Vacation rentals in Chillicothe

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Quick stats about vacation rentals in Chillicothe

  • Total vacation rentals

    Explore 10 vacation rentals in Chillicothe

  • Nightly prices starting at

    Chillicothe vacation rentals start at G$20,878 GYD per night before taxes and fees

  • Verified guest reviews

    Over 840 verified reviews to help you choose

  • Wi-Fi availability

    10 of Chillicothe vacation rentals include wi-fi 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!

Top-rated vacation rentals in Chillicothe

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

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Guest favorite
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
4.87 out of 5 average rating, 95 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

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Top guest favorite
A rustic cabin stands amidst grassy surroundings, featuring a combination of wood and stone exterior. Soft lighting from the porch highlights the entrance and adds to the inviting vibe. Large windows offer glimpses of the natural landscape beyond, enhancing the peaceful setting.
Cabin in Chillicothe
5.0 out of 5 average rating, 39 reviews

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.

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Top guest favorite
The living area features a comfortable seating arrangement with a leather sofa and an armchair. A coffee table occupies the center, and a patterned area rug adds warmth to the space. The open layout connects to the kitchen area, which includes a breakfast bar with several stools.
Farm stay in Gallatin
5.0 out of 5 average rating, 108 reviews

The Esbeck Farmhouse

This farmhouse is the perfect place to kick back, relax and enjoy making memories with the people you cherish most. Spend your mornings admiring the wildlife or the cattle in the surrounding pastures and watching the sunrise from the front porch. Then, head out for a fun-filled afternoon with many attractions in the surrounding area from the Jameson, Hamilton, Jamesport and the beautiful sites of Lake Viking. Return home to fire up the grill and relax on the porch while enjoying good company.

LocationValueGetting around

Top guest favorite
A log cabin-style living space features warm wooden walls and ceiling, with a staircase leading to the upper level. A rustic table sits between two patterned chairs, complemented by decorative items and artworks on the walls. Natural light brightens the area.
Apartment in Chillicothe
5.0 out of 5 average rating, 14 reviews

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.

ValueLocationComfort

Top guest favorite
Place to stay in Chillicothe
4.93 out of 5 average rating, 96 reviews

“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.

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Top guest favorite
Home in Hamilton
4.98 out of 5 average rating, 159 reviews

Lovely 5 BR Home 1 Block to MSQC - Sleeps 12+

Our beautiful, restored historic home is located just one block off of Hamilton's bustling main street and within easy walking distance to Missouri Star. With five bedrooms, four bathrooms, 10 beds and lots of extra space, this home is perfect for families or groups to enjoy their time together. The large open kitchen, dining and family room are perfect for gathering, sewing, or making memories. Each of the rooms is equipped with all your needs for a relaxing and comfortable stay.

ValueFamilyWalkability

Guest favorite
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.
Condo in Brookfield
4.92 out of 5 average rating, 160 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) .

FamilyLocationGetting around

Top guest favorite
Cottage in Chillicothe
4.95 out of 5 average rating, 147 reviews

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.

LocationFamilyQuiet

Top guest favorite
A cozy open living and dining area is depicted, featuring a dining table with wooden chairs. A comfortable sofa and an armchair provide seating options, with wall art accentuating the space. Natural light enters through the nearby window, creating a bright atmosphere.
Home in Chillicothe
4.98 out of 5 average rating, 185 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!

ValueFamilyWifi

Top guest favorite
Home in Tina
4.96 out of 5 average rating, 47 reviews

Country Retreat in a Cozy Little Town

Welcome to this country home ready for your retreat! Whether your hunting nearby or in town for a much-needed trip "away", this is the perfect place to stay! Savor country living at this farmhouse that comes with 2 bedrooms, living area with queen-size pull out couch, fully equipped kitchen, dining area, washer, dryer, WIFI and more! Grab some coffee/tea and sip it on the front porch to take it all in!

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Guest favorite
Barn in Chillicothe
4.83 out of 5 average rating, 29 reviews

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.

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Top guest favorite
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
4.94 out of 5 average rating, 192 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.

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Popular amenities for Chillicothe vacation rentals