A frozen river with a sunset, bare trees, and snow on the banks.

Oskaloosa Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Oskaloosa vacation rentals

Interior

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

Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.
Oskaloosa
10.0 out of 10, Exceptional, (18 reviews)
"Amazing home, love our visits here!"
United States
Emma M.
$343 nightly
The price is $361
Sep 22 - Sep 23
Total with taxes and fees
Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.
2 bedrooms, desk, WiFi (free), bed sheets

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

The Rock House • Historic Stone Cottage • Walk to Central
Pella
10.0 out of 10, Exceptional, (87 reviews)
"Adorable historic house! Would definitely stay again!"
United States
Anonymous traveler
$239 nightly
The price is $268
Sep 22 - Sep 23
Total with taxes and fees
The Rock House • Historic Stone Cottage • Walk to Central
1 bedroom, desk, WiFi (free), bed sheets

3. Studio Klokkenspel in Pella

Studio Klokkenspel in Pella
Pella
10.0 out of 10, Exceptional, (60 reviews)
"Such a fun place to stay right on the square in Pella. We could walk to everything!"
United States
Dawn S.
$220 nightly
The price is $246
Sep 24 - Sep 25
Total with taxes and fees
Studio Klokkenspel in Pella
2 bedrooms, desk, iron/ironing board, travel crib

4. The Mid-Town Cottage

The Mid-Town Cottage
Pella
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful home! Great location!"
United States
Cody John K.
$238 nightly
The price is $242
Sep 27 - Sep 28
Total with taxes and fees
The Mid-Town Cottage
Coffee/tea maker, fridge, microwave, oven

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

Cloverleaf Victorian | Historic Victorian | Walk Downtown | Sleeps 10
Pella
10.0 out of 10, Exceptional, (57 reviews)
"Great location!"
United States
Michelle D.
$368 nightly
The price is $412
Sep 23 - Sep 24
Total with taxes and fees
Cloverleaf Victorian | Historic Victorian | Walk Downtown | Sleeps 10
Coffee/tea maker, fridge, microwave, oven

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

Gezellig Carriage House - The Zuid Holland Suite - Pella's Premier Retreat
PELLA
10.0 out of 10, Exceptional, (4 reviews)
"Immaculate property with beautiful decor! The location is ideal, quiet yet close to downtown Pella. Will definitely stay here again!"
United States
Barb F.
$245 nightly
The price is $274
Sep 23 - Sep 24
Total with taxes and fees
Gezellig Carriage House - The Zuid Holland Suite - Pella's Premier Retreat
Smart TV, video games, table tennis, books

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

Charming Downtown Pella Cottage | Epic Game Room | Walk to Shops & Restaurants
Pella
10.0 out of 10, Exceptional, (18 reviews)
"Really enjoyed our stay at this property, would definitely stay here again!"
United States
Anonymous traveler
$368 nightly
The price is $412
Sep 22 - Sep 23
Total with taxes and fees
Charming Downtown Pella Cottage | Epic Game Room | Walk to Shops & Restaurants
Dining

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

Serene Quiet Getaway Schipp's Hideaway 2-bedroom house with AC in charming Pella
Pella
$254 nightly
The price is $267
Sep 22 - Sep 23
Total with taxes and fees
Serene Quiet Getaway Schipp's Hideaway 2-bedroom house with AC in charming Pella
Exterior

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

The Casita • Peaceful Knoxville Guesthouse Near Raceway & Lake Red Rock
Knoxville
10.0 out of 10, Exceptional, (1 review)
"The Casita Guesthouse is an adorable little place. It had everything we needed. The bed is super comfy with great pillows! It's in a quiet location. Communication with the host was great- I would highly recommend! "
United States
Lynn W.
$171 nightly
The price is $192
Sep 22 - Sep 23
Total with taxes and fees
The Casita • Peaceful Knoxville Guesthouse Near Raceway & Lake Red Rock
Terrace/patio

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

Enjoy nature in this 1-bedroom cabin with AC/Heat in rural Knoxville, Iowa.
Knoxville
10.0 out of 10, Exceptional, (1 review)
"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...
United States
Virginia H.
$172 nightly
The price is $181
Sep 23 - Sep 24
Total with taxes and fees
Enjoy nature in this 1-bedroom cabin with AC/Heat in rural Knoxville, Iowa.
Interior

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

Knoxville Den: Walk to Track, Great for Families & Crews
Knoxville
9.0 out of 10, Wonderful, (2 reviews)
"Great place to stay. Everything we needed! Easy to work with and check in was so easy. Also walking distance for anything we needed!! Highly recommend!!!"
United States
Kevin V.
$398 nightly
The price is $446
Sep 22 - Sep 23
Total with taxes and fees
Knoxville Den: Walk to Track, Great for Families & Crews
Living area

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

Gezellig Carriage House - The Friesland Suite - Pella's Premier Retreat
PELLA
9.8 out of 10, Exceptional, (6 reviews)
"Our time here was short as we only needed a place to stay after the Knoxville Nationals, but it was just what we needed. Excellent communication from the host. Easy and accommodating check in. The place was spotless and welcoming. If you’re looking a place to stay in the Pella area, I would highly recommend."
United States
Bryan
$245 nightly
The price is $274
Sep 22 - Sep 23
Total with taxes and fees
Gezellig Carriage House - The Friesland Suite - Pella's Premier Retreat
Smart TV

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

Walk to Knoxville Raceway! 3BR, Fire Pit, Near Lake Red Rock & Pella
Knoxville
9.8 out of 10, Exceptional, (12 reviews)
"This is a great place close to track and is very clean will definitely stay here again"
United States
Sara B.
$488 nightly
The price is $547
Sep 22 - Sep 23
Total with taxes and fees
Walk to Knoxville Raceway! 3BR, Fire Pit, Near Lake Red Rock & Pella
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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Top Oskaloosa Hotel Reviews

EverSpring Inn & Suites

EverSpring Inn & Suites

10/10 Excellent
"The staff was friendly, the breakfast was good, the room was clean, maintenance did wonderful and we enjoyed our stay very much. Loved the Hotel. ♥️♥️😊😊"
Tim 5-night trip
Posted 16 hours ago
EverSpring Inn & Suites

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Oskaloosa in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $144 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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 Oskaloosa Public Library.

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.