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Oskaloosa Holiday Rentals

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Our top choices for Oskaloosa holiday rentals

1. Secluded Cabin near Lake Perry

Secluded Cabin near Lake Perry
Oskaloosa
9.4 out of 10, Exceptional, (6 reviews)
"The host was very pleasant and easy to work with. We are so appreciative for them sharing their home with us. It was great."
United States
Jennifer G.
The price is NZ$505
includes taxes & fees
9 Nov - 10 Nov
Secluded Cabin near Lake Perry

2. Great one-bedroom basement apt., near KU and restaurants!

Great one-bedroom basement apt., near KU and restaurants!
Indian Hills
9.0 out of 10, Wonderful, (40 reviews)
"Excellent property. Owners very friendly and helpful. Extremely clean basement apartment with comfortable bed and living room sofa. We really appreciated the full kitchen and nice big refrigerator as well."
United States
Lisa
The price is NZ$217
includes taxes & fees
9 Nov - 10 Nov
Great one-bedroom basement apt., near KU and restaurants!

3. Cozy Cabin Rental on Sacred Land Ideal for Glamping in Kansas

Cozy Cabin Rental on Sacred Land Ideal for Glamping in Kansas
Tonganoxie
10.0 out of 10, Exceptional, (3 reviews)
"This place was absolutely perfect! So many thoughtful touches to make this a memorable stay!"
United States
Cristi K.
The price is NZ$395
includes taxes & fees
5 Nov - 6 Nov
Cozy Cabin Rental on Sacred Land Ideal for Glamping in Kansas

4. Cozy Private Suite in Cultural District! Walk to Mass St. ~ 5 min to KU Campus

Cozy Private Suite in Cultural District! Walk to Mass St. ~ 5 min to KU Campus
East Lawrence
10.0 out of 10, Exceptional, (30 reviews)
"Nice tidy place in a good location."
United States
Kent M.
Cozy Private Suite in Cultural District! Walk to Mass St. ~ 5 min to KU Campus

5. Rock Chalk Villa 2Bedroom 1bath Free Parking & WiFi

Rock Chalk Villa 2Bedroom 1bath Free Parking & WiFi
Lawrence
8.2 out of 10, Very good, (11 reviews)
"Reasonable price and very quiet"
United States
Brandon
Rock Chalk Villa 2Bedroom 1bath Free Parking & WiFi

6. Playful, walkable, and comfortable, just steps from Mass Street.

Playful, walkable, and comfortable, just steps from Mass Street.
Oread
10.0 out of 10, Exceptional, (11 reviews)
"Clean, pleasant, excellent location. "
United States
Dennis Z.
The price is NZ$269
includes taxes & fees
9 Nov - 10 Nov
Playful, walkable, and comfortable, just steps from Mass Street.

7. No Place Like Mahomes

No Place Like Mahomes
Lawrence
9.2 out of 10, Wonderful, (7 reviews)
"Great place. great host!"
United States
James M.
No Place Like Mahomes

8. UrbanSerenity: 3Min walk Mass/KU

UrbanSerenity: 3Min walk Mass/KU
Oread
9.8 out of 10, Exceptional, (22 reviews)
"Great property. Will stay here again. "
United States
Jamie D.
The price is NZ$278
includes taxes & fees
2 Dec - 3 Dec
UrbanSerenity: 3Min walk Mass/KU

9. Quiet, private, and fully remodeled. Minutes from KU and Mass

Quiet, private, and fully remodeled. Minutes from KU and Mass
Lawrence
10.0 out of 10, Exceptional, (12 reviews)
"Nice little comfortable place to stay. Decent location and easy to find. Good value and responsive host."
United States
Kevin W.
The price is NZ$290
includes taxes & fees
17 Nov - 18 Nov
Quiet, private, and fully remodeled. Minutes from KU and Mass

10. Stylish, comfortable, and just minutes from Mass Street

Stylish, comfortable, and just minutes from Mass Street
Oread
9.8 out of 10, Exceptional, (47 reviews)
"Very clean, comfortable beds, great location!"
United States
Christine S.
The price is NZ$306
includes taxes & fees
17 Nov - 18 Nov
Stylish, comfortable, and just minutes from Mass Street

11. The Urban Nest Retreat

The Urban Nest Retreat
Oread
10.0 out of 10, Exceptional, (1 review)
"Great unit in a perfect location. Clean and had what we needed. Had issue with keypad but was quickly resolved as owner responded with prompt resolution. Thanks!"
United States
michele s.
The price is NZ$276
includes taxes & fees
30 Nov - 1 Dec
The Urban Nest Retreat

12. [1] StayAwhile: The Pink Retreat. 2-Min Walk to Mass!

[1] StayAwhile: The Pink Retreat. 2-Min Walk to Mass!
Oread
10.0 out of 10, Exceptional, (45 reviews)
"Nice place!"
United States
Dylan S.
The price is NZ$306
includes taxes & fees
17 Nov - 18 Nov
[1] StayAwhile: The Pink Retreat. 2-Min Walk to Mass!

13. [L] Blue Loft- 4 Min from KU/Mass/Very Private!

[L] Blue Loft- 4 Min from KU/Mass/Very Private!
Babcock
9.8 out of 10, Exceptional, (20 reviews)
"Beds were super comfortable & decor very inviting. "
United States
LiZ L.
The price is NZ$286
includes taxes & fees
17 Nov - 18 Nov
[L] Blue Loft- 4 Min from KU/Mass/Very Private!

14. [3] StayAwhile: The Cozy Retreat

[3] StayAwhile: The Cozy Retreat
Oread
10.0 out of 10, Exceptional, (91 reviews)
"Great location and very clean!"
United States
Kelly A.
The price is NZ$327
includes taxes & fees
5 Nov - 6 Nov
[3] StayAwhile: The Cozy Retreat

15. The Heart of the City

The Heart of the City
East Lawrence
9.8 out of 10, Exceptional, (31 reviews)
"Loved our stay in this cute apartment! Location to Mass Street was excellent; just a short walk to Barker!"
United States
heather p.
The price is NZ$363
includes taxes & fees
9 Nov - 10 Nov
The Heart of the City

16. Suite Life en Mass #1 License #STR-20-00014

Suite Life en Mass #1 License #STR-20-00014
Downtown Lawrence
The price is NZ$342
includes taxes & fees
5 Nov - 6 Nov
Suite Life en Mass #1 License #STR-20-00014

17. Lawrence KS 2BR Apartment Full Kitchen + Parking

Lawrence KS 2BR Apartment Full Kitchen + Parking
Lawrence
9.0 out of 10, Wonderful, (2 reviews)
"."
United States
Blake
The price is NZ$550
includes taxes & fees
9 Nov - 10 Nov
Lawrence KS 2BR Apartment Full Kitchen + Parking

18. Washburn Hotel Suites

Washburn Hotel Suites
4.0 star property
College Hill
8.4 out of 10, Very good, (254 reviews)
"Size of the room for the price was great."
United States
Zariyana
The price is NZ$165
includes taxes & fees
5 Dec - 6 Dec
Washburn Hotel Suites

19. StayAwhile: The Mass St Retreat

StayAwhile: The Mass St Retreat
Downtown Lawrence
10.0 out of 10, Exceptional, (8 reviews)
"Great host and location for my stay in Lawrence!"
United States
Rob S.
The price is NZ$338
includes taxes & fees
17 Nov - 18 Nov
StayAwhile: The Mass St Retreat

20. #SuiteDreamsLawrence - Historic Downtown Loft - sleeps up to 6!

#SuiteDreamsLawrence - Historic Downtown Loft - sleeps up to 6!
Downtown Lawrence
9.4 out of 10, Exceptional, (53 reviews)
"This space was amazing! Perfect location for checking out Mass! Absolutely loved it and the hostess was fantastic!"
United States
Josh M.
The price is NZ$488
includes taxes & fees
8 Nov - 9 Nov
#SuiteDreamsLawrence - Historic Downtown Loft - sleeps up to 6!
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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Top Oskaloosa Hotel Reviews

Find out more about Oskaloosa

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Oskaloosa holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Oskaloosa. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Oskaloosa. Seeing all the best attractions is bound to make you fall in love with Oskaloosa. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Oskaloosa short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Oskaloosa?

Yes, there are holiday rentals close to the most popular sights in Oskaloosa, or you can select a more secluded option if you're looking for a relaxing stay.

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

Historical home w gardens in Unique North Lawrence. ACROSS FROM TRAIN DEPOT: This holiday home rental outside of Oskaloosa offers a patio, a garden and air conditioning 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 that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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 Lawrence Indoor Aquatic Center are a couple of places you'll find in the wider area.

What are holiday rentals like in Oskaloosa?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oskaloosa. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family trips.