Holiday rentals in Hillsdale

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.

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!

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!

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

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.

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.

Water & Light Yurt

Enjoy the serenity of nature when you stay in this traditional Mongolian Yurt nestled into our 6+ acre forest oasis in Kansas. Access to a creek, small lake (kayaks and canoe available), and forest trails, with lots of varieties of plants and wildlife. You will most likely see some of our friendly cats roaming around, too. Hillsdale Lake is right up the road with miles of horse/bike/walking trails and boats to rent. A beautiful experience in all four seasons! 🌱🌺🍂❄️

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.

Cozy Ranch Home with Relaxed Small-Town Feel

Cozy and thoughtfully arranged ranch-style home located in the heart of Spring Hill. Ideal for a weekend getaway, work trip, or a comfortable home base while enjoying the charm of small-town living. The home is compact yet intentionally designed, offering a welcoming atmosphere with practical spaces that feel warm and lived-in. Nearby, you’ll find local coffee shops, ice cream parlors, pizza spots, and classic BBQ favorites.

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!

Rooftop Hot Tub Lake Getaway, Golf Cart & Fire Pit

Escape to this modern lake retreat at Linn Valley! Relax in the rooftop hot tub, rinse off in the outdoor shower, or gather by the fire pit under the stars. Enjoy full lake access, a private golf cart for exploring, and stylish spaces designed for comfort. Perfect for couples, families, wedding guests, or weekend getaways—unwind, recharge, and make lasting memories at The Cabin.

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.