Photo by Hideki Yamagata

Oskaloosa Holiday Rentals

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Holiday Rentals in Oskaloosa

Cabin by Lake Keomah State Park: Swimming Pool, Hot Tub Patio, Game Room, Trails

10.0 out of 10, Exceptional, (38)
"Our stay was a very relaxing experience. The owners were very quick to respond to any of our questions and concerns. We did misread the listing and thought the house faced the lake in some way, but it's actually across the street (a very small street mind you) so it was a very quick walk to the actual lake. This is a lived in home so there are personal items like family photos around the place. The place was very clean and tidy, however it is an older home so it has its quirks. It felt like we...
Cabin by Lake Keomah State Park: Swimming Pool, Hot Tub Patio, Game Room, Trails

Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More

10.0 out of 10, Exceptional, (8)
"The accommodations were wonderful!! Oversized living room with book and board games and the patio and pool area was a hit for everyone plus the game room was a great area and lower family room. There was something to do for everyone!!! Definitely recommend it!!"
Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More

Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown.

10.0 out of 10, Exceptional, (59)
"We had a great time there. We were very comfortable and cozy. We felt at home!"
Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown.

The Nest - next to bakery and downtown

10.0 out of 10, Exceptional, (26)
"Visiting our kids for Thanksgiving. Great location and very clean. Host was easy to communicate with! "
The Nest - next to bakery and downtown

Modern Oskaloosa Cabin w/ 2 Acres & On-Site Trails

10.0 out of 10, Exceptional, (4)
"Ethan such a good guy help and respond to my all calls and text. Yard and surroundings were gorgeous and house perfect clean set up excellent."
Modern Oskaloosa Cabin w/ 2 Acres & On-Site Trails

Lee’s Garden House

10.0 out of 10, Exceptional, (2)
"Lee's Garden House fit our family perfectly. It had just the right amount of space. It was cozy and felt like home. It was close to WPU which was perfect as we stayed there to take our daughter to college. I sent a couple of messages to Missy, and she quickly responded. We will stay there again or at one of their other properties. It was a great experience!"
Lee’s Garden House

Brand New Stylish Condo near Trails & Downtown

10.0 out of 10, Exceptional, (2)
"Shower was great! This place has a smart TV! I would definitely stay again!"
Brand New Stylish Condo near Trails & Downtown

Three bedroom townhome, blocks from idyllic downtown

Three bedroom townhome, blocks from idyllic downtown

Modern Oskaloosa Cabin w/ 2 Acres & On-site Trails

3.0 star property
Modern Oskaloosa Cabin w/ 2 Acres & On-site Trails

Historic 4 bedroom home- walk to downtown

10.0 out of 10, Exceptional, (25)
"This place was the perfect location for us. Easy walk to town. The beds were great and it was clean. Had everything we needed."
The price is AU$559
includes taxes & fees
12 Jan - 13 Jan
Historic 4 bedroom home- walk to downtown

Adorable "Little Yellow House," Downtown Pella

10.0 out of 10, Exceptional, (13)
"I couldn't wait to recommend this property! When my wife and I arrived with our three young grandchildren, we were met by Christmas lights on the front of the house, a beautiful Christmas tree, nativity scene on one of the fire places and other tasteful Christmas decorations that just made the place so cozy. It is obvious this is a VERY old home full of character, but we were SO impressed by the amazing job of remodeling and updating to be very "current" yet celebrate the beauty of the...
Adorable "Little Yellow House," Downtown Pella

Historic Cottage- The Rock House

9.8 out of 10, Exceptional, (32)
"This was our 2nd stay at Rock House. Great location close to Central College. My twins love the upstairs bunk room though the steps are very steep- be careful in stocking feet. This tiny house was cozy on a cold and windy night. A possible suggestion would be to add a mirror in the sunroom. It is a good space to get ready for the evening/day since the bathroom is so tiny. I'm sure we will be back again. Love the Rock House"
The price is AU$346
includes taxes & fees
10 Jan - 11 Jan
Historic Cottage- The Rock House

Tranquil cabin with Fireplace in Knoxville - perfect for a cozy getaway

10.0 out of 10, Exceptional, (2)
"Beautiful cabin in the woods. Very comfortable and relaxing. Great host. Julie was awesome, very appreciated welcome basket waiting for us. Thanks so much for the hospitality. Will definately recommend to friends and family"
Tranquil cabin with Fireplace in Knoxville - perfect for a cozy getaway

Knoxville Den

8.0 out of 10, Very good, (1)
"The place was fun and the neighborhood was WONDERFUL! The water had been shut off and the kitchen window was broken when we got there, but they fixed it right away. If you're looking for somewhere to stay when you come to watch the race this is perfect."
Knoxville Den

Private Water Side Cabins

9.6 out of 10, Exceptional, (16)
"Great location, waterfront, dock, fishing, wildlife, comfortable, most amenities, thoroughly enjoyed the weekend stay. Gracious and polite hosts. Thank you."
Private Water Side Cabins

Luxury Cabins with two person jacuzzi tub. Fabulous location near Lake Red Rock.

10.0 out of 10, Exceptional, (31)
"Nice and quiet!! Had everything we needed and the screened in patio was perfect!!!"
Luxury Cabins with two person jacuzzi tub. Fabulous location near Lake Red Rock.

Unwind at our private 4BR home near downtown Pella, IA!

10.0 out of 10, Exceptional, (16)
"Beautiful home with great location and easy to coordinate "
The price is AU$942
includes taxes & fees
10 Jan - 11 Jan
Unwind at our private 4BR home near downtown Pella, IA!

Ophelia’s Huis in Pella

10.0 out of 10, Exceptional, (2)
"Ophelia’s Huis is a beautiful home. We had a wonderful time hosting Thanksgiving for our family here. We will definitely be back. Everything was perfect!"
Ophelia’s Huis in Pella

Private Waterfront Cabins

9.8 out of 10, Exceptional, (41)
"Every enjoyable"
Private Waterfront Cabins

Quaint Montezuma Cabin Near Lake Ponderosa!

10.0 out of 10, Exceptional, (8)
"We attended an event at Big Springs shooting complex, only mint down the road. "
Quaint Montezuma Cabin Near Lake Ponderosa!
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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Other types of properties in Oskaloosa you may be interested in

EverSpring Inn & Suites

2.5 star property
8.2 out of 10, Very good, (542)
"Pool and hot tub was down for maintenance, inconvenient but necessary for proper safe operation "
The price is AU$174
includes taxes & fees
9 Jan - 10 Jan
EverSpring Inn & Suites

Fairfield Inn & Suites by Marriott Oskaloosa

2.5 star property
9.2 out of 10, Wonderful, (190)
"Hotel was very nice and staff was courteous. However, I thought the beds were uncomfortable. "
The price is AU$232
includes taxes & fees
10 Jan - 11 Jan
Fairfield Inn & Suites by Marriott Oskaloosa

Cabin by Lake Keomah State Park: Swimming Pool, Hot Tub Patio, Game Room, Trails

10.0 out of 10, Exceptional, (38)
"Our stay was a very relaxing experience. The owners were very quick to respond to any of our questions and concerns. We did misread the listing and thought the house faced the lake in some way, but it's actually across the street (a very small street mind you) so it was a very quick walk to the actual lake. This is a lived in home so there are personal items like family photos around the place. The place was very clean and tidy, however it is an older home so it has its quirks. It felt like we...
Cabin by Lake Keomah State Park: Swimming Pool, Hot Tub Patio, Game Room, Trails
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.

Frequently asked questions

Can I find holiday rentals in Oskaloosa?

Yes, there are holiday rentals in Oskaloosa close to Southern Iowa Fair, or you can select a more secluded option if you're looking for a relaxing stay. Oskaloosa is known for its churches and coffee shops. Make sure you have time to check out the university setting and football games during your trip.

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

Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More: This highly rated holiday home rental in Oskaloosa offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday. Another good choice for your trip to Oskaloosa is Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown..

How many holiday rentals are there in Oskaloosa?

Expedia has 4 holiday rentals for your stay in Oskaloosa.

What’s there to see and do in Oskaloosa?

City Square Park and Lake Keomah State 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 Edmundson Golf Course.

What’s a holiday rental in Oskaloosa like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oskaloosa. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for family gatherings.