 24 Dec to 25 Dec
AU$99
includes taxes & fees
24 Dec - 25 Dec
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.