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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

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.

Grand Poosey Cabin

Five miles from town and eight miles from Indian Creek Lake in Poosey Conservation Area. Log cabin look downstairs and large bedroom upstairs with two queen size beds. Full bathroom upstairs. Two living spaces with TVs. Upstairs deck overlooking fishing pond, in wooded setting, which includes mature trees, basketball goal and pad and hiking trails. Washer and dryer. Large patio area downstairs. Programmable lock. All doors are 36” width. Located behind our earth contact, stone veneer house.

“The Grove” refreshing private suite ground level

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 Pioneer Cottage | Private Tiny House

Escape the noise and experience simple country living at The Pioneer Cottage. Nestled on several private acres in the rolling countryside near Chillicothe, Missouri. A brand-new tiny home designed to slow life down. Wake to birdsong, sip lemonade on the patio, watch breathtaking sunsets, and end your evenings beneath some of Missouri's brightest star-filled skies. If you've been longing for quiet mornings, wide open spaces, and a cozy cottage with complete privacy, you've found it.

'Red Barn Getaway' Chillicothe Countryside Home

1949 Restored Barn | Antique Decor | Quiet Location Embrace the beauty of Northern Missouri at this 2-bed, 2.5-bath vacation rental! Nestled on a peaceful property with a private pond, the 'Red Barn Getaway' is your chance to slow down and enjoy the simple pleasures — lazy afternoons on the porch, homemade meals in the kitchen, and peaceful nights under the stars. Ready to explore? Stroll through Chillicothe’s historic downtown for charming shops or take a scenic drive to Hamilton.

Meneely guest house/couples getaway

Reconnect and unwind at this eclectic mid-century retreat designed for couples. Relax in the private courtyard featuring a fire pit, BBQ grill, hammock, and outdoor dining area, or enjoy morning coffee and sunset views from the spacious deck. Sleep soundly in the ultra-comfortable bed, then explore Chillicothe—the Home of Sliced Bread—where historic downtown buildings showcase beautiful murals celebrating the town's rich heritage.

Cute and convenient 2 bed 2 bath

Newly remodeled interior (we are still working on the outside!!) two blocks from Walmart and two blocks from Washington Street. Good parking on and off street. Wonderful open floor plan to host a family or just a comfortable place to stay. We are going to be as pet friendly as we can but please let us know if you are bringing pets (type, sizes and number) before booking. We have carpet in the front room and bedrooms. THANKS!

The Stables Barn - 3BR w/ Game Area & Fire Pit

The Stables: unique barn-style retreat on 42 private acres near Chillicothe, MO. Blends rustic charm with modern comforts. Features open-plan living, fully equipped kitchen, pool/ping pong, fire pit, and yard games. Comfortably sleeps 10 guests. Perfect for families, groups, or peaceful country escapes. Enjoy rural North Missouri's beauty, close to Chillicothe murals and Jamesport Amish community.

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.

bluebird cottage

Take a day or a weekend, to relax at this serene, little cottage in the middle of the Midwest Missouri countryside. Situated beside a small, newly built private lake, which is still in the process of being filled. Relax on the spacious, front deck and watch the sunrise or sunset and listen to the birds singing their hearts out, in the early mornings.

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.