Pet-friendly holiday rentals in Overland Park

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

4.96 out of 5 average rating, 239 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 Kansas City

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.

4.88 out of 5 average rating, 194 reviews

A spacious entertainment area is highlighted by a large projection screen showcasing vibrant content. Modern wall sconces provide soft illumination, while a sleek glass table complements the contemporary sectional seating arranged thoughtfully to encourage relaxation.

Home in Prairie Village

Spacious Luxury Retreat w/ Hot Tub & Movie Theatre

Relax and take a break in this spacious family retreat! Check out the great outdoor space with 8-person hot tub, firepit and quite patio. Relax inside on the 12' sectional and watch your favorite movie on a 150" screen! Little kids will love swinging on the back yard playset, or climbing on the 25' pirate ship and two-story castle! Pool table in the game room is great for all ages! All bedrooms feature plush bedding and high quality mattresses and smart TVs. Full kitchen cutlery and utensils.

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, 519 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, 185 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!

Apartment in Westside North

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.

4.98 out of 5 average rating, 197 reviews

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, 677 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 suite in Overland Park

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, 138 reviews

Private DayLight Basement, Own Entrance, 1800 s/f

Spacious & beautiful 1800 sq ft apartment, sanitized, private entrance w/smart lock, Lg open floor plan, furnished kitchen - appliances, dishes, cookware, own Laundry, bath rm w/2 sinks, 55" smart HDTV, 2 queen beds, one private bedroom, one open bedroom with curtain surround, private lower level of home, Many sunny windows, cul de sac, many restaurants & shops, 2 min to hwy 69, Driveway parking. Pets welcome, Pet rules are under Booking Settings, then House Rules.

Guesthouse 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

4.99 out of 5 average rating, 447 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!!!

4.98 out of 5 average rating, 434 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

The perfect getaway that's close to it all! Enjoy your privacy at our restored 1933 bungalow on 18 acres just minutes off I-70. Relax after a road trip or gather your friends for a concert. Soak in the tub and get your best night of sleep on a plush mattress. Cook in a stocked kitchen or eat out at restaurants five minutes away. Meander along mowed paths, and let the kids play! We are pet-friendly, and business-ready with Gigabit Internet and an office setup.

Popular amenities for Overland Park pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.78 out of 5 average rating, 125 reviews

A spacious living area is highlighted by a comfortable blue sofa adorned with yellow accent pillows. A light wood coffee table sits on a patterned rug, with a ceiling fan providing airflow. The kitchen area is visible, featuring modern appliances and a dining table.

Home in Grandview

Cozy House in Grandview

4.92 out of 5 average rating, 239 reviews

The living room features a leather sofa positioned in front of a round wooden coffee table. Natural light enters through two windows, creating a bright atmosphere. A potted plant adds a touch of greenery, while a decorative item rests on the side table.

Home in Olathe

The Mulberry House: Cozy Home In Downtown Olathe

4.92 out of 5 average rating, 223 reviews

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.

Home in Kansas City

Close to Downtown & Stadium, Huge Yard, RV Parking

4.99 out of 5 average rating, 178 reviews

The exterior of the country home features a welcoming porch with rocking chairs and decorative plants. An American flag is displayed prominently. The house is complemented by a well-maintained lawn and a tree, providing shade and a relaxing atmosphere.

Home in Birmingham

Sunset House-Near Worlds Of Fun and downtown

4.83 out of 5 average rating, 156 reviews

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.

Home in Shawnee

Royal Rabbit Charming Bungalow

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, 320 reviews

Comfortable home~quiet neighborhood

4.92 out of 5 average rating, 120 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, 55 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

4.8 out of 5 average rating, 104 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

Apartment 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, 132 reviews

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

5 out of 5 average rating, 239 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

Condo 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

4.91 out of 5 average rating, 98 reviews

A modern living area is highlighted by a spacious sectional sofa adorned with decorative pillows. A glass coffee table sits on a patterned rug, while natural light streams through large sliding doors that open to a private balcony. A large mirror reflects the inviting space.

Apartment in Shawnee

Queen Luxe 2-BR: The Blue Hideaway

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

5 out of 5 average rating, 21 reviews

Spacious Home in OP|Fenced Yard|King Beds+GameRoom

5 out of 5 average rating, 82 reviews

A cozy living area features two leather sofas adorned with decorative pillows and a coffee table. A warm lamp provides ambient light. A window offers natural light, with light curtains partially drawn. Decorative items are scattered on the table, enhancing a casual atmosphere.

Home in Olathe

Amazing Full Basement Apartment

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

4.96 out of 5 average rating, 116 reviews

A cozy living area features two navy blue sofas facing a circular wooden coffee table. Two light grey accent chairs are positioned nearby. A flat-screen television is mounted above a gas fireplace, with natural light coming through two windows. A colorful area rug enhances the space.

Cottage in Pleasant Hill

Cozy cottage, perfect for traveling families.