Vacation rentals in Pinnacle

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

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.

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.

A Mount Pilot Retreat 2 in Pinnacle, NC

Take it easy at this unique and tranquil getaway just 25 minutes from downtown Winston Salem. Enjoy the beautiful views of Pilot Mountain while walking the property or relax on the front porch while enjoying your morning coffee. Whether you are looking to unwind or spend the day amongst the trees, A Mount Pilot Retreat II will be the perfect place for you! *We are currently transitioning owners between A Mount Pilot Retreat and A Mount Pilot Retreat 2. Reach out directly with any questions.*

Lizard Lookout

Come enjoy this peaceful piece of mountain living. You will feel like you are in the middle of nowhere with neighbors hidden by the woods. You will have the entire upper level including an open loft with plenty of games, books, and toys. Nestled on Sauratown Mountain on 10 acres, Sauratown Mountain trails very close by with a view of Pilot Mountain from my very spacious deck. Nearby hiking, ziplining, canoeing and state parks await you. Or just relax on the hammock in the shade. Do you!

The Cottage @ Saint Basil Farm

Tucked into a quiet hillside beside Pilot Mountain, The Cottage at Saint Basil Farm offers a peaceful farmstay experience rooted in simplicity and hospitality. This two-bedroom, two-bath cottage features an open floor plan, full kitchen, and cozy living space that opens to fresh farm air. Enjoy private patios, strolls through orchards, gardens, pine forest, amazing pond views and visit with the chickens. Perfect for families, couples, or solo travelers seeking peace and a sense of home.

Wine Down Cottage

Unwind in style at Winedown Cottage across from the award-winning JOLO Winery & Vineyards with stunning views of Pilot Mountain right from the porch. This is your perfect base for wine tasting, hiking, state parks or relaxing. A charming getaway nestled in the heart of Pilot Mountain, NC. Whether you’re here for a quick getaway, or just to slow down and sip a little, our cozy, updated cottage offers the perfect mix of comfort and convenience. Pour a glass, kick back, and winedown.

Unit 107

This stunning studio unit is conveniently located in downtown Pilot Mountain, within walking distance to all the shopping and dining Pilot has to offer. Newly renovated with a full kitchen and open concept, granite counters, 4 seat dining room table, sectional sofa, king size bed, and more. There are many things to do in the area, wineries, tons of events/festivals, hiking, mountain trails, ziplining, cannoning, and so much more! Pet friendly unit with large dog run out back.

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.

Studio in the heart of Downtown Pilot Mtn

The Raven's Nook is a renovated historic building in downtown Pilot Mtn. You can walk to local shops, and restaurants. You are only a few minutes from the iconic Pilot Mountain as well as a short distance from many other outdoor activities. The Raven's Nook offers a studio feel with its open floor plan. It offers a kitchenette, eating area, full private bathroom and queen size bed. Great space for two or cozy enough for one. New mattress as of 2025.

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.

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.