Holiday rentals in Hillsdale

Over the Lake & Through the Woods. Fall Farm Stay

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, a working ranch, less than 30 minutes from Olathe, Kansas. Hunt, trail ride, boat, or fish. Near Wade Branch Boat Ramp at Hillsdale Lake and adjacent to 10,000 acres of Hillsdale Wildlife and State Park.Come find out why Wade Ranch is so special. A Registered Kansas Agritourism Ranch

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!

The Barn in The City.

NO CLEANING FEES. Take it easy at this unique and tranquil getaway. Cozy converted barn. Sleeping loft, NOTE: The sleeping loft has a maximum height of 5'1". very short walking distance to MANY bars and restaurants, 3 blocks from Allen Fieldhouse, near K.U. campus, just off K-10 and Hiway 59 junction. Off-street parking. 2 Amazon Fire T. V.'s with Wi-Fi, streaming and antenna T.V. Please Note: A 3rd guest will incur an additional charge of $35.00 A 4th guest is an additional $20.00

Studio Guest House

Enjoy Southern OP in this quiet neighborhood. Our studio guesthouse has a full kitchen, TV, a new a/c/heater, and google fiber internet. In case you get lonely, we have 2 friendly dogs always looking for attention. We are about 45 minutes away from the Kansas City airport, Kauffman Stadium, Arrowhead Stadium, the KU main campus, and the Harry S Truman sports complex. We are 10-15 minutes from the Scheels soccer complex. Overland Park has plenty of Kansas barbecue and shopping.

Covered Wagon1 @IsinglassEstate

Isinglass Estate is anything but ordinary. Our reproduction Conestoga Wagons have it all- with heat, A/C, a full bathroom, your own private outdoor kitchen and firepit, and five star details to complement the 100acre views of the polo field and vineyards! Wagon guests enjoy access to our 600 acre estate with fishing, hiking, vineyards, blackberries, a petting zoo, horseback rides, horse-drawn carriage rides, plus a restaurant and winery tasting room all on-site.

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!!!

Historic Schoolhouse: Picturesque Quiet w/Hot Tub

✨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.

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.

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.

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. Decorated in a minimalist southwestern style, 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!

Cozy private cottage/studio

Private studio in resort-like property. Quiet neighborhood. Minutes from downtown Lee's Summit, Lee's Summit Hospital/Saint Luke's Hospital. Coffee shop/bakery within walking distance. Several restaurants close by, 1 mile to antique malls. Perfect place for traveling professionals.

3 Acre Private Bungalow

Take it easy at this charming bungalow in Louisburg, KS. Nestled right near the downtown, but tucked away with a private, wooded backyard. This one-bedroom on 3 acres is the perfect escape just south of Johnson County.