Book Holiday Homes in Jamestown

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Featured Holiday Homes in Jamestown

Boating Mecca: Near Dale Hollow Lake & Golf!

Boating Mecca: Near Dale Hollow Lake & Golf!

Burkesville
The price is AU$279 per night from 25 Feb to 26 Feb
AU$279
includes taxes & fees
25 Feb - 26 Feb
Located in Burkesville, this vacation home is on a lake, within a 10-minute drive of Dale Hollow Lake State Park and Dale Hollow Lake State Resort Park Golf ...
Boating Mecca: Near Dale Hollow Lake & Golf!
Big Brimstone Cabin W/ Mountain Views for Miles

Big Brimstone Cabin W/ Mountain Views for Miles

Helenwood
The price is AU$544 per night from 24 Feb to 25 Feb
AU$544
includes taxes & fees
24 Feb - 25 Feb
Located in Helenwood, this vacation home is in the mountains, within a 5-minute drive of Flat Creek Park and Senator Howard H. Baker Library.
Big Brimstone Cabin W/ Mountain Views for Miles
Dale Hollow Lake getaway tucked in the woods, one minute from the lake!

Dale Hollow Lake getaway tucked in the woods, one minute from the lake!

Byrdstown
Located in Byrdstown, this vacation home is within a 15-minute drive of Eagle Cove Marina and Star Point Marina.
Dale Hollow Lake getaway tucked in the woods, one minute from the lake!
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Lake and Mountain Views

Lake and Mountain Views

Byrdstown
With a stay at this vacation home in Byrdstown, you'll be on the waterfront, within a 15-minute drive of Dale Hollow Reservoir and Cordell Hull.
Lake and Mountain Views
🌟Updated Fairfield Glade Condo 🌟w/King Size bed, pet friendly, Wifi, & more!

🌟Updated Fairfield Glade Condo 🌟w/King Size bed, pet friendly, Wifi, & more!

Crossville
The price is AU$357 per night from 24 Feb to 25 Feb
AU$357
includes taxes & fees
24 Feb - 25 Feb
With a stay at this vacation home in Crossville, you'll be 8.9 mi (14.3 km) from Stonehaus Winery and 9.5 mi (15.3 km) from Palace Theater.
🌟Updated Fairfield Glade Condo 🌟w/King Size bed, pet friendly, Wifi, & more!
Fairfield Glade condo with King size bed, pet friendly and WiFi

Fairfield Glade condo with King size bed, pet friendly and WiFi

Crossville
The price is AU$355 per night from 28 Feb to 1 Mar
AU$355
includes taxes & fees
28 Feb - 1 Mar
When you stay at this vacation home in Crossville, you'll be 14 minutes by car from Stonehaus Winery.
Fairfield Glade condo with King size bed, pet friendly and WiFi
Dale Hollow Cabin Next To State Park With Free Fire Pit & COVERED Boat Slip

Dale Hollow Cabin Next To State Park With Free Fire Pit & COVERED Boat Slip

Burkesville
Located in Burkesville, this vacation home is on a lake, within a 15-minute walk of Dale Hollow Lake State Park and Dale Hollow Lake State Resort Park Golf ...
Dale Hollow Cabin Next To State Park With Free Fire Pit & COVERED Boat Slip
Comfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!

Comfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!

Crossville
The price is AU$348 per night from 24 Feb to 25 Feb
AU$348
includes taxes & fees
24 Feb - 25 Feb
With a stay at this vacation home in Crossville, you'll be 9.2 mi (14.7 km) from Stonehaus Winery and 9.3 mi (14.9 km) from Crab Orchard Town Hall.
Comfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!
Lazy Bear Cottage-No Cleaning Fees & direct access to Brimstone

Lazy Bear Cottage-No Cleaning Fees & direct access to Brimstone

Helenwood
Located in Helenwood, this vacation home is a 4-minute drive from Museum of Scott County and 6 minutes from Flat Creek Park.
Lazy Bear Cottage-No Cleaning Fees & direct access to Brimstone
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Jamestown Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Jamestown vacation homes are the perfect way for you to wing it.

Holiday houses in Jamestown let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Jamestown in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Jamestown adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Jamestown with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Jamestown vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Jamestown Holiday Homes essential information

Accommodation
93 Holiday Homes
Lowest Price
AU$182
Highest Price
AU$544
Popular accommodation
Boating Mecca: Near Dale Hollow Lake & Golf!, Big Brimstone Cabin W/ Mountain Views for Miles, Dale Hollow Lake getaway tucked in the woods, one minute from the lake!, Lake and Mountain Views, 🌟Updated Fairfield Glade Condo 🌟w/King Size bed, pet friendly, Wifi, & more!, Fairfield Glade condo with King size bed, pet friendly and WiFi, Dale Hollow Cabin Next To State Park With Free Fire Pit & COVERED Boat Slip, Comfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!, Lazy Bear Cottage-No Cleaning Fees & direct access to Brimstone

Top trending hotels in Jamestown

Three Bear Lodge

Three Bear Lodge

4 out of 5
3636 Pickett Park Hwy, Jamestown, TN
Fully refundableReserve now, pay when you stay
The price is AU$182 per night from 9 Mar to 10 Mar
AU$182
includes taxes & fees
9 Mar - 10 Mar
Located in Jamestown, Three Bear Lodge is in the mountains, a 2-minute drive from Pogue Creek Canyon State Natural Area and 6 minutes from Pickett State Rustic ...
Three Bear Lodge
Big South Fork Lodge

Big South Fork Lodge

2.5 out of 5
3605 Leatherwood Ford Road, Jamestown, TN
Fully refundableReserve now, pay when you stay
The price is AU$225 per night from 24 Feb to 25 Feb
AU$225
includes taxes & fees
24 Feb - 25 Feb
Located in Jamestown, Big South Fork Lodge is in a national park, within a 10-minute drive of Big Ridge Rock Trail and White Oak Overlook.
Big South Fork Lodge
Lakefront, NEW Gas Firepit. Hot Tub. Private Dock. Pup Friendly

Lakefront, NEW Gas Firepit. Hot Tub. Private Dock. Pup Friendly

Jamestown
Located in Jamestown, this cabin is on the waterfront, within a 15-minute drive of Whispering Wind Lake and Mark Twain City Park.
Lakefront, NEW Gas Firepit. Hot Tub. Private Dock. Pup Friendly
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Cabin on the Water - "No Wake Zone" w/2 Kayaks, and Hot Tub!

Cabin on the Water - "No Wake Zone" w/2 Kayaks, and Hot Tub!

Jamestown
With a stay at this cabin in Jamestown, you'll be on a river, and 24 mi (38.7 km) from Dale Hollow Reservoir and 15.4 mi (24.8 km) from Old Jail Museum.
Cabin on the Water - "No Wake Zone" w/2 Kayaks, and Hot Tub!
Don't see what you're looking for?
See all available properties in Jamestown
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.