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Vacation rentals in Castlewood

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Top-rated vacation rentals in Castlewood

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

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Guest favorite
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
4.86 out of 5 average rating, 474 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

Guest favorite
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, 146 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.

Top guest favorite
A single-story entrance is framed by a neatly manicured lawn. A light green exterior wall features a white door and window, adorned with decorative shutters. Potted plants line the pathway, adding a touch of greenery, while a colorful welcome mat invites visitors.
Guesthouse in Abingdon
5 out of 5 average rating, 290 reviews

Cozy & Private "The Little Green Pig" Abingdon

Cozy space for a getaway!. Located a block off Main Street and walking distance of Historic Downtown Abingdon. We strive to make your stay special. The apartment has upgraded wifi, work space for your tablet, or device. Roku tv, full-size kitchen, and private bedroom with queen bed . Sofa bed suitable for two children, or, one adult. The backyard patio includes a play house for children with swings, slide, and zip line. Creeper Trail access from stay via the Abingdon Urban Pathway.

Top guest favorite
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, 431 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 favorite
Cottage in Bristol
4.97 out of 5 average rating, 149 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 favorite
A misty landscape of rolling green mountains is visible, with dense trees lining the lower slopes. Low-lying clouds drift at the mountain peaks, creating a serene atmosphere. The scene highlights the natural beauty of the surrounding area.
Apartment in Gate City
4.98 out of 5 average rating, 166 reviews

Small Town Summer Nights, Hiking Concerts Relaxing

Housed in a restored office building along the Clinch Mountain, Roberts Mill Suites offers a fully renovated loft with the comforts of home. Skylight in the living room bathes the space in natural light and provides relaxing sounds during a rainstorm The Suites are near Southwest VA treasures Natural Tunnel State Park, Devil's Bathtub and the Carter Family Fold. Minutes away from Kingsport TN and Bristol TN/VA, we offer accommodation to wedding guests, race fans, festival goers and family.

Top guest favorite
A welcoming porch is featured at the entrance, showcasing a wooden railing and two black chairs. A simple wreath adorns the door, complemented by greenery and shrubs surrounding the area. The bright exterior is accentuated by clear blue skies.
Guest suite in Blountville
4.97 out of 5 average rating, 197 reviews

A Tiny Retreat near Tri-Cities

This Tiny Retreat is near everything, making it easy to plan your visit. One mile away from Tri-Cities Airport and a short drive to Bristol, Johnson City, & Kingsport. You’ll love having your own space in the scenic country area, while still being centrally located near all the things the area has to offer: Bristol Motor Speedway, Hard Rock & Bristol Casino, ETSU, Eastman, Boone Lake, South Holston River & more. Checkout “T&S’s Guidebook - East Tennessee” for our local recommendations!

Superhost
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, 145 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 favorite
A living area features a traditional brick fireplace surrounded by built-in shelves filled with books and decorative items. Light grey paneling adorns the walls, with a large artwork depicting a rural scene above the mantel, contributing to a tranquil ambiance.
Home in Lebanon
4.96 out of 5 average rating, 114 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 favorite
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 favorite
A rustic cabin is positioned amidst lush greenery, featuring a welcoming front porch with steps leading up to the entrance. Flowerbeds with various plants surround the cabin, and a spacious gravel driveway runs alongside. The structure is framed by trees in the background, enhancing its natural setting.
Home in Bristol
4.97 out of 5 average rating, 208 reviews

Winding Creek Farm

Welcome to a piece of paradise out in the country! The entire downstairs is yours to enjoy. Guests have separate entrance and completely private backyard. The apartment is completely self-contained and there are 2 acres of woodland going to a small waterfall that the patio overlook. Private and peaceful with healing properties are often the terms used by guests to describe the farm. Come and see for yourself! I want to share with you this beautiful setting so you can rejuvenate!

Top guest favorite
Home in Mendota
4.9 out of 5 average rating, 130 reviews

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

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