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Compare 19 Vacation Homes in Oskaloosa with updated reviews, rates, and availability.

Historic Cottage- The Rock House
Living area
Historic Cottage- The Rock House
10.0 out of 10, Exceptional, (14)
"Our group of friends surprised a friend for an early retirement/birthday weekend. This property was perfect for a girls getaway. The weather was just right for a fire both nights along with s’mores."
The price is AED 757
AED 1,246 total
includes taxes & fees
8 Jul - 9 Jul
Historic Cottage- The Rock House
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, (55)
"Love the house and location. This is our second time staying here. We had a small issue with the smoke alarm going off and it stressed out our dogs otherwise we had a great time!! Highly recommend this home!!!"
Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown.
Historic 4 bedroom home- walk to downtown
Private kitchen
Historic 4 bedroom home- walk to downtown
10.0 out of 10, Exceptional, (19)
"Property was as advertised. Coffee bar and extra towels a nice extra!"
The price is AED 1,128
AED 1,995 total
includes taxes & fees
30 Jun - 1 Jul
Historic 4 bedroom home- walk to downtown
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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, (5)
"Great place to stay in Pella. Beautiful house and very clean. Has everything you need. We were in town for our son’s wedding and this was as the perfect place to stay. So much better then hotel room and family could be together. Thanks to our host Shanon for making everything just right."
Unwind at our private 4BR home near downtown Pella, IA!
Cozy House within Walking Distance to Racetrack
Exterior
Cozy House within Walking Distance to Racetrack
9.6 out of 10, Exceptional, (5)
"This is a great place close to track and is very clean will definitely stay here again"
The price is AED 727
AED 1,629 total
includes taxes & fees
20 Jun - 21 Jun
Cozy House within Walking Distance to Racetrack
Red Fern Hotel - Eclectic Getaway 2 bedroom
Interior
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
Adorable "Little Yellow House," Downtown Pella
Exterior
Adorable "Little Yellow House," Downtown Pella
10.0 out of 10, Exceptional, (1)
"The charm and location of this lovely house were perfect for our family as we visited the Pella area for a few days. The house has everything we needed and the hosts went above and beyond with hospitality by providing a variety of drinks, fruit, and local bakery treats for our family to try. Sleeping arrangements were perfect for everyone in our family of six. Kitchen playsets, boardgames, and fun hide and seek spots kept our kids busy. The beautiful decor, cleanliness, and thoughtful touches...
Adorable "Little Yellow House," Downtown Pella
Ophelia’s Huis in Pella
Ophelia’s Huis in Pella
Ophelia’s Huis in Pella
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, (5)
"First, the owners are fantastic with communication and all the extra touches. My family and I book Vrbo properties often, and this was exceptional! We had 4 generations staying with plenty of space for everyone. The pool and fire pit were a hit. The property was so clean and we had everything we needed for cooking family meals. The location is wonderful. We walked to the town square every day and had so much fun exploring all the boutiques, plus the Friday night music and Saturday Art Fair. We...
Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More
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
Charming Iowa Abode Near Knoxville Raceway!
Knoxville Vacation Rental | 3BR | 2BA | 1,350 Sq Ft | Stairs Required
Charming Iowa Abode Near Knoxville Raceway!
4.0 out of 10, (1)
"After staying the past two days, I have some serious safety concerns that need to be brought to your attention.There are no handrails on either staircase in the house. The floor from the kitchen to the back room is uneven and a trip hazard. The back stairs are not the standard riser height and were very awkward to use. Two of the bedrooms are located in the basement with no egress windows!"
Charming Iowa Abode Near Knoxville Raceway!
Home In Eddyville
Living area
Home In Eddyville
10.0 out of 10, Exceptional, (5)
"Although the house looks small from the outside, there's plenty of room inside. Everything was very clean and modern. The bed was very comfortable as was the couch. The kitchen had every amenity a person might need and the kitchen table easily seats four. The TV is on the wall and instructions to operate it were clearly written out as were how to access the free wi-fi which I found to be plenty fast. Entry was easy through the lockbox and code provided. The price was also very affordable and the...
Home In Eddyville
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
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
Lee’s Garden House
Living area
Lee’s Garden House
Lee’s Garden House
Three bedroom townhome, blocks from idyllic downtown
Living area
Three bedroom townhome, blocks from idyllic downtown
Three bedroom townhome, blocks from idyllic downtown
The Lodge Home
Living area
The Lodge Home
The Lodge Home
Newly Renovated Where you can see the Stars dance!
Newly Renovated Where you can see the Stars dance!
Newly Renovated Where you can see the Stars dance!
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!
Barnes City House ~ 3 Mi to Hunting & Fishing!
Don't see what you're looking for?
See all available properties in Oskaloosa
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.

Other property types in Oskaloosa

Lake Cabin: Hot Tub, Fire pit, Patio, Pool table, Ping Pong, Trails, Kayaks
Fitness facility
Lake Cabin: Hot Tub, Fire pit, Patio, Pool table, Ping Pong, Trails, Kayaks
10.0 out of 10, Exceptional, (31)
"We had a wonderful stay in this beautiful cabin near Lake Keomah! The family rooms were perfect for our multi-generational family to play games and have quality time together. The table in the dining room fit us all for lovely meals together, the hot tub was a treat to enjoy in the cool evenings and mornings, and we had lots of fun taking the kayaks on the lake. There is a nice walking path around the lake that several of our group enjoyed. We mistakenly thought we would be directly on the lake...
Lake Cabin: Hot Tub, Fire pit, Patio, Pool table, Ping Pong, Trails, Kayaks
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, (55)
"Love the house and location. This is our second time staying here. We had a small issue with the smoke alarm going off and it stressed out our dogs otherwise we had a great time!! Highly recommend this home!!!"
Sunny Cottage: Fire pit, close to biking & walking trails and historic 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, (5)
"First, the owners are fantastic with communication and all the extra touches. My family and I book Vrbo properties often, and this was exceptional! We had 4 generations staying with plenty of space for everyone. The pool and fire pit were a hit. The property was so clean and we had everything we needed for cooking family meals. The location is wonderful. We walked to the town square every day and had so much fun exploring all the boutiques, plus the Friday night music and Saturday Art Fair. We...
Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More
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.

Recent reviews of Oskaloosa hotels
Expedia verified reviews

Lake Cabin: Hot Tub, Fire pit, Patio, Pool table, Ping Pong, Trails, Kayaks

Lake Cabin: Hot Tub, Fire pit, Patio, Pool table, Ping Pong, Trails, Kayaks

5/5 Excellent
Celebrating our parents 50th anniversary
"We had a wonderful stay in this beautiful cabin near Lake Keomah! The family rooms were perfect for our multi-generational family to play games and have quality time together. The table in the dining room fit us all for lovely meals together, the hot tub was a treat to enjoy in the cool evenings and mornings, and we had lots of fun taking the kayaks on the lake. There is a nice walking path around the lake that several of our group enjoyed. We mistakenly thought we would be directly on the lake so please note it is a short walk to the lake front but easily accessible. Swimming in the lake is also restricted to the beach only (and when we visited the beach was a bit overgrown with algae) so we ended up going into the pool in town one hot afternoon to cool off. The cabin is filled with sweet touches: toys for kids, books for everyone to enjoy, games, pool, etc. Huge thank you to Missy for accommodating our group with early check-in AND late check-out! It made our trip much more enjoyable to not need to rush and we were able to take our time. We loved our stay at this cabin by the lake!!"
A verified traveler stayed at Lake Cabin: Hot Tub, Fire pit, Patio, Pool table, Ping Pong, Trails, Kayaks
Posted 1 day ago
Lake Cabin: Hot Tub, Fire pit, Patio, Pool table, Ping Pong, Trails, Kayaks