Family-friendly holiday rentals in Prairie Village

An open-concept dining area is furnished with a large wooden table surrounded by six chairs. A modern chandelier hangs overhead, illuminating the space. In the background, a well-equipped kitchen features light grey cabinetry, stainless steel appliances, and a cozy living area with a comfortable sofa.

4.93 out of 5 average rating, 136 reviews

Luxurious & Spacious Ranch 5BR with 2 King Beds

GUEST FAVORITE!! Luxury and spacious ranch home in an unbeatable location near OP Convention Center, the Plaza, and some of the area’s best shopping and dining. Open main level features TWO living spaces, large kitchen, and dining area, giving everyone room to gather and making it perfect for hosting. The incredible basement adds even more fun with a bar, multiple TV's, and game room w/various table & video games for guests to enjoy. This home was made for unforgettable stays and great memories!

5.0 out of 5 average rating, 129 reviews

Sleeps 12! Gym + Hot Tub + Theater

Welcome to a loved Prairie Village home w/ over 100+ stays! Sleeps up to 12 across 6 bedrooms, 3 king beds, 1 queen, a private movie theater that doubles as a 5th BR, and a basement sleeper sofa. Enjoy the private hot tub, 100" movie theater, gym, solo stove, game room, pickleball paddles, & a fully stocked coffee bar. Every bedroom has blackout curtains, sound machines, & premium bedding. ⚽ 22 min from FIFA World Cup games 🏙️ 18 min from Downtown KC ☕ Walking distance to shops & restaurants

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.

4.86 out of 5 average rating, 236 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.

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.

4.96 out of 5 average rating, 258 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!

A serene bedroom space is presented with soft, neutral tones. A spacious bed is dressed with white linens, accompanied by decorative pillows. Natural light filters through sheer curtains, with a floral pendant light hanging above. A cozy blanket is casually draped over the bed.

4.94 out of 5 average rating, 159 reviews

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.

4.97 out of 5 average rating, 134 reviews

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

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.

4.9 out of 5 average rating, 112 reviews

Prairie Village Retreat | Fireplace! + Game Room!

Nestled in the heart of Prairie Village, this delightful home was recently remodeled and is equipped with everything you need for the perfect stay. Enjoy luxury mattresses in the two bedrooms which are both equipped with TVs. Cozy up next to the fireplace with your favorite book or watch a movie on the living room tv. Play a round of foosball or shuffle board with the game on while your favorite dish is smoking in the Traeger outside. Walk to the Shops of Prairie Village within minutes.

A private pool surrounded by a diamond cut concrete patio is visible. Lounge chairs and an umbrella provide shaded seating. The backyard is enclosed by a privacy fence, with the house in the background featuring multiple windows and a deck access.

4.97 out of 5 average rating, 172 reviews

Private Pool Oasis | Family Escape • 4BR Sleeps 10

Family oasis -4-bedroom home with heated private pool, ideal for families and professionals. Comfortably sleeps up to 10 guests and is a great home base for out-of-town visitors attending World Cup matches or watching the games during downtime. Located in a desirable neighborhood close to dining, shopping, and golf. Features 4 bedrooms (2 en suite), 3.5 baths, a fully equipped kitchen, large laundry room, and two living spaces. Pool open April–late Sept/early Oct, weather permitting.

Superhost

A modern kitchen is showcased with white cabinetry and a contrasting exposed brick wall. Stainless steel appliances, including a microwave and stove, are integrated. A striped area rug is placed in front of the sink, and warm lighting creates a functional cooking space.

4.88 out of 5 average rating, 492 reviews

Charming Vintage Bungalow. Business Ready!

You will feel right at home in this cozy bungalow. This is a 3 Bedroom, 1 Bath with fully equipped kitchen, dining and living area, mudroom with coffee station and laundry area. 2 Bedrooms located upstairs. Centrally Located convenient to the Plaza/Midtown area, Power and Light District or enjoy the Quaint downtown Overland Park area. Ikea is only a short 5 min drive, we are close to everything! Nice, Safe Neighborhood. Park like setting backyard with walking trail next to house.

4.98 out of 5 average rating, 139 reviews

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!

Guesthouse in Kansas City

An elegant kitchen area features modern fixtures and a serene color palette. Warm pendant lights illuminate the space above a countertop with a coffee maker and decorative items. A decorative map hangs on the wall, complementing the thoughtful arrangement of glass jars and tableware on the shelves.

4.97 out of 5 average rating, 117 reviews

BKS Carriage House: Exciting French Modern Fun

Nestled in Brookside (BKS), our 2-bedroom retreat, featured on 'Bargain Mansions' (season 5, episode 6), blends French charm with modern comfort. Conveniently near the Brookside shops, the Plaza, Waldo, and downtown, it exudes timeless elegance. Enjoy included pastries and drinks, a quaint breakfast nook, and dedicated kids' space. We also offer complimentary beverages and use of picnic basket for your stay. Immerse yourself in Brookside's charm - secure your booking today!

A charming home is set within a lush lawn, framed by vibrant flowering plants and two decorative urns. The entryway features a large front door with a modern light fixture above. A cozy bench is positioned beside the door, inviting relaxation.