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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Guest favourite

Home in Overland Park

4.98 out of 5 average rating, 111 reviews

South OP, 4 Bedroom, Game Room, 85” TV

Welcome 2025! Weekend Getaway or Business Trip. Stay at our amazing 4 bedroom/3.5 bath home, fully furnished with a mid-century modern vibe. Enjoy the Lower Level featuring an 85" TV, a beautiful wood Stiga ping pong table, and a game table (we even provide poker chips). BBQ grill on the patio. Pets are welcome. Fenced back yard. Fully stocked kitchen. Many extras offered to anticipate a comfortable stay. If you forgot to pack it - we have it! Convenient HWY access. Let us host your next visit!

Guest favourite

Tiny home in Tonganoxie

4.98 out of 5 average rating, 321 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

Home in Prairie Village

4.9 out of 5 average rating, 145 reviews

Spacious Luxury Retreat w/ Hot Tub & Movie Theatre

Relax and take a break in this spacious family retreat! Check out the great outdoor space with 8-person hot tub, firepit and quite patio. Relax inside on the 12' sectional and watch your favorite movie on a 150" screen! Little kids will love swinging on the back yard playset, or climbing on the 25' pirate ship and two-story castle! Pool table in the game room is great for all ages! All bedrooms feature plush bedding and high quality mattresses and smart TVs. Full kitchen cutlery and utensils.

Guest favourite

Home in Grandview

5 out of 5 average rating, 5 reviews

Contemporary Comfort - Lux 5 Bdrm (4King) Escape

Family Quick Getaway, Couples trip, long-term stay, or Business trip - this HUGE Newly Renovated home with a backyard oasis, is just what you need. Our professionally decorated South Kansas City Home is a stone's throw south of KC city center. Located in a convenient, safe, quiet, neighborhood that is off the beaten path, but close to everything. A stay here is within 20 min of almost everything you’d want to see or do in KC. Note Backyard Private Suite also seperate short term rental.

Superhost

Home in Topeka

5 out of 5 average rating, 3 reviews

The Burnett Beach House

Escape to tranquility in our charming retreat, nestled in a serene, private neighborhood. This cozy haven boasts a luminous sunroom—perfect for your morning coffee, a spacious outdoor area for evening leisure, and a calming ambiance that invites relaxation. Find comfort in tastefully appointed spaces, designed for restful nights and rejuvenating mornings. Your peaceful oasis awaits, where every detail is crafted for your comfort and serenity. Book your restful stay now and unwind in bliss.

Guest favourite

Guest house in Eudora

4.87 out of 5 average rating, 157 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. •Bikes and paddle boat are available to explore the property. •NO PETS ALLOWED

Guest favourite

Home in Kansas City

4.94 out of 5 average rating, 16 reviews

Remodeled in Midtown - Hot Tub by Plaza & Downtown

Stay in the center of it all! This beautifully remodeled 1910 home is a perfect blend of historic charm with modern amenities in the heart of Midtown! Relax in the large hot tub in the privately fenced backyard. Enjoy the spacious living room and dining area for gathering. Grab a cup of coffee from the coffee station. Step in the quiet office nook. The kitchen is fully stocked. Minutes away from Downtown, Westport, 39th Street, and the Plaza. Quick drive to the stadiums and the airport.

Guest favourite

Townhouse in Mission

4.89 out of 5 average rating, 96 reviews

*Luxury Beds* Full Kitchen* Deck+Grill*

• Townhome • Garage available upon request ($) • One King BeautyRest Black mattress in upstairs Primary bedroom & one DreamBed Lux Queen Mattress in Guest • Outdoor private patio with BBQ • Fully equipped kitchen w/Keurig • Gigabit Internet (blazing fast) • Keyless entry access • Roku Smart TVs in all bedrooms (cable tv and local channels not provided) • Onsite, secure parking for 2 vehicles • Onsite washer + dryer available upon request-complimentary • Extremely safe neighborhood

Guest favourite

Home in Topeka

4.91 out of 5 average rating, 116 reviews

★Lake Sherwood ★ Large Families~ 5 Star Home ★

This beautifully remodeled private home is located in a quiet neighborhood. Topeka's premier neighborhood gives you comfort while your kids play in the fenced yard. You will be in the perfect location to get anywhere in less than 10 minutes. This great home sits in a lovely area with natural scenery. We have woken up many morning sitting watching the turkey and deer grazing behind our house. Easily accommodates a large group in a comfortable setting with good times for all ages.

Superhost

Home in Downtown Kansas City

4.81 out of 5 average rating, 133 reviews

Amazing House with Heated Pool & Rooftop Hot Tub!!

Experience an exceptional stay at our Kansas City vacation rental. Whether it's the stunning views, the year-round heated saltwater pool and hot tub access, or the top-notch furnishings and bedding; We have everything to make your stay unforgettable. Our well-appointed furnishings, bedding, and mattresses ensure your comfort during your stay. Come and enjoy the best that Kansas City has to offer! **3-night minimum on weekends/ 2-night minimum on weekdays/strict no-party policy.**

Superhost

Apartment in Kansas City

4.72 out of 5 average rating, 461 reviews

Charming 3 Bd Condo In The Heart of KC! 09

Welcome to your private first-floor unit in a beautifully restored triplex! This spacious retreat features three queen beds with luxury linens, accommodating up to 6 guests comfortably. Relax on the couch or in the inviting bedrooms. Located just blocks away from Westport and the Country Club Plaza, you'll have easy access to an array of restaurants, shops, coffee spots, and museums. This property is managed by Karat Vacation Rental Management

Guest favourite

Home in Olathe

4.99 out of 5 average rating, 77 reviews

Treasure Chest- A boutique family getaway!

Make yourself at home among our treasures. Each room has its own theme to make your stay a truly unique experience. It is a collaboration of our past, present and future plans, as well as things we adore, places we've been, and ancestor's artwork. The bedrooms are inspired by our studies of history and interests this year; Mahatma Gandhi, Egypt and sushi! Check with us about how to host an event here!