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Jamestown, TN vacation rentals
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Best Vacation rentals and Airbnb offers in Jamestown, TN

Search Family Vacation Rentals in Jamestown, TN

Make memories with a family retreat in Jamestown, TN, where fresh air and scenic trails are right outside your door.

Red Oaks Retreat With Horse Barn - Jamestown, TN
10 42 reviews
Jamestown, TN
06/28 – 07/01
$390/nighttotal: $1170 (3 )

Red Oaks Retreat With Horse Barn

1 2
cabin , Allardt
This cabin is located off the Big South Fork in Jamestown, Tennessee, offering easy access to the scenic Allardt area. It has received excellent ratings for its location, cleanliness, and amenities.
The cabin features three bedrooms, one and a half bathrooms, and can accommodate up to eight guests. It has a spacious entertainment area, a rustic ambiance, and a beautiful outdoor space with a scenic pond and rolling hills view. Guests also have access to the lake on the property for fishing and boating, as well as a fitness center, parking, and a BBQ area.
Enjoy Nature In Style! - Jamestown, TN
10 45 reviews
Jamestown, TN
06/28 – 07/01
$361/nighttotal: $1083 (3 )

Enjoy Nature In Style!

3 2
apartment , Jamestown
This Jamestown vacation home is a rural retreat surrounded by lush greenery and fresh air, just 1.1 mi from Pogue Creek Canyon State Natural Area and 2.2 mi from Pickett State Park. Rated as "excellent" by previous guests, it offers a cozy and inviting ambiance with its fireplace and spacious patio.
The house has 3 bedrooms, 2 bathrooms, and can accommodate up to 15 guests. It features a fully equipped kitchen, a Smart TV, air conditioning, a garden, parking, and laundry facilities, making it a comfortable and convenient choice for families and groups.
Hike, Bike, Horse Riding Or Porch Sitting Near Big South Fork And Pickett St. Pk - Jamestown, TN
8.0 4 reviews
Jamestown, TN
06/28 – 07/01
$294/nighttotal: $882 (3 )

Hike, Bike, Horse Riding Or Porch Sitting Near Big South Fork And Pickett St. Pk

4 2
cabin , Jamestown
This Jamestown mountain lodge is situated near the Highlands and Fork Lodge Trail System, six miles away, and nine miles from Pickett State Park, offering easy access to outdoor recreation in the area. This 1630-square-foot home features four bedrooms, two bathrooms, sleeps ten guests, and includes a fully equipped kitchen, Wi-Fi, and a private garden.
Cozy 2-bedroom Cabin With Wifi, Ac In Welcoming Jamestown - Jamestown, TN
10 31 reviews
Jamestown, TN
06/28 – 07/01
$234/nighttotal: $702 (3 )

Cozy 2-bedroom Cabin With Wifi, Ac In Welcoming Jamestown

2 2
cabin , Jamestown
This Jamestown, Tennessee cabin offers convenient access to local attractions, situated within two miles of the Fentress County Public Library, Mark Twain City Park, and the Old Jail Museum.
This two-bedroom, one-bathroom cottage sleeps six guests and features a fully equipped kitchen with a refrigerator and stovetop, a fireplace, free Wi-Fi, a Smart TV, on-site parking, and a terrace.

Best Jamestown, TN vacation rentals with a balcony

Stay & Paddle  River House + Free Kayaks - Jamestown, TN
Jamestown, TN
07/05 – 07/07
$298/nighttotal: $596 (2 )

Stay & Paddle River House + Free Kayaks

2 4
apartment , Byrdstown
This lakeside Byrdstown vacation home, located in Jimtown, Tennessee, is a 28-minute drive from Jamestown's Town Hall and Old Jail.
The 990-square-foot house features two bedrooms, 1.5 bathrooms, sleeps four, and includes a fully equipped kitchen, in-unit laundry, Wi-Fi, and a terrace; kayaking is available on-site, with easy access to Mark Twain City Park and several marinas.
River Loft Gibson Cabin On Dale Hollow Lake. - Jamestown, TN
10 2 reviews
Jamestown, TN
07/05 – 07/07
$265/nighttotal: $530 (2 )

River Loft Gibson Cabin On Dale Hollow Lake.

2 4
cabin , Jamestown
This Jamestown, Tennessee mountain lodge sits directly on the Cumberland Plateau river, offering easy access to Mark Twain City Park, Dale Hollow Lake, and several marinas.
The two-bedroom, one-bathroom home sleeps six and features a kitchen with a refrigerator and microwave, air conditioning, a screened porch, three porches with Cumberland Plateau views, a wood-burning fireplace, and a private garden with parking.
The Cabin At Crockett Creek - Jamestown, TN
9.8 79 reviews
Jamestown, TN
06/28 – 07/01
$351/nighttotal: $1053 (3 )

The Cabin At Crockett Creek

1 2
cabin , Allardt
This vacation rental is located in a peaceful rural setting near Allardt, just 9 miles from Pogue Creek Canyon State Natural Area, Bandy Creek Visitors Center, and Big Ridge Rock Trail. The property has earned excellent ratings for user experience, location, and cleanliness.
The 700-square-foot house comfortably accommodates up to four guests in one bedroom and two bathrooms. Enjoy a relaxing stay with amenities like a spa tub, fireplace, barbecue grill, and a fully equipped kitchen.

Frequently Asked Questions about vacation rentals in Jamestown, TN

  • Which walking or cycling routes are the best in Jamestown, TN?

    The Jamestown Greenway is a great option for a leisurely walk or bike ride. It's a paved trail that runs along the Cumberland River, offering scenic views. For a more challenging ride, you can head up to Big South Fork National River and Recreation Area. There are plenty of trails for hiking and mountain biking.
  • What are the best Airbnb and vacation rentals in Jamestown, TN?

    "The Shiloh" Entire House, “The Little Blue House” and Bear Hollow Retreat To State/national Parks are the most popular Airbnb and vacation rentals in Jamestown, TN among travelers.

  • What sports or outdoor activites can visitors enjoy in and around Jamestown, TN?

    Jamestown is a paradise for outdoor enthusiasts! You can go fishing, kayaking, or paddleboarding on Dale Hollow Lake. If you're looking for something more adventurous, there's rock climbing at Big South Fork National River and Recreation Area. And of course, there's always hiking, camping, and horseback riding.
  • What are the most popular Airbnbs in Jamestown, TN?

    Among the Airbnbs in Jamestown, TN, “The Little Blue House”, "The Shiloh" Entire House and Bear Hollow Retreat To State/national Parks are the most popular ones.

  • What other towns or cities can be easily accessed from Jamestown, TN?

    Jamestown is a great base for exploring the surrounding area. You can easily drive to Cookeville, which is about a 30-minute drive. For a longer day trip, you can head to Nashville, which is about a two-hour drive.
  • What are the best rentals for families and kids in Jamestown, TN?

    The best rentals for families and kids in Jamestown, TN are "The Shiloh" Entire House, “The Little Blue House” and Bear Hollow Retreat To State/national Parks.

  • What amenities are commonly available in vacation rentals in Jamestown, TN?

    Vacation rentals in Jamestown typically offer a wide range of amenities, including kitchens, laundry facilities, and outdoor spaces. Many also have hot tubs, fireplaces, and private decks. You'll want to check the listing carefully to see what amenities are included.
  • What time of year is best to rent a vacation rental Jamestown, TN?

    The best time to visit Jamestown depends on what you're looking for. Summer is great for swimming and boating, while fall is beautiful for hiking and leaf peeping. Spring and fall are generally the least crowded times to visit.
  • What are the local dishes in Jamestown, TN region?

    Jamestown is known for its Southern comfort food. Be sure to try some fried chicken, mashed potatoes, and gravy. You'll also find plenty of barbecue restaurants in the area. And of course, no trip to Tennessee is complete without a taste of Tennessee whiskey.

Destinations nearby

Best Jamestown, TN vacation rentals with a sauna

Cozy 1-bedroom Cabin With Ac,  Free Wifi In Jamestown - Jamestown, TN
Jamestown, TN
06/28 – 07/01
$202/nighttotal: $606 (3 )

Cozy 1-bedroom Cabin With Ac, Free Wifi In Jamestown

1 2
cabin , Grimsley
This Grimsley cabin is located near East Fork trails, a 10-minute drive from Jamestown, offering easy access to attractions like Highland Manor Winery and Sgt. Alvin C. York State Historic Park.
The one-bedroom, one-bathroom cottage sleeps four with a queen bed, sofa bed, Wi-Fi, and washer/dryer, plus nearby access to hiking trails.

Best Jamestown, TN vacation rentals with a fireplace

Garrett's Private Lake House With Horse Barn - Jamestown, TN
10 7 reviews
Jamestown, TN
06/28 – 07/01
$308/nighttotal: $924 (3 )

Garrett's Private Lake House With Horse Barn

1 2
apartment , Allardt
This three-bedroom, two-bathroom lake house near Allardt, Tennessee, is conveniently located within half a mile of grocery stores and gas stations, and six miles from East Fork Stables.
The 1-acre property features a private lake with fishing access, a two-stall horse barn, an outdoor entertainment area with a fire pit and grill, and comfortably accommodates up to eight guests.
Mountain Cabin In Jamestown - Jamestown, TN
10 13 reviews
Jamestown, TN
07/05 – 07/07
$317/nighttotal: $634 (2 )

Mountain Cabin In Jamestown

2 4
cabin , Jamestown
This Jamestown cabin rental is located within 9 miles of the Fentress County Public Library, Mark Twain City Park, and Highland Manor Winery, offering easy access to local attractions.
This pet-friendly, family-friendly cottage sleeps six guests in two bedrooms and one bathroom, boasting a kitchen with a refrigerator and microwave, a private patio, free WiFi, and on-site barbecue grills.
Romantic Cabarn W/ Hottub Lounge - Located On Bsf! - Jamestown, TN
9.8 34 reviews
Jamestown, TN
07/05 – 07/07
$222/nighttotal: $444 (2 )

Romantic Cabarn W/ Hottub Lounge - Located On Bsf!

2 4
cabin , Allardt
This charming cabin is located in the White Oak Horse Community, just a short drive from Allardt and the Big South Fork National River and Recreation Area. Guests have consistently rated this property as excellent, making it a popular choice for travelers seeking a peaceful escape in the heart of nature.
The cabin offers 680 square feet of space, comfortably accommodating up to four guests in its two bedrooms. Enjoy modern amenities like high-speed Wi-Fi, a hot tub, an outdoor lounge area, a fire pit, and a grill, along with a loft featuring arcade games and a movie section for entertainment.
Country Hideaway - Jamestown, TN
Jamestown, TN
06/28 – 07/01
$227/nighttotal: $681 (3 )

Country Hideaway

1 2
apartment , Allardt
This spacious basement apartment, offering 2,900 sq ft of entertainment space, is located on a secluded farm in Allardt, just a 5-minute drive from Jamestown, TN.
The rental accommodates up to 8 guests with six luxury beds across two bedrooms, featuring a fully stocked kitchen, a resort-class shower, and an in-unit washer/dryer, plus access to a downstairs patio.
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