Cabin vacation rentals in Jamestown

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Quick stats about cabin rentals in Jamestown

  • Nightly prices starting at

    Jamestown vacation rentals start at ﺩ.ﺇ 331 per night before taxes and fees

  • Verified guest reviews

    Over 90 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Jamestown rentals

  • 4.9 Average rating

    Jamestown stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated cabin rentals in Jamestown

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

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Guest favorite
The cabin exterior is viewed from below, showcasing a spacious front deck with a wooden railing and potted flowers. A grill is visible at the center, surrounded by outdoor furniture. The steeply pitched roof adds architectural interest against a backdrop of greenery.
Cabin in Jamestown
5.0 out of 5 average rating, 19 reviews

Kentucky Coal Cabin 2 min from Lake Cumberland

Come explore the Lake Cumberland area in style with a fully stocked cabin, everything you will need for a great stay!! A home away from home!! 5 beds, a fully stocked kitchen, beautiful front porch/deck with rocking chairs to enjoy all the summer nights, a huge firepit and a fireplace inside!! Hike, fish and explore your way through Wolf Creek Dam and all the amenities it has to offer including a National Fish Hatchery, play area, splash pad, great food and boat ramps. The State Dock is 2 min!!

Guest favorite
The newly constructed cabin features a welcoming wooden exterior with a spacious deck surrounded by trees. Large windows and a central chimney are visible, allowing natural light to fill the interior spaces while blending harmoniously with the forested surroundings.
Cabin in Russell Springs
4.88 out of 5 average rating, 49 reviews

Lake Daze Cabin

Lake Cumberland Cabin Getaway! Newly constructed cabin on the hills of Lake Cumberland. Perfect for the weekend fishing trip, guys weekend, or your family vacation on the lake! Plenty of parking for your water toys, so bring your boat, jet ski or kayaks and launch them at the ramp at the end of Jones Road. No boat? No Worry! This ramp offers walk in float access or shore fishing. Full kitchen offers everything needed to enjoy your meals, or grill outside on the Blackstone in the BBQ Shack.

Top guest favorite
The cabin exterior is enveloped by lush greenery, featuring a welcoming wooden deck with a railing adorned with potted plants. Large glass doors invite natural light, complemented by multiple windows that enhance the warm, woodsy atmosphere of the structure.
Cabin in Monticello
4.97 out of 5 average rating, 35 reviews

Lake Cumberland Cottagey-Cabin 15% OFF AUG 2+NTS!

Serenity, tranquility & an inner peace is what you'll feel upon entering! Our 3-level, 4BR, 2BA cottagey Cabin accommodates 8 guests and boasts a seasonal view in Fall/Winter of CONLEY BOTTOM MARINA from its secluded, wooded lot! Inside, the warmth of natural woods will envelop you! The chef in your group will love the adorable kitchen equipped with every imaginable gadget, spice & cooking basic! Appointed in Cottagecore design, SERENITY RIDGE is the perfect blend between yesterday and today!

Guest favorite
Cabin in Jamestown
4.93 out of 5 average rating, 57 reviews

HotTub~Riverfront~Firepit~PingPong~Lake Cumberland

Welcome to The Woodlands (Cabin 5) at Cabins on the Cumberland, your family’s new getaway tradition. *Private boat ramp to the Cumberland River *20 Min to Lake Cumberland *Pickleball / Basketball & Playground *NEW hot tub *Game Center w/ Pool, PingPong, Arcades, Shuffleboard *Private Firepit *Barrel Saunas *Dog-friendly *Pack-n-play & high chair NOTE: This is a cabin community and we do have other cabins available for larger groups. Read our important notes below prior to booking.

Guest favorite
The exterior of a charming cabin is visible among a lush, wooded setting. The cabin features a metal roof and wooden sides, with a porch that invites relaxation. A blossoming tree adds a splash of color to the serene landscape, surrounded by green foliage.
Cabin in Monticello
4.92 out of 5 average rating, 140 reviews

The Stable @ Bluegrass Gables

Enjoy some retro vibes in this converted barn. Indulge your senses, from the smell of the pine shiplap to the sounds of the wind chimes on the breezy covered porch or some vintage vinyl on the victrola turntable. Light a fire and watch the flames dance in the wood burning stove. Enjoy sips of your favorite beverage from a rocking chair with a view of the Appalachian foothills. Soak in the hot tub! Vintage china, glassware, art, vinyl, furniture, games, it's all in the details.

Guest favorite
A rustic cabin is set on a grassy area, featuring a gravel pathway leading to the entrance. The structure has a green roof and a covered porch with several windows. Lush trees and open space are visible in the background, enhancing the natural surroundings.
Cabin in Jamestown
5.0 out of 5 average rating, 10 reviews

The Trout Haus-A charmed cabin on Cumberland River

Come enjoy this relaxing cabin with friends, family or fishing enthusiasts. Located directly on the Cumberland River, known for its beautiful views and plentiful trout fishing and only 14 miles from Lake Cumberland’s Halcomb boat ramp. As a renter, you have access to our private community boat ramp directly in your backyard. With expansive front and back porches, including an outside grill and fire pit, this cabin is perfect for your next getaway.

Superhost
Cabin in Monticello
4.83 out of 5 average rating, 12 reviews

Hot Tub & Seasonal Lake Cumberland Views

Welcome to Your Lake Cumberland Getaway! Tucked away in the peaceful hills of Monticello, KY, this cozy 2-bedroom, 1-bath retreat offers the perfect mix of comfort, privacy, and seasonal lake views. Whether you’re here to unwind or explore Lake Cumberland, this home is designed for relaxation year-round. Same great property under new ownership! Previous average rating of 4.95 with 80+ total reviews! Most recent 5 star reviews hosted by myself.

Top guest favorite
Cabin in Jamestown
4.92 out of 5 average rating, 89 reviews

Weekend at Bernie's Cabin at Lake Cumberland KY

Cozy A-frame with the rustic-but-comfortable balance just right. Queen bed and bath downstairs, two more queens in the loft, sleeps 6. Big kitchen island, gas grill (no charcoal), drip coffee, WiFi that beats the city. Wraparound porch, fire pit, and deer that wander through daily. Minutes from Jamestown Marina, room to park a boat on site. Self check-in smart lock. No dishwasher, no pets. Slow mornings, fast boat launches.

Superhost
Cabin in Monticello
5.0 out of 5 average rating, 3 reviews

The Oak. Cabin w view close to Conley Bottom.

Escape to this newly built cabin just minutes from Conley Bottom and Lake Cumberland. Perfect for families, couples, and lake lovers, this cozy retreat sleeps 6 with a queen bedroom, loft twins, and a sofa bed. Spend your days boating, fishing, hiking, or exploring the area, then unwind by the fire under the stars. Whether you’re here for adventure or relaxation, you’ll feel right at home at Buffalo Trace Retreat.

Guest favorite
A modern cabin is nestled among trees, featuring a welcoming front porch with a railing and steps leading up to it. The porch includes seating arrangements, and gravel surrounds the base of the structure, contributing to a natural setting.
Cabin in Jamestown
4.88 out of 5 average rating, 24 reviews

Beautiful Cabin 4 mins from Cumberland Lake

Kick back and relax in this stylish 1-bedroom cabin with a loft that includes 2 twin beds and a queen pull-out sleeper sofa. A fully stocked kitchen, beautiful front porch/deck with rocking chairs, a swing, and a fire pit to enjoy the beautiful nights. The State Dock, Wolf Creek Dam, and Cumberland River are just 4 minutes away! Make sure to explore Wolf Creek Dam and all the amenities it has to offer!

Guest favorite
A wooden ramp leads up to a welcoming front door, surrounded by a neatly trimmed lawn. Two red Adirondack chairs are positioned on either side of the ramp. A dog relaxes comfortably on the ramp, enjoying the sun.
Cabin in Jamestown
4.85 out of 5 average rating, 13 reviews

Lily Creek Cottage

Relax with the family at this quaint, and peaceful cottage in Jamestown, Ky. @Lake Cumberland!! This cute little cottage is all you need after enjoying a fun day on the water, boating, or fishing. conveniently located only 5 minutes from Safe Harbor boat Marina (Jamestown, Ky.) and 2 miles from Lily Creek boat ramp!! Pet friendly (limit 2 pets please) Handicap accessible ramp front door.

Superhost
A cabin with a green metal roof is positioned amidst bare trees, set against a clear blue sky. The front porch features a welcoming railing, and a propane tank is visible on the side. The open grassy area surrounding the cabin is dotted with leaves.
Cabin in Albany
4.8 out of 5 average rating, 55 reviews

Newly renovated near Rowena, Grider and Dam

Kick back and relax in this calm, stylish space. This cabin is a centrally located to multiple docks. It’s 10 min to State Dock, 7 min to Halcombs Landing, 10 min to Grider and many more. It has 2 bedroom, 1 bath, kitchen and living room. It has all of the amenities you would need to enjoy your time at the lake and coming back to relax in the peaceful surroundings. Come stay with us!

Popular amenities for Jamestown cabin rentals