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, 406 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

Outdoor spacesPetsBarbecue

A single-story home is set among lush green grass and mature trees. The exterior features light gray siding and a welcoming front door. Large windows allow for ample natural light, while a neatly manicured hedge frames the front of the house. A garage is visible on the left.

4.95 out of 5 average rating, 157 reviews

Johnson County Jewel

Welcome to our adorable, efficient 2 bedroom newly updated home with fenced yard for your fur baby. This is our home away from home. We hope you enjoy your stay with special features-like a great outdoor covered patio for playing oversized Jenga, cornhole or grilling up some KC BBQ! Centrally located off I-35 for easy dining, shopping & entertainment throughout Johnson County and Greater Kansas City. All new furnishings and fully stocked. King bed plus Daybed coverts to twins or another king!

PetsOutdoor spacesSleep quality

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, 252 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 spacesWalkabilitySolo travel

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.

4.81 out of 5 average rating, 113 reviews

Townhouse in Lenexa by YDSH GuestMind

Welcome to our modern Lenexa townhome, a stylishly designed 3-bedroom retreat perfect for a cozy escape. Enjoy contemporary furnishings and tranquil surroundings in this inviting space by YDSH GuestMind Relax in the spacious living areas, unwind in plush bedrooms, and take in the fresh air on the private patio. Conveniently located, you're just minutes away from Lenexa's attractions and a short drive from downtown Kansas City. Experience both convenience and relaxation during your stay!

DecorSleep qualityGetting around

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.

WalkabilityOutdoor spacesLayout

4.97 out of 5 average rating, 129 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 spacesWalkabilityCondition

A cozy living area is highlighted by a modern sofa adorned with decorative pillows. A flat-screen television is mounted above a sleek fireplace, where flickering flames create a warm ambiance. Light filters through window treatments, enhancing the inviting atmosphere.

4.9 out of 5 average rating, 111 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.

Outdoor spacesWalkabilityCheck-in

4.98 out of 5 average rating, 258 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 spacesWalkabilityHeating

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.

WalkabilityPetsParks

Guest suite in Shawnee Mission

A modern studio space features a spacious queen bed with a patterned blanket and decorative throw. A compact kitchen area is visible with blue cabinetry. A small dining table with stools is present, along with a large area rug adding texture to the room.

4.98 out of 5 average rating, 281 reviews

Charming Basement Oasis

Pets- Dogs Only. Private basement suite with walk out entry, situated 1 mile from Historical Downtown Overland District. Within walking distance to South Lake Park. Basement suite is part of a single family home. The house is central air with thermostat located upstairs. Main level is occupied by residents & is separate from the basement suite. Suite includes full kitchen & laundry, full bathroom, walk in closet, one queen bed, & fold down sofa.

PetsWalkabilityAir conditioning

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.

Outdoor spacesWalkabilityParking

4.97 out of 5 average rating, 291 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

Sweet little bungalow in the heart of Waldo. Sits at the back of the property, so there is no fenced in yard. We had a new driveway poured in 2025, you’re welcome to use that or park on the street. Main bedroom is on the ground floor with an additional bed upstairs (the stairs are ladder-like, so not suitable for everyone!). We love this little house so much and think you will too.

Outdoor spacesPetsSleep quality

Popular amenities for Overland Park pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

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

PetsWalkabilityHeating

4.85 out of 5 average rating, 128 reviews

Home in Mission

Mission Outlook - Gorgeous Home + Pet Friendly

Outdoor spacesWalkabilityQuiet

4.98 out of 5 average rating, 268 reviews

A welcoming living room features a large gray sectional sofa and an additional armchair, providing comfortable seating for up to five guests. A wooden coffee table sits in front, while natural light streams through the windows. A Smart TV is mounted on the wall for entertainment.

Home in Waldo

*The Green House* King bed✩Outdoor Hangout✩Netflix

Outdoor spacesWalkabilityHiking

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, 345 reviews

Comfortable home~quiet neighborhood

PetsWalkabilityDecor

A living room with ample natural light features a comfortable grey sofa, two vibrant blue chairs, and a coffee table positioned on plush carpeting. A modern fireplace is nestled beneath a wall-mounted TV, contributing to a cozy environment. Decorative plants and wall art enhance the space.

4.95 out of 5 average rating, 111 reviews

Comfortable Space_Sleeps 9_Home Theater_Pool Table

PetsWalkabilityComfort

4.98 out of 5 average rating, 465 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

PetsWalkabilityQuiet

4.92 out of 5 average rating, 109 reviews

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

Outdoor spacesWalkabilityLaundry

Superhost

4.9 out of 5 average rating, 138 reviews

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

WalkabilityOutdoor spacesValue

Pet-friendly home rentals with a pool

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

WalkabilityPetsFamily

Superhost

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

PetsOutdoor spacesAir conditioning

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, 197 reviews

Amazing House with Heated Pool & Rooftop Hot Tub!

WalkabilityPetsNearby

5.0 out of 5 average rating, 257 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

WalkabilityPetsAccuracy

4.84 out of 5 average rating, 19 reviews

Apartment in Lenexa

The M&N Getaway

PetsBathroomGetting around

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, 52 reviews

Luxury in Lenexa w/POOL+HOT TUB

Outdoor spacesPetsTV

Superhost

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.

4.83 out of 5 average rating, 24 reviews

Spacious Lenexa Townhouse w/ Pool/Ping-Pong Table

WalkabilityPetsLocation

4.94 out of 5 average rating, 17 reviews

Peaceful Oasis with Pool & hot tub in Olathe

Hot tubCleanlinessAmenities

Private, pet-friendly home rentals

4.97 out of 5 average rating, 568 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

PetsWalkabilityLocation

4.97 out of 5 average rating, 176 reviews

Townhouse in Olathe

Chic Family Home with Fenced Yard

PetsWalkabilityLayout

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, 200 reviews

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

PetsWalkabilityValue

Guest suite in Shawnee Mission

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.

4.93 out of 5 average rating, 158 reviews

Private DayLight Basement, Own Entrance, 1800 s/f

WalkabilityPetsLaundry

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.

5.0 out of 5 average rating, 53 reviews

3 BR, 2 Garage, Fenced Yard, Pet Friendly Private

Outdoor spacesWalkabilityHospitality

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.

4.95 out of 5 average rating, 41 reviews

Overland Park Retreat

WalkabilityOutdoor spacesBathroom

4.95 out of 5 average rating, 21 reviews

Room for Everyone | Sleeps 10 | Bunks+Bonus Space!

WalkabilityAccuracyBathroom