
Vacation rentals in Castlewood
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Top-rated vacation rentals in Castlewood
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Cabin-Style Retreat/Firepit/Near trail
Welcome to The Cabin in Disguise, a private, thoughtfully remodeled home with rustic cabin-style finishes in the hills of Mendota. Relaxing getaways or family trips near Bristol. Enjoy a peaceful setting with covered porch seating, firepit with wood provided for evenings under the stars. Inside you will find fully equipped kitchen, coffee bar, comfortable gathering spaces, and everything needed for a relaxing stay. Near Mendota Trail, Carter Fold "Create Memories and be our guest"

Channels Retreat- OleTimerCabin+On Trail2Channels
Step back in time with this original 1890s Appalachian solar powered off grid cabin. The cabin has been renovated with all the modern conveniences: solar-powered and includes hot water, gas stove, full bathroom w/ shower, refrigerator, sleeper sofa folds out to queen size bed. With each stay fresh towels and linens are furnished. Kitchen, hot/cold kitchen sink, K cup friendly coffee machine and more! Covered front porch with bench and 2 rockers. Off the porch is a picnic table and gas grill.

Cozy riverfront cabin on 106 acres near Bristol
Relax with family or friends at this peaceful cabin. This is a small rustic 2 bed 1 bath riverfront cabin with over a mile of frontage on the North Fork Holston River. Bring tubes, fishing poles, hiking boots, and marshmellows. This cabin is secluded and truly puts you in the heart of nature. Birds, fireflies, deer, turtles, otters and others with the sounds of the river right next to the cabin. This is an active cattlefarm. 45 minutes from Bristol Motor Speedway. No smoking or vaping indoors.

Hoss’s Tiny House
The tiny house is located behind a big garage with a large gravel parking lot. It is very secluded and quaint away from the main road. The parking area is behind at the back porch on the tiny house were you can sit and enjoy peace and quiet. We are 1 mi from South Holston Lake. 2 mi from Creeper Trail, 6 mi Main Street Abingdon, 8 mi downtown Bristol, 10 mi Bristol Speedway. We have farm animals in the fields beside the tiny house that are very friendly. All the farm animals enjoy visitors.

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!

Cabin on Mountaintop Homestead
Clinch View Cabin at Breath of Dawn is on our 35-acre educational homestead in Rural SW Virginia. Amazing sunrise views from the glass wall that opens to let the outdoors in. Elevation is approx 2385 ft. It features warm wood interiors, a private bath with shower, mini-split heat and air, Wi-Fi, & a full kitchenette. No cleaning fee! The enclosed front porch offers direct mountain views and outdoor cooking space. Pet friendly. Please check out our other available cabin on the property.

The Nest on Mill
If your looking for a relaxing or adventure filled get-away in SW Virginia Mts, look no further than the Nest on Mill. “The Nest” is centrally-located and close to everything for those looking to explore Virginia's scenic attractions such as Tank Hollow Falls, Pinnacle Natural Area Preserve, Big Cedar Creek, St. Paul's Water & Spearhead Trails. With Abingdon and Bristol just around the bend, your getaway will be filled with great food, music, historical attractions. Start your engines!

“The Genesis” - Luxury Tiny Home at Zion Ranch
Nestled in the heart of a 35 acre ranch in East Tennessee you will find lively chickens and ample forest. This modern tiny home offers all the essentials for a comfortable stay. Featuring a wrap-around deck with a large walk out glass slider. You'll find everything you need for a relaxing visit, including a fully equipped kitchen, luxury queen bed and two twin XL’s in the loft, and washer & dryer. The minimalist design makes this an ideal getaway for those seeking peace and simplicity.

St. Paul: Roscoe's Retreat- Studio Loft Apartment
Roscoe's Retreat is a studio loft garage apartment that feels like home. There are steps leading to the second floor with roomy deck and private entrance. Sit on your deck and enjoys beautiful sunset views or stroll through our quaint town. This space has everything you need including a full kitchen, bedroom area, bathroom, Wi-Fi and washer & dryer. Bringing your 4 wheeler to enjoy the hundreds of miles of trails? No problem we have a single garage for off road parking of your ATV.

The Creekside Lodge
Sit back and relax at this unique and tranquil getaway. Located on Brumley Creek, you can enjoy the patio and grill trout that you were fortunate enough to catch during your stay. If outdoor excursions are your thing, the lodge is conveniently located near Hidden Valley & Laurel Bed Lakes. Additionally, the Channels & the Creeper trail are nearby. We are also a short drive to downtown Abingdon, VA (20 minutes), Lebanon, VA (20 minutes), or Bristol, TN/VA (40 minutes).

Happy Trails Cottage Guest House
Newly remodeled cottage located in serene country neighborhood within 30-40 minutes of Devils Bathtub, Carter Fold, Natural Tunnel State Park, Spearhead Trails, Scott Co Horse Park, Clinch and Holston Rivers, Mendota Fire Tower. Within an hour of Bristol Motor Speedway. Sip your morning coffee on the back porch while watching Charolais cattle graze. Commune with nature and feel the stress slip away. Enjoy the run of the house! Morning coffee is provided.

Cozy Cottage in The Wilderness
Escape the hustle and bustle of life in this quaint and cozy home in the mountains of Southwest Virginia. The property boasts breathtaking views of the Appalachian Mountains, a private pond, a fire pit and several outdoor activities to enjoy with the entire family. Enjoy your home away from home by unplugging and relaxing in the serenity of nature. We now have WiFi in the home as well for those who like to stay connected!
Popular amenities for Castlewood vacation rentals
Other great vacation rentals in Castlewood

The Trapper Shack

Cozy Home near Abingdon – Close to Town & Trails!

Bob's Bridge

Country House w/ Walkable Trails

Ivy's Cottage in Abingdon, VA, 2 bdrm, 1 bth

Dungannon Loft

The Starlite

Cozy Cottage at Wise
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- Grayson Highlands State Park
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- Bristol Motor Speedway
- East Tennessee State University
- Virginia Creeper Trail
- Bristol Caverns
- Steele Creek Park
- Sycamore Shoals State Historic Park
- Warriors Path State Park
- Bays Mountain Park & Planetarium
- Natural Tunnel State Park
- Sugar Hollow Park
- Winged Deer Park
- Founders Park
- Barter Theatre





