Holiday houses in Jamesport

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Top-rated holiday rentals in Jamesport

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

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Guest favourite
A master bedroom features a spacious bed with white bedding against a whitewashed brick wall. The ceiling showcases exposed wooden beams, and light filters through sheer curtains. A bedside table is positioned next to the bed, contributing to the room's overall warmth.
Apartment in Jamesport
4.91 out of 5 average rating, 74 reviews

Bricktown 2 Bedroom Loft

Enjoy this beautiful upstairs loft in the heart of Jamesport. Relax in our gorgeous master bedroom with Roku tv and enjoy the old fashioned claw foot bathtub with shower attached. Spacious living and dining room with beautiful wooden floors and large Roku tv. Fully furnished kitchen and a small deck to enjoy early morning. Also a second bedroom with a full size bed and Roku tv. Plenty of room for the family. Coffee and wine shops, restaurant, candle, decor, and antique shops all within 2 blocks.

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Top Guest favourite
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, 38 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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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
4.87 out of 5 average rating, 92 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 favourite
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, 107 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.

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Guest favourite
Home in Trenton
5.0 out of 5 average rating, 8 reviews

“Good Enough” on Cedar

Welcome to "Good Enough" on Cedar! We fully remodeled this 2BR/1BA and accidentally made it awesome. Why pay hotel prices for a cramped room when you can have an entire private house with Netflix & fast Wi-Fi? Custom Shou Sugi Ban beds by Josh Bickford, full kitchen, laundry, ACs, porch coffee nook & a lit back deck. We are pet-friendly! Near NCMC, downtown Trenton & Adam-ondi-ahman. Perfect for traveling nurses, road crews & student families. Book today, it's way more than good enough!

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Guest favourite
A cozy living area features a light-colored sectional sofa facing a large television set atop a light wooden entertainment unit. A decorative rug with intricate patterns is placed on the floor, while surrounding plants add a touch of greenery to the space.
Home in Hamilton
4.95 out of 5 average rating, 149 reviews

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!

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Top Guest favourite
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, 183 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!

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Top Guest favourite
Home in Gallatin
4.96 out of 5 average rating, 115 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!

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Top Guest favourite
The exterior of the house features a light green façade with white trim and a welcoming front porch. A symmetrical arrangement of windows allows natural light to fill the interior. Lush greenery and stone landscaping enhance the inviting appearance of the home.
Home in Hamilton
4.98 out of 5 average rating, 177 reviews

Main Street Inn

The Main Street Inn is a darling little house right on the sleepy main street of Hamilton. You can see the Missouri Star Quilt Company from the front porch, which is important when you need that one last yard of fabric to finish your project. This is the creative project of Jenny and Ron Doan. We've put a lot of thought into making this a peaceful, convenient spot for quilters and creatives to enjoy.

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Top Guest favourite
An inviting living space features wooden walls adorned with mounted deer heads. A large window provides views of the lake, complemented by soft seating. A rustic-style kitchen island with red bar stools is positioned near a vibrant red stove, enhancing the functional layout.
Cabin in Gilman City
4.95 out of 5 average rating, 43 reviews

Whispering Waters

Relax with the whole family at our cabin on the lake. Bring your swimming things and fishing gear and get ready for a good time! You can feed the fish, grill a delicious meal, relax in front of the tv, or soak up the sun in the water or on the sand. Spending time with friends and family on the lake will be time well spent. We also have 2 kayaks and a small fire pit there you're welcome to use.

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Superhost
Cabin in Jamesport
5.0 out of 5 average rating, 4 reviews

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.

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Guest favourite
A cozy living area features a stone fireplace built into a wooden wall. Comfortable seating is arranged around a circular area rug. Two decorative throws are draped over the sofas, enhancing the rustic ambiance of the space.
Guesthouse in Jamesport
5.0 out of 5 average rating, 20 reviews

Hidden Paradise

Relax with the whole family at this peaceful place to stay. Located 15 miles from Chillicothe and 8 miles from Jamesport. This hidden gem can't be seen unless you come up the drive. Completely surrounded by trees, you are bound to see some wildlife. The drive may be hard to get in and out of in the winter so keep that in mind when you book!

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Popular amenities for Jamesport holiday rentals