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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
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, 143 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 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, 210 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, 125 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, 420 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 rustic log cabin with a green metal roof is nestled among trees, showcasing a front porch with a star decoration above the door. A gravel pathway leads to the cabin, bordered by lush greenery and ornamental plants.
Cabin in Creston
5 out of 5 average rating, 161 reviews

A DREAM BY THE STREAM* private 10 ac-Dog Friendly!

A Dream by the Stream is a very private and rustic 2 Br/2Ba log cabin overlooking a bold stream on 10 beautiful and remote acres with walking trails, a pond with dock, campfire pit, and amazing garden stonescapes. Our 750 sq ft. Cabin offers WiFi, streaming TV, central AC and heat, fully stocked kitchen, coffee provided, towels, comfortable bed and quality linens. We are 1/2 mile from the North Fork of New River. It's a perfect spot to relax, unwind, and enjoy the mountains. Dogs welcome.

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, 143 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 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.

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, 234 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 two-story red house is set on a lush green lawn, surrounded by trees. A wide porch wraps around the front, providing a welcoming entrance. Bright green grass stretches towards the house, creating an inviting outdoor space.
Home in Damascus
4.99 out of 5 average rating, 158 reviews

Riversong Retreat on the Virginia Creeper Trail

NO CLEANING FEE. Riversong Retreat (owned and operated by the former owners of Riversong Farm) is directly on the Virginia Creeper Trail and the South Holston River. Walk out the back door for a bike ride or walk on the one of the most beautiful rail to trail routes in the entire country. Sit by the river and relax or enjoy a campfire. Visit Damascus or Abingdon and see all the wonderful things offered in these unique towns in the Virginia Highlands.

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, 176 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