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$281 per night from 12 May to 13 May
AU$281
includes taxes & fees
12 May - 13 May
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!
Hideaway 27

Hideaway 27

Helenwood
The price is AU$387 per night from 14 May to 15 May
AU$387
includes taxes & fees
14 May - 15 May
Located in Helenwood, this vacation home is in a rural location, within a 10-minute drive of Big South Fork Medical Center and Oneida City Park.
Hideaway 27
Pool / Grill,  Dale Hollow Lake and nearby Sunset Marina with Mountain view

Pool / Grill, Dale Hollow Lake and nearby Sunset Marina with Mountain view

Byrdstown
With a stay at this vacation home in Byrdstown, you'll be on a lake, within a 5-minute drive of Dale Hollow Reservoir and Cordell Hull.
Pool / Grill, Dale Hollow Lake and nearby Sunset Marina with Mountain view
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🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers

🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers

Crossville
The price is AU$361 per night from 10 May to 11 May
AU$361
includes taxes & fees
10 May - 11 May
When you stay at this vacation home in Crossville, you'll be 6 minutes by foot from Fairfield Glade Racquet Center.
🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers
Cozy Tennessee Plateau home. Furnished outdoor living with 1G Wi-Fi

Cozy Tennessee Plateau home. Furnished outdoor living with 1G Wi-Fi

Crossville
Located in Crossville, this vacation home is within a 15-minute drive of Woodmere Mall Shopping Center and Cumberland County Playhouse.
Cozy Tennessee Plateau home. Furnished outdoor living with 1G Wi-Fi
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
Big Brimstone Cabin W/ Mountain Views for Miles

Big Brimstone Cabin W/ Mountain Views for Miles

Helenwood
The price is AU$566 per night from 7 May to 8 May
AU$566
includes taxes & fees
7 May - 8 May
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
END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom

END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom

Crossville
When you stay at this vacation home in Crossville, you'll be 3 minutes by foot from Fairfield Glade Racquet Center.
END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom
Misty Ridge - Ridge Road Scenic Cabins - Brimstone Recreation and Big South Fork

Misty Ridge - Ridge Road Scenic Cabins - Brimstone Recreation and Big South Fork

Robbins
When you stay at this vacation home in Robbins, you'll be in the mountains and 13 minutes by car from Museum of Scott County.
Misty Ridge - Ridge Road Scenic Cabins - Brimstone Recreation and Big South Fork
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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
111 Holiday Homes
Lowest Price
AU$180
Highest Price
AU$566
Popular accommodation
Boating Mecca: Near Dale Hollow Lake & Golf!, Hideaway 27, Pool / Grill, Dale Hollow Lake and nearby Sunset Marina with Mountain view, 🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers, Cozy Tennessee Plateau home. Furnished outdoor living with 1G Wi-Fi, Dale Hollow Cabin Next To State Park With Free Fire Pit & COVERED Boat Slip, Big Brimstone Cabin W/ Mountain Views for Miles, END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom, Misty Ridge - Ridge Road Scenic Cabins - Brimstone Recreation and Big South Fork

Top trending hotels in Jamestown

Three Bear Lodge

Three Bear Lodge

4.5 out of 5
3636 Pickett Park Hwy, Jamestown, TN
Fully refundableReserve now, pay when you stay
The price is AU$180 per night from 15 May to 16 May
AU$180
includes taxes & fees
15 May - 16 May
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$223 per night from 3 May to 4 May
AU$223
includes taxes & fees
3 May - 4 May
Located in Jamestown, Big South Fork Lodge is in a national park, within a 10-minute drive of Big Ridge Rock Trail and Collier Ridge Trail.
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 in the Big South Fork/Pickett State Park Area.

Cabin in the Big South Fork/Pickett State Park Area.

Jamestown
Located in Jamestown, this cabin is in a rural location, within a 10-minute drive of Highlands and Fork Lodge Trail System and Pogue Creek Canyon State Natural ...
Cabin in the Big South Fork/Pickett State Park Area.
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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.

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^Subject to availability and chosen travel dates.