
Holiday houses in Castlewood
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Top-rated holiday 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"
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Unique Custom Built Home with Hot Tub & Pool Table
Welcome to "The Bristol Royale" and thank you for your interest in our property. We have spent the past few months carefully decorating and updating this beautiful place. We offer fast Wi-Fi, 3 big screen Roku TV's , coffee bar, King suite, 2 queen bedrooms, one bedroom that sleeps 4 and one private bedroom downstairs. You can enjoy playing pool, ping pong, cornhole and an assortment of other games plus relax in the hot tub and read a book at the fire pit table. Fire up the Blackstone too.
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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.
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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!
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Cutest little farmhouse in Bristol.
Relax in total comfort at this lovely, private farm house. We are located right off of 11W close to I81. 7 minutes to the Pinnacle and Bristol Regional Medical Center, 15 minutes to the Hard Rock casino and downtown Bristol, TN/VA. The house is over a 100 years old, but the interior remodel has all the modern conveniences you need to make yourself at home while you enjoy all Bristol has to offer! All the privacy you could want, a large yard, and a fire pit add to the enjoyment of your stay.
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The Ark at Zion Ranch
Nestled in the heart of 35 acre ranch, this modern A-frame offers all the essentials for a comfortable stay. Featuring 24 foot walls with floor to ceiling glass looking into a private forest. You'll find everything you need for a relaxing visit, including a fully equipped kitchen, deck, luxury and adjustable queen bed plus a twin in the loft and sofa that converts to a bed, there’s room for the family! The minimalist design makes this an ideal getaway for those seeking peace and simplicity.
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Bob's Bridge
Welcome to Bob’s Bridge, our Hidden Valley Hideaway. We hope you’ll enjoy sitting on the front porch with a cup of coffee in the morning and watching the mist rise up from the stream the bridge crosses. Don’t be surprised if you see a flock of turkeys or a handful of deer wandering around. They appreciate the stone bridges and walls built by hand by Bob, who loved all nature. Bob’s Bridge is intimate and rustic, and we hope that’s what you were looking for when you decided to stay here.
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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!
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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.
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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.
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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).
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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.
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Popular amenities for Castlewood holiday rentals
Other great holiday rentals in Castlewood

Cabin on Mountaintop Homestead
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Cozy riverfront cabin on 106 acres near Bristol
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Country House w/ Walkable Trails
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WoodBooger Chalet
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Cozy Cottage at Wise
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Bristol Home Retreat
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Dungannon Loft
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Shallow Creek Cottage
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- Grayson Highlands State Park
- Bristol Motor Speedway
- Hungry Mother State Park
- 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





