
Holiday houses in Wise
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Top-rated holiday rentals in Wise
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Cozy 3-BR 2-bath cottage near highest point in KY
Nestled in the heart of Lynch, KY, surrounded by comforting mountains, sets the Mountain Escape Cottage. Less than 1 mile from Portal 31, you can dive deep into the rich history of this tiny coal town. Within minutes you can drive to ATV parks, the highest point in KY, and many other mountainous adventures. Grab some coffee at the old cafe turned coffee shop, and visit the KY Coal Museum just 5 minutes away in Benham, KY. You and your family will leave here with beautiful mountain memories!

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.

Tiny Home By The Greenbelt
Perfect for outdoor enthusiasts, this 12x24 riverside tiny home sits on the Greenbelt walking and biking trail in Big Stone Gap. Guests park in a public gravel lot, walk across a footbridge and up a gravel path to reach the home. Enjoy a private deck, Blackstone grill, fire pits, picnic area, queen bed, futon, full bath, Wi-Fi, TV, microwave, and coffee maker. Walk to restaurants and the Trail of the Lonesome Pine Outdoor Drama. Great for biking, fishing, hiking, and relaxing outdoors.

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

Serenity Meadows near UVA Wise
Outstanding privacy given its close proximity to downtown and UVA wise a beautiful ranch, 3 BR, 2 Bath house is all your large family needs for a wonderful stay in the lush Virginia countryside. Large living room for gatherings, piano, TV, internet, BBQ, firepit, basketball, cornhole, tree swings. A spacious front deck and covered porch provide outdoor dinning opportunities or just time to relax among the deer, meditation pond and peaceful views of an endless meadow.

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 Farmhouse
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!

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

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!
Popular amenities for Wise holiday rentals
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