
Holiday rentals in Overland Park
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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

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.

Convenient Overland Park cottage on quiet street
Come relax in this 2 bed/2 bath cottage and enjoy the privacy of an 800 sq foot single family home. Master has queen bed and it's own private bath. 2nd bedroom has a queen bed. A queen size aerobed mattress is provided for extra sleeping room. Has a 50" flat screen TV equipped with Netflix/DVD player. Kitchen has granite counters and is fully stocked to make any great meal. Dining table seats 4 and kitchen seats another 3. Backyard with fire-pit. Pets welcome. Yard is only partially fenced.

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!

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!

1-bedroom 2nd floor suite w/private entrance!
We feature a smoke- and vape-free home and property. We also have a 2-bedroom listing. Leafy, close-in KS suburb. Apartment on 2nd floor of our home + DECK. Off-street parking for 1 car. Well-lit PRIVATE entrance. Microwave, mini-fridge, coffeemaker, kettle, toaster oven. Coffee, tea; Self-check-in for late arrivals. Very walkable neighborhood just 15 min. from Downtown, KU Med Center, Plaza, galleries, T-Mobile Center. Nearby locally-owned restaurants, coffee shops, parks, IKEA.

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.

Private Penthouse +Balcony Overlooking 39th Street
Located atop the Meshuggah Bagels along the iconic West 39th Street, this renovated 3rd level flat is truly an urban oasis. Guests are treated to comfortable accommodations with private access to your own balcony overlooking 39th Street! Get a glimpse of Kansas City through the eyes of a local! Be sure to check out the virtual guide book full of local restaurants, shops, and nightlife. There’s something for everyone. From global cuisine to barbecue, shopping and more!

Secret Garden Short Stay
1 King Bed. 1 Twin air mattress roll away (plz req rollaway) Washer/Dryer for your personal use. Fast Wi-Fi Fiber. Sep. fenced off backyard area with Private entry into your basement area that is located around the back of the main house. Parking space on property. Dog park, walking trails. Restaurants close by. Close to highwy, gas stations and shopping. We also have Solar panels that provide some back up for the heat/air and refrig if electricity goes out!!!

Charming Basement Oasis
Pets- Dogs Only. Private basement suite with walk out entry, situated 1 mile from Historical Downtown Overland District. Within walking distance to South Lake Park. Basement suite is part of a single family home. The house is central air with thermostat located upstairs. Main level is occupied by residents & is separate from the basement suite. Suite includes full kitchen & laundry, full bathroom, walk in closet, one queen bed, & fold down sofa.

Couples or Solo Travelers - Modern Guest Suite
Guests love the convenience and ease of this modern studio suite w/ separate entrance, privacy gate & parking! Has own heating unit & A/C so you can control the temperature to your liking. This walk-out suite is located on the corner of our house, there's a bedroom above it, so you may hear occasional footsteps, sound generally hasn’t been a problem for any guests that have stayed here.
Popular amenities for Overland Park holiday rentals
Other great holiday rentals in Overland Park

Great Location in Overland Park

Private basement living space in Overland Park

Stay w Superhost Overland Park KS/Kansas City

Beverly Hills Suite - Private Basement & Entry

Santoclere - designer home at Corporate Woods

Private bedroom, bath, family room .

Mindful Mission: Easy Living

Sinatra's Escape King Bd Fast WiFi Parking Netflix
When is the best time to visit Overland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $157 SGD | $159 SGD | $169 SGD | $167 SGD | $180 SGD | $189 SGD | $182 SGD | $180 SGD | $176 SGD | $169 SGD | $174 SGD | $169 SGD |
| 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 2,010 vacation rentals in Shawnee Mission, over 150 vacation rentals in Nottingham Forest, and over 1,280 vacation rentals in Mission.
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 apartment rentals in Overland Park have wifi?
Absolutely! We offer over 60 apartment 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 100 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 guesthouse rentals in Overland Park?
Experience the best of Overland Park with our guesthouse rentals, starting at about $50 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 condo rentals in Overland Park have air conditioning?
Absolutely! We offer over 10 condo 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 710 holiday rentals in Overland Park

Nightly prices starting at
Overland Park holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 45,120 verified reviews to help you choose

Family-friendly holiday rentals
480 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 270 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
420 properties have a dedicated workspace

Wifi availability
700 of Overland Park holiday rentals include wifi 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!
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