Book Holiday Homes in Jamestown
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Jamestown

Lake Cumberland Luxury #2! Amazing Lake views, hot tub, fire pit!

Boating Mecca: Near Dale Hollow Lake & Golf!

Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!

Little blue house on the lake

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

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

6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍

Lake Cumberland Home 1/2 Mi to Beaver Creek Marina

1-Mile from Conley Bottom's ramp
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 | 198 Holiday Homes |
---|---|
Lowest Price | AU$167 |
Highest Price | AU$770 |
Popular accommodation | Lake Cumberland Luxury #2! Amazing Lake views, hot tub, fire pit!, Boating Mecca: Near Dale Hollow Lake & Golf!, Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!, Little blue house on the lake, Pool / Grill, Dale Hollow Lake and nearby Sunset Marina with Mountain view, Dale Hollow Cabin Next To State Park With Free Fire Pit & COVERED Boat Slip, 6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍 , Lake Cumberland Home 1/2 Mi to Beaver Creek Marina, 1-Mile from Conley Bottom's ramp |
Holiday Homes in Jamestown
More accommodations in Jamestown
Top trending hotels in Jamestown

Lake Cumberland State Resort Park

LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY

JAMESTOWN Marina, LCKY. boat parking. pool table. 3 full baths. pet friendly.

NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
More ways to explore Jamestown
Top picks
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.