Vacation rentals in Oskaloosa

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Oskaloosa

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

%{current} / %{total}1 / 1
Top guest favorite
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.
Guesthouse in Eudora
4.9 out of 5 average rating, 224 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 favorite
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, 352 reviews

Hippie Hills - Cozy Country Lodging and a Hot Tub

A whimsical retreat—like a storybook, but with Wi-Fi, a hot tub, and a greeting committee that takes hospitality very seriously. Dogs: Bear, Ally, and Bullet meet you at your car, frisbee/ball 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, MO, is 5 minutes away with shops, wineries, and history. After exploring, unwind in the hot tub under starry skies!

Top guest favorite
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, 365 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 favorite
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, 161 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.

Top guest favorite
A cozy sleeping area features a spacious bed with striped bedding and layers of soft blankets. A dark upholstered bench with textured throws sits at the foot of the bed. A bedside lamp provides soft lighting, and a decorative cabinet stands nearby.
Guest suite in Olathe
4.98 out of 5 average rating, 472 reviews

Secret Garden Short Stay

1 King Bed. 1 Twin air mattress rollaway (plz req rollaway) Washer/Dryer for your use. Wi-Fi Fiber. Sep. fenced backyard area with Priv. entry into your basemnt area that is located around the back of our main house. Parking space on prop. Dog park, walking trails. Pet fee is charged. Close to highwy, & shopping. We also have Solar panels that provide some back up for the heat/air and refrig. Entire daylight basement is separate from us upstairs with locked door. Does have couple of steps.

Guest favorite
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
4.95 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 favorite
A serene outdoor setting features a winding path illuminated by soft lights, bordered by stone and lush grass. Torches are positioned along the path, creating a calming ambiance. The space is surrounded by trees, offering a sense of privacy and natural beauty.
Barn in Schwegler
4.93 out of 5 average rating, 298 reviews

The Barn in The City.

NO CLEANING FEES. Take it easy at this unique and tranquil getaway. Cozy converted barn. Sleeping loft, NOTE: The sleeping loft has a maximum height of 5'1". very short walking distance to MANY bars and restaurants, 3 blocks from Allen Fieldhouse, near K.U. campus, just off K-10 and Hiway 59 junction. Off-street parking. 2 Amazon Fire T. V.'s with Wi-Fi, streaming and antenna T.V. Please Note: A 3rd guest will incur an additional charge of $35.00 A 4th guest is an additional $20.00

Guest favorite
The exterior of the above-garage apartment is depicted, featuring a pink facade and a private entrance. A stone pathway leads to a charming patio area adorned with vibrant flowers and greenery. A decorative bench and trellis enhance the inviting garden atmosphere.
Home in Lawrence
4.89 out of 5 average rating, 540 reviews

Spacious w/ kitchen near downtown

Spacious above garage apartment with kitchen. Offers full bathroom, living room, eating space and bedroom and private entrance. There are two high quality sleeping sofas in the Air B and B. Walking distance to downtown. Near football stadium. Beautiful view of garden. Scenic area and view of town. We do allow pets, but there is an extra charge, depending on length of stay, how many animals, etc. Please let me know right away, if you are bringing an animal, and we can discuss details.

Top guest favorite
The living area features a cozy chair draped with a light-colored blanket, surrounded by patterned rugs. An armoire holds a flat-screen TV, while a small table and chair set provide space for dining or work. Soft natural light filters through window treatments.
Apartment in Lawrence
4.74 out of 5 average rating, 370 reviews

A Furnished Apartment

-Budget-Friendly Intentionally -Listed price is for one guest stay per night ; additional $25 for 2nd guest -Designed for a traveler who needs a furnished home on a temporary basis up to two weeks -Guests MUST only park on Ranch Street -7 min from I-70 -Kansas City 40 min; Topeka 25 min -KU campus 7-10 min drive -5 min to bike trails -Guests are expected to clean up after themselves -QUIET, friendly, safe neighborhood - My other short-term stay Airbnb - Your Home Away From Home

Guest favorite
A wooden entrance sign with 'Heartland Ranch' is positioned above a paved driveway. Lush green fields extend on both sides, with a car parked near the entrance. The sky features soft clouds, indicating a serene rural environment.
Farm stay in Wakarusa
4.85 out of 5 average rating, 485 reviews

Heartland Ranch, near Topeka, Kansas

Heartland Ranch is a short distance south of Topeka, We offer a unique quiet/private country stay. The lodging is a cowboy bunkhouse with "down-home comfort" casual country setting. We invite anyone who is "cowboy curious". This is not a "Disney" experience... frankly the farm "stay" isn't for everyone! Occupancy limited to online reservation. Be sure to review Kansas Laws for alcohol age use or illegal drugs list. No firearms are allowed on the Heartland Ranch property.

Top guest favorite
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, 833 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 favorite
A newly remodeled kitchen features white cabinetry and modern stainless steel appliances, including a microwave, stove, and refrigerator. A small wooden table with two chairs is positioned nearby, providing space for meals. Natural light illuminates the warm wood flooring.
Home in Lawrence
4.98 out of 5 average rating, 190 reviews

Tidy tiny townhouse

Since January 2024. Rental license # STR-23-00057. Complete remodel. Everything is new. Visit Lawrence, KS on a budget. Duplex. 750 square feet of new everything. Watch movies on Netflix. Enjoy snacks, coffee, water, drinks. I want you to be comfortable and happy. - Completely renovated duplex - Keypad entry, keypad exit - Smart TV with Netflix, and wifi - Driveway parking - Cleanliness is #1

Popular amenities for Oskaloosa vacation rentals

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