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Holiday rentals in Castlewood

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Top-rated holiday rentals in Castlewood

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The exterior of the cabin is constructed with warm wooden planks, showcasing a green metal roof. A front porch with wooden railings is visible, along with steps leading to the entrance. Lush greenery surrounds the cabin, enhancing the natural setting.
Cabin in Mountain City
4.87 out of 5 average rating, 479 reviews

Doe Mountain Cabin #1 Direct Access to Trails

Our secluded cabins are on top of a mountain with on-property access to the Doe Mountain Recreational Area Trail #15. Close to National and State Parks, Skiing, Hiking, Watauga Lake, Boone and Blowing Rock, NC; Damascus and Abingdon, VA . We are centrally located to major attractions but be careful if sightseeing, adventure, or family fun is on your agenda. Once you are here, you might not want to leave. Great for couples, solo adventurers, business travelers, families (with kids). Dog friendly

Top guest favourite
Tiny home in Abingdon
4.99 out of 5 average rating, 442 reviews

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.

Guest favourite
A pathway of stone stepping stones is illuminated by soft ground lights, leading towards a charming farmhouse. The yard is surrounded by mature trees and a rural landscape, creating a serene atmosphere. The exterior of the house reflects a clean, modern design.
Cottage in Bristol
4.97 out of 5 average rating, 156 reviews

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.

Top guest favourite
A rustic log cabin with a green metal roof is nestled among trees, showcasing a front porch with a star decoration above the door. A gravel pathway leads to the cabin, bordered by lush greenery and ornamental plants.
Cabin in Creston
5 out of 5 average rating, 172 reviews

A DREAM BY THE STREAM* private 10 ac-Dog Friendly!

A Dream by the Stream is a very private and rustic 2 Br/2Ba log cabin overlooking a bold stream on 10 beautiful and remote acres with walking trails, a pond with dock, campfire pit, and amazing garden stonescape. Our 750 sq ft. Cabin offers WiFi, streaming TV, central AC and heat, fully stocked kitchen, coffee provided, towels, comfortable bed and quality linens. We are 1/2 mile from the North Fork of New River. It's a perfect spot to relax, unwind, and enjoy the mountains. Dogs welcome!

Guest favourite
The exterior of a quaint country cottage is shown, featuring a red metal roof and multiple large windows. A wooden fence lines the front, complementing the surrounding greenery and neatly maintained garden beds. The entrance is framed by a simple gate, creating a welcoming appearance.
Cottage in Wise
4.74 out of 5 average rating, 149 reviews

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.

Guest favourite
Home in Lebanon
4.97 out of 5 average rating, 117 reviews

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!

Top guest favourite
A modern tiny home is presented with a dark exterior and a sloped roof. A wrap-around deck leads to the entrance, featuring a wooden railing and steps. The surrounding area includes natural trees and a gravel pathway, enhancing the home's secluded setting.
Tiny home in Blountville
4.95 out of 5 average rating, 237 reviews

“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.

Top guest favourite
Home in Kingsport
4.97 out of 5 average rating, 143 reviews

No Cleaning Fee, Cozy Cottage ; )

***NO CLEANING FEES!!!!!*** This sleek, modern, cozy cottage is centrally located in a safe neighborhood, perfect for both business and leisure stays. The space is designed with clean lines and contemporary furnishings, offering a comfortable and stylish retreat. It’s just a short distance from local hospitals, making it ideal for traveling nurses/professionals. *Holston Valley Med: 2.1 miles *Indian Path MC: 2.3 mi *Meadowview Convention:3.8 miles *Bristol Casino/racetrack: 21 miles

Top guest favourite
A spacious loft studio features an inviting seating area with a leather couch and coffee table. A ceiling fan provides airflow, while a well-equipped kitchen is visible in the background. A bedroom area is seen with two beds, surrounded by natural light from large windows.
Loft in Saint Paul
5 out of 5 average rating, 132 reviews

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.

Top guest favourite
A newly constructed cabin sits among tall trees, featuring a spacious front porch with rocking chairs. The exterior is a muted green, with large windows inviting natural light. A gravel pathway leads to the entrance, bordered by fresh straw cover.
Cabin in Elizabethton
5 out of 5 average rating, 218 reviews

Hot Tub, Fire Pit, Ping-pong, Mt. View , & Privacy

Welcome to Stoney Creek Cabin! Enjoy a peaceful, private, and relaxing stay in our newly (2024) built cabin. We cut and milled the trees and built this cabin on our 50 acre farm and want you to enjoy it. It features a hot tub, ping-pong, foosball, porch swing, and firepit. Whether it is a family vacation or a romantic getaway this cabin will provide the opportunity to reconnect with the ones you love. 8mi to Elizabethton, 16mi to Johnson City and Bristol. Book your stay today!

Top guest favourite
A newly remodeled cottage is displayed with a light green exterior and a welcoming front porch. A wooden deck features two chairs and potted plants, while the surrounding grassy area complements the serene country setting. The roof is covered in metal sheeting, adding to the rustic charm.
Cottage in Nickelsville
4.99 out of 5 average rating, 152 reviews

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.

Top guest favourite
The modern kitchen features white cabinetry and a large island with seating for four. Stainless steel appliances, including a refrigerator and range hood, complement the sleek countertops. Natural light fills the space through multiple windows, creating an inviting atmosphere.
Bungalow in Bristol
4.99 out of 5 average rating, 378 reviews

Bristol Bungalow w firepit & hot tub, 5 min to DT

This charming, renovated bungalow is ideally located minutes from historic downtown Bristol, VA/TN. Explore local dining, breweries, and shops, including Blackbird Bakery, all within a 6-minute drive. Enjoy easy access to the Bristol VA Casino (6 minutes) and the excitement of Bristol Motor Speedway (20 minutes). With convenient interstate access, this bungalow is the perfect base for exploring the region and creating lasting memories.

Popular amenities for Castlewood holiday rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Russell County
  5. Castlewood