House holiday rentals in Overland Park

4.93 out of 5 average rating, 391 reviews

A spacious sleeping area features a queen-size bed dressed in soft linens and a blue sofa, along with a coffee table. A smart TV is mounted on the wall, and a desk is positioned in the adjacent office area, illuminated by natural light from nearby windows.

Home in Mission

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

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.

4.96 out of 5 average rating, 153 reviews

Private Pool Retreat/Stylish 4BR Getaway/Top Rated

World Cup–ready 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 early April–late Sept/early Oct, weather permitting.

A bright living room features a comfortable leather sectional couch and two circular coffee tables. Natural light floods in through large windows adorned with dark curtains. Exposed wooden beams add character to the ceiling, while a modern TV is mounted on the wall.

4.94 out of 5 average rating, 162 reviews

Room to Spread Out • Central Overland Park

3 King Size Beds, 1 Bunk Bed (Full & Twin Size) 6 Smart TVs, Driveway Parking, Washer & Dryer, oversized backyard w/ patio, batting cage & swing set. *15 Minutes to Downtown KC, Country Club Plaza, Crown Center! *23 Min to Chiefs & Royals stadiums. *5 Minutes to Downtown Overland Park ft. restaurants, farmers market, bars & more! Main Level: + Open living room + Updated kitchen & dining + 3 bedrooms & full bath Lower Level: + Second living area + 1 bedroom & full bath + Wet bar + mini fridge

A cozy living area is highlighted by a large wall mural featuring trees and soft light. A sectional sofa and an armchair provide comfortable seating. A small coffee table sits on a patterned area rug, while a television and a work desk are positioned nearby.

4.94 out of 5 average rating, 543 reviews

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.

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.

4.97 out of 5 average rating, 219 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!

4.95 out of 5 average rating, 138 reviews

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.

Home in Prairie Village

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.

5 out of 5 average rating, 121 reviews

Home in Fairway

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!

4.87 out of 5 average rating, 196 reviews

The living area features a vaulted ceiling with natural light streaming through large windows. A cozy sofa sits over a colorful rug, with a modern armchair nearby. A wall-mounted TV is positioned above a stylish fireplace, complemented by dining and seating areas in the background.

Home in Lenexa

Vibrant remodeled 3 bedroom townhome

Newly remodeled vibrant and stylish townhome. Featuring 3 bedrooms and 1 bathroom. Fully equipped kitchen, onsite washer/dryer, smart TVs, high speed WiFi with streaming abilities, coffee bar, grill, outdoor patio with seating, and access to 4 neighborhood outdoor pools(seasonal - typically Memorial Day thru Labor Day), tennis courts, and other amenities. Located in a safe and quiet neighborhood in Lenexa with easy access to both interstate I35 and I435.

A cozy living area includes a sectional sofa and accent chairs arranged around a circular coffee table. Natural light filters through sheer curtains, and a mirror reflects the relaxed setting. Beamed ceilings add a touch of character to the modern decor.

4.94 out of 5 average rating, 170 reviews

NEW! Updated *|* Stylish *|* OP getaway w/ Hot Tub

Newly-furnished and designed with stylish comfort in mind, this 3BR home is in a quiet, peaceful neighborhood near Downtown Overland Park, KS. Modern yet welcoming decor is sure to make business travelers, families, and small groups of friends wish they never had to leave! Located near endless dining, shopping, and entertainment options. Mere minutes from highway access makes this home perfect for exploring all KC has to offer!

Superhost

A modern kitchen features white cabinetry and stainless-steel appliances, including a microwave and refrigerator. A wooden dining table with three minimalist chairs is positioned in front of the counter. Pendant lights hang above, illuminating the spacious layout and neutral tile flooring.

Home in Prairie Village

4.86 out of 5 average rating, 201 reviews

Modern Luxury Oasis - Private Hot Tub, Sauna & Gym

Relax in style at our modern-meets-vintage home! Unwind in the 8-person hot tub, detox in the sauna, or energize in the gym. Our chic décor adds a retro touch. Each bedroom boasts cozy bedding, top-notch mattresses, smart TVs, and plenty of closet space. Fully equipped kitchen plus outdoor grill for culinary adventures. Nestled in tranquil Prairie Village, just 6 mins from I-35.

A spacious living area is presented with a comfortable sectional sofa and a recliner, inviting relaxation. A coffee table sits in front, complemented by a patterned area rug. The dining area is visible in the background, featuring a wooden table and chairs, with natural light flowing in from nearby glass doors.

4.96 out of 5 average rating, 241 reviews

Cozy home-away-from-home. You won't want to leave!

Peaceful Red Door Inn--plenty of room to stay a few days. You have the whole house! Visit the wonderful Kansas City area, or stay home with the screened-in porch & quiet backyard for a restful getaway or retreat. Dozens of restaurants minutes away or fully equipped kitchen for your use with grocery stores only blocks down the street. WiFi & cable with Showtime included.

4.87 out of 5 average rating, 305 reviews

Floyd's Retreat Stylish Home | Walk to Downtown Ov

Professionally designed 2-bedroom retreat just one block from vibrant downtown Overland Park! This stylish home comfortably sleeps 4 and is perfect for families, couples, or business travelers. Enjoy two living areas, a fully equipped kitchen, and a dedicated workspace. Walk to local shops, restaurants, and bars from this convenient and welcoming home base.

Popular amenities for house rentals in Overland Park

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Downtown Kansas City

A serene outdoor space is showcased with a heated saltwater pool surrounded by smooth concrete and lush greenery. Two lounge chairs are positioned near the pool, while a cozy structure is visible in an adjacent area, offering a shaded retreat.

4.83 out of 5 average rating, 179 reviews

Amazing House with Heated Pool & Rooftop Hot Tub!

5 out of 5 average rating, 54 reviews

The modern home features a striking exterior combining dark and light panels. The outdoor area includes a shimmering pool, lounge chairs, and a spacious screened-in lanai. Surrounded by greenery, the scene offers a comfortable space for relaxation and socializing in an inviting atmosphere.

Home in Bucyrus

Modern Home with shipping Container Pool

4.93 out of 5 average rating, 196 reviews

A spacious living room features a gray-brick fireplace with an artistic representation of a tree above. Light gray walls complement the subtle decor, while plants and decorative items are arranged on white bookshelves. A brown couch with blue cushions faces a glass table, enhancing the inviting space.

Home in Shawnee

5 level home. Holiday Ready.

4.97 out of 5 average rating, 137 reviews

A single-story bungalow is surrounded by lush green grass and large shade trees. The light-colored exterior features a bold blue front door, and multiple windows showcase views of the well-maintained yard. A paved driveway leads to an adjoining garage.

Home in Lee's Summit

Cozy home, work/play, easy access to all things KC

5 out of 5 average rating, 38 reviews

A serene outdoor space features a heated pool surrounded by lush greenery. Comfortable lounge chairs are positioned under a shaded umbrella. The landscaped yard includes low shrubs and decorative stones, creating a relaxed atmosphere for leisure.

Home in Lenexa

World Cup Luxury in Lenexa w/hot tub Sleeps 10

5 out of 5 average rating, 16 reviews

Home in Olathe

Secluded•Hot Tub• Outdoor Cinema•Pool•The Spot

4.95 out of 5 average rating, 136 reviews

The open living area features cozy furniture, including a sofa with a throw blanket and two blue chairs. A dining set is visible in the background. The game room showcases a pool table, while the outdoor area includes a Cowboy Pool and seating around a firepit.

Home in Kansas City

Ranch Getaway w/ Pool, Game room, Fire pit

5 out of 5 average rating, 18 reviews

Home in Lee's Summit

Stay at Whispering Pines

Weekly house rentals

A spacious living area features a large sectional sofa, complemented by a round coffee table. Natural light streams through multiple windows, enhancing the warm orange wall. A small desk is present, along with a decorative area rug that adds texture to the hardwood floor.

4.96 out of 5 average rating, 75 reviews

Beautiful guest house South Overland Park

5 out of 5 average rating, 31 reviews

Home in Shawnee

Modern Chic Loft | Shawnee KS

A living room features a light-colored couch facing two dark armchairs, arranged around a wooden coffee table. A colorful wall art piece and a floor lamp add warmth, while natural light enters through a window with sheer curtains.

5 out of 5 average rating, 41 reviews

Prairie View - Comfy & Convenient | 2BR | 1.5 BA

A comfortable living area is displayed with a large coffee table centered between two beige armchairs and a sectional sofa. A brick fireplace is framed by large windows, providing natural light, while decorative plants and vases add subtle touches to the space.

5 out of 5 average rating, 61 reviews

4 bedroom Private home

A spacious living area features a comfortable gray sofa and two black armchairs. A wooden coffee table sits on a textured area rug, enhancing the inviting feel. Natural light enters through large windows, illuminating the fireplace and wall-mounted television.

4.98 out of 5 average rating, 82 reviews

Downtown 3BR Delight w/ Wi-Fi Match Soccer Access

4.84 out of 5 average rating, 70 reviews

The exterior of the suburban home is presented, featuring a well-maintained garden and a welcoming entryway. A two-car garage is visible, with landscaping that includes neatly trimmed grass and colorful flowers. The structure exhibits a blend of traditional and modern architectural elements under clear blue skies.

Home in Rolling Woods

Spacious 4 BR house; minutes to World Cup shuttle!

A bright and inviting living area features a modern circular area rug and a mix of comfortable seating options. A sleek coffee table sits at the center, while natural light enters through large windows. Bright wall art adds a touch of color to the space.

4.94 out of 5 average rating, 34 reviews

Overland Park Retreat

5 out of 5 average rating, 8 reviews

Santoclere - designer home at Corporate Woods

Private house rentals

4.92 out of 5 average rating, 37 reviews

World Cup Nights, Cozy KC Days

4.96 out of 5 average rating, 92 reviews

A modern living area features a gray sofa with decorative pillows and a light rug. A small table holds a plant and a coffee cup. The open kitchen is visible in the background, highlighted by blue cabinetry and white countertops, allowing ample natural light to enter.

Home in Mission

Cozy and Relaxing

Superhost

A single-story home is depicted amidst a lush green landscape, featuring a large driveway. The exterior combines stone and wood elements, while considerable trees provide shade. A parked car is visible alongside the house, enhancing the sense of space.

4.9 out of 5 average rating, 10 reviews

Abraham house .There is hot water and heating

4.95 out of 5 average rating, 56 reviews

A modern kitchen features white cabinetry and stainless steel appliances. An island with two gold bar stools invites gathering. Natural light enhances the open layout, connecting the culinary space to a cozy living area visible in the background.

Home in Cherokee Hills

Family-Friendly FiFA Base Camp w/Game Room&Firepit

4.87 out of 5 average rating, 83 reviews

A solid acacia wood dining table is set for a meal, surrounded by several dark, modern chairs. Overhead, three pendant lights provide illumination. In the background, a spacious living area showcases a large couch, a television, and natural light from multiple windows.

Home in Lenexa

The Station KC - Arcade Bungalow

Superhost

A cozy living area showcases a welcoming atmosphere with a dark-brick fireplace and large windows allowing natural light. Comfortable seating is arranged around a circular coffee table on a soft rug, while the open kitchen is visible in the background.

4.88 out of 5 average rating, 74 reviews

Light&Bright OP Remodeled Home 4BD/2.5BTH

4.99 out of 5 average rating, 85 reviews

The exterior of the home features a Victorian-style covered porch with decorative railings. Potted plants and hanging flower baskets add a touch of greenery, while the light-colored exterior contrasts with the natural stone front yard.

Home in Olathe

Quiet cul-de-sac home near trails & parks

The exterior of a midcentury home showcases a modern design with a carport accommodating two vehicles. Mature trees surround the property, providing shade to the landscaped yard. A spacious driveway leads to the entrance, which features a contemporary door and decorative plants.