Book the Best Places to Stay in Oskaloosa

Find Curated Vacation Rentals, Boutique Cabins, and Stylish Eco-Friendly Acommodation in Oskaloosa

Perfect Loft in Down Town Lawrence!
New
From US $212
         

New
Condo
  • Air Conditioner
  • Parking
  • Balcony/Terrace

Luxury Places to Stay in Oskaloosa

Over 205+ Luxury Places to Stay in or Near Oskaloosa
World Cup Luxury Home
New
From US $2,648
         

New
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
The Stadium Home - University of Kansas From US $1,079
         

10.0 (2 Reviews)
House
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  • Parking
  • TV
The Architect’s Modern Castle From US $989
         

10.0 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
The Booth Stadium Condo - Premium Tailgate Location From US $987
         

10.0 (3 Reviews)
Condo
  • Air Conditioner
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Family Home For World Cup 2026 From US $924
         

New
House
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Top-Rated Vacation Rentals with a Pool in Oskaloosa

Over 20+ Top-Rated Vacation Rentals with a Pool in or Near Oskaloosa
Rock Creek Loft Guest House neighboring Lake Perry From US $169
         

10.0 (61 Reviews)
House
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  • Pool
Hampton Inn Lawrence From US $111
         

9.4 (999 Reviews)
Hotel
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  • Pool
TownePlace Suites Lawrence Downtown From US $136
         

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9.4 (575 Reviews)
Hotel
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  • Pool
Hampton Inn Lawrence From US $159
         

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9.1 (185 Reviews)
Hotel
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  • Pet Friendly
StoneHill Lawrence, Trademark Collection by Wyndham From US $92
         

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9.0 (1251 Reviews)
Hotel
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  • Pool
Springhill Suites by Marriott Lawrence From US $129
         

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8.8 (729 Reviews)
Hotel
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  • Pool
StoneHill Lawrence, Trademark Collection by Wyndham From US $137
         

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8.8 (610 Reviews)
Hotel
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  • Pet Friendly
TownePlace Suites by Marriott Lawrence Downtown From US $158
         

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8.8 (51 Reviews)
Hotel
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  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Oskaloosa

Over 56+ Pet-Friendly Vacation Rentals in or Near Oskaloosa
Farmhouse on the Prairie - You can see for miles! From US $150
         

10.0 (17 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Canyon Stop From US $210
         

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10.0 (8 Reviews)
Apartment
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  • Pet Friendly
2 Mi to KU Campus: Group Getaway w/Patio & Garden From US $421
         

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Cottage
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  • Pet Friendly
Newly Renovated Home Close to Dtwn Lawrence! From US $256
         

10.0 (15 Reviews)
House
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  • Pet Friendly
The Sunflower Suite From US $238
         

10.0 (3 Reviews)
Apartment
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  • Pet Friendly
Wabi Sabi - King Bed/2Bed/2ba, Ground level From US $232
         

10.0 (3 Reviews)
Apartment
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  • Parking
  • Pet Friendly
NEW Charming 2 bedroom, with cozy, quiet backyard, close to campus and LMH, From US $191
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Charming 3-Bedroom Bungalow, Steps from KU & Downtown Lawrence From US $249
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Oskaloosa

Over 26+ Large Vacation Homes & Villas in or Near Oskaloosa
The Birdcage at The Hawk sleeps 10 - 2 bedrooms & 2 1/2 bathrooms. From US $668
         

10.0 (1 Review)
Apartment
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  • TV
  • Security/Safety
Half Mi to Yacht Club Home by Perry Lake! From US $161
         

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9.0 (2 Reviews)
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Half Mi to Yacht Club: Home by Perry Lake! From US $284
         

9.8 (41 Reviews)
House
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  • TV
  • Balcony/Terrace
Terrific Townhome w/fenced in yard and patio From US $291
         

9.8 (37 Reviews)
House
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  • Parking
  • TV
Modern Strawbale on 10 Private Acres From US $436
         

9.8 (21 Reviews)
House
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  • Parking
  • TV
Spacious Ozawkie Home - Near Lake Perry! From US $530
         

9.8 (9 Reviews)
House
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  • Parking
  • TV
'The Vista' Retreat ~ 30 Mi to Kansas City! From US $350
         

9.0 (2 Reviews)
Villa
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  • TV

Wheelchair Accessible Vacation Homes in Oskaloosa

Over 22+ Wheelchair Accessible Vacation Homes in or Near Oskaloosa
Suites on Mass - 911 Massachusetts suite C2 From US $228
         

10.0 (32 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Tru By Hilton Lawrence From US $152
         

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8.3 (144 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Tru by Hilton Lawrence From US $91
         

8.8 (685 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Newly Remodeled BOHO Condo - 1 Block to Mass Street! From US $279
         

Artist's loft off Mass St. From US $294
         

10.0 (9 Reviews)
Condo
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Loft 309- Charming Jr 1 BR Condo From US $205
         

9.0 (2 Reviews)
Condo
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Loft 207- Modern Condo with Rooftop Terrace Access From US $243
         

New
Condo
  • Air Conditioner
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  • Wheelchair Accessible

Oskaloosa Varoom and Airbnb Places to Stay Under $200

Over 76+ Oskaloosa Varoom and Airbnb Places to Stay Under $200
[3] StayAwhile: The Cozy Retreat From US $105
         

10.0 (75 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Wabi Sabi From US $126
         

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10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The Oread Lawrence, Tapestry Collection by Hilton From US $135
         

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8.6 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
[1] StayAwhile: The Pink Retreat. 2-Min Walk to Mass! From US $135
         

10.0 (40 Reviews)
Apartment
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  • Parking
  • TV
[4] StayAwhile: The Modern Retreat, Steps from Mass St! From US $138
         

10.0 (21 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Suites On Mass - C3 From US $193
         

10.0 (17 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
StayAwhile: The Bauhaus Retreat- 3Min walk Mass/KU From US $108
         

10.0 (14 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Oskaloosa

Over 77+ Instantly Bookable Vacation Homes in or Near Oskaloosa
Steps from KU, Private Guest Suite & Game Room From US $327
         

10.0 (33 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
The Black Thistle a historical church in downtown Tonganoxie! From US $352
         

10.0 (24 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Loft 207- Modern Condo with Rooftop Terrace Access From US $260
         

New
Condo
  • Air Conditioner
  • TV
  • Wheelchair Accessible
'The Farm House' w/Deck & Historic Charm! From US $299
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Country Living on 32 Acre Farm From US $102
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

About Oskaloosa Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Bettertrips Oskaloosa, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Oskaloosa. Places to stay near Oskaloosa are 600 ft² on average, with prices averaging $212 a night.

Bettertrips makes it easy and safe to find and compare vacation rentals in Oskaloosa with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Oskaloosa

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Use these Quick Filters to Find a Vacation Rental in Oskaloosa

Pro Tip: Bettertrips makes it easy to compare the best listings on Bettertrips homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Bettertrips homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Oskaloosa.

Weather in Oskaloosa

View the weather forecast for Oskaloosa before booking your Oskaloosa Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F