Vacation rentals in Livingston County

Our Happy Place

Take it easy and relax....a winding dirt path leads up to the cabin’s rustic porch, where a pair of wooden rocking chairs invite visitors to sit and soak in the breathtaking view of the sunset reflecting the sky’s shifting hues. At night, the stars shine brilliantly overhead, unobstructed by city lights, while the distant hoot of an owl adds to the peaceful ambiance. A firepit nearby provides warmth and a cozy spot for quiet evenings spent under a blanket of stars... 15 min. drive to Jamesport.

Crowe’s Nest

Relax with the whole family at this peaceful place to stay! Great neighborhood, very close to the Simpson park, Hyvee and YMCA. This house has a fenced backyard with a grill to enjoy. The Crowe's Nest is near the Missouri Coffee Company, The Sip, Rooted Cowgirl, Extreme Racing, Clifton's and other shopping outlets in downtown Chillicothe. It's on the North end of Chillicothe so if you're going to the fairgrounds it's close and also close to the hospital and both golfing locations. Clean Products

Quaint on the square apartment

Centrally located walking distance to all the cute shops on the Chillicothe square. Wake up and walk across the street to the coffee shop! Shops all around the apartment. Ground floor with a view of one of our beautiful downtown murals. Walking distance to the library & much more!! SPACE NOT RECOMMEND FOR CHILDREN UNDER 12. We also have lots of board games for your liking!! Gas stove for the gourmet cook. Furnished Kitchen with pots, pans and lots misc. hope this helps! Two beds total.

The Highland House- near Hamilton Quilt Town USA

The Highland House - Managed by Brad: Nestled in a scenic country location, this cozy getaway offers modern amenities and stunning views of Scottish Highland Cattle. Perfect for relaxation or adventure, guests can indulge in a country setting, and explore nearby Hamilton (Quilt Town Usa), Chillicothe (Home of Sliced Bread) Jamesport (Amish community) or simply unwind in the peaceful surroundings. Experience comfort and tranquility at The Highland House, where unforgettable memories await.

Master Suite - Small Town Retreat

Relax in this calm, stylish air-conditioned space located in the heart of downtown Chillicothe. Built in 1900, this newly renovated Master Suite has everything you need for an overnight date or a cozy place to sleep. It boasts an electric fireplace, large tv with Roku, huge soaker tub, and a complimentary self-serve waffle and hot cocoa breakfast eaten at the bar or on your private patio. Enjoy complimentary WiFi, a fenced backyard with fire pit and use of our pickleball equipment.

Jamesport's Little Camper @ The Porch Sherwood

Perfect for 2. A big money saver! No cleaning fee! Quiet acreage surrounded by Amish neighbors. Experience a relaxing getaway while visiting antique and specialty shops in nearby Jamesport. Located 4 miles southeast of town, watch locals come and go in horse-drawn buggies, dozens of Purple Martins and several hummingbirds during peak season. The night sky is incredible, too! Enjoy a swim in our 16*32 foot above ground pool (in season) or relax in our 2 person hot tub.

The W: Historic Venue & Stay

Take a step into our grande historic home and you will feel the grandeur of the early 1900's blended seamlessly with modern design. This romantic home is full of sophisticated elegance, traditional charm and comfortable whimsy. 'The W' is the perfect guest home for a memorable experience, romantic getaway, girls weekend, family holiday, corporate retreat and full wedding weekend.

Farmer’s Wife Get Away

Chillicothe’s best kept secret. Basement apartment that sleeps up to 5 couples (10 people). Relax and unwind with soaker tub, onyx shower, grill, and free range chickens. Minutes to main street shopping. Close to Jamesport -Amish town, Hamilton -quilting capitol, Historical Far west, Adam Ondi Ahman and Hauns mill close by.

The Grove Hunting Cabin

This recently remodeled house is my hunting cabin. The location is ideal for anybody who is looking to access the many public hunting locations in north central Missouri including Fountain Grove that is right down the road. The four bunk beds are perfect to provide sleeping opportunities for 9 people with their own bed.