Holiday rentals in Jamestown

Ohana - Best Views and Best Experiences

One of the best views on the lake nestled in the Daniel Boone National Forest. Spacious 4 BR home w/bonus basement sleeping area w/Queen memory foam mattress. Large hot tub under covered screen porch & located in a private gated resort community w/multiple pools, tennis courts, walking/ATV trails- all within 1 mile of boat ramp. New furniture & TVs in every bedroom, basement game room with bar/poker table, jacuzzi tub in master. Terrific lake views from every room! Excellent WiFi for working.

Deerfield Hideaway at Old Smokey

This cozy waterfront lake house located in Deerfield Resort offers accommodation for up to 16 guests, plus a toddler "bedroom" for two little ones, two master suites featuring a walk-out to the deck, beautiful lake views, and a single boat slip with access to side-by-side for transport to and from the dock. Other amenities include parking, proximity to the golf course, the Tiki Bar, and Winery. Need a wedding venue? Book our two-house rental with an event/ceremony platform for your special day.

Lake Cumberland Resort Getaway

Charming private cottage in a gated Community at Lake Cumberland Resort, this 3-level home sits on 2 acres inside in the Daniel Boone National Forest & has fantastic reviews. Watch the sunrise from the front porch swing & sunsets from the the hot tub patio around the outdoor fire place. Gather around a campfire pit under the stars, or hike over a hundred miles of trails that literally start in your back yard. Active security patrols, three swimming pools, boat ramp, boat dock & tennis courts.

Waterfront 5 bed, 4 bath townhome - golf, winery

Welcome home to our 5 bed, 4 bath waterfront townhome located in Deerfield Resort! Our home offer two master suites and 3 additional queen bedrooms. The fully equipped kitchen has everything you need for family meals or take advantage of the grill and enjoy eating on the patio. The home features two levels of decking with gorgeous lake views. Perfect for relaxing in the hot tub as you overlook the lake. Enjoy the amenities including a community pool/golf/Tiki Bar and nearby winery.

Cozy Lakehouse – ZERO Cleaning Fee, Pet Friendly!

Discover an unforgettable escape at our breathtaking Burnside vacation home, where every moment becomes a cherished memory. • Nestled on the shores of Lake Cumberland, offering breathtaking lake views. • Luxurious amenities: Spacious 4BR, beautiful deck, screened-in sunroom with a view! • Endless entertainment: Fire pit & fully equipped game room for all ages. • Relaxation awaits: with a serene patio deck & modern comforts. • Ideal for large groups: Accommodates 14 guests, pet-friendly.

Lake Top Cabin #10

Completely remodeled lake view home at top of Lake Cumberland Marina. A spacious covered porch with a swing for those summer days and nights. 2 picnic tables and a grill for outdoor grilling days. A large deck with stunning views of the lake. Perfect for enjoying your morning coffee or evening wine after a great day on the lake. Perfect for large families or groups. Sleeps 10. Pets are welcome. Backyard is spacious for kids to play. Plenty of parking for your boats and vehicles. .

Gem in the heart of Fairfield Glade

Well-appointed condo perfect for a fun-filled, stress-free getaway. Master BR includes king bed, TV, and en-suite bath. Second full BA w/laundry on lower level. Upstairs loft has 1 double & 1 queen bed. Open plan living downstairs includes pull out sofa bed, 55" curved screen TV, Wi-fi internet. Well-equipped kitchen includes both a drip coffee maker and a Keurig coffee maker, so bring your favorite grounds or pods! Enjoy wooded views and wildlife sightings from the back deck.

Game Room | Lake View Chalet | Hot Tub

🌊 Center Hill Lake Escape Chalet w/ Views! 5-star retreat Stunning lake views, hot tub, screened porch & fireplace. 3 King bedrooms (2 w/ twins), game room w/ twins, queen sleeper sofa. Two full kitchens, ping pong & Ms. Pac-Man! Minutes to Suntex's Hurricane Marina, Edgar Evins State Park, Caney Fork River, wineries & hiking. Don’t miss goat cuddling at Harmony Lane Farms! 🐐 Exceptional hospitality + free toiletries & coffee. Book your perfect lake getaway today! 🚤✨

Nemo Tunnel Chalet - HotTub&View

Welcome to your new vacation! Local attractions: - 1.1 miles to Nemo Tunnel - .9 miles to Nemo Bridge - 4.9 miles to MoCo Brewing Project - 14 miles to Lily Pad Hopyard Brewery - 28 miles to Historic Rugby - 24 miles to Windrock - 14 miles to Historic Brushy Mountain State Penitentiary - 15 miles to Lily Bluff - 10 miles to Frozen Head State Park - 84 miles to Pigeon Forge & The Great Smokey Mountains Learn More Below!