
Holiday houses in Overland Park
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Overland Park
Guests agree: these stays are highly rated for location, cleanliness and more.

The Little House: Cozy Home in Overland Park
- Adorable house on large lot (not a guest house/cottage) - 110 ft Driveway - Sleeping quarters with queen size bed (comfy memory foam mattress) - Living room with 40" smart TV, sofa-sleeper and additional seating - Fully equipped kitchen w/ eating area - Full bathroom w/ clawfoot tub/shower - Sunroom w/ seating area and daybed - Washer/dryer - Office area w/ desk - Deck w/ outdoor seating and grill - 10 min from the Plaza, 15 min from Westport and Downtown, 25 min from the airport - $25 pet fee

Newly renovated - all amenities
Come and stay in our spacious & beautiful 1k sq ft apartment in the private, lower level of our home (we live upstairs). This space has been recently remodeled and has many sunny windows and great amenities for you. Our home is nestled in a popular Olathe neighborhood on a culture de sac that's known for safety and home town feeling. Guest have entire lower level to themselves. Host highly focused on great customer service and will always respond in a timely fashion to comments and questions

Art-filled Retreat w/ King Beds & Private Patio
Unwind at this art-filled, newly renovated townhouse minutes from restaurants, shopping and entertainment. Two king bedrooms with smart TVs make for a great getaway for two couples or a small family. Enjoy the fully-equipped kitchen or grill on the private patio. The basement serves as a lounge and office space and is equipped with a TV, sofa, desk, laundry room and full bath. Walk to the community pool or hit the courts for a game of basketball, tennis, or pickleball with provided equipment.

Stylish 1 bedroom, 1 bath custom apartment home
Completely remodeled, stylish apartment home in the heart of downtown Overland Park. Conveniently located 4 blocks from downtown Overland Park's entertainment district with many unique shops & restaurants. Walk across the street to Burg & Barrell for great food or a craft beer. Short walking distance to CVS Pharmacy, Hawaiian Bros, Dollar Tree, Metcalf Liquors & Price Chopper. Centrally located and only 15 minutes from The Country Club Plaza or Downtown Kansas City. *This is an upstairs unit.

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.

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.

Glenwood Getaway - Great Location!
Experience the best of Overland Park from our charming, updated ranch. Nestled in a quiet neighborhood near downtown, this home allows you to experience the local lifestyle at its best. With two bedrooms, a modern bathroom and all the comforts of home, you will never want to leave! The interior blends cozy charm with contemporary amenities, while the secluded half-acre backyard is perfect for unwinding. Whether you’re here for a weekend escape or a longer stay, your perfect getaway awaits!

Truman Loft
Truly one of a kind Historic property converted into a spacious, cozy loft in the heart of South KC. This 100-year-old space(5 min from HS Truman farm. He spoke on this stage on his first political campaign) has been completely rennovated with concrete countertops, beautifully vaulted ceilings, huge bathroom, built in workspace and even a fun kid's room. Let the natural light pour through the massive windows or close the curtains and dim the lights:) We hope you enjoy it as much as us!

modern x charming 1930s farmhouse! 10 min plaza!
Step into our fully renovated 1930s farmhouse and be welcomed by natural light and an inviting open concept. The kitchen features beautiful marble countertops and all the essentials. Relax in the stunning black freestanding bathtub or dine al fresco on the spacious outdoor patio. With three cozy bedrooms, including two queen-size beds and one full-size bed, this home can accommodate up to six guests. Experience the perfect blend of old-world charm and modern convenience during your stay.

Historic, Industrial Flat in KC
Live the true Kansas-Citian lifestyle in this sparkling clean, and completely renovated 120-year-old brick beauty! Gorgeous hardwood floors, exposed brick walls, 10' island in the gorgeous chef's kitchen featuring gas cooktop and built-in oven/microwave. Spa-like bathroom with heated floors and rain shower head in the frameless glass shower. Spacious master bedroom with desk. Private rear deck and shared backyard. Walk minutes to KC's highlights: Crossroads, Street Car & Ferris Wheel!

Prestige-Stunning Home W/Game Room+ Mins to Plaza
⭐ Fully renovated 3BR home in Fairway, KS — minutes from KC attractions ⭐ Main-level primary suite with spa-style en-suite bath + clawfoot tub ⭐ Open-concept kitchen with quartz counters + full coffee bar ⭐ Cozy living room with gas fireplace + Smart TV ⭐ Upstairs game room with Xbox + lounge space ⭐ Private office, exercise area, and landscaped backyard ⭐Conveniently located less than 5 minutes from The Shops of Prairie Village and roughly 10 minutes from the Country Club Plaza!

Studio Guest House
Enjoy Southern OP in this quiet neighborhood. Our studio guesthouse has a full kitchen, TV, a new a/c/heater, and google fiber internet. In case you get lonely, we have 2 friendly dogs always looking for attention. We are about 45 minutes away from the Kansas City airport, Kauffman Stadium, Arrowhead Stadium, the KU main campus, and the Harry S Truman sports complex. We are 10-15 minutes from the Scheels soccer complex. Overland Park has plenty of Kansas barbecue and shopping.
Popular amenities for Overland Park holiday rentals
Stay near Overland Park's top sights
Other great holiday rentals in Overland Park

Beautiful guest house South Overland Park

Cozy Modern 3BR Home near Oak Park mall |Sleeps 8+

Easy Hwy Access !Stylish OP Home_Fenced Yard

Mid-Rise Luxury 1BR w/ Carport & Match Ball Vibes

Charming Bungalow with Spacious Yard

Mellow in Mission: 1bed/1bath

Grace House, quiet, it has heating, hot water

3-Bedroom|Sleep 10| Near mall |Family friendly
When is the best time to visit Overland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $174 AUD | $175 AUD | $187 AUD | $184 AUD | $198 AUD | $208 AUD | $201 AUD | $198 AUD | $194 AUD | $187 AUD | $192 AUD | $187 AUD |
| Avg. temp | -2°C | 1°C | 7°C | 13°C | 18°C | 23°C | 26°C | 25°C | 20°C | 14°C | 6°C | 1°C |
Frequently Asked Questions
Where should I stay in Overland Park?
Make yourself at home in Overland Park by choosing from our most frequently booked neighborhoods. We have over 180 vacation rentals in Nottingham Forest, over 2,090 vacation rentals in Shawnee Mission, and over 300 vacation rentals in Oak Park.
Are there vacation rentals with a dedicated workspace in Overland Park?
Yes! Work meets play with ease at over 420 vacation rentals in Overland Park featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Overland Park?
Four-legged friends are welcome in Overland Park. Choose from more than 270 vacation rentals for guests traveling with pets.
Are there Overland Park vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 60 vacation homes with pools in Overland Park, available on Airbnb. Make a splash and soak up the sun in style!
Do condo rentals in Overland Park have wifi?
Absolutely! We offer over 10 condo rentals with wifi in Overland Park. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Overland Park have a bbq area?
Absolutely! We offer over 110 house rentals with a bbq area in Overland Park. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Overland Park have a gym?
Absolutely! We offer over 20 apartment rentals with a gym in Overland Park. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in townhouse rentals in Overland Park?
Experience the best of Overland Park with our townhouse rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly townhouse rentals in Overland Park?
Overland Park has more than 40 family-friendly townhouse rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do guesthouse rentals in Overland Park have air conditioning?
Absolutely! We offer over 10 guesthouse rentals with air conditioning in Overland Park. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Overland Park

Total holiday rentals
Explore 780 holiday rentals in Overland Park

Nightly prices starting at
Overland Park holiday rentals start at $29 AUD per night before taxes and fees

Verified guest reviews
Over 47,940 verified reviews to help you choose

Family-friendly holiday rentals
540 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 300 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
470 properties have a dedicated workspace

Wi-Fi availability
770 of Overland Park holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Overland Park rentals

4.8 Average rating
Overland Park stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- St. Louis Holiday rentals
- Kansas City Holiday rentals
- Branson Holiday rentals
- Oklahoma City Holiday rentals
- Lake of the Ozarks Holiday rentals
- Omaha Holiday rentals
- Tulsa Holiday rentals
- Central Illinois Holiday rentals
- Platte River Holiday rentals
- Wichita Holiday rentals
- Bentonville Holiday rentals
- Hollister Holiday rentals
- Private suite rentals Overland Park
- Family-friendly rentals Overland Park
- Condo rentals Overland Park
- Townhouse rentals Overland Park
- Apartment rentals Overland Park
- Rentals with a fire pit Overland Park
- Rentals with a washing machine and dryer Overland Park
- Fitness-friendly rentals Overland Park
- Rentals with breakfast Overland Park
- Rentals with a hot tub Overland Park
- Rentals with a fireplace Overland Park
- Rentals with pools Overland Park
- House rentals Overland Park
- Rentals with a patio Overland Park
- Rentals with outdoor seating Overland Park
- Pet-friendly rentals Overland Park
- Arrowhead Stadium
- Oceans of Fun
- Kauffman Stadium
- Kansas City Zoo
- The Nelson-Atkins Museum of Art
- LEGOLAND Discovery Center Kansas City
- Snow Creek Ski Area - 2022 OPEN WEEKENDS
- Jacob L. Loose Park
- Negro Leagues Baseball Museum
- T-Mobile Center
- Legends Outlets Kansas City
- Uptown Theater
- Hyde Park
- The Ewing And Muriel Kauffman Memorial Garden
- Kansas City Convention Center
- Kansas City Power & Light District
- Children's Mercy Park
- University of Kansas - Lawrence Campus
- National World War I Museum and Memorial
- Arabia Steamboat Museum
- Midland Theatre
- Crown Center
- Overland Park Convention Center
- Kauffman Center for the Performing Arts




