Holiday houses in Jamestown

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Top-rated holiday rentals in Jamestown

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Top Guest favourite
A custom-built cabin is set on a grassy area, surrounded by trees. The structure features a porch with wooden railings and steps leading to the entrance, complemented by a sloped roof and decorative elements on the facade.
Cottage in Oneida
4.93 out of 5 average rating, 245 reviews

Angel Falls Retreat for nature lovers and riders!

Beautiful custom built cabin within walking or horse back riding distance to BIG SOUTH FORK. Also located within 15 minutes to BRIMSTONE REC. It’s centrally located between Bandy Creek, Leatherwood Ford, and Station Camp. There is a BSF trailhead in our community for horses/hikers/bikes/kayaks. Easily sleeps 5+ with plenty of other space for additional guests using cots/air mattress. Keep your horses in YOUR 2 stall barn right next to the house. Circle drive for trailers, toy haulers, equipment

Top Guest favourite
An outdoor seating area features two wooden adirondack chairs positioned beside a stone fireplace, where a welcoming fire is lit. Warm lighting highlights the wooden deck, and a small circular table rests nearby. A stack of firewood is neatly arranged against the wall.
Cabin in Jamestown
4.95 out of 5 average rating, 129 reviews

River Loft Cabin w Free Kayaks

* Waterfront cabin overlooking the lake. * Free kayaks: Kayak # 1: double sit-on-top ocean kayak. Kayak #2: single Pescador kayak. * Launch the Kayaks from the bottom of our ridge. * For boats: the boat ramp is 1/4 mile on Riverton Rd. * Wood burning outdoor fireplace on the open deck. Enjoy one of the 3 decks. Inside: * 3 queen beds, 1 bathroom, Central AC and heat, fresh bedding and towels, equipped kitchen. * Excellent WiFi at the cabin but cell service is spotty. Use WiFi calling.

Guest favourite
The farmhouse exterior features a welcoming porch with wooden railing and rocking chairs. Large windows allow ample natural light, while the surrounding trees create a serene setting. A wreath adorned front door adds a touch of charm to this early 1900's structure.
Farm stay in Allardt
4.92 out of 5 average rating, 329 reviews

Nancy's Nest -At Home on the Farm - 2 bedrooms

This quaint, early 1900's farm house sits among shady trees and overlooks a beautiful pasture and garden. Rock on the porch or roast marshmallows in the fire pit. The parking and turn around are big enough to accommodate a trailer. It's convenient to horse trails, hiking, kayaking, and biking on the beautiful Cumberland Plateau. Big South Fork National Recreation Area, Pickett State Park, Historic Rugby, Muddy Pond, and Sgt. Alvin C. York's Museum and Burial Place are all within 30 minutes.

Top Guest favourite
The kitchen features modern gray cabinets and a wooden table set for two. A coffee maker and kettle are visible next to a window, while a white stove and clock adorn the wall. Soft lighting creates a welcoming space in the log cabin's rustic setting.
Guesthouse in Pioneer
4.96 out of 5 average rating, 201 reviews

Appalachian Mountain Log Cabin (Private Retreat)

The Cabin at GoodSoil Farm is the perfect solo get-a-way from it all! This cozy hand built log cabin is just right for reading, reflecting, retreating, or just resting. The Cabin sits as the centerpiece of our working mini-farm and comes replete with rocking chairs on the porch, a gurgling creek nearby, a stunning mountain view, and room to explore. Read a book, strum your guitar, prop up your feet, put on some coffee & leave your cares behind for a few days at The Cabin on GoodSoil Farm.

Top Guest favourite
A rustic cabin is framed by autumn foliage, featuring wooden siding and a welcoming sign. A small porch extends from the front, supported by wooden beams. A stone fire pit is visible in the foreground, alongside a single black chair resting on the ground covered in fallen leaves.
Cabin in Jamestown
4.92 out of 5 average rating, 173 reviews

River cabin on waterfalls BRING YOUR PETS!

Beautiful OFF GRID pet friendly cabin located on the Clearfork River. Over a mile of secluded river frontage and 4 SEASONAL waterfalls. Huge bluffs to explore. Large gated deck with picnic table and gas grill. Great place for you and your furry friends to hang out. This is OFF GRID, OFF ROAD, needing off road capable vehicle and adveturous outdoors loving people. This is not a cabin to send grandma in the Camary. {PLEASE READ ALL INFORMATION AND PHOTOS} Totally away from society!!

Top Guest favourite
A cozy sitting area is featured with two swivel rockers positioned near a wooden shelf and kitchenette. Natural light enters through large windows, and soft lighting is provided by string lights overhead. A decorative rug lies beneath the chairs, enhancing the inviting space.
Cottage in Pioneer
4.99 out of 5 average rating, 269 reviews

The Ambleside Cottage

The Ambleside Cottage offers full privacy for a single or a couple looking for a serene getaway surrounded by the beauty of the Appalachian mountains. This magical cabin is conveniently located for travelers, yet Ambleside feel like a remote retreat nestled in the woods above Elk Fork Creek. The Cottage is an adorable tiny house, offering 500 square feet of living space with a kitchenette, a sitting area, and a bathroom with a shower. The queen-size bed is upstairs in the sleeping loft.

Top Guest favourite
The exterior of a stone and wood house is shown, featuring a prominent chimney and large windows. Surrounding greenery adds to the natural setting. A wooden deck with a dark covered structure is visible in the foreground, enhancing the rustic charm of the property.
Home in Jamestown
4.97 out of 5 average rating, 191 reviews

Nature Lovers Paradise

Poplar Cove Retreat is a nature lover's paradise! Whether your interest is flowers, trees, birds, or rocks, you'll find it all in abundance. The house is located on our 80+ acre family farm where black angus cattle also reside. You may also spot deer, turkeys, and other wildlife. There are numerous bird feeders so you can enjoy birdwatching from several outdoor seating areas. The property is filled with paths through wildflower gardens and has expansive views of the surrounding mountains.

Top Guest favourite
The exterior of a log home is shown, featuring a white door and a stone pathway leading to it. The rustic wooden siding highlights the natural textures. Surrounding greenery and trees frame the entrance, providing an inviting view of the property.
Farm stay in Lancing
4.96 out of 5 average rating, 170 reviews

Bunkroom at Fiat Farm

Tuck yourself into this cozy bunkroom attached to a custom-built log home. Situated on the site of a hundred-year-old homestead, this 67-acre property is now a regenerative farm. 10 minutes from Lilly Bluff overlook with hiking and rock climbing. A short drive to many Obed trailheads. Only 30 minutes to Frozen Head State Park. This space will be the basecamp for all your adventures. Or just enjoy the solitude as you explore the property and visit our farm animals. Welcome to Fiat Farm.

Guest favourite
A simple wooden tree house rests among the branches of a large oak tree, offering a rustic charm. Below, a picnic table is surrounded by two chairs, set on a grassy lawn. The area is open and inviting, under a clear blue sky.
Cabin in Rugby
4.92 out of 5 average rating, 120 reviews

A Little Closer to Heaven Primitive Tree house

This little tree house is primitive with no electricity and no water but has a bath house nearby. This is tent camping in a tree house. Located behind the historic R.M. Brooks Store, it is the perfect place to find peace and beauty . Perfect for hikers. Rest in the huge branches of this nearly 100 year old Oak Tree. A Queen bed awaits you for your restful nights sleep. Underneath you can picnic at the table or swing in the swing that hangs below. This is the perfect place to unplug.

Top Guest favourite
A hot tub is positioned on a private porch, surrounded by lush greenery. A tray with a bottle of sparkling wine, two glasses, and fresh grapes is neatly arranged beside the tub. The scene conveys a serene and inviting atmosphere.
Cabin in Jamestown
4.97 out of 5 average rating, 117 reviews

The Treehouse TN Honeymoon Cabin HOT TUB - in BSF!

A cozy log cabin for two nestled in the trees like your very own adult treehouse with an amazing HOT TUB! Granite & stainless kitchen, FIREPLACE, W/D, KING bed. 55" TV/STREAMING & WiFi w/desk. The two person HOT TUB (with two pumps and 42 jets) snuggles up to a gorgeous hemlock tree. Many squirrels to amuse you! The private porch also has a gas grill, cedar double rocker, & dining. Cabin is between Jamestown & Oneida, in Big South Fork, with numerous trailheads & hiking nearby.

Top Guest favourite
Cabin in Stearns
4.99 out of 5 average rating, 101 reviews

John L. Wright Cabin

Enjoy a peaceful escape. This newly built cabin with all the modern features is located in historic Stearns, KY. Surrounded by trees and overlooking a beautiful pasture, visitors can relax and enjoy the Big South Fork and Daniel Boone National Forest hiking and horseback riding trails, kayaking, and Cumberland Falls scenic attractions. Also enjoy and view the Big South Fork scenic railway train. Security cameras are turned off when guest are occupying cabin.

Guest favourite
A cozy living area features comfortable seating arranged around a wooden coffee table. A modern electric fireplace adds warmth to the space, while a large flat-screen TV is mounted on the wall. Natural wood accents create a welcoming atmosphere.
Cabin in Allardt
4.94 out of 5 average rating, 143 reviews

Equestrian Grandeur - w/ HotTub Lounge

Welcome to your new vacation! - Located in the Big South Fork White Oak Horse Community - Perfect Hot Tub Lounging Area - 60" Electric Fireplace - 65" Outdoor Roku TV - Outdoor Dine/Lounge - High-speed Wi-FI - Loft with Arcade Games & Movie Section - Fire Pit with Park Style Grill - Close to Hiking This property is perfectly located for those looking to explore the Big South Fork! Learn more below!

Popular amenities for Jamestown holiday rentals

Quick stats about holiday rentals in Jamestown

  • Nightly prices starting at

    Jamestown holiday rentals start at $106 AUD per night before taxes and fees

  • Verified guest reviews

    Over 60 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Jamestown rentals

  • 5 Average rating

    Jamestown stays are highly rated by guests—averaging 5 out of 5!

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