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Check prices for these dates

Next weekend
21 Saf. - 23 Saf.
In two weeks
28 Saf. - 2 Rab. I
In one month
14 Rab. I - 16 Rab. I
In two months
11 Rab. II - 13 Rab. II

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

Historic Cottage- The Rock House
Living area

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 SAR 413
SAR 798 total
includes taxes & fees
17 Feb - 18 Feb
Historic Cottage- The Rock House
Adorable "Little Yellow House," Downtown Pella
Exterior

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
Historic 4 bedroom home- walk to downtown
Private kitchen

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 SAR 559
SAR 1,294 total
includes taxes & fees
16 Feb - 17 Feb
Historic 4 bedroom home- walk to downtown
Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More
Fun for all ages!

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
Unwind at our private 4BR home near downtown Pella, IA!
Welcome! Kick off your shoes, relax on the sectional, and watch your favorite show on TV! This sitting room opens to the kitchen and back door.

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 SAR 1,018
SAR 2,180 total
includes taxes & fees
14 Feb - 15 Feb
Unwind at our private 4BR home near downtown Pella, IA!
Charming Iowa Abode Near Knoxville Raceway!
Knoxville Vacation Rental | 3BR | 2BA | 1,350 Sq Ft | Stairs Required

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!
Cozy House within Walking Distance to Racetrack
Exterior

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 SAR 743
SAR 1,672 total
includes taxes & fees
13 Feb - 14 Feb
Cozy House within Walking Distance to Racetrack
Three bedroom townhome, blocks from idyllic downtown
Living area

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
Relaxing loft retreat in historic European community
Exterior

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

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
Living area

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
Living area

Home In Eddyville

10.0 out of 10, Exceptional, (10)
"Lovely place to stay! Thank you so much!"
Home In Eddyville
Vintage Farmhouse with Parking! Family Friendly, Fenced Yard
Side of House

Vintage Farmhouse with Parking! 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! Family Friendly, Fenced Yard
Barnes City House ~ 3 Mi to Hunting & Fishing!
Barnes City Vacation Rental | 3BR | 1.5BA | Stairs Required | 1,792 Sq Ft

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!
Blue Fern Hotel - Nestled Away Loft Space
Living area

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
Lee’s Garden House
Living area

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

O Town Quiet Cozy Cottage

O Town Quiet Cozy Cottage
Newly Renovated Where you can see the Stars dance!
Exterior detail

Newly Renovated Where you can see the Stars dance!

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

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

Charming 1-bedroom house with WiFi, AC in welcoming Ottumwa
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
Jump in the pool through mid October!

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

10.0 out of 10, Exceptional, (38)
"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
Fun for all ages!

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
Sit and visit or stretch out and relax on these twin comfy couches.

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.