Photo by Holly A.

Oskaloosa Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Dec 11 - Dec 12
Tomorrow
Dec 12 - Dec 13
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Our top choices for Oskaloosa vacation rentals

Fridge, microwave, oven, stovetop
Secluded Cabin near Lake Perry

Cabin in Oskaloosa

Secluded Cabin near Lake Perry
9.2 out of 10, Wonderful, (5)
"Very nice the owners have thought about everything! We were very impressed of the inside of the house. Highly recommend!"
United States
Jennifer B.
The price is ￥19,468
￥45,380 total
includes taxes & fees
Dec 21 - Dec 22
Secluded Cabin near Lake Perry
Private kitchen
Elegant 3BR Retreat: Comfort, Style Prime Location

Apartment in Lawrence

Elegant 3BR Retreat: Comfort, Style Prime Location
10.0 out of 10, Exceptional, (2)
The price is ￥5,420
￥31,483 total
includes taxes & fees
Dec 14 - Dec 15
Elegant 3BR Retreat: Comfort, Style Prime Location
Private kitchen
Rock Chalk Villa 2Bedroom 1bath Free Parking & WiFi

Apartment in Lawrence

Rock Chalk Villa 2Bedroom 1bath Free Parking & WiFi
8.0 out of 10, Very Good, (5)
"A great place to stay for a game day weekend! Clean and easy to find, great communication with host. Would definitely stay here again! "
United States
Apryl G.
The price is ￥5,420
￥30,081 total
includes taxes & fees
Dec 16 - Dec 17
Rock Chalk Villa 2Bedroom 1bath Free Parking & WiFi
Building design
Condotels

Condo in Lansing

Condotels
3.0 star property
9.0 out of 10, Wonderful, (188)
"Always a pleasant stay Friendly staff, clean rooms and great location "
United States
Leslie
The price is ￥18,689
￥21,754 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Condotels
TV, fireplace, stereo
[2BR] Chic Retreat>Min KU/Mass

Apartment in Lawrence

[2BR] Chic Retreat>Min KU/Mass
9.8 out of 10, Exceptional, (8)
"Very clean, great place and comfy beds!"
United States
Haley P.
The price is ￥14,328
￥24,451 total
includes taxes & fees
Dec 15 - Dec 16
[2BR] Chic Retreat>Min KU/Mass
Smart TV, video games
The Birdcage at The Hawk sleeps 10 - 2 bedrooms & 2 1/2 bathrooms.

Apartment in Oread

The Birdcage at The Hawk sleeps 10 - 2 bedrooms & 2 1/2 bathrooms.
10.0 out of 10, Exceptional, (1)
The price is ￥24,918
￥49,924 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Birdcage at The Hawk sleeps 10 - 2 bedrooms & 2 1/2 bathrooms.
Living area
NEW Charming 2 bedroom, with cozy, quiet backyard, close to campus and LMH,

Vacation Home in Lawrence

NEW Charming 2 bedroom, with cozy, quiet backyard, close to campus and LMH,
2.0 star property
10.0 out of 10, Exceptional, (1)
"Very clean and new decorations, linens, bedding, kitchen items. Very attentive to needs too! :) "
United States
Jill C.
NEW Charming 2 bedroom, with cozy, quiet backyard, close to campus and LMH,
TV, stereo
[3] StayAwhile: The Cozy Retreat

Apartment in Oread

[3] StayAwhile: The Cozy Retreat
10.0 out of 10, Exceptional, (75)
"Very nice place within walking distance to Mass Street. Super clean and very comfortable. Check in was a breeze. "
United States
Renee A.
The price is ￥18,089
￥27,433 total
includes taxes & fees
Dec 12 - Dec 13
[3] StayAwhile: The Cozy Retreat
Fridge, microwave, oven, stovetop
The Orange Lounge - 8 min to KU/Downtown

Apartment in Lawrence

The Orange Lounge - 8 min to KU/Downtown
8.8 out of 10, Excellent, (6)
The price is ￥14,717
￥20,090 total
includes taxes & fees
Dec 19 - Dec 20
The Orange Lounge - 8 min to KU/Downtown
Lobby
Washburn Hotel Suites

Aparthotel in College Hill

Washburn Hotel Suites
4.0 star property
8.4 out of 10, Very Good, (155)
"Always a pleasure staying here!!!! "
United States
Anonymous traveler
The price is ￥14,413
￥16,953 total
includes taxes & fees
Dec 27 - Dec 28
Washburn Hotel Suites
Fridge, microwave, oven, stovetop
[L] Blue Loft- 4 Min from KU/Mass/Very Private!

Apartment in Lawrence

[L] Blue Loft- 4 Min from KU/Mass/Very Private!
10.0 out of 10, Exceptional, (16)
"Beds were super comfortable & decor very inviting. "
United States
LiZ L.
[L] Blue Loft- 4 Min from KU/Mass/Very Private!
Fridge, microwave, oven, stovetop
The Penn Street Retreat

Apartment in East Lawrence

The Penn Street Retreat
10.0 out of 10, Exceptional, (3)
"Tyler and Marilee were great hosts - very responsive to my messages. The Penn Street Retreat was perfect for our stay while we were visiting our sons at KU - very clean. I would definitely stay again! "
United States
Jenny B.
The price is ￥17,910
￥40,126 total
includes taxes & fees
Dec 14 - Dec 15
The Penn Street Retreat
Living area
StayAwhile: SugarSkull Retreat- 2 min/ Mass St!

Apartment in Oread

StayAwhile: SugarSkull Retreat- 2 min/ Mass St!
9.8 out of 10, Exceptional, (40)
"Great location. "
United States
Nicole D.
The price is ￥17,910
￥27,254 total
includes taxes & fees
Dec 12 - Dec 13
StayAwhile: SugarSkull Retreat- 2 min/ Mass St!
Smart TV, fireplace
StayAwhile: The Bauhaus Retreat- 3Min walk Mass/KU

Apartment in Oread

StayAwhile: The Bauhaus Retreat- 3Min walk Mass/KU
10.0 out of 10, Exceptional, (14)
"A comfortable space, convenient to so much"
United States
Sally F.
The price is ￥13,612
￥23,735 total
includes taxes & fees
Dec 14 - Dec 15
StayAwhile: The Bauhaus Retreat- 3Min walk Mass/KU
Smart TV, books
Cozy Private Suite in Cultural District! Walk to Mass St. ~ 5 min to KU Campus

Apartment in East Lawrence

Cozy Private Suite in Cultural District! Walk to Mass St. ~ 5 min to KU Campus
2.0 star property
10.0 out of 10, Exceptional, (12)
"Perfect for a weekend stay."
United States
Emily B.
The price is ￥16,197
￥29,740 total
includes taxes & fees
Dec 21 - Dec 22
Cozy Private Suite in Cultural District! Walk to Mass St. ~ 5 min to KU Campus
Interior
[2BR] The Sunburst Retreat

Vacation Home in Lawrence

[2BR] The Sunburst Retreat
9.8 out of 10, Exceptional, (29)
"Lovely place and can’t wait to stay again!"
United States
Leasa N.
The price is ￥21,671
￥32,261 total
includes taxes & fees
Dec 14 - Dec 15
[2BR] The Sunburst Retreat
Exterior
#SuiteDreamsLawrence - Historic Downtown Loft - sleeps up to 6!

Apartment in Downtown Lawrence

#SuiteDreamsLawrence - Historic Downtown Loft - sleeps up to 6!
9.4 out of 10, Exceptional, (43)
"Perfect location!"
United States
Julia S.
The price is ￥18,922
￥38,335 total
includes taxes & fees
Dec 14 - Dec 15
#SuiteDreamsLawrence - Historic Downtown Loft - sleeps up to 6!
Exterior detail
Grandma B’s House - Walk Downtown De Soto, KS

Vacation Home in De Soto

Grandma B’s House - Walk Downtown De Soto, KS
10.0 out of 10, Exceptional, (45)
"Property was great, we had a wonderful time there"
United States
Chris E.
The price is ￥23,641
￥42,933 total
includes taxes & fees
Dec 14 - Dec 15
Grandma B’s House - Walk Downtown De Soto, KS
TV, fireplace, books, stereo
StayAwhile: The Mass St Retreat

Apartment in Downtown Lawrence

StayAwhile: The Mass St Retreat
2.0 star property
10.0 out of 10, Exceptional, (2)
"Great host and location for my stay in Lawrence!"
United States
Rob S.
StayAwhile: The Mass St Retreat
Smart TV
Farmhouse on the Prairie - You can see for miles!

Vacation Home in valley falls

Farmhouse on the Prairie - You can see for miles!
10.0 out of 10, Exceptional, (17)
"This stay was super amazing. It was very cute, clean, quiet, no real close neighbors. The perfect little getaway for our anniversary, that we definitely needed... "
United States
Courtney S.
The price is ￥12,265
￥29,694 total
includes taxes & fees
Dec 14 - Dec 15
Farmhouse on the Prairie - You can see for miles!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oskaloosa Hotel Reviews

Days Inn by Wyndham KU Lawrence

Days Inn by Wyndham KU Lawrence

10/10 Excellent
"They took care of me"
Glen 1-night trip
Posted 4 days ago
Days Inn by Wyndham KU Lawrence

Find out more about Oskaloosa

Search for holiday rentals in Oskaloosa on Expedia! You can easily find your home rentals, villas, holiday apartments in Oskaloosa using one of the methods below:

  • View our selection of featured holiday rentals in Oskaloosa
  • Use the map to find apartments and other holiday homes in the Oskaloosa neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oskaloosa while they last

Look no further and take a look at our great range of rental properties in Oskaloosa!

Frequently asked questions

Are there vacation rentals in Oskaloosa?

Yes, you can find vacation rentals near the most popular points of interest in Oskaloosa, or you can go with a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation rentals that Oskaloosa has to offer?

Great location right off Mass: This vacation home rental outside of Oskaloosa has air-conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Oskaloosa?

Perry Lake and Lake Jayhawk are a couple of lovely local spots to get outside and enjoy nature. Perry Lake Recreation Area and Indoor Aquatic Center are a couple of places you'll find in the larger area.

What are vacation rentals like in Oskaloosa?

Vacation rentals are private properties you can stay in for several days or more in Oskaloosa. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for families.