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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Top guest favourite
The cabin features a charming wooden exterior with a tin roof, situated in a natural setting surrounded by trees. A covered porch with seating is visible, along with a picnic table nearby. An American flag adds a welcoming touch.
Cabin in Saltville
4.99 out of 5 average rating, 148 reviews

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.

Guest favourite
Flat in Bristol
4.89 out of 5 average rating, 797 reviews

The Budget Friendly Rest Easy (I-81 exit 5)

Take a break and relax in this beautiful freshly renovated space. It is very convenient and easily accessible from I-81 or anywhere in Bristol! Located only minutes from the Hard Rock Bristol Casino, Bristol Motor Speedway and many other area attractions. The place is small but cozy and very clean at an unbeatable price. This cozy little apartment is located on the end of a home(divided by a garage) with plenty of privacy, and a private entrance. *Includes a private entrance and parking space

Top guest favourite
A pool table is positioned prominently in a stylish game room, illuminated by a five-bulb chandelier. A staircase leads to the upper level in the background, while a neon sign adds a modern touch to the decor.
Home in Bristol
4.99 out of 5 average rating, 144 reviews

Like New 4BR/2BA - Hot Tub, Pool Tbl & Movie Room

Welcome to the "Lucky Lady" and thank you for your interest in our property. We have spent the past few months completely renovating and furnishing this awesome place and everything is brand new. We have 4 queen bedrooms, 2 full baths, 2 den areas, gourmet like kitchen, pool table room and theatre room. Plus, there are 2 outdoor living spaces that include a dining table, fire pit table, hot tub and Blackstone grill. The Bristol Casino is in our backyard and is literally steps off the patio.

Top guest favourite
A friendly brown cow stands behind a wooden fence, accompanied by lush green fields in the background. A bright orange feeding container is mounted on the fence, contrasting with the earthy tones of the wooden posts. The scene is serene and agricultural, surrounded by trees.
Tiny home in Abingdon
4.99 out of 5 average rating, 440 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, 155 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.

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 cozy sleeping area features a spacious bed with light bedding, complemented by decorative pillows. A wooden bench is positioned at the foot of the bed, while a small dining table and chairs occupy one corner. Large glass doors provide views of the surrounding forest.
Tiny home in Blountville
4.95 out of 5 average rating, 236 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
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.

Guest favourite
Cabin in Blountville
4.93 out of 5 average rating, 109 reviews

Peaceful Ridge-Top Cabin | Views + Near Bristol

Escape to Big Bear Cabin on the Ridge, a peaceful mountain retreat tucked into the hills of Blountville, Tennessee. Perched high on a quiet ridge, this cozy cabin offers beautiful views, fresh Appalachian air, and the perfect place to unwind while still being close to everything the Tri-Cities has to offer. Whether you’re visiting for a race weekend at Bristol Motor Speedway, a lake getaway, hiking adventure, or a relaxing mountain escape, this cabin provides the ideal home base.

Top guest favourite
Flat in Gate City
4.99 out of 5 average rating, 202 reviews

Roberts Mill Suites Small Town Vibes

Our one bedroom apartment offers a quiet place to stay in a small town just 6 miles from Kingsport, TN and 22 miles to Bristol, TN/VA. Originally an office in a century old building, this space was completely renovated into the apartment it is now. All new appliances, fixtures, furniture,and decor that will give you a glimpse into our part of the world. Located on the second floor, your key locks the building door behind you and a keyless code pad allows access to your apartment.

Top guest favourite
A modern kitchen is showcased, featuring stainless steel appliances, including a double-door refrigerator. A wooden table with four chairs is positioned near a window, allowing natural light to illuminate the space. The countertops are finished in a warm granite, complemented by light wood accents.
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.

Popular amenities for Castlewood holiday rentals

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