Book Holiday Homes in Oskaloosa

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Featured Holiday Homes in Oskaloosa

Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.

Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.

Oskaloosa
The price is AU$540 per night from 28 Sept to 29 Sept
AU$540
28 Sept - 29 Sept
includes taxes & fees
Located in Oskaloosa, this vacation home is on the waterfront, within a 15-minute drive of Lake Keomah State Park and Mahaska Health.
Opens in a new windowLuxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.
Spacious and charming 4br home in downtown Pella

Spacious and charming 4br home in downtown Pella

Pella
The price is AU$591 per night from 27 Oct to 28 Oct
AU$591
27 Oct - 28 Oct
includes taxes & fees
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 7 ...
Opens in a new windowSpacious and charming 4br home in downtown Pella
Home In Eddyville

Home In Eddyville

Eddyville
Located in Eddyville, this vacation home is within a 15-minute drive of Oskaloosa Public Library and City Square Park.
Opens in a new windowHome In Eddyville
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Charming, modern and cozy retreat on the bike path

Charming, modern and cozy retreat on the bike path

Pella
The price is AU$326 per night from 1 Oct to 2 Oct
AU$326
1 Oct - 2 Oct
includes taxes & fees
With a stay at this vacation home in Pella, you'll be a 4-minute walk from Central College and within a 5-minute drive of Molengracht Plaza.
Opens in a new windowCharming, modern and cozy retreat on the bike path
Adorable Little Yellow House, Prime Location! Downtown Pella, IA

Adorable Little Yellow House, Prime Location! Downtown Pella, IA

Pella
With a stay at this vacation home in Pella, you'll be within a 5-minute walk of Central Park and Molengracht Plaza.
Opens in a new windowAdorable Little Yellow House, Prime Location! Downtown Pella, IA
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.
Opens in a new windowEntertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More
Pleasant Stay in Pella

Pleasant Stay in Pella

Pella
With a stay at this vacation home in Pella, you'll be within a 5-minute walk of Central Park and Scholte House Museum & Gardens.
Opens in a new windowPleasant Stay in Pella
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 a 2-minute walk from Central College and 11 minutes by foot from Central Park.
Opens in a new windowRelaxing loft retreat in historic European community
3-bedroom house in welcoming Pella close to lake & on the bike trail

3-bedroom house in welcoming Pella close to lake & on the bike trail

Pella
Located in Pella, this vacation home is a 3-minute drive from Lake Red Rock and 9 minutes from Central College.
Opens in a new window3-bedroom house in welcoming Pella close to lake & on the bike trail
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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
26 Holiday Homes
Lowest Price
AU$115
Highest Price
AU$591
Popular accommodation
Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa., Spacious and charming 4br home in downtown Pella, Home In Eddyville, Charming, modern and cozy retreat on the bike path, Adorable Little Yellow House, Prime Location! Downtown Pella, IA, Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More, Pleasant Stay in Pella, Relaxing loft retreat in historic European community, 3-bedroom house in welcoming Pella close to lake & on the bike trail

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
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.
Opens in a new windowEverSpring 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$238 per night from 5 Oct to 6 Oct
AU$238
5 Oct - 6 Oct
includes taxes & fees
Located in Oskaloosa, Fairfield Inn & Suites by Marriott Oskaloosa is within a 5-minute drive of Southern Iowa Fair and William Penn University.
Opens in a new windowFairfield Inn & Suites by Marriott Oskaloosa
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

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

Quality Inn Oskaloosa

2.5 out of 5
306 S 17th St, Oskaloosa, IA
Fully refundableReserve now, pay when you stay
The price is AU$115 per night from 19 Oct to 20 Oct
AU$115
19 Oct - 20 Oct
includes taxes & fees
Located in Oskaloosa, Quality Inn Oskaloosa is within a 5-minute drive of Mahaska Health and City Square Park.
Opens in a new windowQuality Inn Oskaloosa
Don't see what you're looking for?
See all available properties in 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.