Pet-friendly holiday rentals in Leawood

4.93 out of 5 average rating, 376 reviews

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.

Home in Mission

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

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.

4.96 out of 5 average rating, 239 reviews

Charming Waldo Reader's Retreat

When my husband & I first saw this house, I knew it was the perfect place to escape to do my favorite thing - read. I designed it with that in mind. I could see myself reading in front of the wood-burning stove. Reading on the martini deck with coffee in hand. Reading in the afternoon light in the loft or outside on the deck. Located in the heart of Waldo, walking distance to restaurants, bakeries and bars. Brookside/Plaza are minutes away. I hope you love it as much as I do, I know you will.

4.94 out of 5 average rating, 135 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!

A cozy living area is highlighted by a large wall mural featuring trees and soft light. A sectional sofa and an armchair provide comfortable seating. A small coffee table sits on a patterned area rug, while a television and a work desk are positioned nearby.

4.94 out of 5 average rating, 521 reviews

Convenient Overland Park cottage on quiet street

Come relax in this 2 bed/2 bath cottage and enjoy the privacy of an 800 sq foot single family home. Master has queen bed and it's own private bath. 2nd bedroom has a queen bed. A queen size aerobed mattress is provided for extra sleeping room. Has a 50" flat screen TV equipped with Netflix/DVD player. 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.

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, 186 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!

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.

4.91 out of 5 average rating, 107 reviews

Luxurious & Spacious Ranch 5BR with 2 King Beds

This stylish ranch home is perfect for groups or families. With multiple living spaces, our newly renovated home has room to spread out for fun or work and is equipped with 1Gb Wifi. Only MINUTES from Overland Park Convention Center, shopping center, and highway access to get anywhere quickly. Modern updates all throughout, plush beds with luxurious linens, fully stocked kitchen with laundry. A bar in the basement along with an air hockey table gives this place tons of fun entertainment.

4.98 out of 5 average rating, 199 reviews

A living area features exposed brick walls complemented by wooden shelving. A dark leather sectional sofa is paired with a light-colored throw, while a contemporary coffee table occupies the center. Natural light filters in through large windows, illuminating potted plants.

Flat in Westside North

Historic, Industrial Flat in KC

Live the true Kansas-Citian lifestyle in this sparkling clean, and completely renovated 120-year-old brick beauty! Gorgeous hardwood floors, exposed brick walls, 10' island in the gorgeous chef's kitchen featuring gas cooktop and built-in oven/microwave. Spa-like bathroom with heated floors and rain shower head in the frameless glass shower. Spacious master bedroom with desk. Private rear deck and shared backyard. Walk minutes to KC's highlights: Crossroads, Street Car & Ferris Wheel!

Guest suite in West Plaza

The cozy studio features a spacious bed framed by white walls and rustic wood beams. A small dining table sits nearby, while a vibrant rug adds warmth to the concrete floor. Natural light floods in through large windows, complemented by decorative plants and wall art.

4.91 out of 5 average rating, 678 reviews

Backyard Artist Studio near Plaza

Backyard Artists Studio! *Pet Friendly* Walking distance to shopping and nightlife districts The Plaza and Westport. 200 sqft tiny living in a quiet backyard at the heart of Kansas City. Located close to everything KC has to offer. We are experts in all things Kansas City. This woodworking shop was turned into a cozy tiny home for artists. It boasts rustic exposed wood ceilings, a vintage kitchenette, patio deck, and comfortable mattress. Same day check-in time is after 6pm.

Holiday home in South Lake

A living area features a plush blue couch adorned with decorative pillows, complemented by a clear glass coffee table. A cozy chair with a light throw blanket sits nearby. Bright natural light filters through sheer curtains, enhancing the room's inviting ambiance.

4.91 out of 5 average rating, 148 reviews

Chic Modern Home in Downtown Overland Park

Chic modern stay in the heart of Downtown Overland Park! Relax with a plush king and queen bed, 1Gbps fast Wi-Fi, & washer/dryer. Walk to cafes, bars, shops, & the farmer’s market. Just 15 min to Plaza/downtown KC, 25 min to Arrowhead/MCI airport. Fully equipped kitchen & parking included. Perfect for couples or small groups (sleeps 4 w/ a queen air mattress available upon request). Book now for a comfy, convenient getaway that blends style & location—your ideal home base!

Guest house in Kansas City

A bright and airy living space features a white sectional sofa and a sleek coffee table. A television is mounted on a wooden shelf, which displays decorative items and books. Light floods in through two windows, highlighting the warm tones of the wooden floor.

4.98 out of 5 average rating, 269 reviews

Coho (Cozy Boho) Carriage House, Near Plaza

Come experience this century old, newly renovated carriage house right in the heart of Kansas City! With extremely close proximity to the city’s favorite destinations, this historic abode will help make your stay convenient and cozy. Locations and their distances from where you'll be: - The Nelson-Atkins Museum - 1.6 Miles - The Plaza - 1.7 Miles - Kansas City Zoo - 4 Miles - Union Station - 4.6 Miles - Downtown - 5.1 Miles - Chiefs & Royals Stadiums - 5.6 Miles

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.

4.98 out of 5 average rating, 207 reviews

Chateau Waldo - Cuddle-up Charming Home

Come stay at our charming updated Waldo retreat located in the heart of Kansas City! As a young couple starting out, my wife and I renovated this sweet home and made it beautiful. Now that our family has outgrown the space, we would love for guests to enjoy the space we called home for so many years. This lovely two-bedroom house features a remodeled kitchen and bathroom, office space, and a custom built screened in outdoor back patio. KC License # NSD-STR-00929

4.99 out of 5 average rating, 449 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

1 King Bed. 1 Twin air mattress roll away (plz req rollaway) Washer/Dryer for your personal use. Fast Wi-Fi Fiber. Sep. fenced off backyard area with Private entry into your basement area that is located around the back of the main house. Parking space on property. Dog park, walking trails. Restaurants close by. Close to highwy, gas stations and shopping. We also have Solar panels that provide some back up for the heat/air and refrig if electricity goes out!!!

Popular amenities for Leawood pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.97 out of 5 average rating, 180 reviews

The exterior of a charming single-family home is showcased, featuring a light-colored facade with decorative shutters. A front porch with steps leads to the entrance, surrounded by neatly landscaped greenery and small trees. The sidewalk is paved, and a wooden fence is partially visible in the background.

Home in West Plaza

Plaza Home walking distance to shops

A light-filled living area features a pair of dark leather sofas adorned with orange accent pillows. A decorative rug with a neutral pattern lies beneath, while a floor lamp and a wall-mounted TV provide functional comfort. Natural light streams through large windows covered by sheer curtains.

4.92 out of 5 average rating, 224 reviews

Close to Downtown & Stadium, Huge Yard, RV Parking

A modern kitchen features sleek gray cabinetry and stainless steel appliances, including a refrigerator and a microwave. White countertops provide a clean contrast, while a central island with open shelving and a potted plant offer a functional and inviting cooking space.

4.95 out of 5 average rating, 149 reviews

Vintage Home, Quiet & Close to Everything KC, 4BR

An antique clawfoot bathtub is filled with bubbles and surrounded by bright turquoise curtains. A wooden tray rests on the edge, holding a glass of water, a book open to a page, a lit candle, and a rolled towel. Natural light gently illuminates the scene.

4.92 out of 5 average rating, 802 reviews

Cottage West-Close to hwys-2bed 1ba

4.88 out of 5 average rating, 106 reviews

A well-lit living room features a comfortable sofa adorned with decorative pillows. A round coffee table sits on a textured rug, while a ceiling fan provides airflow. The room showcases art decorations, shelves, and a clock, with an entrance door leading to the outdoor area.

Home in Grandview

Cozy Home: Close to Everything! Pet Friendly!

A comfortable living area features a brown leather sofa paired with light-colored armchairs. A wooden coffee table is centered on a patterned rug. Natural light illuminates the space, highlighting the dining area in the background and framed artwork on the walls.

4.92 out of 5 average rating, 102 reviews

Charming 3bd | 2ba Home DT OP + Lrg Fenced in Yard

4.92 out of 5 average rating, 121 reviews

A cozy living area features a brown leather couch paired with a stylish side table and an eclectic floor lamp. A compact dining table with metal chairs is positioned near a large mirror, while natural light filters through the windows, enhancing the inviting space.

Home in Lee's Summit

Charming Mid-century Home DTLS

5 out of 5 average rating, 124 reviews

A velvet forest green couch is complemented by bright orange pillows, creating a focal point in the stylish living room. A cozy armchair with a patterned throw sits nearby, while a modern coffee table rests on an area rug. Colorful wallpaper is visible in the dining area beyond.

Home in Rosedale

West Plaza & KU Med - Modern Decor & Very Walkable

Pet-friendly home rentals with a pool

4.93 out of 5 average rating, 14 reviews

A well-maintained swimming pool is surrounded by a grassy area. Bright blue umbrellas are positioned over lounge chairs. The house in the background features a spacious deck with steps leading down to the pool area, complemented by a clear blue sky overhead.

Home in Blue Springs

Entertaining home with a view!

4.96 out of 5 average rating, 56 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.

Flat in Gladstone

Cozy 2-bedroom apartment in Kansas City North

4.78 out of 5 average rating, 105 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

5 out of 5 average rating, 34 reviews

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.

Home in Lenexa

Luxury in Lenexa w/heated pool

Flat in Downtown Kansas City

A spacious living room is showcased with a gray sofa adorned with throw pillows and a yellow blanket. A coffee table is centered with a vase of flowers, and modern accent chairs complement the decor. A smart TV is mounted on the wall, reflecting natural light from large windows.

4.85 out of 5 average rating, 133 reviews

Luxe 1B • Pool/Gym/Free Parking • Heart of DT

5 out of 5 average rating, 240 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.

Guest house in Shawnee

1 of a Kind Guesthouse on 4 Acres. Dogs allowed

Apartment in Central Hyde Park

A light-filled living area features a spacious grey sofa with decorative pillows, complemented by two orange armchairs. A coffee table sits atop a colorful area rug, while large sliding glass doors open to a private balcony, offering views of the outdoors.

4.86 out of 5 average rating, 14 reviews

Lux Condo w POOL & Parking

4.89 out of 5 average rating, 47 reviews

A spacious backyard is featured, with a large above-ground swimming pool surrounded by a wood deck. Green grass covers the area, and trees provide shade. The home's rear is visible, with multiple windows and a porch leading to the pool area.

Home in Lee's Summit

Kelz-Cute & comfy. DTLS & KC Chiefs/Royals Stadium

Private, pet-friendly home rentals

Home in Brookridge Estates

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.

4.96 out of 5 average rating, 78 reviews

Secluded Oasis within City-kid friendly 4BR Home

The living room features a comfortable white sofa paired with two wooden chairs. A round coffee table is centered on a patterned rug. A wall-mounted TV sits opposite the seating area, and artwork adorns the walls, complemented by natural light from the windows.

4.89 out of 5 average rating, 82 reviews

*Walk to Downtown OP*/Pet Friendly

4.74 out of 5 average rating, 110 reviews

Home in Grandview

Grandview Full Home - 3 BDR

A cozy living area showcases a welcoming atmosphere with a dark-brick fireplace and large windows allowing natural light. Comfortable seating is arranged around a circular coffee table on a soft rug, while the open kitchen is visible in the background.

4.91 out of 5 average rating, 70 reviews

Light&Bright OP Remodeled Home 4BD/2.5BTH

4.98 out of 5 average rating, 57 reviews

Home in Olathe

Welcome to our Mid-Mod in O-Town! Pets welcome!

4.85 out of 5 average rating, 66 reviews

The exterior of the suburban home is presented, featuring a well-maintained garden and a welcoming entryway. A two-car garage is visible, with landscaping that includes neatly trimmed grass and colorful flowers. The structure exhibits a blend of traditional and modern architectural elements under clear blue skies.

Home in Rolling Woods

Spacious 4 BR house; quiet suburb, hwy access!

Place to stay in Overland Park

A cozy living area features a high vaulted ceiling with exposed beams. A patterned area rug anchors the space, which includes a plush sofa and a loveseat, both adorned with decorative pillows. Natural light filters through large windows, complemented by soft lamps providing a warm glow.

4.87 out of 5 average rating, 15 reviews

Grace House, quiet, it has heating, hot water

A comfortable living room features a spacious sofa with textured throw blankets and decorative pillows. A wall-mounted flat-screen TV is positioned above a modern fireplace, while natural light filters through nearby windows, enhancing the homey ambiance.