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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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 out of 5 average rating, 29 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.

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 out of 5 average rating, 101 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.

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
4.92 out of 5 average rating, 63 reviews

Bricktown 2 Bedroom Loft

Enjoy this beautiful upstairs loft in the heart of Jamesport. Relax in Luxury in our gorgeous master bedroom 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 the early morning. Also a second bedroom with a full size bed and tv. Plenty of room for the family. Coffee and wine shops, restaurant, candle, decor, and antique shops all within 2 blocks.

Top Guest favourite
A stylish entryway features a round neon sign stating 'THE INN ON MAIN', illuminating the space with a vibrant purple hue. A simple black chair is positioned beside a potted plant, while a cozy blanket rests draped over the chair, contributing to the boutique atmosphere.
Apartment in Trenton
5 out of 5 average rating, 18 reviews

The Inn on Main - Boutique BNB

Escape to this stylish and serene boutique airbnb, perfect for couples seeking a cozy, romantic getaway. Thoughtfully designed with warm tones, plush furnishings, and elegant accents, this space is ideal for unwinding together. Curl up on the luxurious leather sofa with a glass of wine or enjoy a candlelit dinner under the sparkling crystal chandelier. Whether you’re celebrating a special occasion or simply taking time for each other, you’ll find the perfect setting here. No pets allowed

Top Guest favourite
Home in Cameron
4.99 out of 5 average rating, 100 reviews

Touch of Country 150" projector, PingPong &Karaoke

Welcome! Relax at our hidden sanctuary, just 2 mins off I-35/Hwy 36 and 50 mins from the FIFA World Cup 2026 action in Downtown KC. Enjoy a 150" projector with a popcorn machine—perfect for movies or the big game! Amenities include high-speed Wi-Fi, karaoke, ping pong, and a grill. Explore our private oasis featuring a peaceful stream with a bridge and expansive green space. Free large parking with a pull-through driveway for trucks/trailers. Only 5 mins to groceries. Book your stay today!

Guest favourite
Home in Trenton
4.94 out of 5 average rating, 17 reviews

Lake House: 3 BR, 3 Bath w/ handicap adaptations

NO LAKE ACCESS! The house has views of Trenton LAKE from several areas of the property! Spaces bring the OUTDOORS.. IN, with wildlife furnishings throughout. ENJOY your time by sitting on the enclosed porch or outdoor patio. Use the fully stocked kitchen to create delicious meals. RELAX in one of two living spaces. Office space, comfortable beds, spacious bathrooms, in house laundry. We hope you get out and EXPLORE what the area has to offer! Handicap Adaptations

Top Guest favourite
Cottage in Chillicothe
4.95 out of 5 average rating, 140 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.

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, 173 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 favourite
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!

Guest favourite
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, 124 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.

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, 173 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.

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
4.94 out of 5 average rating, 166 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.

Popular amenities for Jamesport holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Daviess County
  5. Jamesport