Holiday rentals in Chillicothe

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Top-rated holiday rentals in Chillicothe

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The front exterior of the house is visible, featuring a simple design with light gray siding and black shutters. A welcoming porch is adorned with purple mums in planters on both sides of the entrance, and a well-maintained lawn offers a neat appearance.
Home in Chillicothe
4.86 out of 5 average rating, 78 reviews

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

Top guest favourite
An inviting living area is showcased with a comfortable leather sofa and armchairs arranged around a rug. A circular wooden dining table is set with decorative items at its center. Natural light filters through the windows, enhancing the warm ambiance.
Farm stay in Saint Catharine
4.95 out of 5 average rating, 149 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

Guest favourite
A bright, open kitchen and dining area features a round wooden table surrounded by four chairs. A white brick fireplace adds character to the space, while modern appliances, including a microwave and refrigerator, are neatly arranged in the kitchen.
Flat in Excelsior Springs
4.94 out of 5 average rating, 184 reviews

The Suite Spot

Originally built as The Buckley Hotel, this historic building has been brought back to life. While retaining the features that makes this home so beautiful and reflective of its time, we have brought in modern amenities that insure a comfortable stay while in the heart of Excelsior Springs. This place is so perfect if you are visiting town as it's steps from shopping, eating and landmarks. The beds are comfy with nice linens because I, for one, love a good night's rest and I bet you do too!

Top guest favourite
A cozy living area is presented, featuring a dark sectional sofa adorned with orange accent pillows. A round wooden coffee table is centered, surrounded by a green armchair and a black lamp table. Two framed black-and-white photos hang on the wall, and light from the ceiling fixture enhances the space.
Place to stay in Chillicothe
4.94 out of 5 average rating, 64 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! Two beds total.

Top guest favourite
A spacious exterior view of a gray barn-like structure is displayed, featuring stable doors and a wide lawn area. Several rocking chairs are positioned on the covered porch, surrounded by decorative planters. The sky presents soft gray clouds above, enhancing the serene atmosphere.
Barn in Chillicothe
5 out of 5 average rating, 9 reviews

The Stables

Are you ready to enjoy a once in a lifetime custom stay with rustic touches throughout? The Stables has it all. Three queen beds with truly workable stable doors as your door, four twin beds to sleep comfortably with your kids and two blow up mattresses if you need a bit more. We have fun touches throughout to make your stay the best it can be! Pool/ping pong table, dart throw, Popcorn machine, ice cream maker and firepit. But the most fun is the big barn door that opens to the outdoor.

Top guest favourite
The kitchen and dining area feature modern stainless steel appliances and a table for four. A patterned rug adds texture to the space, which is illuminated by natural light from a nearby window. The minimalist design emphasizes functionality and comfort.
Guest house in Hamilton
4.97 out of 5 average rating, 255 reviews

Spacious 1 BR Carriage House - 2 min walk to MSQC

The Carriage House apartment is located behind the historic home we've restored in Hamilton. The property is nestled one block between popular Main Street shopping (featuring the Missouri Star Quilt Co. shops) and the Missouri Quilt Museum. Everything is within easy walking distance from this beautiful, newly built apartment. Plus, you'll enjoy plenty of space, a full kitchen, free wi-fi and free laundry on site. We can't wait to welcome you to your home away from home!

Top guest favourite
The entrance features a concrete pathway leading to a glass door, framed by two hanging flower baskets filled with vibrant pink blooms. Potted plants with colorful flowers are positioned on either side of the door, enhancing the welcoming appearance of the entrance.
Apartment in Brookfield
4.92 out of 5 average rating, 130 reviews

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 As this is beside HWY 36 , it’s an easy off and on. Close to town ( 1 1/2 miles to Walmart) .

Top guest favourite
The exterior of a rustic log cabin is showcased, featuring a triangular roof and large windows. A welcoming front door in a contrasting color is flanked by two smaller windows. The landscaped area includes stone accents and manicured grass, contributing to a natural setting.
Cabin in Marceline
4.95 out of 5 average rating, 245 reviews

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.

Guest favourite
A simple cottage exterior is displayed, featuring green siding and a white door. A large window is visible beside the entrance. Gravel paths surround the cottage, leading to a small landscaped area with stones. The sky shows soft, scattered clouds above.
Guest house in Trenton
4.92 out of 5 average rating, 76 reviews

Adorable 1 room lake cottage with free parking.

Peaceful lake cottage on 5 acres of lakefront property. Parking on premises. Walking distance to the Black Silo Winery. Beautiful surroundings. Perfect place to get away and relax. Includes Fiber Internet. Private owned lake for your viewing pleasure only. There is no water access included for guests. Yard and gazebo with table and chairs available to use. Sanitized and cleaned with covid precautions in mind.

Top guest favourite
The charming exterior of the tiny home is showcased, featuring a white wooden façade and a sloped roof. A small porch steps lead to the front door, with a single white rocking chair positioned nearby. Lush green grass surrounds the home, providing an inviting outdoor space.
Tiny home in Kingston
4.93 out of 5 average rating, 121 reviews

Quilters Getaway

This dreamy tiny home is the perfect getaway. Located just 8 miles from the Quilt Town of Hamilton. Featuring a twin size daybed/sofa on the main level and a full size bed in the loft. Kitchenette with microwave, coffee pot and refrigerator. TV with DVD player (and movies to pick from) and a nice selection of books. Located on a 1/2 acre lot with a park across the street and library a block away.

Top guest favourite
A newly renovated gambrel-style barn features a combination of grey siding and large windows. A wooden bench is located on the porch area, and string lights are hung for illumination. Lush green grass surrounds the exterior, creating a tranquil rural setting.
Barn in Breckenridge
5 out of 5 average rating, 176 reviews

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.

Top guest favourite
A modest single-story house is shown with light blue siding and a welcoming wooden front porch. A small set of stairs leads to the entrance. The house has a garage on the right, with a driveway made of gravel and grass surrounding the area.
Home in Gallatin
4.94 out of 5 average rating, 144 reviews

Home away from home

Your family will be close to everything when you stay at this centrally-located place. You will be staying 13 miles from Hamilton, which has several quilt stores. 11 miles to Jamesport, with several stores and Amish community. 9 miles to Jameson and Historic Adam-ondi-Ahman.

Popular amenities for Chillicothe holiday rentals

Quick stats about holiday rentals in Chillicothe

  • Total holiday rentals

    Explore 10 holiday rentals in Chillicothe

  • Nightly prices starting at

    Chillicothe holiday rentals start at £58 per night before taxes and fees

  • Verified guest reviews

    Over 810 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    10 of Chillicothe holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chillicothe rentals

  • 5 Average rating

    Chillicothe stays are highly rated by guests – averaging 5 out of 5!