Holiday houses in Tobaccoville

Bungalow on Broad Street near Winston-Salem

Just far enough away from the bustle of the city. Enjoy a unique experience, having the whole house/yard to yourself in our newly renovated and fully updated historic Craftsman style bungalow located outside of Winston Salem. 10 mins to Wake Forest University, 15 mins to downtown Winston Salem, Old Salem and School of the Arts. Convenient to Greensboro, close to vineyards, Pilot Mountain and Hanging Rock State Parks with access to hiking, biking, tubing, zip lining and other outdoor activities.

Family · Value · TV

Kevin's Home

Enjoy your stay in this spacious 2-bedroom, 2-bath home nestled in a peaceful neighborhood just minutes from Winston-Salem. This quiet retreat offers comfort and convenience with easy access to major highways, local shopping, and popular eateries. The fully equipped kitchen makes dining in a breeze, while each bedroom provides a cozy and restful space. Whether you’re visiting for business or leisure, you’ll appreciate the home’s blend of tranquility and accessibility. Come make yourself at home

Family · Location · Quiet

The Whistle Stop-Walk to Fine Food & Outdoor Fun!

Step back in time in this beautifully restored home, originally built in the 1800s. Nestled just minutes from Pilot Mountain State Park and Hanging Rock State Park, you’ll be perfectly positioned to enjoy hiking and climbing. Take a short walk to the heart of King, NC, an ever-growing and revitalized town center filled with local charm. Discover everything from casual bites to fine dining, cozy coffee shops, and a delightful bakery. King is centrally located between Mount Airy and Winston-Salem

Value · Family · Heating

Black Bear Cabin - 3BR/2BA - Fire Pit, Arcade

This picturesque log cabin home offers a mountain-like escape, just a short drive from the city where towering pines and abundant fresh air surround you. With vaulted ceilings, a stone fireplace and beautiful exposed beams, the home radiates charm. Settle in for a night around the firepit, play the arcade & pool table or cozy up by the fire with a good book. You’ll be only 4 mins from a supermarket and only 20 minutes from the heart of the city giving you the ultimate city break getaway.

Location · Family · Access

Private, Peaceful, Green Hideaway 6 Minutes to WFU

Just minutes from Wake Forest, we have a completely remodeled this very special place. We have often stood at the huge windows of this ground level space and watched mother deer with their fawns play in the yard. Your home away from home is at the end of an already quiet cul-de-sac so traffic noise is zero. Your suite is completely private with its own ground level entrance. Your kitchen has a full size sink, an induction stove, fridge, with all your cookware, dishes. New bath with tub.

Value · Location · Walkability

Premium Retreat close to WFU w/ Lvl 2 EV Charger

Exceptional , award winning property offering unparalleled convenience and comfort for a premium short term stay close to Wake Forest campus area. This newer professionally furnished, 1495 SF, single dwelling, 2 story home has 3 bedrooms, 2.5 bathrooms. Features: Level 2 EV Charge Station, walk in tile shower, Easy All in One Washer/Dryer unit, Fast Internet and more. Great for 2 or 3 couples. 1 King, 2 Queens. All Bedrooms are on 2nd Floor. Max 4 cars & 6 Guest. No Smoking and No pets.

Value · Location · EV charging

Sleepy Bee Cottage, simple charms, near WFU

Feels like the countryside within city limits. This cottage sits on shared property with the owners’ home and overlooks more than an acre of woodland, with a small garden just out front. Beyond the energized deer‑protection fence lies a Duke Energy easement and a wooded ravine, giving the property a quiet, tucked‑away feel. Guests have ample, well‑lit parking, along with access to a fenced dog yard. A small seating area beneath a mature dogwood tree offers a peaceful spot to relax.

Family · Value · Parks

Stony Knoll Vineyards Wine Lodge

A family heritage 1850 log home that was completely renovated in 2007. The front porch overlooks Stony Knoll vineyard grounds and tasting room which is across the street. This wine lodge consists of 1 full bath with a shower and jacuzzi, 1 double bed, 1 king bed and 1 single bed loft. A fully furnished kitchen for all meal prep. A full sized living room with fireplace and TV. Come and enjoy a glass of wine on the front porch or listen to the rain hit the country tin roof.

Location · Family · Amenities

Mel’s country cottage. Country life near the city.

Private detached effeciency apartment in a country setting near WinstonSalem. Queen bed, kitchenette with sink and essentials, sofa, smart TV, full bath, covered porch. Relax by the creek or enjoy nature walks. Watch the occasional deer & other wildlife. Use the grill or fire pit at your leisure. Pets welcome. Local restaurant & convenient store 1 min. away. Close to many tourist destinations- Hanging Rock, Winston Salem, Pilot Mt. Belews Creek power station.

Location · Value · Condition

The Joyful Loft Apartment! Private Studio Retreat

Welcome to the Joyful Loft, a stylish and private studio retreat designed for comfort and convenience. Nestled above the garage with its own dedicated entrance, this cozy space offers complete privacy while still being close to everything Winston‑Salem has to offer. The separate entrance and private staircase, make the loft feel like your own personal hideaway. The Joyful Loft combines style, convenience, and a welcoming atmosphere.

Family · Value · Sleep quality

Little House in Winston-Salem, NC

This special place is close to everything, making it easy to plan your visit. If you are visiting Winston-Salem, why not stay in your own newly renovated home? No need to sacrifice convenience, as it is situated only 4.5 miles from Wake Forest University and 6-8 miles from the heart of Winston-Salem. Whether you're visiting family and friends, or on assignment, this space has all you need during your stay.

Family · Value · Air conditioning

Rocky Knoll Hideaway | Visit Family | Quiet Escape

Welcome to Rocky Knoll Hideaway — your peaceful home base for visiting family, relaxing, and recharging. Tucked among the trees, this cozy private cottage offers the perfect blend of quiet seclusion and convenient access to the area. Whether you’re here for a weekend visit, a holiday stay, or just a break from the busy pace of life, Rocky Knoll Hideaway offers a warm, welcoming place to land.

Location · Family · Backyard