Oskaloosa Vacation Rentals from CA $254: Short-Term Rentals for 2026

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Oskaloosa vacation rentals

A modern kitchen with a central island, dining area with chairs and a table, and a living room with a sofa and curtains.

1. Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.

Oskaloosa

Seth G.

CA $511 total

includes taxes & fees

Oct 11 - Oct 12

A two-story house surrounded by a garden with various flowers.

2. The Rock House • Historic Stone Cottage • Walk to Central

Pella

Anonymous traveller

CA $402 total

includes taxes & fees

Oct 21 - Oct 22

A modern kitchen with a central island, wooden stools, a stainless steel refrigerator, and a chandelier.

3. Cloverleaf Victorian | Historic Victorian | Walk Downtown | Sleeps 10

Pella

Michelle D.

CA $604 total

includes taxes & fees

Oct 11 - Oct 12

A two-story house with a front yard, a sidewalk, and a tree providing shade.

4. The Mid-Town Cottage

Pella

Cody John K.

CA $383 total

includes taxes & fees

Oct 11 - Oct 12

A spacious living room with a brown leather sofa, a dining area with white chairs, and a ceiling fan.

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

Pella

Anonymous traveller

CA $604 total

includes taxes & fees

Oct 13 - Oct 14

A modern kitchen with dark cabinets, a stainless steel refrigerator, and a dining area with a brown sofa and a round table.

6. Gezellig Carriage House - The Friesland Suite - Pella's Premier Retreat

PELLA

Bryan

CA $393 total

includes taxes & fees

Oct 11 - Oct 12

A compact room with a bed, a desk with a chair, a microwave, and a small kitchenette.

7. Studio Klokkenspel in Pella

Pella

Aeryn B.

CA $352 total

includes taxes & fees

Oct 11 - Oct 12

A four-poster bed with a dark frame, a patterned bedspread, and a rug on a wooden floor.

8. Gezellig Carriage House - The Zuid Holland Suite - Pella's Premier Retreat

PELLA

Barb F.

CA $393 total

includes taxes & fees

Oct 11 - Oct 12

A living room with a leather sofa, a coffee table, and a rug. There is a kitchen in the background.

9. Serene Quiet Getaway Schipp's Hideaway 2-bedroom house with AC in charming Pella

Pella

CA $380 total

includes taxes & fees

Oct 11 - Oct 12

A rustic outdoor setting with a fire pit, a covered grill, and a house with a porch.

10. Enjoy nature in this 1-bedroom cabin with AC/Heat in rural Knoxville, Iowa.

Knoxville

"This cabin is breathtaking. The views are a perfect nature stay without having to be “ too far away “ . There’s a beautiful trail that you can walk while there . Words and pictures don’t do this place justice . The host was so sweet . They really took their time with putting this place together . A bonus is that we even had some of the best sour dough bread of our life prepared by the host .For my family : we wanted to find somewhere to stay that wasn’t too far from home , but wasn’t just your...

Virginia H.

CA $254 total

includes taxes & fees

Oct 11 - Oct 12

A small wooden cabin with a porch, outdoor seating, and a door with a geometric design.

11. The Casita • Peaceful Knoxville Guesthouse Near Raceway & Lake Red Rock

Knoxville

Ryan B.

CA $272 total

includes taxes & fees

Oct 19 - Oct 20

A modern living room with a wooden ceiling, a sofa, a dining table, and a TV.

12. Knoxville Den: Walk to Track, Great for Families & Crews

Knoxville

Kevin V.

CA $634 total

includes taxes & fees

Oct 11 - Oct 12

A living room with a black sofa, a white ottoman, a small table with a lamp, and a painting on the wall.

13. Walk to Knoxville Raceway! 3BR, Fire Pit, Near Lake Red Rock & Pella

Knoxville

Sara B.

CA $779 total

includes taxes & fees

Oct 11 - Oct 12

View all properties

Find vacation rentals that suit your style

Cabins

Cottages

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Oskaloosa Hotel Reviews

Quality Inn Oskaloosa

10/10 Excellent

"Staff was really friendly and helpful."

Cobblestone Hotel & Suites - Ottumwa

10/10 Excellent

"The room was clean and comfortable. The tv remotes were a little odd but no big deal (2 TVs, 3 remotes all worked on both). The pool isn’t advertised for some reason or I didn’t see it. The restaurant prices were absurdly high, we did not eat dinner there because of the high prices. The breakfast was pretty good."

Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.

10/10 Excellent

"Fantastic experience with our stay here! Absolutely, awesome amenities, snacks, drinks, etc., provided by the hostess. The place was immaculately clean, well organized, and very comfortable. The deck was awesome. We enjoyed walking around the lake. This was a fantastic stay which I hope to do again sometime."

Fairfield Inn & Suites by Marriott Oskaloosa

8/10 Good

"Seems like it’s all new, so it’s immaculate. I liked the bed but my husband didn’t. Shower had very little pressure. With this new hotel, the shrinkage of the pool size to minuscule makes it useless for adults. The gym was great with brand new treadmills and steppers and a good sized space. Breakfast area is nice but options were less than some places. It was also expensive compared to other local hotels. Not sure why. It’s close to the road so there was some noise from that."

Find out more about Oskaloosa

Everything you need to know about Oskaloosa vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oskaloosa vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oskaloosa vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oskaloosa vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oskaloosa. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oskaloosa vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oskaloosa vacation rentals we have selected for you start as low as CA $254 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oskaloosa rentals

At Expedia, we put the best Oskaloosa vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oskaloosa rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oskaloosa vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oskaloosa. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Oskaloosa?

Yes, we offer vacation rentals in Oskaloosa close to Southern Iowa Fair, or you can choose a more remote option if you want a relaxing stay. Oskaloosa is known for its churches and coffeehouses. Make sure you have time to check out the university setting and football games during your trip.

What are some of the best vacation home rentals that Oskaloosa has to offer?

Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.: This highly rated vacation home rental in Oskaloosa is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. Some other top choices in Oskaloosa are Terrace at Geneva; Private Pool, Game Room & Walkable Hallmark Town and Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown..

How many vacation rentals are there in Oskaloosa?

Expedia has 5 vacation rentals for your stay in Oskaloosa.

What’s there to see and do in Oskaloosa?

City Square Park and VanderWilt Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Southern Iowa Fair and Lake Keomah State Park.

What’s a vacation rental in Oskaloosa like?

Vacation rentals are private properties you can reserve for a few days or a quick weekend in Oskaloosa. Vacation rentals feature extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for family trips or small group gatherings.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Oskaloosa vacation rentals

1. Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.

2. The Rock House • Historic Stone Cottage • Walk to Central

3. Cloverleaf Victorian | Historic Victorian | Walk Downtown | Sleeps 10

4. The Mid-Town Cottage

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

6. Gezellig Carriage House - The Friesland Suite - Pella's Premier Retreat

7. Studio Klokkenspel in Pella

8. Gezellig Carriage House - The Zuid Holland Suite - Pella's Premier Retreat

9. Serene Quiet Getaway Schipp's Hideaway 2-bedroom house with AC in charming Pella

10. Enjoy nature in this 1-bedroom cabin with AC/Heat in rural Knoxville, Iowa.

11. The Casita • Peaceful Knoxville Guesthouse Near Raceway & Lake Red Rock

12. Knoxville Den: Walk to Track, Great for Families & Crews

13. Walk to Knoxville Raceway! 3BR, Fire Pit, Near Lake Red Rock & Pella

Find vacation rentals that suit your style

Top Oskaloosa Hotel Reviews

Quality Inn Oskaloosa

Cobblestone Hotel & Suites - Ottumwa

OYO Landmark Inn Oskaloosa Near Hwy 63

Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.

EverSpring Inn & Suites

Fairfield Inn & Suites by Marriott Oskaloosa

Budget Inn

Country Inn & Suites by Radisson, Pella, IA

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

Find out more about Oskaloosa

Frequently asked questions

Go further with the Expedia app