Vacation rentals in Roeland Park

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Top-rated vacation rentals in Roeland Park

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

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Top guest favorite

A spacious sleeping area features a queen-size bed dressed in a turquoise coverlet, complemented by decorative pillows. Natural light floods through a nearby window covered with light curtains. A wooden dresser and bedside table add warmth to the room, while framed artwork enhances the decor.

Guesthouse in Shawnee Mission

4.99 out of 5 average rating, 716 reviews

Westwood cottage in garden setting

This 400 sq. ft. guesthouse (studio) on a historic property in Westwood, KS has recently been fully renovated and furnished. It has a completely equipped kitchenette, comfortable living area, along with a queen-size bed. The guesthouse also includes a washer/dryer off the kitchenette. The guesthouse is a separate dwelling located on a half an acre property which includes the original farmhouse built in 1889 - the guesthouse added in 1920. Westwood, Kansas is 2 miles from the Country Club Plaza.

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Top guest favorite

A modern living area features a comfortable brown leather sofa, a stylish coffee table, and a large TV. Barstools are positioned by the kitchen island, while a small workspace with a desk and mirror is visible in the background, illuminated by natural light.

Apartment in Country Club Plaza

4.97 out of 5 average rating, 201 reviews

By Famous Plaza+Near DT 1BR APT w/ KTCHN+WorkSpace

🌃⭐Embrace comfort and convenience in our 1-bedroom Plaza oasis⭐🌃 Nestled in KC's premier shopping and dining district, this Airbnb offers comfort and style. Enjoy a short walk to the Plaza's renowned shops, restaurants🍝, and entertainment options👨‍🎤, or relax💤 in our inviting living area after a day of exploring. The fully equipped kitchen allows for easy meals at home, or savor local cuisine minutes away. Perfect for solo travelers or couples seeking a memorable stay in the heart of KC

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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 Shawnee Mission

4.96 out of 5 average rating, 254 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!

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Top guest favorite

A bright living room features dark hardwood floors and comfortable seating arrangements, including two deep gray sofas and a round coffee table. Natural light filters through the blinds of a large window, while decorative plants add a touch of greenery to the space.

Home in Merriam

4.97 out of 5 average rating, 131 reviews

Comfy 3-Bedroom House in Merriam

This beautiful home is located in a quiet and peaceful neighborhood in Merriam, KS, yet only minutes away from downtown KC and the Country Club Plaza. Conveniently situated near parks, shopping, and dining, this place is your perfect base to explore the vibrant Kansas City area. Ideal for families, friends, or solo travelers seeking a relaxing place to stay. The home features modern amenities, cozy furnishings, and a fully equipped kitchen. We warmly welcome people of all backgrounds.

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Top guest favorite

A modern living area features a stylish light-colored sofa and a green accent chair, arranged around a circular coffee table. Floor-to-ceiling windows provide ample natural light and views of the surrounding greenery. A wooden accent wall and sleek television add to the contemporary design.

Home in Kansas City

4.98 out of 5 average rating, 259 reviews

Modern Urban Oasis with Fire Pit 3br Sleeps 7

Welcome to your modern urban retreat located in Kansas City's vibrant Rosedale neighborhood. This 2 bedroom plus loft (sleeps 7) and 2.5 bathroom home is designed to provide you with luxurious comfort and eco-friendly style, making your stay truly exceptional. Centrally located, close to the vibrant 39th street shops and restaurants, KU Medical Center, Downtown Kansas City, The Country Club Plaza, Westport and the KC Power & Light District. ⭑CONTACT US FOR SEASONAL DISCOUNTS⭑

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Guest favorite

A well-lit living area features two comfortable sofas arranged around a wooden coffee table, complemented by a television unit. Natural light filters through multiple windows adorned with blinds. A staircase leads to the upper level, enhancing the open feel of the space.

Home in Kansas City

4.97 out of 5 average rating, 181 reviews

Cozy 3 Bedrooms 2 Bath House 4 Beds Sleeps 8

This charming 3-bedroom, 2-full bathroom house offers a perfect blend of comfort and convenience. Access to a one car garage. Bedroom 1: King bed Bedroom 2: Two Full beds Bedroom 3: Queen Bed Central location in Kansas City. Easy access to all main attractions Kansas City has to offer. No Pets *12 minutes: Downtown/Power & Light District. *10 minutes: Westport/Plaza. *15 minutes: Legends/Sporting KC. *20 minutes: Kauffman Stadium/Arrowhead. *15 minutes: KC Current Stadium.

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Guest favorite

A bright and welcoming room features a cozy bed with plush pillows and decorative throw blankets. Two bedside lamps provide soft lighting beside the bed. Neutral walls and flooring create a calm atmosphere, while a ceiling fan offers a gentle breeze.

Home in Shawnee Mission

4.84 out of 5 average rating, 107 reviews

Peaceful Retreat - 20 Minutes to Almost Anywhere!

Perfectly tucked-away home in a quiet suburban neighborhood—an ideal base for World Cup travelers who want quick access to matches, fan zones, and downtown Kansas City without the noise. Enjoy a peaceful stay with easy highway access. ★ 10 min > KU Medical Center ★ 6 min walk > New Park ★ 20 min walk or 3 min drive > Downtown KC ★ 10 min > Plaza & Westport ★ 3 min > Walmart & grocery store ★ Quick highway access to stadium routes ★ Separate basement unit — no shared spaces

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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 Kansas City

4.88 out of 5 average rating, 620 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!

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Top guest favorite

A modern kitchen features wooden cabinetry and a dark countertop. Stainless steel appliances include a refrigerator and a stove. Open shelving displays dishes and containers, while a sink is positioned beneath a window. Seating includes red bar stools and a dining table nearby.

Home in Shawnee Mission

4.89 out of 5 average rating, 361 reviews

Cozy home, great for families and friends

Great location, perfect for groups or families. Whether you are traveling for work or pleasure this house will fit your needs to stay with comfort!! Easy access to I35, minutes from the Plaza, Westport or downtown KC. Enjoy this quiet street with lots of birds and and a beautiful old oak tree. Driveway accommodates four vehicles and there is also street parking. Possible to live on one level with a single step to enter the house. License Number RL18-000148

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Top guest favorite

An inviting living space features a brown leather sofa and stylish chairs arranged around a coffee table. A dining area showcases a wooden table surrounded by chairs. Wall decor includes macramé hangings and a framed photo. Natural light brightens the room, enhancing its warm tones.

Townhouse in Shawnee Mission

4.93 out of 5 average rating, 111 reviews

Visit Kansas City! Prime location!

Cozy 2-Queen Bedroom Unit in a Peaceful Neighborhood – Perfect for Your KC Getaway! Welcome to our charming, private top-unit townhouse, nestled in a friendly, well-established neighborhood. This 2-bedroom, 1-bathroom unit offers the ideal space for a relaxing stay, complete with two assigned parking spots for your convenience. Guests must be able to use stairs to access the unit.

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Superhost

Home in Shawnee Mission

4.86 out of 5 average rating, 134 reviews

The Checkmate - Roeland Park Ranch + Pet Friendly!

🏡 Charming Roeland Park 2-bedroom ranch (1 King, 1 Queen + Queen daybed) 🛁 1 full bathroom with luxury Tommy Bahama products ☕ Fully equipped kitchen with upgraded coffee bar 🛋 Cozy living room with Smart TV + board games 📶 High-speed WiFi, USB charging stations 🌳 Private deck, pet-friendly, driveway parking 📍 Minutes from Country Club Plaza, Downtown KC, local shops & parks

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Superhost

Home in Shawnee Mission

4.83 out of 5 average rating, 247 reviews

Beautiful 3 Bdrm Home Near Plaza | 19

Welcome to your ideal large-group getaway in this spacious West Plaza home! With three bedrooms, 2.5 bathrooms, a generous kitchen, dining room, and living room, there's ample space for family and friends to relax and reconnect. Experience comfort and convenience in the heart of Kansas City! This property is managed by Karat Vacation Rental Management

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