Holiday rentals in Castlewood

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Top-rated holiday rentals in Castlewood

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Guest favourite
A rustic wooden cabin is situated on a grassy slope, featuring a covered porch with railings. Two windows are framed with wooden shutters, and an American flag is visible in the background. The structure showcases a simple, natural design, harmonizing with the surrounding landscape.
Cabin in Shady Valley
4.96 out of 5 average rating, 504 reviews

Scott Hill Cabin #3

You’ll love Scott Hill Cabin because of the view, ambience, and location. There are brochures in the cabin to see what options our area has for you. The actual address of the cabin is 1166 Orchard Road. We allow pets, but just ask for prior knowledge. We are just minutes from 2 separate trailheads to the Appalachian Trail. Despite the listing saying 2 beds, it is in fact, 1 double bed. Sorry for the listing mistake. We want to extend a military discount to our past and present service members.

Top guest favourite
A cozy sleeping area features a queen bed dressed in a classic black-and-white checkered pattern. The wooden accent wall above the bed includes small plants that add a touch of greenery. A bathroom area is visible, containing a glass shower and a closet with sliding doors.
Flat in Bristol
4.88 out of 5 average rating, 769 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 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.
Guest house in Abingdon
5 out of 5 average rating, 265 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 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, 389 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.

Top guest favourite
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, 172 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!

Guest favourite
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, 110 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!

Guest favourite
A charming mountainside cabin is framed by vibrant autumn foliage. The cabin features a covered front porch adorned with railing, surrounded by trees exhibiting rich shades of orange, red, and green, creating a serene forest setting.
Cabin in Abingdon
4.85 out of 5 average rating, 171 reviews

The Channels Off Grid Retreat

Relax in a charming mountainside off-grid cabin at the border of the 4800-acre Channels State Forest. Close to the trailhead of the Brumley Mountain Trail, this cabin is a 3-mile hike from The Channels—a Natural Area Preserve home to a maze of breathtaking 400-million-year-old sandstone outcroppings and a rich, diverse forest ecosystem. The newly-renovated cabin offers the tranquility of the forest and proximity to some of the countries most awe-inspiring and well-preserved forestland.

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, 130 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
4.99 out of 5 average rating, 173 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!

Guest favourite
The exterior of a modern Craftsman home showcases a welcoming front porch and a well-maintained yard. A flag hangs proudly from the entrance, and the driveway provides ample parking space. Lush greenery surrounds the property, creating a pleasant neighborhood atmosphere.
Home in Bristol
4.96 out of 5 average rating, 216 reviews

Pet friendly cottage- near downtown!

Step into an inviting, cozy space in this updated 1930's Craftsman home! Centrally located in Bristol, and close to downtown and King University. Pets welcome! Plenty of driveway parking. Covered front porch. Living room with plenty of seating. Fully equipped kitchen, along with washer and dryer on site. Big back deck has ramp for easy access to the yard, which is fully fenced. Both bedrooms are furnished with new, high-quality linens for the ultimate at-home experience.

Top guest favourite
A serene river scene displays individuals floating on tubes, surrounded by lush greenery. In another view, a bright bedroom features a spacious bed adorned with a colorful quilt. A gentle waterfall cascades over rocks, while a wooden bridge extends into a vibrant natural setting.
Guest house in Mendota
5 out of 5 average rating, 203 reviews

RiverCliff Cottage

Escape to RiverCliff Cottage! Come relax at RiverCliff Cottage-a charming detached unit with its own private entrance. This cozy retreat is perfect for 2 adults looking to unwind and reconnect. Note: #1. This is a no smoking property; #2. Pets are not allowed, however, guests should feel comfortable with our dogs roaming the property; #3. Guests should feel comfortable with steps as this is a 2nd floor unit. See photos to view the steps.

Top guest favourite
A charming mountain home is set in a lush green landscape. A spacious lawn stretches out before it, while a deck can be seen extending from the side of the house. Tall trees and rolling hills rise in the background under a bright blue sky.
Home in Mendota
4.9 out of 5 average rating, 119 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 holiday rentals

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