Holiday rentals in Oskaloosa

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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
The octagonal cottage is surrounded by a well-manicured lawn and features a stepping stone pathway leading to a patio area. Large windows with shutters offer natural light, and a small air conditioning unit is visible on the side of the structure.
Guest house in Eudora
4.9 out of 5 average rating, 234 reviews

Cozy cottage getaway in garden paradise

Get away and relax in a whimsical octagonal cottage surrounded by a lush garden, overlooking a swimming pond and the Wakarusa river. You will have everything you need for a romantic date night or an inspiring place to slow down and reconnect with nature. •1 bedroom open living space with lots of natural light and beautiful views. • Coffee cart with microwave and electric burner and mini frig are provided. • Paddle boat at the lower pond & 2 disc golf nets available for fun. •NO PETS ALLOWED

Guest favourite
A cozy living area is equipped with a large leather couch adorned with decorative cushions. A massage chair is positioned nearby for relaxation, while a coffee table adds functionality. Natural light filters in through a large window, framed by soft curtains, enhancing the inviting setting.
Townhouse in Lawrence
4.96 out of 5 average rating, 334 reviews

cowboy house Massage chair, near I-70, fenced yard

License STR-18-00048. Rare find! Welcome to western style ranch nestled right in the center of town. Walking distance to a park, food & shopping. Just minutes from KU & downtown. The kitchen sports a convection oven stove, dishwasher, full-size microwave, full-size fridge, and lots of counter space. Shady backyard to play in and a fenced-in side porch for relaxation or dog. For your convenience, we provide a full-size washer, dryer & desk to catch up on school/office work. Popular! book now!

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, 365 reviews

Hippie Hills - Cozy Country Lodging and a Hot Tub

FIFA World Cup Visitors: We speak Dutch, German & Swiss German. Like a storybook, but with Wi-Fi, a hot tub, and a serious 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 the hot tub under starry skies

Top guest favourite
Home in Ozawkie
4.97 out of 5 average rating, 118 reviews

Bunkhouse Lounge

♥️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, 371 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 sectional sofa in dark brown leather is positioned in a well-lit living area. A decorative blue area rug adds color beneath the seating. A side table with a lamp and small plants complements the comfortable setup, with a dining area visible in the background.
Home in Lawrence
4.91 out of 5 average rating, 164 reviews

Home Away From Home-3 bedroom 2 bath retreat

Enjoy ping pong or foosball in the attached garage. Take a nap in the comfy beds or relax on the soft sectional to watch TV. We are located 7 minutes from Walmart, Sprouts, or Dillons and 11 minutes from KU. Many restaurants are located nearby. You can eat at the picnic table in the fenced in back yard, or enjoy a burger made on the electric grill. On chilly evenings you can turn on the gas fireplace to stay extra warm. Four cars can fit in the driveway and there is space on the street too.

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.
Guest house in Ozawkie
4.95 out of 5 average rating, 130 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
Treehouse in Easton
5 out of 5 average rating, 236 reviews

Serenity Creek Treehouse Hidden Valley Retreat

Escape to an adult/teen+ only (12+ yrs) enchanting interconnected treehouse/ tree cabin @ Hidden Valley Wilderness Retreat. Serenity Creek - a private north & south treehouse connected via short open air walkway. - Wing 1: mini-kitchen/light cooking, lvg rm, screened porch, shower rm. + sink vanity. -Wing 2: queen bed, 1/2 bath rm (toilet+ sink.) 2 mi. walking trails, 32+ acres, 2 sm ponds. Main retreat house close by + 2 treehouse/cabins for other guests. Rest in a peaceful setting!

Guest favourite
Cabin in Mayetta
4.99 out of 5 average rating, 138 reviews

Cozy Pine Country Cabin

Now to accompany our "barn style cottage"on the same property and all the same amenities and views of the great outdoors.You will fall in love with this spacious cabin from the first step you take into it ,with its high ceiling and three seperate sleeping areas.It comes with all the amenities of home with a great cabin feel.No pets allowed in the cabin but Ask us about boarding your dog in our climate controlled kennel on the property just a short distance from the cabin.

Top guest favourite
Home in Old West Lawrence
4.96 out of 5 average rating, 102 reviews

Kramers Cottage House

Wonderfully remodeled cottage in Old West Historic Lawrence. This home is within walking distance to downtown, parks, the library, Lawrence Memorial Hospital, The University of Kansas and the David Booth Kansas Memorial Stadium. This location offers a mix of community charm, cultural richness, and access to various amenities and events. If you have any specific questions or if there's anything else you'd like to share about our cottage, feel free to let us know!

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, 849 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
A tiny house made of wood stands surrounded by cedar trees, with a wooden deck leading to its entrance. A small table with two chairs is placed nearby, illuminated by hanging lights, providing a serene outdoor seating option.
Tiny home in Perry
4.96 out of 5 average rating, 572 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. Decorated in a minimalist southwestern style, 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!

Popular amenities for Oskaloosa holiday rentals

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