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

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!

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!

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

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.

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!

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!

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

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!

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.

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!

Experience an exceptional stay at our Kansas City vacation rental. Whether it's the stunning views, the year-round heated saltwater pool and hot tub access, or the top-notch furnishings and bedding; We have everything to make your stay unforgettable. Our well-appointed furnishings, bedding, and mattresses ensure your comfort during your stay. Come and enjoy the best that Kansas City has to offer! **3-night minimum on weekends/ 2-night minimum on weekdays/strict no-party policy.**

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⭑

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.

Popular amenities for Overland Park pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.88 out of 5 average rating, 42 reviews

Mid-Century Modern Retreat Home - Overland Park

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~

5 out of 5 average rating, 14 reviews

Modern Overland Park Home| Free Parking| Fast WiFi

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

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

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

4.9 out of 5 average rating, 140 reviews

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

4.85 out of 5 average rating, 128 reviews

Home in Mission

Mission Outlook - Gorgeous Home + Pet Friendly

Pet-friendly home rentals with a pool

5 out of 5 average rating, 14 reviews

Home in Grandview

The Grand Estate | Pool • 2.5Baths • Sleeps 10

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

4.78 out of 5 average rating, 134 reviews

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.

Home in Olathe

Spacious & Updated Getaway! Pool & Hot Tub 10 Beds

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

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

5 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

4.94 out of 5 average rating, 18 reviews

Home in Olathe

Peaceful Oasis with Pool & hot tub in Olathe

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

Private, pet-friendly home rentals

Tiny home in Shawnee Mission

5 out of 5 average rating, 17 reviews

Cozy Little Home with Big Comfort

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

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

5 out of 5 average rating, 13 reviews

Santoclere - designer home at Corporate Woods

4.89 out of 5 average rating, 57 reviews

17' Vaulted Living Space! 15 min from Downtown KC!

5 out of 5 average rating, 39 reviews

Home in Grandview

King Suite + Garage| Sleek NEW Build Near KC

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