Holiday houses in East Bend

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Top-rated holiday rentals in East Bend

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Top Guest favourite
A charming log cabin sits on an expansive grassy area, featuring a porch with two blue chairs and small tables. In the foreground, pumpkins are placed decoratively, while a shed is visible to the right, surrounded by vibrant autumn foliage.
Cabin in Pinnacle
4.96 out of 5 average rating, 248 reviews

A Squirrels Paradise

A Squirrels Paradise is an adorable tiny log cabin w/stunning views of Pilot Mountain, nestled in the countryside of Surry County, yet convenient to major highways. Within minutes of 3 state parks for hiking, fishing, kayaking, & horseback riding. Convenient to the Blue Ridge Parkway, area wineries, & golf courses. Nearby towns to visit for shopping or dining include Mayberry (Mt. Airy), Mt. Pilot (Pilot Mountain), & Winston-Salem. Additional cabin available on property for larger groups.

Top Guest favourite
A serene view of a green landscape is provided from a covered porch. Two rocking chairs face an open yard with a small table, leading toward a rustic building in the background. A prominent mountain peak is visible in the distance under a partly cloudy sky.
Farm stay in Pinnacle
4.9 out of 5 average rating, 272 reviews

Beautiful Retreat at Pilot Mountain Vineyards

This quiet rancher sits right off of HWY 52 in Pinnacle, NC. The property is connected to Pilot Mountain State Park on two sides. PMSP trails can be accessed from here. Right down the road, there is a river access to the Yadkin River and horseback riding trails. Hanging Rock state park and the Dan River are only a few miles away. The historic town of Pilot Mountain is down the road. Enjoy the beautiful view of the mountain and the feel of being isolated while close to restaurants and activities

Top Guest favourite
Apartment in Pilot Mountain
4.98 out of 5 average rating, 174 reviews

Downtown loft with a view of Pilot Mtn

The Cardinal Getaway is nestled in the heart of downtown Pilot Mtn. You can overlook local events from the patio or windows. You can walk to local shops and restaurants. If it's the outdoors, you crave you are just minutes away from the iconic Pilot Mountain as well as other outdoor activities. You will be staying in a historic building that has been renovated into a beautiful two-bedroom loft style apartment. It has a full bath, living room, kitchen, dining, laundry & new Mattress as of 2025.

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
4.99 out of 5 average rating, 304 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 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, 564 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.

Top Guest favourite
A covered patio area features a set of two chairs and a small table beneath an overhang. Double doors lead into the guest suite, while sunlight casts intricate shadows on the concrete surface.
Guest suite in East Bend
4.97 out of 5 average rating, 115 reviews

Yadkin Wine Basic Betty

Guest suite/studio apartment attached to main home located in quiet and beautiful rural area in Yadkin Co. Includes full kitchen and full bath with all the necessities. TV with Roku and WIFI. Queen size bed and queen sofa bed. Two car parking and outdoor sitting space with fire pit. We're located in the middle of Yadkin Valley Wine Country so plenty of wineries to venture out to! We're also located 20 minutes from downtown Winston-Salem.

Top Guest favourite
A charming Tiny House is presented with a welcoming porch, featuring a pair of chairs and decorative lights. The exterior showcases a soft green color with wooden accents and a neatly landscaped entryway. Adjacent structures can be seen in the background, providing a rustic setting.
Tiny home in Lewisville
4.98 out of 5 average rating, 192 reviews

Cozy and Peaceful Tiny House on a 100-acre Farm

This sweet, eclectic Tiny House is ready to welcome you for a peaceful getaway. Enjoy expansive views from the front porch. Use the quiet time to finish your novel or decompress from the stresses of life. Walk the property, fish in the pond, or roast marshmallows at the firepit. We welcome your well-mannered pets. This location is perfect for those who want to get away, but who also want the conveniences of life just minutes away.

Top Guest favourite
A cozy living area features hardwood floors and natural light streaming through large windows. A ceiling fan hangs above, providing airflow. Two sofas are positioned around a wooden coffee table, while a small TV stand holds a television. Decorative elements are present on the walls.
Home in Pinnacle
4.97 out of 5 average rating, 198 reviews

Country View Getaway

This home is a perfect central location between both the Blue Ridge Parkway and the Sauratown Mountains. Only 15 miles from Hanging Rock. Only 2.8 miles from Pilot Mountain State Park's Grindstone Trail. Jolo Winery is just 4 minutes away and 14 minutes from Shelton Vineyards. Located on a 40+ acre farm, there are plenty of areas to explore, from the donkeys at the stable to multiple breathtaking views throughout the property.

Guest favourite
A cozy cabin constructed from natural wood sits nestled in a green forest. The front porch includes steps leading up to an entrance adorned with an American flag. A pathway lined with decorative stones and bordered by shrubbery leads to the cabin.
Cabin in Boonville
4.92 out of 5 average rating, 149 reviews

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 our property! The cabin is the perfect honeymoon spot, romantic getaway or girls trip destination!

Top Guest favourite
A cheerful outdoor seating area features white Adirondack chairs and a small table, placed on a lush green lawn. A vibrant bouquet sits on the table, surrounded by tall trees. The yellow cottage is visible in the background, framed by blooming flowers and a wooden fence.
Cottage in Pinnacle
4.95 out of 5 average rating, 124 reviews

Hikers Nest At Pilot Mountain 4b/2b Entire Home

Experience mountain cottage living in a stunningly restored 1950’s home! A bright, comfortable base to call home while you explore Pilot Mountain State Park, Mount Airy, (home of Mayberry from the famous Andy Griffith Show), Hanging Rock State Park, romantic wineries, and life in a mountain town. Climbing, hiking, biking, and horse riding abound in this area. A perfect stay for a romantic getaway or a friends vacation.

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
4.94 out of 5 average rating, 103 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
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, 252 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!

Popular amenities for East Bend holiday rentals