Holiday rentals in Paola

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Top-rated holiday rentals in Paola

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A spacious living area showcases a dark sectional sofa paired with a light green armchair. Soft curtains frame the windows, allowing natural light to fill the room. A round coffee table sits on a textured area rug, enhancing the inviting ambiance of the space.
Home in Paola
4.96 out of 5 average rating, 48 reviews

Marie's Place, a cozy house right off the square!

Two bedroom, one bath home with two large living areas, kitchen, laundry room and large front porch. Marie's place is within close walking distance to town square where you can enjoy the fun little shops, antique shopping or even events that take place (craft shows, smoking competitions, car shows, concerts etc.). We are located within walking distance to the Miami County Wine Trolley pick-up spot as well. You can also enjoy golf, fishing, and many other activities within close driving distance.

Top guest favourite
Guest house in Louisburg
4.96 out of 5 average rating, 155 reviews

Spacious Country Apartment with Modern Amenities

Welcome to Louisburg! Spacious, private entry, 1000 sq. ft. apartment above detached garage within minutes of wineries, antiques & Cider Mill. Set on 15 acres, and 2 miles down a gravel road, you are out of the city and seeing stars, with an amazing 2nd story view. Sleeps up to 6 with separate bedroom with queen bed and low ceiling (62” great for kids!) loft with 2 twins & a double. All wrapped in unique finishes including an amazing shower! Located only 45 minutes from downtown Kansas City!

Guest favourite
The octagonal cottage is surrounded by a well-manicured lawn and features a stepping stone pathway leading to a patio area. Large windows with shutters offer natural light, and a small air conditioning unit is visible on the side of the structure.
Guest house in Eudora
4.89 out of 5 average rating, 256 reviews

Cozy cottage getaway in garden paradise

Get away and relax in a whimsical octagonal cottage surrounded by a lush garden, overlooking a aqua pond and the Wakarusa river. You will have everything you need for a romantic date night or an inspiring place to slow down and reconnect with nature. •1 bedroom open living space with lots of natural light and beautiful views. • Coffee cart with microwave and electric burner and mini frig are provided. • Paddle boat at the lower pond & 2 disc golf nets available for fun. •NO PETS ALLOWED

Top guest favourite
An aerial view captures a spacious property surrounded by greenery. A main house, a barn, and additional spaces are visible, with a gravel driveway curving through the lawn. Several vehicles are parked near the entrance, highlighting the expansive outdoor area.
Farm stay in Richmond
4.96 out of 5 average rating, 81 reviews

Rural getaway with incredible views & fishing pond

Relax with the family at this quiet, spacious, 3000 sq ft house on the hill with incredible views of what was called Paradise Valley. Upper level has two bedrooms with king beds, one bath, fully equipped kitchen, dining area, and sunroom/living area. Lower level has two bedrooms, one with queen bed, one with 3 full size beds and bathroom. Separate game room has a pool table, tv, and fridge for entertaining. Property sits on 20 acres with a stocked fishing pond for your enjoyment.

Top guest favourite
Two sets of glass doors open to the indoor swim spa, framed by textured turquoise walls. A cozy seating area with a hanging chair and a small table is positioned nearby, along with greenery that adds a touch of nature to the space. Robes hang accessible on hooks.
Home in Eudora
4.97 out of 5 average rating, 109 reviews

The Cottage: Luxurious Getaway!

Escape to luxury at this private cottage with indoor 17-ft swim/spa, sauna, and steam shower. Sleeps up to 10 with beds, air mattresses, and convertible furniture. Enjoy a fenced patio, fire pit, robes, slippers, face masks, Nespresso, and more. Perfect for a romantic getaway, group stay, or small event (max 15). Includes kitchen, lounge areas, smart tech, and walkable access to downtown Eudora. No pets. Quiet hours 10p–8a. Swim at your own risk. Property is not child-proof.

Top guest favourite
A welcoming two-story home is surrounded by a manicured lawn, featuring vibrant flower beds. Rocking chairs are positioned on a large front porch with hanging planters. The sun casts gentle shadows across the neatly trimmed grass, enhancing the peaceful outdoor setting.
Home in Cleveland
4.97 out of 5 average rating, 129 reviews

Meadow Brooke Lane

Nested on 3 beautiful acres of fenced land. 4 bedrooms (3 with ensuite), fully equipped kitchen, projector, fire, bbq, plus more! This property is located near multiple event spaces making it ideal for small gatherings or enjoying the countryside. Kids and pets alike with love the vast outdoor space to roam and play. There is a charming train that runs the backside of the property making for a unique and fun backdrop. A fantastic dog friendly brewery is within walking distance.

Top guest favourite
An open concept living area showcases wooden ceilings and a blend of modern and rustic decor. A dining table for six is positioned near large windows, while a cozy seating area features a gray sofa and an entertainment unit with a television. A spiral staircase leads to the lofted areas.
Cottage in Paola
4.97 out of 5 average rating, 146 reviews

Cozy Historic Schoolhouse w/ Hot Tub + Views

✨Historic Charm Meets Modern Comfort on the Kansas Prairie✨ Vickers Schoolhouse at Crimson Ridge Flower Farm ★★★★★ “Truly a treasure! So cozy and quaint!” Looking for a peaceful countryside escape that feels a world away—but is still close to everything? Whether you’re planning a romantic getaway or a girls’ weekend full of laughter and relaxation, this beautifully restored 130+ year-old schoolhouse offers the perfect mix of nostalgia, charm, and comfort.

Guest favourite
An open living area features comfortable seating arrangements, including a leather recliner and plush couches. A patterned area rug lies beneath a wooden coffee table, with soft lighting provided by lamps on either side. A desk in the corner adds a functional workspace.
Townhouse in Spring Hill
4.94 out of 5 average rating, 173 reviews

Clean, Spacious, Fully Renovated Townhouse Retreat

Charming and inviting townhouse located in the heart of a quaint small town just outside Kansas City. Ideal for a weekend getaway, business trip, staycation, or cozy home base while exploring everything the area has to offer. Enjoy a fully renovated space featuring a stylish blend of modern décor and comforting touches of home. Just a short stroll away, you'll find a local coffee shop, ice cream parlor, and unique vintage stores to explore and enjoy.

Top guest favourite
A newly renovated log cabin is surrounded by lush greenery, offering a tranquil entrance. A stone pathway leads to the rustic wooden door, while a picnic table is positioned nearby under the shade of a tree, enhancing the inviting outdoor space.
Cabin in Tonganoxie
4.96 out of 5 average rating, 886 reviews

Cozy Cabin Retreat

Escape to our cabin which earned top-rated Airbnb in all of Kansas for a cozy, quiet getaway. Ideal for unwinding and rejuvenating after the demands of a hectic day. Enjoy scenic hiking trails, axe throwing, horseshoes, or a peaceful walk through our labyrinth. End the day with a stunning sunset over the valley from our swing. Just 5 minutes from the lake! Note: The cabin is on a shared property with a retreat center, Sacred Hearts Healing.

Guest favourite
A historic farmhouse is surrounded by lush trees and expansive green grass. The house features large windows with dark shutters and a welcoming front porch, providing a serene atmosphere. Natural light highlights the exterior details of the home, blending with the surrounding landscape.
Farm stay in Paola
4.97 out of 5 average rating, 35 reviews

Wade Ranch. Kansas Farm & Lake Stay. World Cup

Stay at a registered Kansas Agritourism Ranch. Leave the hustle and bustle of city life and experience what Wade Ranch has to offer! Stay in our historic 1869 Kansas farmhouse where rugged ranch life meets the serene beauty of Hillsdale Lake. Quiet and secluded, working ranch, private deer/game hunts, less than 30 min from Olathe, Kansas. Hunt, trail ride, boat, or fish. Adjacent to 10,000 acres of Hillsdale Wildlife and State Park.

Top guest favourite
Tiny home in Perry
4.96 out of 5 average rating, 584 reviews

The Batch - Tiny House Living

Located 20 minutes from downtown Lawrence, the Batch is a sustainable tiny house nestled in the cedar forests of Perry, KS. Set on 40 acres of beautiful wild woods and fields, cedar forests and ponds, this tiny cabin is a serene and peaceful setting for souls seeking restoration, quiet, and the healing qualities of the woods. Or just a great place to getaway with your love or friends with an even greater view!

Top guest favourite
Treehouse in Perry
5 out of 5 average rating, 94 reviews

The Pair Tree - A Romantic Retreat in the Trees

Escape to your own private retreat in the trees-where romance meets luxury. Nestled in the peaceful beauty of nature, this one-of-a-kind treehouse is the perfect hideaway for couples seeking connection, relaxation, and unforgettable memories. Surrounded by serene woodland views, you'll enjoy the perfect balance of tranquility and indulgence in a space designed just for two.

Popular amenities for Paola holiday rentals