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
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

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, (17 reviews)
"Amazing home, love our visits here!"
United States
Emma M.
The price is AED 1,018
AED 1,331 total
includes taxes & fees
12 Aug - 13 Aug
Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.
Coffee/tea maker, fridge, microwave, oven

2. The Rock House- The coziest Pella cottage retreat w/ firepit

The Rock House- The coziest Pella cottage retreat w/ firepit
Pella
10.0 out of 10, Exceptional, (85 reviews)
"We had a wonderful stay! Such a cute little house with all of the amenities!"
United States
Matthew and Jennifer S.
The price is AED 485
AED 992 total
includes taxes & fees
1 Sep - 2 Sep
The Rock House- The coziest Pella cottage retreat w/ firepit
1 bedroom, desk, WiFi (free), bed sheets

3. Studio Klokkenspel in Pella

Studio Klokkenspel in Pella
Pella
10.0 out of 10, Exceptional, (59 reviews)
"Such a fun place to stay right on the square in Pella. We could walk to everything!"
United States
Dawn S.
The price is AED 533
AED 905 total
includes taxes & fees
16 Aug - 17 Aug
Studio Klokkenspel in Pella
Smart TV, offices

4. The Mid-Town Cottage

The Mid-Town Cottage
Pella
10.0 out of 10, Exceptional, (22 reviews)
"My stay here was excellent great location and house was perfect and had everything you need.The host was easy to communicate with and would stay here again. "
United States
chris s.
The price is AED 639
AED 1,036 total
includes taxes & fees
11 Aug - 12 Aug
The Mid-Town Cottage
Exterior

5. Irving's Gnome Dome Mushroom Sculpture Tiny House

Irving's Gnome Dome Mushroom Sculpture Tiny House
Knoxville
10.0 out of 10, Exceptional, (2 reviews)
"Loved the stay great communication with host"
United States
Casper K.
The price is AED 430
AED 528 total
includes taxes & fees
6 Aug - 7 Aug
Irving's Gnome Dome Mushroom Sculpture Tiny House
Exterior

6. The Cloverleaf Cottage- A spacious home, perfect for gathering by downtown Pella

The Cloverleaf Cottage- A spacious home, perfect for gathering by downtown Pella
Pella
10.0 out of 10, Exceptional, (55 reviews)
"Great location!"
United States
Michelle D.
The price is AED 632
AED 1,506 total
includes taxes & fees
1 Sep - 2 Sep
The Cloverleaf Cottage- A spacious home, perfect for gathering by downtown Pella
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, (16 reviews)
"Charming with great space and location. "
United States
Trish & Jim B.
The price is AED 632
AED 1,514 total
includes taxes & fees
31 Aug - 1 Sep
Charming Downtown Pella Cottage | Epic Game Room | Walk to Shops & Restaurants
Terrace/patio

8. 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.
The price is AED 496
AED 598 total
includes taxes & fees
7 Aug - 8 Aug
Enjoy nature in this 1-bedroom cabin with AC/Heat in rural Knoxville, Iowa.
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.
The price is AED 477
AED 835 total
includes taxes & fees
16 Aug - 17 Aug
The Casita • Peaceful Knoxville Guesthouse Near Raceway & Lake Red Rock
Interior

10. 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.
The price is AED 643
AED 1,646 total
includes taxes & fees
17 Aug - 18 Aug
Knoxville Den: Walk to Track, Great for Families & Crews
Living area

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

Gezellig Carriage House - The Friesland Suite - Pella's Premier Retreat
PELLA
The price is AED 742
AED 1,185 total
includes taxes & fees
16 Aug - 17 Aug
Gezellig Carriage House - The Friesland Suite - Pella's Premier Retreat
3 bedrooms, WiFi (free), bed sheets

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

Gezellig Carriage House - The Zuid Holland Suite - Pella's Premier Retreat
PELLA
The price is AED 738
AED 1,152 total
includes taxes & fees
16 Aug - 17 Aug
Gezellig Carriage House - The Zuid Holland Suite - Pella's Premier Retreat
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

Links Bos Landen Hotel & Spa of Pella, Trademark by Wyndham

Links Bos Landen Hotel & Spa of Pella, Trademark by Wyndham

8/10 Good
"No breakfast food. Advertises a continental breakfast but cheap dollar store bread was served. No fruit. Only eggs and sausage. Dry cereal. No spa was available. The room was clean. The wi-fi was not working."
Cindy 1-night trip
Posted 14 hours ago
Links Bos Landen Hotel & Spa of Pella, Trademark by Wyndham

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.