Vacation rentals in Wise County

Bear Creek Cabin • Vineyard Views & Fishing Pond

Escape to Bear Creek Cabin, overlooking the pond at MountainRose Vineyards. Enjoy peaceful porch views, modern comfort, and easy access to winery tastings, mountain trails, and quiet evenings under the stars. Perfect for couples, solo travelers, and small groups/families seeking a serene getaway. Fishing is allowed in the adjacent pond with a waiver signature. Must bring your own fishing equipment. Wine and charcuterie options can be pre-ordered to be waiting in the cabin for your arrival!

Verna’s Place Country Cottage Peaceful Retreat

Unwind at Verna’s Place, a quaint country cottage nestled in the mountains of Southwest Virginia. This home, located in Wise, Virginia is a little over 4 miles from the campus of UVA-Wise and less than 2 miles from the local winery. Enjoy the serene mountain setting by relaxing on the patio or enjoy all the dining, shopping and outdoor activity options located just minutes away. Bigger is not always better and this unique country cottage is a perfect getaway for travelers of all types.

Cozy Cottage at Wise

Welcome to the Cozy Cottage at Wise. This comfortable 2 bedroom 1 bath home is located only 3.1 miles from the campus of the UVA College. It has a check yourself in keypad. Guest can enjoy a spacious living room with a 75 inch smart TV, two comfortable queen beds with European cotton bed linens. It has a well stocked kitchen, Keurig coffee maker, and waffle maker. For guest to enjoy, it has a relaxing patio, and spacious parking. The washer and dryer are located in the basement.

Hidden Haven Apartment

Enjoy this 2 BR, 1 Bath newly renovated and spacious apartment right in the Town of Wise. Conveniently located within 2 miles of UVA-Wise and other restaurants and shopping locations. 20min from MECC 20 min from Guest River Gorge 1hr 6min from Breaks Interstate Park 1hr35 min from TRI Airport 1hr 35 min from Bristol Motor Speedway 15 minutes from Norton Community Hospital Approximately 2.5 miles from WalMart Approximately 13 miles to High Knob Tower High Knob hiking and trails

Cowan Creek Cottage

Cowan Creek Cottage is close to the Cowan Community Center and only 5½ miles outside the city limits of Whitesburg. The cottage is located at the foothills of Pine Mountain. You’ll love the cottage and enjoy the feel of having your own little home in the mountains. Enjoy a clean and comfortable home away from home while visiting friends and family and enjoying our community. Cowan Creek Cottage is good for couples, solo adventurers, business travelers, and families.

The Potting Shed

This unique space is so charming you may never want to leave! Newly renovated with all the conveniences of home! A comfortable living space, fully stocked kitchen, free Wi-Fi and cable TV, beautiful outdoor patio space, outdoor grill and several items available for you to borrow for the perfect hike or picnic! It's the perfect spot for exploring Whitesburg and Letcher County. We know you will absolutely love your home away from home!

Gap House on the Lonesome Pine

Have fun with the whole family in my beautifully updated cottage nestled in the heart of the quaint mountain town of Big Stone Gap. Situated in an ideal location, and adjacent to The Trail of the Lonesome Pine outdoor drama. Within easy walking distance of great dining, coffee and ice cream shops, beautiful walking/hiking trails, the BSG visitor’s center, bike trails, parks, pickleball courts, fishing, kayaking, and more!

Saint Paul Loft

Modern-style, private studio apartment located near downtown Saint Paul, VA. Perfect for a weekend away! Complete with a cozy bed, chaise loungers for reading and watching TV, along with a mini kitchen and breakfast area. Close to the entrance of Spearhead trails and the refreshing Clinch River, offering several opportunities for outdoor excursions. The loft is also within walking distance of several local restaurants.

Wise Town-view Apartment

Enjoy this 1 BR, 1 Bath small, but spacious apartment right in the middle of the Town of Wise. Take a brisk 1/2 mile walk and you'll be right on the UVA-Wise campus. Or take a 1/4 mile walk and you're right on Main Street in Wise. 20min from MECC 20 min from Guest River Gorge 1hr 6min from Breaks Interstate Park 1hr 15min from TRI Airport 1hr 20min from Bristol Motor Speedway

Dandelion Bungalow

This special place is close to downtown Whitesburg and right across from the entrance of Tanglewood Trail. It is within walking distance of Kentucky Mist, a few local restaurants, a recreational center, the farmer’s market, and Cane Kitchen. We are located at the foot of the scenic Pine Mountain and a short drive to hiking trails, overlooks, and other attractions.

Bridge Loop

Cozy 3-bedroom house just a few miles from downtown Whitesburg, Kentucky! Perfect for families or small groups, this home offers a warm, comfortable stay with a fully equipped kitchen, inviting living space and private backyard pool! Enjoy peaceful cottage vibes with easy access to local restaurants, shops, and attractions. Relax, unwind, and make yourself at home!

Perfect location above Big Cherry Brewing

Situated in the heart of Big Stone Gap. You will be within walking distance of all the entertainment, museums, shops, history, and food fare. Right downstairs is Big Cherry Brewing which features amazing food, entertainment, and even a brunch and gourmet coffee menu in additon to a huge selection of craft beers.