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Vacation rentals in Castlewood

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Top-rated vacation rentals in Castlewood

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Guest favorite
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, 509 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 favorite
The exterior of the duplex unit is depicted, featuring a light brown siding and a large front porch with wooden steps. Two windows are visible, allowing natural light into the home. A green trash bin is placed next to the porch, and a well-maintained lawn is shown in the foreground.
Apartment in Bristol
4.94 out of 5 average rating, 245 reviews

Central Bristol Comfort Hideout

Feel right at home in this centrally located and freshly remodeled private duplex unit. You have the entire space to yourself, surrounded by quiet neighbors who are mostly long term residents. This unit offers it all! It comes with everything you to need to feel like home. The property is located just 1.5 miles from I-81, 1 mile from the Hard Rock Bristol Casino, a couple of minutes drive to downtown (State Street), walking distance to the Mendota Trail, and 8.5 miles to Bristol Motor Speedway.

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, 269 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, 398 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 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, 182 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 favorite
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
4.75 out of 5 average rating, 138 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, 111 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 charming bungalow features a welcoming front porch with steps leading up to the entrance. Lush green shrubs are planted on either side of the porch, while well-maintained grass and a gravel border enhance the curb appeal. A clear blue sky serves as the backdrop.
Bungalow in Bristol
4.95 out of 5 average rating, 225 reviews

Bristol Bungalow

This charming one-bedroom, one-bathroom bungalow located just a mile from the state line and downtown Bristol, Virginia is the perfect space for your next getaway. Cozy up to the gas fireplace on chilly nights or enjoy a peaceful night's sleep in our luxurious king bed. The fenced yard provides a safe space for pets to play. Located on a quiet street, our home is the ideal spot for a relaxing retreat. Minutes from Bristol Casino, Mendota Trail, Bristol Caverns, shopping, and dining.

Superhost
Apartment in Meadowview
4.96 out of 5 average rating, 169 reviews

The Apartment at Ravenwood

The Apartment at Ravenwood is located 1.7 miles from I-81. Centrally located between Abingdon VA and Emory Va. Great location with quick access to the interstate. Less than a 10-minute drive to the Creeper Trail and the Historic sites of Abingdon VA and Less than 5 miles to Emory and Henry College. Come and enjoy the newly renovated apartment w/ a modern contemporary design. You will feel very welcome with new interior and furnishings. Non-Smoking Unit! Central heat & air. Wi-Fi.

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, 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.

Guest favorite
A spacious bedroom features a large bed adorned with white linens and decorative pillows. A world map artwork hangs above the bed, while a modern chandelier provides overhead lighting. A cozy area rug is placed on the floor, complemented by a clothing rack and a stylish lamp.
Apartment in Abingdon
4.89 out of 5 average rating, 429 reviews

Luxury Suite Downtown Abingdon VA

This is a large private suite in the heart of downtown Abingdon Virginia. Located within 2 blocks of the Creeper Trail and right on Courthouse hill. There is no better location for your visit to Abingdon! Enjoy this Luxury Suite with unique amenities such as walk in shower, king size bed, original brick walls, and stained glass windows. Wake up overlooking Main St. in this historic and beautiful town, while enjoying all the luxuries of modern amenities.

Top guest favorite
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.
Guesthouse in Mendota
5 out of 5 average rating, 205 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.

Popular amenities for Castlewood vacation rentals

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