
Holiday rentals in Jamestown
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Top-rated holiday rentals in Jamestown
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Little Cabin in the Woods
Bring your Kayak and enjoy the Mtn air in the comfort of our little Cabin on 5 wooded acres with a private Lake. Listen to the coyote's howl, campfires burn bright, and night sky's brindle with the twinkle of distant stars and fireflies. Daytime, pull on your hiking boots and enjoy the nearby state parks, lakes, and waterfalls. Just 3.5 miles off I-40, bounce in town or down the mtn for the perfect meal. Zipline, paddleboat, campfires & memories abound! Hosts live on property/avail 24/7.

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

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.

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.

Solace Sphere
Welcome to our modern sanctuary nestled in the serene woods of Smithville, just a stones throw away from the tranquil waters of Center Hill Lake. Solace Sphere offers a contemporary twist on the classic dome design, featuring a one bedroom layout with a loft, complemented by a rejuvenating waterfall shower and top-of-the-line appliances for your comfort and convenience. We are located 1-1/2 hours from Nashville and 3 miles from Pate’s Ford Marina Bar and Grill. We hope you find your Solace.

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.

Cozy Country Cabin
We welcome you to our country cabin, a wonderful place for a couple’s getaway or quiet corner all to yourself. Enjoy the clean, country air and starry night skies away from city lights; on a quiet, low traffic road facing woods and farmland with field, pond, and forest behind. We are just across the field from a working dairy farm and less than a mile from the dairy farm store and creamery where you can find fresh meat, eggs, milk, and some of the country’s best hand-dipped ice cream!

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.

Page's Legacy: Spring Getaway at the Lake
All rooms have a view of the lake and the deck overlooks Dale Hollow. We are a mile from Wolf River Boat Dock. The suite is downstairs with a private entrance. There are walking paths that encompasses 3 acres on the property. The private deck has a fire pit for chilly mornings to enjoy coffee or relaxing evening. There are some great day trips I have added to the "Host Guidebook" Click on "More about this location" and scroll to the bottom and click on "Show Host Guidebook"

Cozy Cabin
Cozy two bedroom cabin with unobstructed views of the mountains. On the back deck there is a hot tub and a gas grill. Near Big South Fork and Historic Rugby. 3 mile hike from the cabin to the river round-trip. Or drive to the trailhead and hike half a mile to the river. Come here to unwind and de-stress. Totally peaceful :-) My favorite time of year is winter at the cabin. Nothing like sitting in the hot tub and looking out over the frosty trees and mountains!

Deer Lodge Bed & Breakfast
This is a very private cottage located in the trees with a view of a beautiful private pond. You will have a large deck that faces the pond, private parking, complete kitchen facilities, washer and dryer, and a large bathroom. You won’t find a more peaceful & serene setting. The pond is stocked with 4 types of fish, so bring your gear. You can watch the hawks, ducks maybe even some deer. Everything you need is provided whether you stay a night or a week.

The Legend on the Mountain- Close to downtown!
Escape to a Cozy Mountain Retreat! Nestled in the Tennessee mountains, this stylish cabin is just 3 miles from Livingston, 20 minutes from Dale Hollow Lake, 30 minutes from Cummins Falls, and 1.5 hours from Nashville. Enjoy stunning views, watch wildlife from your window, or explore hiking, fishing, and ATV trails. Whether you seek adventure or relaxation, this peaceful getaway is the perfect spot. Book your stay today! 🌿🏡✨
Popular amenities for Jamestown holiday rentals
Other great holiday rentals in Jamestown

Bear Creek Resort ~ Trails, Waterfalls, 4 Stalls

Private Luxury Dome • Hot Tub • Dale Hollow Lake

WATER FRONT + Hot Tub - 20 Min from Dale Hallow

Bee Hive Cabin at Lake Cumberland KY

Scenic Overlook+Hottub+Glamping+Hiking Trails

Romantic Retreat | Fireplaces, Fire Pits & Views

Outdoor Oasis on the Plateau

Cabin Fever-Awesome Lake & Mountain View’s
Frequently Asked Questions
What are the best places to stay in Jamestown?
Stays around the town center, near Pickett CCC Memorial State Park, or bordering forested areas are often chosen for convenience and nature access. Local rentals can provide both rustic charm and amenities suited for families or groups.
What are the best things to do in Jamestown with kids?
Families can explore easy trails in Pickett CCC Memorial State Park, visit the historic sites at Alvin C. York State Historic Park, or discover interactive exhibits in local museums. Seasonal festivals and outdoor gatherings are also frequently suggested.
What are some of the best things to do in Jamestown?
Explore hiking routes in Pickett CCC Memorial State Park, visit the Alvin C. York State Historic Park, or browse local antique shops. Outdoor activities and history are woven into the experience of Jamestown.
How is the weather in Jamestown?
Winters are cool, with temperatures averaging 26–44°F (-3–6°C), while summers are warm but not extreme, usually reaching 82°F (28°C). Spring and fall bring milder temperatures and increased rainfall, so a jacket can be helpful.
When is the best time to visit Jamestown?
Spring and fall are often recommended, with temperatures in spring around 43–65°F (6–19°C) and in fall near 43–67°F (6–19°C), plus colorful foliage and seasonal festivals. Summer brings warmer weather for swimming and hiking.
What are the best places to visit in Jamestown?
Many visitors explore Pickett CCC Memorial State Park or the Alvin C. York State Historic Park for outdoor experiences and local history. The Mark Twain Spring is also frequently suggested for its natural setting.
What are some hiking trails in Jamestown?
Explore trails in Pickett CCC Memorial State Park, known for scenic forests and rock formations, or visit Big South Fork National River and Recreation Area for riverside and bluff-top routes. These areas invite hiking through wooded valleys and natural arches.
What are some family activities we can do in Jamestown?
Try picnicking by scenic lakes, joining ranger-led programs at Big South Fork National River and Recreation Area, or exploring nature centers with educational exhibits. These spaces help families experience Jamestown's natural and cultural heritage together.
What are some of the best day trip ideas from Jamestown?
Consider exploring natural rock formations in Pickett CCC Memorial State Park or enjoying horseback riding trails in the surrounding areas. Regional historic sites and caverns provide additional ways to experience the Cumberland Plateau.
Are there any pet friendly accommodations available in Jamestown?
Many stays in Jamestown are pet friendly, especially those near parks and nature areas. These accommodations can make it easy to enjoy outdoor adventures with your companions.
What are some local tips for visiting Jamestown?
Locals recommend bringing comfortable shoes for hiking, and a rain jacket, as weather can shift quickly. Exploring markets and local artisan shops adds a sense of community during your stay.
What is Jamestown known for?
Jamestown is often known for its connection to Alvin C. York, as well as outdoor recreation tied to the Cumberland Plateau and Big South Fork region. Its state parks and preserved natural areas are popular draws.
What are the best hidden gems to explore in Jamestown?
Look for lesser-known hiking paths in Big South Fork National River and Recreation Area or seek out local artists’ workshops and smaller historical sites in and around downtown Jamestown. These locations showcase the quieter character of the region.
What are the best foods to try in Jamestown?
Jamestown has classic Southern dishes such as barbecue, fried chicken, and seasonal vegetables, often prepared with local ingredients. Pies and cobblers are frequently suggested for dessert, celebrating regional fruits.
What should I bring for a trip to Jamestown?
Pack sturdy walking shoes, a rain jacket, and layers for temperature changes throughout the day. Insect repellent and sunscreen are useful for outdoor activities, especially in the warmer months.
What is the nightlife in Jamestown like?
Jamestown's nightlife centers around casual eateries, locally owned pubs, and social events at community venues. Live music or themed evenings can sometimes be found in nearby gathering spots.
What are the most popular events or festivals in Jamestown?
Jamestown has recurring events such as county fairs, heritage celebrations, and seasonal craft festivals, often centered around community grounds and local parks. Late summer and autumn are frequent times for local gatherings.
Are there family friendly vacation rentals in Jamestown?
Jamestown has a selection of family friendly vacation rentals, including cabins, houses, and cottages located near parks or the town center. Some listings can feature amenities like full kitchens, outdoor spaces, and flexible layouts for groups.
Quick stats about holiday rentals in Jamestown

Nightly prices starting at
Jamestown holiday rentals start at €17 per night before taxes and fees

Verified guest reviews
Over 70 verified reviews to help you choose

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Jamestown rentals

5 Average rating
Jamestown stays are highly rated by guests – averaging 5 out of 5!
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