
Holiday rentals in Dryden
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Top-rated holiday rentals in Dryden
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Mamaws House-Natural Tunnel, Devils Bathtub Hwy 23
Nostalgia and comfort at Mamaw’s House. We are honoring our Mamaws, Grandmother, Granny and mothers; sharing their talents, interests, and love with you. Everyone belongs at Mamaw's House. The family areas are for fun, games and conversation. The sitting room, breakfast area, porch, and “mud” room give you a place to create or relax. Keeping with modern times, each of the bedrooms have workspaces, comfy beds, full size mirrors, YouTube tv and high speed WiFi . So come on in and stay awhile.
5.0 out of 5 average rating, 112 reviews
Cozy Country Log Cabin! NO cleaning or pet FEES!
Cozy log cabin on quiet 22+ wooded acres with creek and well stocked pond! Enjoy all the comforts of home in a rural, peaceful setting. Seasonal Babbling brook, covered porch, fire pit , picnic & BBQ pavilion, and hiking trails! Bring your hiking Boots ! Located just 11 miles from Rogersville (the second oldest city in Tennessee, founded by Davie Crocket's maternal grandparents!). Located 12 miles from Crockett Springs Park and Historic Site. Public boat launch located at Clinch River nearby.
4.98 out of 5 average rating, 486 reviews
“The Home Place” 3 Bedroom 2 Bath - Farm House
The “Home Place” is idea for visiting family or the perfect weekend getaway! It has beautiful Mountain View’s, and is in a very peaceful setting! Nestled in the mountains, but minutes from groceries, fast food & restaurants! Entertainment is also close by such as Lee Theatre & Axe Handle Distillery! Stone Mountain ATV Trails & Leeman Field RV Park are also close by! Hiking can be enjoyed at Natural Tunnel State Park, Cumberland Gap National Park, Sand Caves, Devil’s Bath Tub all within a hour!
5.0 out of 5 average rating, 89 reviews
Farm house with animals 10 minutes from Big Stone
Relax in our serene guest house situated atop a hill on a working farm on private country drive. Gorgeous 360 views of the surrounding mountains and pasture. Sip coffee on the front porch as the sun rises, and enjoy stunning sunsets from the back porch rockers! Cows, horses, sheep, donkey, deer closeby. Peaceful rural retreat with modern flare! Close to great dining and Trail of the Lonesome Pine outdoor drama in Big Stone Gap. Pickle balls and racquets provided for courts in Big Stone!
4.99 out of 5 average rating, 125 reviews
H&B Cabin and Farm at Wilder Bent
Beautiful mountain log cabin with modern amenities located on the Powell River. Our home has a spacious kitchen, large dinning table for family meals, and a gorgeous stone fireplace made from stone found on the property. The lower level is very private and is perfect for parents, in-laws, or teens. This is a peaceful get-a-way with plenty of fishing, hiking, and kayaking. Just a few minutes from Jonesville, VA, Hwy. 58 and tourist attractions in driving distance. Your home away from home!
4.94 out of 5 average rating, 118 reviews
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!
4.98 out of 5 average rating, 233 reviews
Maw's House Handicapped Friendly House in country
This two bedroom ranch style brick home located on a working farm will delight you with its view and open country spaces. Enjoy seeing wildlife such as deer, turkey, and squirrels on the property. This home is handicapped friendly. All entrances have a ramp, the bathroom commodes are raised, the shower in the main bath is handicapped, and there are grab bars in the necessary places. Equipment available for the handicapped are: Wheelchair, Lift Chair, Rollator, commode chair, walker.
4.98 out of 5 average rating, 120 reviews
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!
4.93 out of 5 average rating, 106 reviews
Hibernation Station (trailer parking available)
This property is located near the entrance of Kingdom Come Start Park and right beside Stepp Fitness gym. It is also near local golf courses, Little Shepherd Trail, and the towns of Benham and Lynch. The Black Mountain ATV Park is only 15 miles away. The property has a master bedroom with a king bed, a second bedroom with a queen bed, and a 3rd bedroom with 2 twin beds. The master has an onsuite. It offers a washer and dryer, a full kitchen, and 2 water heaters to ensure hot showers.
4.94 out of 5 average rating, 54 reviews
Tranquility in the Mountains - House
Peaceful getaway offers relaxation & adventure in the KY mountains. Short drive to VA & TN. Large home has 4 bedrooms - 2 w/ private bath & 2 that share a double-vanity bath. Open living/dining area and kitchen. Nearby is a 7-hole golf course and swimming pool (available Memorial Day - Labor Day), hiking, and tourist attractions such as Portal 31 and the KY Coalmine Museum, as well as Kingdom Come State Park. Plenty of parking; can accommodate trailers & RVs. RV park is a 45-minute drive.
4.92 out of 5 average rating, 181 reviews
Country views and hikes.
Enjoy a farm experience and relaxed countryside setting or hike to the top of the mountain. Enjoy the views and tranquility. WiFi: 100 MB/s. And remember, when the electricity is out, everything is out! (Does not happen often, but it can happen!) VERY IMPORTANT: FOLLOW THE DIRECTIONS TO FIND IT. The location is: 36.595115°, -83.143031° (we cannot be responsible if you cannot find it. ) Remember to download the directions/route: the cell service will be lost on the way here......
4.97 out of 5 average rating, 131 reviews
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.
4.96 out of 5 average rating, 56 reviewsPopular amenities for Dryden holiday rentals
Other great holiday rentals in Dryden

Gap House on the Lonesome Pine
5.0 out of 5 average rating, 48 reviews
Dan’s Den - Two bedroom home with outdoor firepit
5.0 out of 5 average rating, 47 reviews
Serenity on the Clinch River
4.82 out of 5 average rating, 51 reviews
Pegs House
5.0 out of 5 average rating, 35 reviews
Pet friendly Log Cabin on secluded Farm
5.0 out of 5 average rating, 3 reviews
The Wright Place
4.97 out of 5 average rating, 37 reviews
Joe’s place (trailer parking available )
5.0 out of 5 average rating, 27 reviews
Bed and Biscuit Inn Pets are family too!
4.98 out of 5 average rating, 53 reviewsDestinations to explore
- Nashville Holiday rentals
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- Bristol Motor Speedway
- Cumberland Gap National Historical Park
- East Tennessee State University
- Bristol Caverns
- Steele Creek Park
- Sycamore Shoals State Historic Park
- Bays Mountain Park & Planetarium
- Warriors Path State Park
- Natural Tunnel State Park
- Sugar Hollow Park
- Panther Creek State Park
- Winged Deer Park
- Founders Park





