Vacation rentals in Jamestown

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Top-rated vacation rentals in Jamestown

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Top guest favorite
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, 276 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 favorite
A leather sofa is positioned in front of large windows, revealing expansive views of Dale Hollow Lake and the surrounding wooded landscape. Soft light filters through, with a chandelier overhead adding elegance. The rustic walls complete the inviting ambiance of the space.
Home in Monroe
4.92 out of 5 average rating, 102 reviews

New! Eagle's View Lake House on Dale Hollow Lake!

Welcome to Eagle's View overlooking Dale Hollow Lake in Monroe, TN! You will love the peace, warmth and relaxation our three bedroom, two Bath luxury “cabin” provides. Enjoy the elegant rustic decor and gorgeous lake views from the 550 sq ft deck that extends across the back of the entire home. Located2.6 miles from Sunset Marina & Restaurant where you can rent jet skis, boats, kayaks, etc. get ice-cream, dinner, or swim/layout on the beach/park area, grill out or enjoy playground & facilities.

Top guest favorite
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
4.94 out of 5 average rating, 154 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.

Top guest favorite
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
4.93 out of 5 average rating, 355 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 favorite
The log cabin is nestled among tall trees and features a wrap-around porch supported by sturdy wooden posts. A series of wide stairs lead down the slope, connecting the cabin to the surrounding wooded landscape and showcasing the natural terrain.
Cabin in Oneida
4.98 out of 5 average rating, 115 reviews

Log Cabin On The Rocks

*No Cleaning Fee* Log Cabin On The Rocks is a log cabin retreat built over a dome house rock with an amazing overlook to view the scenic rock and seasonal water features on over 40 acres. Take the stairs down from the wrap around porch to the overlook to see a breathtaking natural scene then take just a few more stairs down to the dome rock house to the left which leads to a small trail to see the gorge. More trails behind the owner's cabin lead to even more natural rock and water features.

Guest favorite
A modern dome structure stands elevated on wooden stilts amidst lush greenery. The exterior features large geometric windows that reflect the surrounding trees, while warm outdoor lighting strings across the deck, enhancing the peaceful ambiance of the natural setting.
Dome in Smithville
4.97 out of 5 average rating, 114 reviews

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.

Top guest favorite
A panoramic view of rolling hills showcases a vibrant autumn palette, with trees displaying shades of orange, yellow, and green. The landscape extends into the distance, framed by gentle mountain ridges under a cloudy sky, inviting a sense of tranquility and connection with nature.
Cabin in Crawford
4.94 out of 5 average rating, 116 reviews

Heaven’s View-The woods are lovely, dark and deep.

“The woods are lovely, dark and deep, But I have promises to keep, And miles to go before I sleep, And miles to go before I sleep.” -Robert Frost This unique and tranquil getaway offers an AMAZING VIEW that stretches for miles and miles, with nothing but nature in sight. You'll enjoy a bird’s eye view of Putnam and Overton counties, all from an elevation of approximately 2,000 ft. Wildlife, peacefulness, and tranquility meet modern amenities in this new (2020) concrete log home!

Top guest favorite
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
4.93 out of 5 average rating, 190 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 favorite
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
4.96 out of 5 average rating, 207 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 favorite
A charming cabin features a well-maintained front porch with flower boxes adorned with vibrant blooms. The entrance is framed by a white railing and stairs, leading to a lush green lawn. A clear blue sky serves as a backdrop to this peaceful setting.
Cabin in Lancing
5 out of 5 average rating, 119 reviews

Cabin on the Farm

Nestled on a beautiful East Tennessee farm, this cabin has a stunning view of a five acre pond. We have lots of beautiful outdoor opportunities to enjoy nearby such as the Obed Visitor Center, Frozen Head State Park, and the Lilly Bluff overlook. If you are a history buff, the Alvin C York State Historic Park, historic Rugby and Brushy Mountain State Penitentiary are all must sees. Of course if you're looking to relax and just enjoy some country life this is just the place to do so.

Guest favorite
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, 121 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 favorite
A two-story cabin features a red metal roof and wooden siding, set against clear blue skies. A stone pathway leads from the front porch to the grassy yard, with a pond visible in the background surrounded by trees that show fall colors.
Cabin in Jamestown
4.92 out of 5 average rating, 26 reviews

Still Waters Inn

Relax with the whole family at this peaceful place to stay. You can enjoy the mountain air, horses in the pasture, fishing in the pond and the cozy feeling of the cabin. It has a complete full kitchen and a gas fireplace to keep you comfortable in every season. There is 1 bedroom with queen bed and in the loft 2 queen beds that will sleep 6 comfortably. The bathroom has a walk in shower and a claw foot tub. You can sit out on the front or back porch to enjoy the view.

Popular amenities for Jamestown vacation rentals

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 vacation rentals in Jamestown

  • Nightly prices starting at

    Jamestown vacation rentals start at G$4,178 GYD 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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