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Oskaloosa Vacation Rentals

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Oct 10 - Oct 12
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Oct 24 - Oct 26
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Dec 19 - Dec 21

Vacation Rentals in Oskaloosa

A Class-y & spacious 1500 square foot retreat in a century old brick schoolhouse
Interior

A Class-y & spacious 1500 square foot retreat in a century old brick schoolhouse

10.0 out of 10, Exceptional, (5)
"This schoolhouse is SUCH a special place. The classrooms have been lovingly restored. The owners have included delightful touches throughout -- lockers in the bathroom, former teachers' names on the doors, chalkboards and chalk, pull-down maps (from 1949!), and so much more. We appreciated all the care that went into making us comfortable during our stay, from a basket of snacks to chilled water in the fridge to detailed instructions about how to operate the TV. We will be back again and again...
The price is ￥28,453
￥49,981 total
includes taxes & fees
Oct 19 - Oct 20
A Class-y & spacious 1500 square foot retreat in a century old brick schoolhouse
Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.
Smart TV, fireplace, table tennis

Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.

10.0 out of 10, Exceptional, (5)
"Well care for her, nicely decorated, the host has lots of amenities already stocked. They thought of anything that can improve the state of their guests."
The price is ￥39,759
￥52,283 total
includes taxes & fees
Sep 27 - Sep 28
Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.
Cabin by Keomah State Park: Swimming Pool, Hot Tub Patio, Game Room, Trails
Outdoor pool

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

10.0 out of 10, Exceptional, (46)
"We all had the most amazing experience here! From the beautiful spacious home to the hot tub, patio fire pit, grill top stove, game rooms, etc. Will definitely be staying here again! "
Cabin by Keomah State Park: Swimming Pool, Hot Tub Patio, Game Room, Trails
The Nest - next to bakery and downtown
Fridge, microwave, oven, stovetop

The Nest - next to bakery and downtown

10.0 out of 10, Exceptional, (33)
"Great location. I wish there were two queen beds. Sometimes the traffic was a bit noisier than I would like. But overall a good stay."
The Nest - next to bakery and downtown
Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (12)
"Great place "
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.
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (63)
"Great cottage! Great hosts. Perfect for us and our dogs. Thanks!"
Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown.
Lee’s Garden House
Fridge, microwave, oven, stovetop

Lee’s Garden House

10.0 out of 10, Exceptional, (2)
"This place was very beautiful and cozy."
Lee’s Garden House
Three bedroom townhome, blocks from idyllic downtown
3 bedrooms, free WiFi, bed sheets

Three bedroom townhome, blocks from idyllic downtown

10.0 out of 10, Exceptional, (4)
"Exactly as advertised, VERY clean and comfortable and the owners were amazing to work with. "
Three bedroom townhome, blocks from idyllic downtown
Brand New Stylish Condo near Trails & Downtown
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Brand New Stylish Condo near Trails & Downtown

9.4 out of 10, Exceptional, (3)
"Shower was great! This place has a smart TV! I would definitely stay again!"
Brand New Stylish Condo near Trails & Downtown
Charming 2-bedroom cottage with WiFi, AC in lovely Pella
Exterior

Charming 2-bedroom cottage with WiFi, AC in lovely Pella

10.0 out of 10, Exceptional, (1)
"It was a beautiful house and my now husband and groomsmen loved the comfy couches both upstairs and downstairs. "
The price is ￥15,403
￥31,587 total
includes taxes & fees
Sep 30 - Oct 1
Charming 2-bedroom cottage with WiFi, AC in lovely Pella
Lake Red Rock Cottage Retreat
TV, DVD player

Lake Red Rock Cottage Retreat

10.0 out of 10, Exceptional, (39)
"We didn’t need to leave all weekend! So much to do and enjoy on the property."
Lake Red Rock Cottage Retreat
Charming 2-bedroom cabin with WiFi, AC in quaint Eddyville
Microwave, oven, stovetop

Charming 2-bedroom cabin with WiFi, AC in quaint Eddyville

10.0 out of 10, Exceptional, (1)
"I would stay there again!"
Charming 2-bedroom cabin with WiFi, AC in quaint Eddyville
Home In Eddyville
Fridge, microwave, oven, stovetop

Home In Eddyville

10.0 out of 10, Exceptional, (15)
"This property was perfect for me. I was traveling alone and enjoyed the quietness of the area. Very great stay. "
Home In Eddyville
Private Water Side Cabins
Property grounds

Private Water Side Cabins

9.6 out of 10, Exceptional, (20)
"So peaceful!We named the goat Chocolate and the dog Puppy"
Private Water Side Cabins
Luxury Cabins with two person jacuzzi tub. Fabulous location near Lake Red Rock.
Exterior

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

10.0 out of 10, Exceptional, (37)
"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.
Spacious and charming 4br home in downtown Pella
Smart TV

Spacious and charming 4br home in downtown Pella

10.0 out of 10, Exceptional, (40)
"This was a perfect location for all of us to land, very comfortable and close to Pella!"
The price is ￥27,666
￥56,864 total
includes taxes & fees
Sep 30 - Oct 1
Spacious and charming 4br home in downtown Pella
Knoxville Den: Walk to Track, Great for Families & Crews
Property grounds

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

9.0 out of 10, Wonderful, (2)
"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!!!"
The price is ￥26,044
￥57,171 total
includes taxes & fees
Sep 30 - Oct 1
Knoxville Den: Walk to Track, Great for Families & Crews
Charming, modern and cozy retreat on the bike path
Exterior

Charming, modern and cozy retreat on the bike path

10.0 out of 10, Exceptional, (60)
"My family of four had a fantastic stay at this property! It is beautiful, clean, and is thoughtfully equipped. We relaxed and enjoyed the town of Pella. This was a perfect base for exploring the town. "
The price is ￥16,206
￥31,456 total
includes taxes & fees
Oct 6 - Oct 7
Charming, modern and cozy retreat on the bike path
Cozy 2-bedroom mobile home in Knoxville
Dining

Cozy 2-bedroom mobile home in Knoxville

7.0 out of 10, Good, (2)
"Kristi’s trailer was exactly as described—cozy, comfortable, and equipped with everything we needed. The central air was a lifesaver in the August heat, and the location couldn’t be better for a quick trip to the racetrack. We appreciated how close it was to all the conveniences of Knoxville. Kristi was friendly and very responsive to messages, which made our stay even easier."
The price is ￥13,394
￥18,335 total
includes taxes & fees
Sep 27 - Sep 28
Cozy 2-bedroom mobile home in Knoxville
Tranquil cabin with Fireplace in Knoxville - perfect for a cozy getaway
Exterior

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

10.0 out of 10, Exceptional, (8)
"Great cabin, the fishing was outstanding, hosts were exceptional! "
Tranquil cabin with Fireplace in Knoxville - perfect for a cozy getaway
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

Fairfield Inn & Suites by Marriott Oskaloosa

Fairfield Inn & Suites by Marriott Oskaloosa

10/10 Excellent
"One night stay. Very clean. Comfortable good breakfast choices."
Brenda 1-night trip
Posted 3 days ago
Fairfield Inn & Suites by Marriott Oskaloosa

Find out more about Oskaloosa

Find out more about Oskaloosa

Search for holiday rentals in Oskaloosa on Expedia! You can easily find your home rentals, villas, holiday apartments in Oskaloosa using one of the methods below:

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Look no further and take a look at our great range of rental properties in Oskaloosa!

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. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games. Some other top choices in Oskaloosa are Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More 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.