Holiday rentals in Pfafftown

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Top-rated holiday rentals in Pfafftown

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Top guest favourite
The living room features a comfortable gray sofa paired with a patterned armchair, offering ample seating. A modern lamp stands beside a small table. The space is illuminated by natural light, highlighting the warm orange walls and a decorative fireplace, with a television positioned nearby.
Bungalow in Rural Hall
4.96 out of 5 average rating, 102 reviews

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.

Top guest favourite
A spacious suite features a large bed with decorative pillows and a patterned throw. A dresser and chair are positioned near a window, allowing natural light to fill the area. A television and a small table are present, along with a comfortable seating arrangement.
Guest suite in Winston-Salem
4.98 out of 5 average rating, 332 reviews

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.

Top guest favourite
A charming cottage is depicted with light blue siding, framed by lush green shrubbery. The porch features a lattice design, and large windows offer a view into the inviting interior. A brick chimney extends from the side, blending rustic elements with a welcoming facade.
Home in Advance
4.96 out of 5 average rating, 178 reviews

Awakening Path

Welcome to a serene retreat nestled among a wooded forest, a gurgling brook, a candlelit fairy house and trail, the cutest and most loving pony ever and his equine friend, Ginger, a gentle chestnut mare. The charming cottage features warm wood floors, two inviting bedrooms downstairs, along with a spacious living area and a well-equipped kitchen. An additional bedroom upstairs offers extra comfort and privacy, accommodating at least two guests, and a beautiful view of the outdoor splendor.

Top guest favourite
A cozy living room is highlighted by wooden beams and rustic log walls. A plush sofa faces a stone fireplace, complemented by a round area rug. A small coffee table centers the space, with decorative items displayed on shelves in the background.
Home in Dobson
4.97 out of 5 average rating, 588 reviews

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.

Guest favourite
The exterior of a two-story brick home is shown, featuring a welcoming front porch with white railings. Tall evergreen shrubs frame the pathway leading to the door, and a decorative wreath is visible on the front door. A clear blue sky complements the scene.
Home in Clemmons
4.9 out of 5 average rating, 197 reviews

Tranquil Cape Cod w/ Fast Freeway Access

Experience tranquil southern evenings from the front porch rocking chairs and enjoy breakfast in our fully stocked kitchen including a Keurig or carafe compatible coffee maker, crock-pot, blender, toaster, and microwave. Country style dining with a table that expands to fit up to 8, or dine al fresco on the backyard deck. Great for all ages: board games, toys, books, a fenced yard, Disney+ and Amazon Prime Video. There is a TV in the living room and the King bedroom.

Top guest favourite
Cottage in Winston-Salem
4.98 out of 5 average rating, 118 reviews

Sleepy Bee Cottage, simple charms, near WFU

It feels like the countryside within city limits on shared property with owners home. The cottage has views of the acre+ woodland behind and a garden in front. Beyond the property there is a Duke Power easement and a ravine. There is ample, well-lit parking and a fenced dog yard. There is a small seating area out front under the shade of a dogwood tree. Smoking is NOT allowed on the property. Additional fees will be charged for violation of this rule.

Top guest favourite
A sign reading 'Welcome to the Joyful Loft' is displayed prominently, crafted from wood with a black graphic design. The sign is hung on a textured wooden surface, with steps visible in the background leading to the entrance.
Flat in Winston-Salem
4.97 out of 5 average rating, 118 reviews

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.

Top guest favourite
A spacious living room features comfortable seating arranged around a central coffee table. Natural light fills the room, highlighting a modern wood stove and decorative art pieces on the walls. A doorway leads to additional areas of the home, inviting exploration.
Home in Lewisville
4.99 out of 5 average rating, 166 reviews

The Poet's House, Luxury and Solitude on 100 acres

Welcome to the Poet's House on a 100-acre farm! This luxury one-floor house is the perfect romantic retreat for a couple, convenient stay with all the essentials for a family getaway, and a great option for business travelers who want both privacy and convenient access to Winston-Salem. While the minimum night stay is two nights, we do host weekday, one-day corporate or staff retreats. Contact us for more information.

Top guest favourite
A cozy living area features a pink sofa with decorative cushions, positioned near a rustic coffee table. A television is mounted on the wall, while large windows allow natural light to fill the space. Soft lighting is provided by two lamps, enhancing the comfortable ambiance.
Cottage in Lewisville
4.93 out of 5 average rating, 118 reviews

Secluded cottage on 8 acres right outside of WS

Secluded cottage on 8 acres right outside of Winston Salem. It includes 1 closed off bedroom with a twin bed and pack n’ play if needed. There is a 2nd bedroom with a queen bedroom and TV. This cottage is a great place to come relax! We are close to a few wineries and breweries. Come enjoy the peaceful property by the outdoor fire pit and patio. Please note we have a stove and toaster oven but not a oven.

Top guest favourite
Cottage in Advance
5 out of 5 average rating, 234 reviews

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.

Top guest favourite
A serene cabin is positioned among lush green grass, featuring a spacious porch with wooden rocking chairs. A windmill stands nearby, complementing the rural setting. Large windows reflect the evening light, highlighting the cabin's modern design against a captivating sky.
Cabin in Pilot Mountain
4.99 out of 5 average rating, 282 reviews

Foothills Escape

Take it easy at this unique and tranquil getaway. Relax by the fire pit while you enjoy the beautiful view of Pilot Mountain. Just minutes to historic Mayberry or the shopping and theaters of Winston Salem. Whether you are looking to kayak at the nearby rivers, take in area wineries or see the sites… this slice of heaven is in the midst of it all. Don’t wait. Pilot Mountain is calling!

Top guest favourite
A single-family home features a light-colored exterior with blue shutters. A large, attached garage is visible, with a paved driveway leading to it. The front yard is well-maintained, showcasing shrubs and a tree with vibrant autumn foliage.
Home in Winston-Salem
4.93 out of 5 average rating, 212 reviews

"Deacon House" 3 bedrooms

Looking for a place to stay in Winston Salem? Check out this 1,315 sqft. single family home that has 3 bedroom and 2 full bath. It has its own driveway with 2 car garage attached and fenced in backyard, guest occupy the entire house except the attic. It is just a few minutes away from downtown, Wake Forest University, Reynolda Garden, LJVM coliseum, Starbucks and grocery stores.

Popular amenities for Pfafftown holiday rentals