Book Holiday Homes in Oskaloosa

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Featured Holiday Homes in Oskaloosa

Walk to Downtown Pella • Spacious Historic Home • Perfect for groups

Walk to Downtown Pella • Spacious Historic Home • Perfect for groups

Pella IA
The price is AU$603 per night from 19 May to 20 May
AU$603
19 May - 20 May
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 windowWalk to Downtown Pella • Spacious Historic Home • Perfect for groups
Charming Downtown Pella Cottage | Epic Game Room | Walk to Shops & Restaurants

Charming Downtown Pella Cottage | Epic Game Room | Walk to Shops & Restaurants

Pella IA
The price is AU$603 per night from 25 May to 26 May
AU$603
25 May - 26 May
includes taxes & fees
A stay at this vacation home places you in the heart of Pella, steps from Central Park and 3 minutes by foot from Scholte House Museum & Gardens.
Opens in a new windowCharming Downtown Pella Cottage | Epic Game Room | Walk to Shops & Restaurants
Pleasant Stay in Pella

Pleasant Stay in Pella

Pella IA
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
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Terrace at Geneva; Private Pool, Game Room & Walkable Hallmark Town

Terrace at Geneva; Private Pool, Game Room & Walkable Hallmark Town

Oskaloosa IA
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 windowTerrace at Geneva; Private Pool, Game Room & Walkable Hallmark Town
Charming 2-bedroom NEW house with WiFi, AC Pella/Knoxville near Lake Red Rock

Charming 2-bedroom NEW house with WiFi, AC Pella/Knoxville near Lake Red Rock

Knoxville IA
When you stay at this vacation home in Knoxville, you'll be 6 minutes by foot from Lake Red Rock.
Opens in a new windowCharming 2-bedroom NEW house with WiFi, AC Pella/Knoxville near Lake Red Rock
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 IA
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
Home In Eddyville

Home In Eddyville

Eddyville IA
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
Vintage Farmhouse with Parking right in the City! Family Friendly, Fenced Yard.

Vintage Farmhouse with Parking right in the City! Family Friendly, Fenced Yard.

Ottumwa IA
With a stay at this vacation home in Ottumwa, you'll be a 5-minute walk from Greater Ottumwa Park and 10 minutes by foot from Pickwick Park.
Opens in a new windowVintage Farmhouse with Parking right in the City! Family Friendly, Fenced Yard.
Irving's Gnome Dome Mushroom Sculpture Tiny House

Irving's Gnome Dome Mushroom Sculpture Tiny House

Knoxville IA
The price is AU$204 per night from 17 May to 18 May
AU$204
17 May - 18 May
includes taxes & fees
With a stay at this vacation home in Knoxville, you'll be within a 15-minute drive of National Sprint Car Hall of Fame and Knoxville Area Community ...
Opens in a new windowIrving's Gnome Dome Mushroom Sculpture Tiny House
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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
30 Holiday Homes
Lowest Price
AU$76
Highest Price
AU$603
Popular accommodation
Walk to Downtown Pella • Spacious Historic Home • Perfect for groups, Charming Downtown Pella Cottage | Epic Game Room | Walk to Shops & Restaurants, Pleasant Stay in Pella, Terrace at Geneva; Private Pool, Game Room & Walkable Hallmark Town, Charming 2-bedroom NEW house with WiFi, AC Pella/Knoxville near Lake Red Rock, 3-bedroom house in welcoming Pella close to lake & on the bike trail, Home In Eddyville, Vintage Farmhouse with Parking right in the City! Family Friendly, Fenced Yard., Irving's Gnome Dome Mushroom Sculpture Tiny House

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$124 per night from 17 May to 18 May
AU$124
17 May - 18 May
includes taxes & fees
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

3 out of 5
2325 COAL MINE LOOP Oskaloosa IA
Fully refundableReserve now, pay when you stay
The price is AU$226 per night from 24 May to 25 May
AU$226
24 May - 25 May
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
Quality Inn Oskaloosa

Quality Inn Oskaloosa

2.5 out of 5
306 S 17th St Oskaloosa IA
Fully refundable
The price is AU$95 per night from 7 June to 8 June
AU$95
7 June - 8 June
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
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Hotel O Oskaloosa Near Eddyville

Hotel O Oskaloosa Near Eddyville

2.5 out of 5
2278 Highway 63 North Oskaloosa IA
Fully refundableReserve now, pay when you stay
The price is AU$76 per night from 7 June to 8 June
AU$76
7 June - 8 June
includes taxes & fees
With a stay at Hotel O Oskaloosa Near Eddyville in Oskaloosa, you'll be within a 5-minute drive of McGrew Fine Arts Center and William Penn University.
Opens in a new windowHotel O Oskaloosa Near Eddyville
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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.