Vacation rentals in East Bend

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.

Location · Family · TV

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 · Bathroom

Yadkin Valley Vineyard Cabin-cozy & private

Our cabin at Sanders Ridge Winery is cozy and peaceful. It is located in the old-growth forest behind our lodge style winery, with front porch views of the vineyard. You'll enjoy a complimentary wine tasting for two guests with your stay. Located in the Yadkin Valley AVA, there are more than 40 wineries less than 30 minutes from us. The cabin is the perfect honeymoon spot, romantic getaway or girls trip destination! We offer an add-on Bunch Basket with preordered/paid 48 hours in advance.

Value · Family · Pets

The Cottage at Southern Oaks near Winston Salem

Only a few miles from a host of beautiful wineries, easy access to downtown Winston-Salem, or the Yadkin river access to enjoy boating. Incredibly beautiful sunrises and sunsets on the terrace. Only 20 minutes from Pilot Mountain State Park, Tanglewood Park and Golfing. Convenient for traveling nurses to hospitals in Winston-Salem. If You’re looking for a relaxing place to enjoy the outside, go to local breweries and listen to music in the evening, then Southern Oaks is the perfect location.

Location · Accuracy · Condition

Mountain A Frame, Hot Tub, Blue Ridge Mountain

“Well off the road and very private… You will want to grab a glass of wine and watch the sunset over the mountains from our luxury hot tub! Watch it rise over the valley from our comfy loft bed while enjoying a cup of our signature coffee! Our kitchen is well-stocked to make your stay easy and enjoyable, including an outdoor grill! You can also enjoy the amazing views from outdoors by relaxing in a hammock or playing a round of cornhole, or sitting around a cozy fire (wood provided).”

Value · Location · Accuracy

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 · Value · Comfort

Whip-O-Will Cabin: Secluded Log Cabin Treehouse

Enjoy a secluded stay in our one of a kind, luxurious log cabin treehouse. The treehouse offers 2 bedrooms, the master bedroom on the main floor with a rock shower and the loft bedroom with a half bath. The treehouse has a full wrap around porch with jacuzzi tub overlooking a spring branch and fire pit. Enjoy the outdoor shower with a 16” rainfall shower head under the treehouse next to the spring branch. Our gravel road welcomes you to a cozy home in the trees.

Value · Location · Wifi

Log Cabin/Wine Country/Hot Tub/Fire Pit

Make some memories at this rustic, hand built log cabin. This cabin was built using reclaimed pine logs from local tobacco barns. Both bedrooms are located in an OPEN LOFT upstairs. Privacy curtains are installed but do not block out noise The cabin is full of amenities including washer/dryer, hot tub, antique clawfoot tub with shower, full kitchen, jacuzzi tub, large back deck, game area with foosball table, and beautiful views of the little Brushy’s.

Family · Location · Long stay

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.

Family · Value · Long stay

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.

Value · Family · Check-in

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 · Sleep quality

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!

Value · Family · Walkability