Pet-friendly holiday rentals in Overland Park

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.

4.94 out of 5 average rating, 407 reviews

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

PetsOutdoor spacesTV

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, 134 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!

PetsWalkabilityIndoor spaces

Apartment in Country Club Plaza

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.

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

WalkabilityPetsParks

4.9 out of 5 average rating, 140 reviews

3bd | 2ba Home | Fire Pit, Gazebo & Fenced Yard

The perfect homebase for families, groups of friends, or traveling professionals to explore all the Kansas City area has to offer! This home is within walking distance from downtown Overland Park – an area full of restaurants, coffee shops, breweries, boutiques, and one of America’s favorite farmers markets! A short drive will take you to the P&L District, Country Club Plaza, Arrowhead, Nelson Atkins Museum, and the KC Airport. Weekly and monthly discounts available, feel free to stay awhile!

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Guesthouse in Kansas City

The exterior of the pool house features large glass windows that enhance natural light, showcasing a blend of modern architecture and a heated pool. A patio area is visible, with lounge furniture positioned beside the pool and artificial turf complementing the outdoor space.

4.86 out of 5 average rating, 227 reviews

The Black Walnut KC Pool House & Hot Tub

Beautiful pool house that sleeps up to 5 with two amazing king size beds, a queen pull out couch, and twin bed along with a beautiful full bathroom, kitchenette, laundry, and bar! Custom artificial turf, heated pool, and hot tub that are open year round make this a unique resort style stay in the heart of the favorite neighborhood of all of Kansas City - Brookside! We do not do parties or events, but love your furry family! @theblackwalnutkc Perfect for couples, families or friendscations!

WalkabilityOutdoor spacesAccuracy

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, 253 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!

Outdoor spacesPetsWi-Fi

A cozy living room features a sectional sofa in neutral tones, paired with a light-colored coffee table. A patterned area rug covers the floor, while a brick fireplace is set against a wood-paneled wall. Windows allow soft natural light to fill the space.

4.95 out of 5 average rating, 102 reviews

Secluded Oasis within City-kid friendly 4BR Home

Relax and unwind in this cozy updated home with a gorgeous backyard oasis of luscious trees and a serene creek! Sit on the back deck and enjoy the nature that is nestled in this beautiful quiet neighborhood. 4 bedrooms, 2.5 baths, it comfortably sleeps 12! Our home has modern stylish furnishings yet feels cozy to relax, plush beds with luxurious linens, fully equipped kitchen, and play room for endless fun for all ages! A beautifully renovated park is minutes away, including pickleball.

Outdoor spacesWalkabilityLayout

4.97 out of 5 average rating, 130 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.

Outdoor spacesWalkabilityAmenities

4.98 out of 5 average rating, 259 reviews

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

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⭑

Outdoor spacesWalkabilityLocation

4.94 out of 5 average rating, 578 reviews

Convenient Overland Park cottage on quiet street

Come relax in this 2 bed/2 bath cottage and enjoy the privacy of an 860 sq foot single family home. Master has queen bed, smart tv and its own private bath. The 2nd bedroom has a queen bed. The couch pulls out to another queen bed for extra sleeping room. Living room has a 50" smart TV. 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.

Outdoor spacesWalkabilityQuiet

4.98 out of 5 average rating, 466 reviews

A bright dining area is showcased, featuring a wooden table surrounded by four chairs. Large windows allow natural light to fill the space, offering views of the surrounding landscape. Floral centerpieces enhance the inviting atmosphere, while cozy seating is visible along the window ledge.

Home in Kansas City

Enjoy Nature at Modern Farmhouse Close to City

The perfect getaway that's close to it all! Enjoy your privacy at our restored 1933 bungalow on 18 acres just minutes off I-70. Relax after a road trip or gather your friends for a concert. Soak in the tub and get your best night of sleep on a plush mattress. Cook in a stocked kitchen or eat out at restaurants five minutes away. Meander along mowed paths, and let the kids play! We are pet-friendly, and business-ready with Gigabit Internet and an office setup.

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The exterior of a ranch-style house is framed by mature trees, showcasing a front deck and a driveway leading to an attached garage. The yard features well-maintained grass with fallen leaves, and the overall setting is quiet and inviting.

4.95 out of 5 average rating, 103 reviews

Melrose Place

A perfect home away from home. Centrally located in beautiful Shawnee. Perfect for families, friends or those traveling for business. This newly updated home has everything to make you feel welcome - WiFi, flat screens, washer/dryer, queen size beds, well equipped kitchen and much more. Close to neighborhood shops, restaurants and local breweries. 15 minute drive to The Plaza, Downtown KC, Village West Area, Arrowhead and Kaufman Stadiums.

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Popular amenities for Overland Park pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A bright and inviting living area showcases a modern red sofa with decorative cushions. Colorful artwork adorns the walls, and a warm wooden floor adds character. Natural light filters in through large windows, enhancing the cozy atmosphere of the space.

4.92 out of 5 average rating, 346 reviews

Comfortable home~quiet neighborhood

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The living area displays a comfortable seating arrangement with a dark brown leather sofa and a coffee table on a light-colored rug. A large ceiling fan hangs above, while soft natural light enters through the windows. A welcoming sign is positioned on the wall.

4.82 out of 5 average rating, 115 reviews

Townhouse in Lenexa by YDSH GuestMind

Air conditioningAmenitiesSleep quality

4.93 out of 5 average rating, 174 reviews

A cozy living area features a brown sectional sofa adorned with various cushions, inviting relaxation. A warm light source stands beside the sofa, illuminating the space. A soft, gray area rug covers the wooden floor, with a television mounted on the wall opposite.

Home in Merriam

MySweetHomeAway

Outdoor spacesPetsParking

A spacious interior features a high ceiling with exposed beams, enhanced by large windows allowing natural light. A dining area with several chairs surrounds a central table, while a sleek kitchen bar with stools is visible. Additional storage spaces are integrated along the wall.

4.81 out of 5 average rating, 182 reviews

Royal Rabbit Charming Bungalow

WalkabilityPetsHeating

4.97 out of 5 average rating, 292 reviews

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 Waldo

Charming Waldo Reader's Retreat

PetsOutdoor spacesCheck-in

4.96 out of 5 average rating, 223 reviews

A spacious leather sectional couch is positioned beneath a vaulted ceiling, complemented by two table lamps emitting soft light. Colorful artwork adorns the wall above, featuring nature-themed designs. The room is accented by a patterned rug, creating a welcoming ambiance.

Home in Merriam

~Comfort~Space~Location~PetFriendly~Patio~Grill~

WalkabilityPetsComfort

4.92 out of 5 average rating, 109 reviews

Home in Olathe

A Full House? Yes! -3 BR-2.5 Bath-12 Guests

WalkabilityOutdoor spacesTV

4.99 out of 5 average rating, 160 reviews

A dining area is highlighted by a round wooden table surrounded by four gray chairs. Floating shelves are adorned with books and decorative items. A large potted plant adds a touch of greenery, while a decorative mirror reflects light and space.

Home in Kansas City

Coveted Museum District Stylish Eastlake Victorian

Outdoor spacesPetsAccess

Pet-friendly home 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.

4.84 out of 5 average rating, 198 reviews

Amazing House with Heated Pool & Rooftop Hot Tub!

Outdoor spacesWalkabilityGetting around

A serene outdoor space features a clear swimming pool surrounded by trees and a wooden fence. Sun loungers are positioned along the poolside, offering a relaxing spot. A large windowed area of the home overlooks the pool, providing a blend of indoor and outdoor living.

4.73 out of 5 average rating, 122 reviews

Spacious 5-Bed Home with Pool in Overland Par! 27

Outdoor spacesPetsQuiet

5.0 out of 5 average rating, 258 reviews

An aerial view reveals a shared outdoor pool surrounded by a concrete patio, adorned with lounge chairs and shaded areas. A charming guesthouse is visible nearby, complemented by a flagpole featuring an American flag, all set within a spacious green landscape.

Guesthouse in Shawnee

1 of a Kind Guesthouse on 4 Acres. Dogs allowed

PetsWalkabilityKitchen

4.84 out of 5 average rating, 19 reviews

Apartment in Lenexa

The M&N Getaway

PetsNearbyLayout

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.

4.98 out of 5 average rating, 54 reviews

Luxury in Lenexa w/POOL+HOT TUB

PetsOutdoor spacesKitchen

A bright living area features a light-colored sectional sofa adorned with various cushions. A wooden coffee table sits on a textured rug, while a world map artwork adorns the wall above. Natural light streams in through large sliding glass doors, complemented by a ceiling fan.

4.81 out of 5 average rating, 26 reviews

Spacious Lenexa Townhouse w/ Pool/Ping-Pong Table

PetsWalkabilityCleanliness

4.94 out of 5 average rating, 18 reviews

Home in Olathe

Peaceful Oasis with Pool & hot tub in Olathe

PoolBarbecueComfort

4.95 out of 5 average rating, 98 reviews

A modern kitchen is presented with sleek appliances and ample counter space. Storage options include stylish baskets arranged on shelves. Light wood flooring complements the warm tones of the cabinetry. A well-lit pantry is accessible through double doors, enhancing functionality and organization.

Apartment in Gladstone

Cozy 2-bedroom apartment in Kansas City North

WalkabilityPetsCleanliness

Private, pet-friendly home rentals

4.97 out of 5 average rating, 570 reviews

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

Secret Garden Short Stay

Outdoor spacesPetsCleanliness

Townhouse in Shawnee Mission

A bright living area features a cozy fireplace with stacked firewood, framed by a decorative black mantle. A modern television is positioned nearby, with a coffee table displaying various small decorative items. Large windows allow natural light to brighten the space, complemented by neutral-toned furnishings.

4.87 out of 5 average rating, 232 reviews

Duplex•Family Fun•Fenced Backyard

WalkabilityPetsQuiet

Guesthouse in Shawnee Mission

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.

4.99 out of 5 average rating, 716 reviews

Westwood cottage in garden setting

Outdoor spacesPetsCleanliness

4.97 out of 5 average rating, 176 reviews

Townhouse in Olathe

Chic Family Home with Fenced Yard

PetsWalkabilityGetting around

4.97 out of 5 average rating, 34 reviews

Barn in Shawnee Mission

The Cottage at BluHawk Farms

Outdoor spacesPetsFamily

4.88 out of 5 average rating, 42 reviews

Mid-Century Modern Retreat Home - Overland Park

Outdoor spacesSleep qualityCondition

Tiny home in Shawnee Mission

5.0 out of 5 average rating, 17 reviews

Cozy Little Home with Big Comfort

PetsOutdoor spacesComfort

The living room features a spacious sofa with decorative pillows, accompanied by a comfortable armchair. Natural light enters through large windows adorned with sheer curtains and dark drapes. A decorative coffee table sits on a plush area rug, while framed artwork enhances the neutral-colored walls.