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Oskaloosa Vacation Rentals

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Check prices for these dates

Tonight
Nov 11 - Nov 12
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Nov 12 - Nov 13
This weekend
Nov 14 - Nov 16
Next weekend
Nov 21 - Nov 23

Vacation Rentals in Oskaloosa

Fridge, microwave, oven, stovetop
The Nest - next to bakery and downtown

The Nest - next to bakery and downtown

Oskaloosa
10.0 out of 10, Exceptional, (36)
"Very cozy and comfy "
United States
Curtis M.
The Nest - next to bakery and downtown
Interior
A Class-y & spacious 1500 square foot retreat in a century old brick schoolhouse

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

Oskaloosa
10.0 out of 10, Exceptional, (7)
"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...
United States
Jill
The price is ￥30,991
￥54,470 total
includes taxes & fees
Nov 18 - Nov 19
A Class-y & spacious 1500 square foot retreat in a century old brick schoolhouse
Outdoor pool
Cabin by Keomah State Park: Swimming Pool, Hot Tub Patio, Game Room, Trails

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

Oskaloosa
10.0 out of 10, Exceptional, (47)
"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! "
United States
Jaclyn W.
Cabin by Keomah State Park: Swimming Pool, Hot Tub Patio, Game Room, Trails
Smart TV, fireplace, table tennis
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, (8)
"Pet friendly, family friendly."
United States
Akisha
The price is ￥41,423
￥54,287 total
includes taxes & fees
Nov 16 - Nov 17
Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.
Fridge, microwave, oven, stovetop
Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More

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

Oskaloosa
10.0 out of 10, Exceptional, (12)
"Great place "
United States
Brent B.
Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More
Fridge, microwave, oven, stovetop
Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown.

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

Oskaloosa
10.0 out of 10, Exceptional, (63)
"Excellent as always! One of our favorite places to stay!"
United States
Emily K.
Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown.
Fridge, microwave, oven, stovetop
Lee’s Garden House

Lee’s Garden House

Oskaloosa
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!"
United States
Renae C.
Lee’s Garden House
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Brand New Stylish Condo near Trails & Downtown

Brand New Stylish Condo near Trails & Downtown

Oskaloosa
9.4 out of 10, Exceptional, (3)
"Shower was great! This place has a smart TV! I would definitely stay again!"
United States
Lorna y.
Brand New Stylish Condo near Trails & Downtown
3 bedrooms, free WiFi, bed sheets
Three bedroom townhome, blocks from idyllic downtown

Three bedroom townhome, blocks from idyllic downtown

Oskaloosa
10.0 out of 10, Exceptional, (4)
"Very responsive host. The living room area was dark. I let the host know and they delivered a lamp the next day. When the smoke alarm battery started beeping, the host came right over to change the battery."
United States
Paul C.
Three bedroom townhome, blocks from idyllic downtown
Fridge, microwave, oven, stovetop
Historic Pella Cottage w/Firepit Retreat

Historic Pella Cottage w/Firepit Retreat

Pella
10.0 out of 10, Exceptional, (63)
"The house was perfect for our family get away. We appreciated the comfort of the home and the location to many things. Would highly recommend staying at this house!"
United States
Sarah Y.
The price is ￥16,707
￥31,333 total
includes taxes & fees
Nov 17 - Nov 18
Historic Pella Cottage w/Firepit Retreat
Interior
Studio Klokkenspel in Pella

Studio Klokkenspel in Pella

Pella
10.0 out of 10, Exceptional, (48)
"The place was excellent above expectations, owner was responsive when questions were asked. We will stay there again."
United States
Rod
The price is ￥20,712
￥36,428 total
includes taxes & fees
Nov 12 - Nov 13
Studio Klokkenspel in Pella
Smart TV
Spacious Pella Historic Home w/ideal location

Spacious Pella Historic Home w/ideal location

Pella
10.0 out of 10, Exceptional, (46)
"This place was the perfect location for us. Easy walk to town. The beds were great and it was clean. Had everything we needed."
United States
Leslie J.
The price is ￥28,521
￥62,359 total
includes taxes & fees
Nov 12 - Nov 13
Spacious Pella Historic Home w/ideal location
Exterior
Luxury Cabins with two person jacuzzi tub. Fabulous location near Lake Red Rock.

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

Knoxville
10.0 out of 10, Exceptional, (37)
"Beautiful, relaxing cabin! Everything was just perfect! "
United States
Scott K.
Luxury Cabins with two person jacuzzi tub. Fabulous location near Lake Red Rock.
TV, DVD player
Lake Red Rock Cottage Retreat

Lake Red Rock Cottage Retreat

Pella
10.0 out of 10, Exceptional, (40)
"House was clean and very spacious and a 5 minute drive to the marina. I would highly recommend it!"
United States
Heather S.
Lake Red Rock Cottage Retreat
Dining
Cozy 2-bedroom mobile home in Knoxville

Cozy 2-bedroom mobile home in Knoxville

Knoxville
7.2 out of 10, Good, (5)
"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."
United States
Lisa S.
The price is ￥13,808
￥18,902 total
includes taxes & fees
Nov 24 - Nov 25
Cozy 2-bedroom mobile home in Knoxville
Property grounds
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)
"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.
Knoxville Den: Walk to Track, Great for Families & Crews
Fridge, microwave, oven, stovetop
Adorable Little Yellow House, Prime Location! Downtown Pella, IA

Adorable Little Yellow House, Prime Location! Downtown Pella, IA

Pella
10.0 out of 10, Exceptional, (23)
"Recently updated and clean/cozy. Great spot. "
United States
Frank V.
Adorable Little Yellow House, Prime Location! Downtown Pella, IA
Exterior
Charming 2-bedroom cottage with WiFi, AC in lovely Pella

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

Pella
10.0 out of 10, Exceptional, (3)
"Really loved our stay!! Home was immaculately clean and decorated tasteful. All house features were easy to use. Easy walk to downtown Pella."
United States
Erica S.
The price is ￥20,259
￥38,669 total
includes taxes & fees
Nov 24 - Nov 25
Charming 2-bedroom cottage with WiFi, AC in lovely Pella
Exterior
Tranquil cabin with Fireplace in Knoxville - perfect for a cozy getaway

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

Knoxville
10.0 out of 10, Exceptional, (10)
"Great cabin, the fishing was outstanding, hosts were exceptional! "
United States
Kent S.
Tranquil cabin with Fireplace in Knoxville - perfect for a cozy getaway
House (3 Bedrooms) | Interior
Riverfront Cabin Near Dtwn Pella w/ Game Room!

Riverfront Cabin Near Dtwn Pella w/ Game Room!

3.0 star property
Pella
Riverfront Cabin Near Dtwn Pella w/ Game Room!
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
"This place is the best, thank you for always being helpful and going out of your way for the guests"
Armando 1-night trip
Posted 1 day ago
EverSpring Inn & Suites

Find out more about Oskaloosa

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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.