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, 405 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

WalkabilityOutdoor spacesNearby

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 spacesBathroom

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!

PetsOutdoor spacesDecor

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, 251 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!

PetsOutdoor spacesGetting 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, 101 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 spacesPetsLocation

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.

WalkabilityOutdoor spacesAccuracy

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⭑

WalkabilityOutdoor spacesIndoor spaces

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.

PetsWalkabilityPool

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.

WalkabilityPetsQuiet

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.

PetsOutdoor spacesBackyard

4.97 out of 5 average rating, 175 reviews

Townhouse in Olathe

Chic Family Home with Fenced Yard

Stylish, comfortable and relaxing with fenced yard, this home is perfect for families and groups. Pets welcome. For more space the sister Airbnb is next door. Enjoy walking trails and playgrounds just steps away. Sleeps 6 to 8 with 2 bedrooms, 1.5 baths, king and two full beds, plus finished basement. Conveniently located near Overland Park and Olathe sports complexes, making it ideal for baseball, softball, soccer tournaments.

Outdoor spacesPetsKitchen

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.

WalkabilityPetsLong stay

Popular amenities for Overland Park pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.93 out of 5 average rating, 173 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 spacesPetsQuiet

4.98 out of 5 average rating, 248 reviews

A charming one-story house features a light blue exterior with a welcoming covered entryway. Lush greenery, including shrubs and flowerbeds, frames the pathway leading to the front door, while a manicured lawn adds to the inviting atmosphere.

Home in Waldo

Chateau Waldo - Cuddle-up Charming Home

WalkabilityPetsNearby

4.99 out of 5 average rating, 158 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

PetsOutdoor spacesCleanliness

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

PetsWalkabilityKitchen

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

WalkabilityOutdoor spacesTV

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, 110 reviews

Comfortable Space_Sleeps 9_Home Theater_Pool Table

Outdoor spacesPetsAmenities

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.

4.96 out of 5 average rating, 113 reviews

Charming Home in heart of KC

WalkabilityOutdoor spacesPool

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

DecorAccuracyValue

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, 197 reviews

Amazing House with Heated Pool & Rooftop Hot Tub!

PetsOutdoor spacesCondition

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

WalkabilityPetsAccuracy

A fenced backyard features a sparkling blue pool, inviting relaxation. The deck offers access to the house, with a smooth stone surface surrounding the pool. Lush greenery complements the outdoor space, enhancing the overall ambiance of the area.

4.78 out of 5 average rating, 134 reviews

Spacious & Updated Getaway! Pool & Hot Tub 10 Beds

Outdoor spacesWalkabilityComfort

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 spacesWalkabilityParking

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

WalkabilityPetsAccuracy

5 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

PetsOutdoor spacesSleep quality

4.94 out of 5 average rating, 17 reviews

Peaceful Oasis with Pool & hot tub in Olathe

NearbyLocationBarbecue

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 spacesKitchen

Private, pet-friendly home rentals

4.88 out of 5 average rating, 42 reviews

Mid-Century Modern Retreat Home - Overland Park

Outdoor spacesHospitalityCondition

A spacious living room is depicted, featuring a large sectional sofa in a muted green tone and a wooden coffee table. Bright natural light enters through a nearby window, while a mounted television and decorative elements add to the room's comfort. A door leads to the exterior.

4.92 out of 5 average rating, 76 reviews

Outdoor spacesPetsIndoor spaces

5 out of 5 average rating, 13 reviews

Modern Overland Park Home| Free Parking| Fast WiFi

WalkabilityPetsBathroom

Superhost

A spacious living room is presented, featuring a large sectional sofa adorned with orange and patterned cushions. A wooden coffee table occupies the center, complemented by a cozy armchair. Natural light floods the space through large windows, with a modern electric fireplace and TV positioned on the wall.

4.83 out of 5 average rating, 24 reviews

Spacious King Beds! Quiet & Walkable | Fenced Yard

WalkabilityBarbecueBathroom

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 out of 5 average rating, 53 reviews

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

WalkabilityOutdoor spacesCheck-in

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 spacesComfort

5 out of 5 average rating, 13 reviews

Santoclere - designer home at Corporate Woods

ValueAccuracyLocation