Holiday rentals in Chillicothe

Place to stay in Chillicothe

4.95 out of 5 average rating, 43 reviews

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! This is 2 bedrooms!!

Farm stay in Saint Catharine

4.97 out of 5 average rating, 129 reviews

Country farmhouse with 3 acre lake for fishing

Discover the charm of country living at our farmhouse tucked away in the quiet town of St. Catharine. Just 10 minutes from Brookfield or Marceline, this peaceful retreat is the perfect balance of seclusion and small-town hospitality. Spend your days exploring antique shops, local eateries, scenic parks and attractions like the boyhood home of Walt Disney and the birthplace of General John J. Pershing. Come relax and uncover a bit of Missouri history, we invite you to slow down and stay awhile

Farm stay in Excelsior Springs

4.95 out of 5 average rating, 299 reviews

San Vincente Lake Cabin at SundanceKC

Our beautiful light filled cabin with wood-burning fireplace is perched above our spring-fed 15 acre private lake next to the common outdoor lounge area and sand beach. We have 200 acres of gorgeous property with limestone boulders and hiking trails throughout. The lake is great for swimming, kayaking, stand-up paddle boarding and offers excellent fishing. We are five minutes from downtown Excelsior Springs, Excelsior Springs golf course and 3EX municipal airport. Relax, rejuvenate and play.

4.86 out of 5 average rating, 63 reviews

Crowe’s Nest

Relax with the whole family at this peaceful place to stay! Great neighborhood, very close to the Simpson park and YMCA. This house has a fenced backyard with a grill to enjoy your evening. 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.

4.95 out of 5 average rating, 102 reviews

Home in Hamilton

Beautiful 2 BR Cottage in Hamilton

Forget your worries in this spacious and serene home located just a quick drive from Hamilton’s quaint downtown. Whether you’re visiting family, shopping at Missouri Star Quilt Company, or attending a wedding at The Pearl, you’re sure to find everything you need for a wonderful stay. This newly remodeled home features a primary queen bedroom, a second bedroom with two twin beds, a spacious bathroom, fully stocked kitchen, and ample living and dining space. You’ll feel right at home!

5 out of 5 average rating, 26 reviews

Flat in Chillicothe

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.

4.92 out of 5 average rating, 109 reviews

Apartment in Brookfield

Rambling Lodge

Large open area with couches, plenty of space for children and toys Small kitchen with stove, refrigerator and microwave This was formerly an office, the kitchen and half bath is small , but it’s all there. All full size kitchen appliances, Later it was used for a rental , so the washer , dryer and shower were added, which explains why they aren’t in the usual placement. This building is a duplex, so if you need more space, also book Family Lodge. Easy on and off from HWY 36

4.95 out of 5 average rating, 239 reviews

Cabin in Marceline

A place to escape the busy routine of daily life.

The Circle O Lodge is located in North Central Missouri not far from historic Highway 36 and Walt Disney's boyhood home of Marceline. Families and small groups will enjoy the Circle O Lodge for its natural beauty and relaxing qualities. It is conveniently located near several local attractions. The lodge is situated on 60 acres of mixed terrain and features hardwood forests, open grasslands, 2 1/2 acre fishing pond and 15 acres of wetlands.

4.97 out of 5 average rating, 114 reviews

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!

4.97 out of 5 average rating, 149 reviews

Cottage in New Cambria

The Sundae Cottage -great views, cozy & secluded

The Sundae Cottage is located in north central Missouri, 7 miles east of Marceline, Missouri, just off State Highway WW. Nestled atop a hill with views of surrounding timber, grasslands, and native habitat - it's a natural "sweet spot" for those who love being outdoors. Guests have access to over 700 acres and are welcome to hike the trails, explore Brush Creek, fish the ponds, and view the wildlife.

5 out of 5 average rating, 165 reviews

Barn in Breckenridge

Relax in Rustic Luxury Overlooking Vineyard

A young vineyard planted in 2018, Catawba Vineyards boasts twenty acres of sprawling farmland property and a newly renovated gambrel-style barn to accommodate overnight guests and indoor/outdoor events. The property is currently developing and constructing its own wine-making processes to become the newest member of the growing north Missouri winery family.

Superhost

Cabin in New Hampton

4.92 out of 5 average rating, 380 reviews

Wolf Den Lodge

This is a nice, rustic cabin located out in the country in a calm quiet atmosphere. Located a short drive from Bethany MO with access to everything you would need. There is plenty of countryside to explore as well as farm pond great for fishing about 100 yards from the back door. Great place to experience the country life and get away for a few days.

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Other great holiday rentals in Chillicothe

5 out of 5 average rating, 42 reviews

Maybee Mansion - Historic Downtown 1919 Craftsman!

BrettRating, 5 stars1 month ago

Wonderful home, It worked well for our stay, we did not really spend much time in the home due to our commitments while in town but it was refreshing to be able to 3 couples have plenty of space to where we didnt feel crowded and each having their own bathroom was very nice. The home is beautiful and well put together, everything was very clean and refreshing. Very happy with our stay.

Home in Laredo

4.76 out of 5 average rating, 80 reviews

GREAT WIFI!!! Entire house, and Garage to Yourself

PaulaRating, 5 stars1 month ago

Jordan was excellent to work with: his responses were quick, his information about entry was well-timed, and the keycode system for entry worked perfectly.

5 out of 5 average rating, 4 reviews

The W: Historic Venue & Stay

EllieRating, 5 stars1 week ago

We had a fantastic stay at this beautiful property! The renovation was done with incredible attention to detail—from the high-end finishes to the spacious, well-thought-out layout. This home is truly stunning and was absolutely perfect for our family’s stay. The kitchen and bathrooms were newly renovated and thoughtfully designed, making our stay incredibly comfortable. It was the perfect blend of charm and modern convenience. The hosts were extremely kind, welcoming and and very responsive to anything we needed. We can't recommend it enough!

5 out of 5 average rating, 11 reviews

Guest house in Jamesport

Hidden Paradise

MeganRating, 5 stars8 months ago

We enjoyed our stay very much. We had such a nice and relaxing time spent with family and this place was perfect for us. We loved seeing the deer outside. The beds were comfortable, shower was nice, and the kitchen and living room were perfect. We even enjoyed sitting outside on the patio.

Tiny home in Kingston

4.85 out of 5 average rating, 48 reviews

Quilters Getaway

Carol SueRating, 5 stars2 days ago

Rebecca’s cottage is indeed a tiny house, but it had everything I needed for a three day quilting retreat including space to set up my sewing machine. Although there is sleeping accommodation in the loft, I didn’t use that because of the ladder used to access. The daybed on the main floor was very comfortable for sleeping. The cottage is set back from a county highway. During the day there was a fair amount of traffic, but very quiet at night. Kingston is a very small community with few amenities that I could see other than a coffee shop. Nearby Polo had a grocery and at least one restaurant. A bit farther, but easily reached, Hamilton has several restaurants plus many quilt shops. I highly recommend the Quilter’s Retreat and would stay there again.

Cabin in Chillicothe

5 out of 5 average rating, 4 reviews

Our Happy Place

SaraRating, 5 stars1 month ago

Fay and Steve are great Host and very responsive, we had an Absolutely wonderful stay! This cabin was everything I hoped for and more. Tucked away in the most peaceful setting, it offered the perfect escape from the hustle and bustle. Waking up to the sounds of nature and sipping coffee on the back patio with a view of the woods was pure bliss. The cabin itself was cozy, spotless, and thoughtfully designed with all the little touches that made it feel like home. Whether you're looking to unwind by a great fire pit or the fireplace and reconnect with nature, or just breathe in some fresh air, this place is a gem. I can’t recommend it highly enough – I’ll definitely be back!

5 out of 5 average rating, 72 reviews

Cabin in Novinger

Little Cabin in the Woods

Terri ARating, 5 stars2 weeks ago

Forth trip to the cabin in Novinger to visit with family. This cabin is perfect for me. I can have my family visit and fix a meal, or have a game day with my cousins. Bailey is always easy to contact and prompt to respond. I brought my puppy this time and we enjoyed walking the roads. Highly recommend to anyone coming to Novinger. Entire little house with quiet, private area to enjoy but close to Thousand Hills Park and both Novinger and Kirksville if items needed.