Vacation rentals in Overland Park

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Top-rated vacation rentals in Overland Park

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Guest favorite
A spacious living area features a comfortable gray sofa placed on a soft area rug. Natural light fills the space, accentuating wood beams and a lofted area with a bed. A wooden coffee table and dining set complete the cozy atmosphere.
Home in Kansas City
4.96 out of 5 average rating, 239 reviews

Charming Waldo Reader's Retreat

When my husband & I first saw this house, I knew it was the perfect place to escape to do my favorite thing - read. I designed it with that in mind. I could see myself reading in front of the wood-burning stove. Reading on the martini deck with coffee in hand. Reading in the afternoon light in the loft or outside on the deck. Located in the heart of Waldo, walking distance to restaurants, bakeries and bars. Brookside/Plaza are minutes away. I hope you love it as much as I do, I know you will.

Superhost
A spacious entertainment area is highlighted by a large projection screen showcasing vibrant content. Modern wall sconces provide soft illumination, while a sleek glass table complements the contemporary sectional seating arranged thoughtfully to encourage relaxation.
Home in Prairie Village
4.87 out of 5 average rating, 191 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.

Top guest favorite
A dining area is featured with a wooden table surrounded by four chairs. A colorful piece of wall art adds interest to the room. Opposite, a wooden sideboard displays dinnerware, while an open doorway leads to a comfortable living area with a sofa.
Home in Overland Park
4.96 out of 5 average rating, 185 reviews

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!

Top guest favorite
A spacious living area features a large, light-colored sectional sofa positioned on a textured area rug. Exposed wooden beams and modern pendant lights highlight the ceiling. In the background, an open-concept kitchen is partially visible, showcasing a clean, renovated design.
Loft in Kansas City
4.97 out of 5 average rating, 224 reviews

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!

Top guest favorite
The spacious basement living area features wood-paneled ceilings and soft carpeting. A round dining table with wooden chairs is positioned beside a cozy seating area that includes a couch and an armchair. A TV is mounted on the wall, offering entertainment options.
Home in Overland Park
4.95 out of 5 average rating, 428 reviews

Entire Private Basement with Walkout Entrance

Private basement with two queen beds, couch, memory foam cot or air mattress (upon request), full bathroom, washer/dryer, coffee maker, toaster, microwave, snacks, mini fridge (no freezer), table, WiFi, and a TV (Roku and antenna). We will be upstairs during your stay. We are not loud but you will hear us walk around upstairs. There is a walkout door to backyard. You will be able to park in the driveway. Walkway to gate located on east side of house. Walkway to backyard is well lit.

Top guest favorite
A living area features exposed brick walls complemented by wooden shelving. A dark leather sectional sofa is paired with a light-colored throw, while a contemporary coffee table occupies the center. Natural light filters in through large windows, illuminating potted plants.
Apartment in Westside North
4.98 out of 5 average rating, 191 reviews

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!

Top guest favorite
A bright bedroom features a spacious bed covered with a patterned comforter. Natural light enters through a large sliding glass door that opens to a deck, complemented by a decorative window treatment. A small bedside table with a lamp adds to the room's functionality.
Apartment in Overland Park
4.94 out of 5 average rating, 181 reviews

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.

Top guest favorite
The exterior of a charming studio guesthouse is presented, featuring a white façade with decorative white trim. Two large windows and a door with a small wreath add to the inviting look. A black vehicle is parked in front, surrounded by greenery.
Guesthouse in Overland Park
4.99 out of 5 average rating, 167 reviews

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.

Superhost
A spacious balcony is visible, featuring a small table and chairs, ideal for enjoying outdoor meals. The railing provides a clear view of the tree-lined street below, showcasing autumn foliage in vibrant hues, while the skyline can be seen in the distance.
Loft in Volker
4.89 out of 5 average rating, 523 reviews

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!

Top guest favorite
The exterior of the home is framed by lush greenery and colorful flowerbeds. A well-maintained lawn leads to the front entrance, where large windows provide ample natural light. An American flag waves gently from the porch, surrounded by trees offering shade.
Guest suite in Overland Park
4.94 out of 5 average rating, 135 reviews

Private DayLight Basement, Own Entrance, 1800 s/f

Spacious & beautiful 1800 sq ft apartment, sanitized, private entrance w/smart lock, Lg open floor plan, furnished kitchen - appliances, dishes, cookware, own Laundry, bath rm w/2 sinks, 55" smart HDTV, 2 queen beds, one private bedroom, one open bedroom with curtain surround, private lower level of home, Many sunny windows, cul de sac, many restaurants & shops, 2 min to hwy 69, Driveway parking. Pets welcome, Pet rules are under Booking Settings, then House Rules.

Top guest favorite
A bright and airy living space features a white sectional sofa and a sleek coffee table. A television is mounted on a wooden shelf, which displays decorative items and books. Light floods in through two windows, highlighting the warm tones of the wooden floor.
Guesthouse in Kansas City
4.98 out of 5 average rating, 266 reviews

Coho (Cozy Boho) Carriage House, Near Plaza

Come experience this century old, newly renovated carriage house right in the heart of Kansas City! With extremely close proximity to the city’s favorite destinations, this historic abode will help make your stay convenient and cozy. Locations and their distances from where you'll be: - The Nelson-Atkins Museum - 1.6 Miles - The Plaza - 1.7 Miles - Kansas City Zoo - 4 Miles - Union Station - 4.6 Miles - Downtown - 5.1 Miles - Chiefs & Royals Stadiums - 5.6 Miles

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
4.99 out of 5 average rating, 439 reviews

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!!!

Popular amenities for Overland Park vacation rentals

Quick stats about vacation rentals in Overland Park

  • Total rentals

    710 properties

  • Nightly prices starting at

    ﺩ.ﺇ73 before taxes and fees

  • Total number of reviews

    45K reviews

  • Family-friendly rentals

    480 properties are a good fit for families

  • Pet-friendly rentals

    270 properties allow pets

  • Rentals with a pool

    60 properties have a pool

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 150 vacation rentals in Nottingham Forest, over 2,010 vacation rentals in Shawnee Mission, 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 400 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 260 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 100 house rentals with a bbq area in Overland Park. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Overland Park have a gym?

    Absolutely! We offer over 40 house 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 apartment rentals in Overland Park?

    Experience the best of Overland Park with our apartment rentals, starting at about $30 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 private suite rentals in Overland Park have air conditioning?

    Absolutely! We offer over 10 private suite rentals with air conditioning in Overland Park. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore

  1. Airbnb
  2. United States
  3. Kansas
  4. Johnson County
  5. Overland Park