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Check prices for these dates

Next weekend
28 Mar - 30 Mar
In two weeks
4 Apr - 6 Apr
In one month
18 Apr - 20 Apr
In two months
16 May - 18 May

Compare 23 Vacation Homes in Oskaloosa with updated reviews, rates, and availability.

Historic Cottage- The Rock House
Exterior

Historic Cottage- The Rock House

9.8 out of 10, Exceptional, (38)
"Perfect property to relax and unwind with friends. Short drive to the town square. "
The price is AED 459
AED 864 total
includes taxes & fees
23 Mar - 24 Mar
Historic Cottage- The Rock House
Adorable "Little Yellow House," Downtown Pella
Fridge, microwave, oven, stovetop

Adorable "Little Yellow House," Downtown Pella

10.0 out of 10, Exceptional, (14)
"The house was great. Clean and comfortable. Everything was as described and we will be back."
Adorable "Little Yellow House," Downtown Pella
Unwind at our private 4BR home near downtown Pella, IA!
Pool

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

10.0 out of 10, Exceptional, (17)
"This home is gorgeous and the h"
The price is AED 1,040
AED 2,221 total
includes taxes & fees
26 Mar - 27 Mar
Unwind at our private 4BR home near downtown Pella, IA!
Pleasant Stay in Pella
Dining

Pleasant Stay in Pella

The price is AED 716
AED 1,341 total
includes taxes & fees
28 Mar - 29 Mar
Pleasant Stay in Pella
Historic 4 bedroom home- walk to downtown
Property grounds

Historic 4 bedroom home- walk to downtown

10.0 out of 10, Exceptional, (26)
"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 AED 716
AED 1,481 total
includes taxes & fees
23 Mar - 24 Mar
Historic 4 bedroom home- walk to 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, (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
Cozy House within Walking Distance to Racetrack
Fridge, microwave, oven, stovetop

Cozy House within Walking Distance to Racetrack

9.6 out of 10, Exceptional, (8)
"Love the house, set-up and your amenities! Great location for the track!"
The price is AED 727
AED 1,637 total
includes taxes & fees
23 Mar - 24 Mar
Cozy House within Walking Distance to Racetrack
Charming Iowa Abode Near Knoxville Raceway!
TV, books, stereo

Charming Iowa Abode Near Knoxville Raceway!

7.4 out of 10, Good, (3)
"Great little place that had everything we needed! Nice big backyard for the dogs to enjoy. Absolutely loved the chocolate chip cookies left for us, what a pleasant surprise! Great location to everything, will definitely stay again when back in Knoxville!"
Charming Iowa Abode Near Knoxville Raceway!
Relaxing loft retreat in historic European community
TV

Relaxing loft retreat in historic European community

10.0 out of 10, Exceptional, (1)
"It’s a lovely place, very clean, very good bed and all you need."
Relaxing loft retreat in historic European community
Vintage Farmhouse with Parking right in the City! Family Friendly, Fenced Yard.
Exterior

Vintage Farmhouse with Parking right in the City! Family Friendly, Fenced Yard.

9.4 out of 10, Exceptional, (3)
"The house was very nice and clean. All the bedrooms upstairs ended up to be a problem for us as my wife has a disability and I had a stroke a couple years ago. We thought we would try it anyway because we liked it so much. If it wasn't for that we would definitely rent it again."
Vintage Farmhouse with Parking right in the City! Family Friendly, Fenced Yard.
Three bedroom townhome, blocks from idyllic downtown
Interior

Three bedroom townhome, blocks from idyllic downtown

10.0 out of 10, Exceptional, (1)
"Exactly as advertised, VERY clean and comfortable and the owners were amazing to work with. "
Three bedroom townhome, blocks from idyllic downtown
Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown.
Miscellaneous

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.
Red Fern Hotel - Eclectic Getaway 2 bedroom
Fridge, oven, dishwasher, cookware/dishes/utensils

Red Fern Hotel - Eclectic Getaway 2 bedroom

10.0 out of 10, Exceptional, (11)
"everything was perfect, great communication and the place was clean!"
Red Fern Hotel - Eclectic Getaway 2 bedroom
Home In Eddyville
Fridge, microwave, oven, stovetop

Home In Eddyville

10.0 out of 10, Exceptional, (10)
"Lovely place to stay! Thank you so much!"
Home In Eddyville
Blue Fern Hotel - Nestled Away Loft Space
Pool

Blue Fern Hotel - Nestled Away Loft Space

10.0 out of 10, Exceptional, (5)
"The apartment was cozy and perfect for our weekend stay. We would definitely book again."
Blue Fern Hotel - Nestled Away Loft Space
Barnes City House ~ 3 Mi to Hunting & Fishing!
Fridge, microwave, oven, dishwasher

Barnes City House ~ 3 Mi to Hunting & Fishing!

10.0 out of 10, Exceptional, (1)
"I travel to Iowa at least once a year. Best Stay Yet. Everything about the property was great! Booking fees are astronomical, more than double the advertised price. If it weren't for that I'd definitely stay here again. "
Barnes City House ~ 3 Mi to Hunting & Fishing!
Lee’s Garden House
Fridge, microwave, oven, stovetop

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
O Town Quiet Cozy Cottage
Fridge, microwave, oven, stovetop

O Town Quiet Cozy Cottage

O Town Quiet Cozy Cottage
Charming 1-bedroom house with WiFi, AC in welcoming Ottumwa
Private kitchen

Charming 1-bedroom house with WiFi, AC in welcoming Ottumwa

Charming 1-bedroom house with WiFi, AC in welcoming Ottumwa
Newly Renovated Where you can see the Stars dance!
Miscellaneous

Newly Renovated Where you can see the Stars dance!

Newly Renovated Where you can see the Stars dance!
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 property types in Oskaloosa

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

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

10.0 out of 10, Exceptional, (39)
"We enjoy the location of this house for its access to easy trails that all can enjoy. The house has a great layout for families that want to participate in different activities. There was always a quiet nook somewhere. The house exudes comfort. We also appreciated the decorations for the holidays. "
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
Fridge, microwave, oven, stovetop

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
The Nest - next to bakery and downtown
Beach

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
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.