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

Charming, modern and cozy retreat on the bike path

9.8 out of 10, Exceptional, (40)
"Loved to stone cottage. Very well appointed. Bed was comfortable and good shower. Appreciated getting the history of the cottage.We had a liesurely morning in Pella enjoying a tour of the windmill and the museum. "
The price is SAR 574
SAR 1,004 total
includes taxes & fees
17 Apr - 18 Apr
Charming, modern and cozy retreat on the bike path

Stay/Park In The Center of Tulip Time! Available! Downtown Pella, IA

10.0 out of 10, Exceptional, (16)
"Very cute old house that has been beautifully decorated. Great location within walking distance of downtown. Hosts provided many amenities and even stocked a few beverages and bakery treats. Will definitely stay again in the future."
Stay/Park In The Center of Tulip Time! Available! Downtown Pella, IA

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

10.0 out of 10, Exceptional, (18)
"Loved the place. Perfect for gathering with family. Wish a 2nd bed was queen size. My adult children are over 6 feet and the twin beds were a bit short for them. We will definitely book again when we come to town! Shanon was very helpful!"
Unwind at our private 4BR home near downtown Pella, IA!

Spacious and charming 4br home in downtown Pella

10.0 out of 10, Exceptional, (28)
"A bunch of college girlfriends met up to reconnect and relive some memories from years past The cottage was a place to land, share stories, and catch-up. Some of us stayed overnight Friday and Saturday. All of the amenities were great! We made a breakfast bake in the kitchen and had snacks around the island later in the day. Lots of seating and comfy couches. The shower upstais has a handheld wand shower head and beautiful tile. Was the perfect spot to relax and enjoy our time together. "
The price is SAR 945
SAR 1,736 total
includes taxes & fees
28 Apr - 29 Apr
Spacious and charming 4br home in downtown Pella

Pleasant Stay in Pella

10.0 out of 10, Exceptional, (1)
"You know when you book a house sometimes and you wonder if the host even knows your there? This isn’t that house. Now don’t get me wrong, we were never bothered or actual saw our host but she did communicate with us. Making sure everything was going smoothly and that we could reach her.The house was great and in a super location to some fun shops and places to eat, we would stay here again. We came to see our grandson play Lacrosse. We have 2 dogs and they enjoyed playing with the toys left for...
The price is SAR 732
SAR 1,370 total
includes taxes & fees
20 Apr - 21 Apr
Pleasant Stay in Pella

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

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 1,673 total
includes taxes & fees
17 Apr - 18 Apr
Cozy House within Walking Distance to Racetrack

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

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

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

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.

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

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

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

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

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

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!

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

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

O Town Quiet Cozy Cottage

O Town Quiet Cozy Cottage

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

10.0 out of 10, Exceptional, (39)
"We loved our stay at this cabin. The game room kept the kids entertained for hours and there were so many options between the pool table, ping pong table, board games, hot tub, and all the outdoor games. It was a beautiful home with everything we needed for our spring break get away. "
Cabin by Lake Keomah State Park: Swimming Pool, Hot Tub Patio, Game Room, Trails

The Nest - next to bakery and downtown

10.0 out of 10, Exceptional, (28)
"This place is great! Just like the pictures. Very clean and located in a great spot. Very spacious and welcoming. The host is very nice as well. We will definitely book here again for a future stay. "
The Nest - next to bakery and downtown

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
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.