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Holiday houses in Oskaloosa

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Oskaloosa

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A well-lit bedroom features a spacious bed with a grey quilt and a second smaller bed, both flanked by bedside tables and lamps. Artwork depicting cowboys adorns the walls, and natural light filters in through a window covered by curtains.
Home in Ozawkie
4.97 out of 5 average rating, 124 reviews

Bunkhouse

♥️Perry Lake ,Ozawkie KING BED. Attention outdoor enthusiasts! This 1800-square foot ranch features three bedrooms, two baths, and an open floor concept that is great for entertaining or kicking back after a long day on beautiful Lake Perry. ✔ 3 min.away from Old Town boat ramp and campground . ✔8 min to village green golf course 5 min crooked post winery. ✔Pet friendly, family reunion friendly. ✔8 beds, 2 bathrooms, 3 tvs. Free WiFi ✔big yard, corn hole boards. Boat parking/trailer .

Top Guest favourite
The exterior of the cottage features a green facade with a welcoming entrance. A decorative wreath hangs on the door, accompanied by seasonal decor on a shelf. A vibrant red wagon and wooden seating are visible, along with a stylish wooden privacy screen and a covered entry area.
Tiny home in Tonganoxie
4.99 out of 5 average rating, 391 reviews

Kathy's Kottage (near Legends)hot tub-fire pit

First of - Kathy’s Kottage offers a uniquely private, warm and inviting detached cottage. We are not a huge commercial venture, but owned, operated, maintained, and cleaned by hosts who live within 150 yards. The Kottage is our only offering. We charge a cleaning fee of $35 a stay, so there isn't a list of chores at check out. We take up to 4 hours between every stay to extensively clean and disinfect every surface. We are proud of the Kottage as shown in every review over the last four years.

Guest favourite
A spacious living area displays a comfortable gray sofa adorned with decorative pillows. A dining table is visible in the background, paired with wooden chairs. A kitchen with wooden cabinetry and a white refrigerator is located beyond. Natural light streams through the windows.
Guesthouse in Ozawkie
4.96 out of 5 average rating, 136 reviews

Rock Creek Loft Guesthouse neighboring Lake Perry

Voted one of the top Airbnbs to stay at in Kansas Imagine a serene setting walking distance to Lake Perry, just a 3 minutes walk to the Rock Creek Marina where you can boat, jet ski, or fish off the dock. 2 bedroom guest loft w/ Nest smart lock, private entrance, Starlink, fully equipped kitchen w/ open floor plan, Twinkle King mattress, 65” Satellite HD Smart TV, electric fireplace, washer/dryer, separate Nest central heat & air. Golfing, hiking, biking, ATV trails are minutes away.

Top Guest favourite
The farmhouse features a grey exterior with white accents, set against a clear blue sky. A manicured lawn is complemented by pink flowers lining the entrance. A garage is attached, and the front porch is adorned with hanging planters.
Home in Oskaloosa
5 out of 5 average rating, 32 reviews

Quiet Acres in Oskaloosa KS

Quiet Acres is a two story lovely farmhouse in Oskaloosa KS. Surrounded by fields and yet close to the small town of Oskaloosa, enjoy the peacefulness of the country and also be close to the convenience of town. Quiet Acres sleeps 10 with four bedrooms and one air mattress. It has a fully equipped kitchen, a furnished living room, and all the other amenities you will need for your stay. Quiet Acres is also located close to the towns of Lawrence and Topeka, and is an hour from Kansas City.

Guest favourite
A cozy living room features hardwood floors and a flat-screen TV mounted on the wall. A dark leather sofa is complemented by a massage chair, and a wooden coffee table sits at the center. Table lamps provide soft lighting, enhancing the inviting ambiance.
Home in Lawrence
4.94 out of 5 average rating, 229 reviews

Disabled access king bed, massage chair, near I-70

This duplex is the perfect stop for a weary traveler! Sleep in a Big king-size bed or an adjustable queen bed! Garage to park in. This place is fully disabled accessible. One level, anti-allergen hardwood floors throughout. Walk-in shower with grab bars. Raised commode. For living room comfort,we provide a massage chair, power recliner sofa, Xbox Game system, and TV with premium channels on Roku! Kitchen is very open and fully stocked. 10 minutes from KU & downtown 5 minutes to i-70.

Top Guest favourite
Two sets of glass doors open to the indoor swim spa, framed by textured turquoise walls. A cozy seating area with a hanging chair and a small table is positioned nearby, along with greenery that adds a touch of nature to the space. Robes hang accessible on hooks.
Home in Eudora
4.97 out of 5 average rating, 107 reviews

The Cottage: Luxurious Getaway!

Escape to luxury at this private cottage with indoor 17-ft swim/spa, sauna, and steam shower. Sleeps up to 10 with beds, air mattresses, and convertible furniture. Enjoy a fenced patio, fire pit, robes, slippers, face masks, Nespresso, and more. Perfect for a romantic getaway, group stay, or small event (max 15). Includes kitchen, lounge areas, smart tech, and walkable access to downtown Eudora. No pets. Quiet hours 10p–8a. Swim at your own risk. Property is not child-proof.

Top Guest favourite
A bright living area features large windows framing views of the surrounding nature. Comfortable seating includes a blue sofa with orange cushions and two accent chairs. A colorful area rug lies beneath a coffee table, enhancing the spaciousness of the room.
Earthen home in Perry
4.99 out of 5 average rating, 102 reviews

The Meadow - Modern Strawbale on 10 Private Acres

Take it easy at this unique and tranquil getaway. The Meadow house, a modern strawbale home, is surrounded by creeks and woodlands on ten secluded acres. Explore the surrounding woods, relax on the spacious deck and take in the stars, and plan adventures in nearby Lawrence and at Perry Lake Inside the home, curl up in a peaceful corner to enjoy a book, challenge family and friends to various games in the rec room, and enjoy meals from the modern kitchen with all the amenities.

Top Guest favourite
A bright dining area is showcased, featuring a wooden table surrounded by four chairs. Large windows allow natural light to fill the space, offering views of the surrounding landscape. Floral centerpieces enhance the inviting atmosphere, while cozy seating is visible along the window ledge.
Home in Kansas City
4.98 out of 5 average rating, 462 reviews

Enjoy Nature at Modern Farmhouse Close to City

The perfect getaway that's close to it all! Enjoy your privacy at our restored 1933 bungalow on 18 acres just minutes off I-70. Relax after a road trip or gather your friends for a concert. Soak in the tub and get your best night of sleep on a plush mattress. Cook in a stocked kitchen or eat out at restaurants five minutes away. Meander along mowed paths, and let the kids play! We are pet-friendly, and business-ready with Gigabit Internet and an office setup.

Top Guest favourite
A newly renovated log cabin is surrounded by lush greenery, offering a tranquil entrance. A stone pathway leads to the rustic wooden door, while a picnic table is positioned nearby under the shade of a tree, enhancing the inviting outdoor space.
Cabin in Tonganoxie
4.96 out of 5 average rating, 885 reviews

Cozy Cabin Retreat

Escape to our cabin which earned top-rated Airbnb in all of Kansas for a cozy, quiet getaway. Ideal for unwinding and rejuvenating after the demands of a hectic day. Enjoy scenic hiking trails, axe throwing, horseshoes, or a peaceful walk through our labyrinth. End the day with a stunning sunset over the valley from our swing. Just 5 minutes from the lake! Note: The cabin is on a shared property with a retreat center, Sacred Hearts Healing.

Top Guest favourite
Three horses graze on lush green grass under a glowing sunset. The sun casts a warm light across the landscape, creating a serene backdrop. A dog is visible nearby, adding a friendly element to the peaceful countryside scene.
Farm stay in Weston
4.93 out of 5 average rating, 392 reviews

Hippie Hills - Cozy Country Lodging and a Hot Tub

Like a storybook, but with Wi-Fi, a hot tub, and a hospitality crew. Dogs Taco, Ally, and Bullet greet you at your car, frisbee in tow and zero chill. Donkeys Slim and Shady expect breakfast negotiations, while cats Potato and French Fry judge from afar. Horses Pieces and Jasper love head scratches. Historic Weston is 5 minutes away with shops, wineries, and charm. After exploring, unwind in hot tub under the stars. LGBTQ friendly

Top Guest favourite
Tiny home in Perry
4.96 out of 5 average rating, 584 reviews

The Batch - Tiny House Living

Located 20 minutes from downtown Lawrence, the Batch is a sustainable tiny house nestled in the cedar forests of Perry, KS. Set on 40 acres of beautiful wild woods and fields, cedar forests and ponds, this tiny cabin is a serene and peaceful setting for souls seeking restoration, quiet, and the healing qualities of the woods. Or just a great place to getaway with your love or friends with an even greater view!

Top Guest favourite
A green sign for Crescent Moon Winery is prominently displayed. The sign features a distinctive logo and offers information about the tasting room hours. A vineyard is visible in the background, with rolling hills and a faint rainbow appearing above the landscape.
Home in Tonganoxie
4.94 out of 5 average rating, 197 reviews

Guesthaus at Crescent Moon Winery

This beautiful country setting is located on a paved road next to a producing vineyard and winery. The views of the countryside and pond are memorable. Enjoy a stroll through the vineyard and watch the grapes grow! If you book during harvest, you are welcome to help pick grapes watch them become wine! Our tasting room is open weekends or by appointment.

Popular amenities for Oskaloosa holiday rentals

  1. Airbnb
  2. United States
  3. Kansas
  4. Jefferson County
  5. Oskaloosa