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

Outdoor spacesPetsHospitality

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, 135 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!

WalkabilityPetsDecor

A cozy seating area is arranged with two leather armchairs and a spacious sectional sofa. Three wooden side tables sit on a soft area rug, accentuating the space's comfort. Natural light filters through a nearby window, enhancing the inviting atmosphere.

4.97 out of 5 average rating, 157 reviews

Spacious 4 BDRM, Game Room, 85” TV, Fenced Yard

Welcome 2025! Weekend Getaway or Business Trip. Stay at our amazing 4 bedroom/3.5 bath home, fully furnished with a mid-century modern vibe. Enjoy the Lower Level featuring an 85" TV, a beautiful wood Stiga ping pong table, and a game table (we even provide poker chips). BBQ grill on the patio. Pets are welcome. Fenced back yard. Fully stocked kitchen. Many extras offered to anticipate a comfortable stay. If you forgot to pack it - we have it! Convenient HWY access. Let us host your next visit!

Outdoor spacesPetsComfort

4.95 out of 5 average rating, 157 reviews

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.

Home in Olathe

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 spacesCleanliness

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

Bring the whole family to this great place with lots of room for fun. Three bedrooms with an additional loft space makes this a perfect house for families. Plenty of off street parking with a large fenced yard, fire pit, deck and basement play room provides space for everyone. The large kitchen and dining area allow for meals both big and small. Conveniently located with easy access to downtown Kansas City, Speedway, Legends and Plaza Shopping, Arrowhead & Kauffman Stadiums and Union Station.

Outdoor spacesPetsParking

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!

WalkabilityPetsKitchen

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, 254 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!

WalkabilityPetsDecor

4.97 out of 5 average rating, 131 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 spacesPetsLaundry

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, 103 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.

PetsWalkabilityCleanliness

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⭑

WalkabilityOutdoor spacesParking

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.

WalkabilityOutdoor spacesHospitality

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, 285 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.

WalkabilityPetsGetting around

Popular amenities for Overland Park pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

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

Indoor spacesAmenitiesComfort

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

WalkabilityOutdoor spacesCheck-in

4.97 out of 5 average rating, 293 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

WalkabilityPetsLayout

4.85 out of 5 average rating, 128 reviews

Home in Mission

Mission Outlook - Gorgeous Home + Pet Friendly

PetsOutdoor spacesSleep quality

4.76 out of 5 average rating, 118 reviews

Large Home w/2 Living Spaces_4BR_Fenced Yard

Outdoor spacesPetsLong stay

4.98 out of 5 average rating, 251 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

Outdoor spacesWalkabilitySolo travel

4.98 out of 5 average rating, 467 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

WalkabilityOutdoor spacesLayout

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~

Outdoor spacesPetsLong stay

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, 199 reviews

Amazing House with Heated Pool & Rooftop Hot Tub!

WalkabilityPetsDecor

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 spacesPetsHospitality

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

PetsOutdoor spacesHeating

4.85 out of 5 average rating, 20 reviews

Apartment in Lenexa

The M&N Getaway

PetsLocationLayout

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

PetsWalkabilityWi-Fi

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, 27 reviews

Spacious Lenexa Townhouse w/ Pool/Ping-Pong Table

WalkabilityPetsIndoor spaces

4.94 out of 5 average rating, 18 reviews

Home in Olathe

Peaceful Oasis with Pool & hot tub in Olathe

AccuracyAir conditioningSleep quality

4.95 out of 5 average rating, 99 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

Outdoor spacesWalkabilityPool

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 spacesPetsSleep quality

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

WalkabilityPetsParks

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

WalkabilityOutdoor spacesBarbecue

4.87 out of 5 average rating, 15 reviews

Perfect entertainment home!

Outdoor spacesCleanlinessCheckout

5.0 out of 5 average rating, 14 reviews

Modern Overland Park Home| Free Parking| Fast WiFi

PetsOutdoor spacesQuiet

4.95 out of 5 average rating, 22 reviews

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

WalkabilityAir conditioningNearby

Tiny home in Shawnee Mission

5.0 out of 5 average rating, 17 reviews

Cozy Little Home with Big Comfort

Outdoor spacesPetsLocation