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Vacation rentals in Chillicothe

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Top-rated vacation rentals in Chillicothe

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

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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 out of 5 average rating, 28 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.

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, 82 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 favorite
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
4.96 out of 5 average rating, 158 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

Top guest favorite
A rustic cabin is positioned among lush greenery, overlooking a serene lake. The structure features a spacious deck with a railing, and a backdrop of trees and limestone boulders. The sky is partially cloudy, adding a soft light to the scene.
Farm stay in Excelsior Springs
4.96 out of 5 average rating, 318 reviews

San Vincente Lake Cabin and 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.

Top guest favorite
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
4.93 out of 5 average rating, 85 reviews

“The Grove” refreshing ground floor 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 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 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.

Guest favorite
Apartment in Chillicothe
5 out of 5 average rating, 6 reviews

Sliver Moon Loft

Enjoy a stylish experience at this centrally-located loft! A stay at the Silver Moon Loft will charm you with a newly renovated yet moody historical setting perched over a bustling local coffee shop. The perfect combination of downtown energy in an easy small town. Located in the center of Chillicothe, a short 1 mile drive in either direction will take you wherever you need to go. Like to walk? Perfect! Enjoy local restaurants, spas, shopping, and scenic stops without starting your car!

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
4.91 out of 5 average rating, 147 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 favorite
A cottage-style guest house is showcased with a bright orange door, framed by a neatly landscaped yard. The exterior features a dark gray façade and white trimming, with a welcoming sign in front indicating the property name. Trees and greenery surround the building.
Cottage in Chillicothe
4.95 out of 5 average rating, 140 reviews

Meneely guest house/couples getaway

Come enjoy our quaint little cottage just a few short blocks from downtown Chillicothe where you can enjoy food, drink and Chillicothe's gorgeous murals! This amazing home is perfect for couples looking to retreat from the world and focus on each other. Also friendly for business travelers needing a quiet reprieve after busy workdays. Located near one of our city parks and just across the street from a track for our running & walking guests.

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, 171 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!

Guest favorite
Home in Gallatin
4.95 out of 5 average rating, 103 reviews

Modern Home in Gallatin

Reconnect with loved ones in this family-friendly place. Fenced in backyard with a private porch. Perfect for hunters, bridal parties, weekend getaways and family! Need more space for the whole family to be together?! Ask us about our other rental right next door! 15 minutes from Missouri Star Quilt 15 minutes from History Jamesport/Amish Country Dogs must be registered before stay! We charge a $50 pet fee per stay!

Top guest favorite
The kitchen showcases modern white cabinetry with a wooden countertop, equipped with a stainless steel stove and microwave. A large sink with a sleek faucet is positioned centrally, while a refrigerator is visible in the background, offering ample space for meal preparation.
Home in Hamilton
4.99 out of 5 average rating, 122 reviews

Patchwork Paradise A - New 2BR Easy walk to MSQC

Our cozy home is conveniently located just a stone's throw away from the bustling Missouri Star Quilt Company in Hamilton, Mo - fondly known as Quilt Town, USA. Get ready to experience the charm of small-town living while enjoying all of the comforts of home in our inviting accommodation. This newly constructed duplex unit offers a warm and welcoming atmosphere, perfect for unwinding after a day of exploring Quilt Town.

Popular amenities for Chillicothe vacation rentals

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$18,827 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!