Holiday rentals 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 · Indoor spaces

Chickadee McGhee's Countryside Retreat

Relax with the whole family at this peaceful place to stay. End of road privacy yet close to downtown King. With three bedrooms and two full bathrooms the whole crew can come. This cozy home is a great place to nestle in for a weekend away or to use as a base for hiking the areas trails, tubing on the Dan River, or riding the Blue Ridge Parkway. Also visit our local Mayberry like downtowns in King, Pilot Mountain and Mt.Airy. Owner lives in basement apartment and is close by if questions arise.

Location · Family · Comfort

New in the Heart of Ardmore

The whole group will enjoy easy access to everything that Winston-Salem has to offer from this centrally located place. Our fully renovated home has everything brand new. Sleep on new tuft and needle mattresses, relax at the end of your day with our Frame TV, enjoy a full wrap around porch with BBQ, and enjoy our walkable neighborhood. From the popular Miller park, to the local staple eatery The Bagel Station, to the Original Krispy Kreme, we are walkable to dozens of Winson-Salems top visits.

Value · Family · Decor

Quiet Clean 4BR pet friendly in town Large lot

Welcome to your Ultimate King getaway! Perfect for wedding groups, hiking families and out-of-town workers seeking space, privacy and convenience. Nestled on a sprawling 1.75 acre lot with a 1860 square foot. This spacious home offers a perfect blend of small town tranquility, and big city access. Whether you are gathering the family for a local wedding, hiking the local mountain trails, or traveling for business, our home boasts all the space you need. Please note we do not allow Parties

Location · Family · Grill

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.

Family · Location · Nearby

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 · Family · Wifi

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.

Location · Value · Parks

Cozy Quarters in King *price now includes all fees

Cozy and private room with separate keyless entrance from the brick patio and off-street parking. Enjoy the whirlpool tub in the full bath which includes separate shower. Room has a hotel feel with small refrigerator, microwave, coffee maker, small ironing board and iron. This is a totally separate accommodation with no shared space. We are in the Yadkin Valley and the Foothills of the Appalachians, so just minutes away from many scenic spots and wineries to enjoy!

Family · Location · Cleanliness

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 · Family · Parks

Minutes to WFU, Malls, Downtown | Renovated+Serene

Welcome to our newly renovated and furnished house in a peaceful Winston-Salem neighborhood! This centrally located house is just minutes from Wake Forrest University, shopping, downtown, grocery stores, and restaurants. Kick back and relax in the house, in the large fenced private backyard, or in the basement where you can watch your favorite shows on a huge 75" screen. The house also boasts a high quality foosball table and a large pool table.

Value · Family · Parks

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.

Location · Value · Amenities

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.

Value · Location · Getting around