Holiday houses in Williamsburg

Bluegrass Gables: Lake Cumberland Cottage

Relax in the forest is this amazing 4bd/2.5ba cottage. Only minutes to the Ramsey Point boat ramp, this is your base for your Lake Cumberland vacation. Bring your boat; ample parking onsite. Don't have a boat? No problem, Beaver Creek and Conley Bottom marinas are close by. House features modern amenities and a fully stocked kitchen. Enjoy the fireplace indoors or the firepit outdoors. Forest views and fresh air galore await you, especially from the hot tub! Absolutely no smoking inside or out.

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.

Blackbeard’s Lakefront Bungalow

Blackbeard’s Bungalow is located in beautiful Somerset overlooking Pitmann creek on Lake Cumberland. Enjoy the amazing year round lake views. Three large bedrooms, two full bathrooms, great room, dining room, open kitchen , screened in porch, and double decks are all yours for rest and relaxation or quality time with those you care about. Less than 10 miles to Pulaski park, Lee’s ford marina, and Burnside marina, this is the perfect location close to all conveniences but the perfect getaway.

The Tiny Swift Lake House

Looking for an enchanted get away close to the lake? Look no further. Only 5 minutes to Lake Cumberland and 5 minutes to Somerset, This TS decorated tiny is your dream come true! Walk into a Swifty's dream, with welcoming friendship bracelets! Tiny house is equipped with full size kitchen and full bathroom! Queen size luxury mattress and a pull-out sofa makes this big enough for the whole family! You will find a towel warmer, stocked coffee bar, w/d, grill and much more! This s a must see!!!

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.

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. .

The Enchanted Hideaway /Pet Friendly with Hot Tub!

Come relax at the Enchanted Hideaway Cabin just minutes from beautiful Lake Cumberland within the gated Lake Cumberland Resort. This 2 BR 2BA cabin offers much to love including open concept kitchen, dining, and living room area, washer and dryer, screened-in porches, grill, fire pit and much more! And you will love the private hot tub on the back porch! There are 3 community swimming pools in the resort with one only a short walk from the cabin. Book your perfect get-a-way today!.

Lowe Tide Log Cabin

Location, location! This newly remodeled log cabin sits overlooking Burnside island and around the corner from Burnside marina! Minutes from three boat ramps. Parking for 3 plus vehicles and a boat. Cabin offers master with king bed/bath, loft with a queen bed, family room with sleeper sofa, and power love seat, nice kitchen and second full bath with tub/shower. Cabin is located on a quiet dead end street and is surrounded by trees and is close so several restaurants and stores.