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Vacation rentals in Castlewood

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Top-rated vacation rentals in Castlewood

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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.
Guesthouse in Abingdon
5 out of 5 average rating, 280 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 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, 209 reviews

RiverCliff Cottage

Escape to RiverCliff Cottage! Relax this spring at RiverCliff Cottage-a detached unit with its own private entrance. A cozy retreat perfect for 2 adults looking to unwind and reconnect. Check out my reviews. Well appointed yet great value! 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 striking A-frame structure is nestled among trees, featuring a sleek black exterior with vertical siding. Expansive glass windows allow for ample natural light, while a spacious deck extends outward, offering a connection to the surrounding forest.
Home in Blountville
4.98 out of 5 average rating, 123 reviews

The Ark at Zion Ranch

Nestled in the heart of a 35 acre ranch this modern A-frame offers all the essentials for a comfortable stay. Featuring 24 foot walls with floor to ceiling glass looking into a private forest. You'll find everything you need for a relaxing visit, including a fully equipped kitchen, deck, luxury and adjustable queen bed plus a twin in the loft and sofa that converts to a bed, there’s room for the family! The minimalist design makes this an ideal getaway for those seeking peace and simplicity.

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 homes in Abingdon
4.99 out of 5 average rating, 418 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
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, 142 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
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, 113 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 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, 131 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 modern rustic cabin is depicted, featuring a steeply pitched roof and a covered front porch supported by wooden beams. The structure is surrounded by open green grass and trees, under a clear blue sky, highlighting its tranquil rural setting.
Cabin in Whitetop
4.96 out of 5 average rating, 585 reviews

Cozy Cabin Near Grayson Highlands State Park

Book your spring or summer getaway! Enjoy a modern rustic cabin that backs up to Grayson Highlands State Park and the Jefferson National Forest. Prepare for stargazing and cool, refreshing nights. The cabin is just minutes from Grayson Highlands State Park, the Appalachian Trail, and the Creeper Trail. Damascus, Lansing, and West Jefferson are all within a 30-minute drive. Experience all the modern conveniences, including Starlink high-speed internet, in a tranquil rural setting.

Top guest favourite
A cozy living area features a light-colored sofa with decorative cushions, positioned near a window adorned with white blinds. A small table sits in front, accompanied by a decorative bowl. A colorful area rug adds warmth, while a wall painting depicts a mountain landscape.
Apartment in Gate City
4.98 out of 5 average rating, 199 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 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, 205 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 charming A-frame cabin is showcased against a backdrop of autumn foliage. The exterior features natural wood siding, a large front deck with stairs, and expansive windows reflecting the surrounding landscape, while the serene lake is visible in the distance.
Cabin in Abingdon
4.95 out of 5 average rating, 139 reviews

Stargazer Cabin- A Frame w/ Lake & Mountain Views

Escape to our cozy Modern A-Frame Cabin, where sleek design meets rustic winter charm. Just minutes from downtown Abingdon, this peaceful retreat offers beautiful views of the snow-dusted mountains and lake. Snuggle up to enjoy a movie by the wood-burning fireplace, watch deer wander through the yard, and end your day gathered around the firepit under the stars. Perfect for couples or families, it's the ideal place to relax and savor the magic of the season.

Top guest favourite
The exterior of a new wood cabin is presented, featuring a green metal roof and a covered porch with railings. The cabin is surrounded by grassy areas and landscaping beds with small plants. Trees provide additional greenery, enhancing the outdoor setting.
Cabin in Abingdon
5 out of 5 average rating, 174 reviews

Chicken Coop Cabin

New Wood Cabin located off hwy 58 , 8 min from Abingdon Va , 8 min from Damascus Va . It is one mile to Abingdon Vineyard , and 1.2 miles to the Alvarado Station on the Virginia Creeper Trail , and 10 mins to the Barter theater . Enjoy the Blueridge Mountains where you can hike bike and fish . And unwind to great view from covered porch . There are 7 step to enter with plenty of free parking. We are dog friendly limit 2 bowls and bed provided .

Popular amenities for Castlewood vacation rentals

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