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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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Top guest favorite
Cabin in Mendota
4.98 out of 5 average rating, 99 reviews

Cabin-Style Retreat/Firepit/Near trail

Welcome to The Cabin in Disguise, a private, thoughtfully remodeled home with rustic cabin-style finishes in the hills of Mendota. Relaxing getaways or family trips near Bristol. Enjoy a peaceful setting with covered porch seating, firepit with wood provided for evenings under the stars. Inside you will find fully equipped kitchen, coffee bar, comfortable gathering spaces, and everything needed for a relaxing stay. Near Mendota Trail, Carter Fold "Create Memories and be our guest"

Top 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, 151 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, 302 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, 450 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, 160 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 rustic cabin is nestled among trees on a grassy hillside. The front porch features a wooden railing, offering a shaded retreat. Surrounding foliage includes evergreens and patches of orange pine needles, creating a natural landscape that enhances the serene setting.
Cottage in Abingdon
4.92 out of 5 average rating, 64 reviews

Bob's Bridge

Welcome to Bob’s Bridge, our Hidden Valley Hideaway. We hope you’ll enjoy sitting on the front porch with a cup of coffee in the morning and watching the mist rise up from the stream the bridge crosses. Don’t be surprised if you see a flock of turkeys or a handful of deer wandering around. They appreciate the stone bridges and walls built by hand by Bob, who loved all nature. Bob’s Bridge is intimate and rustic, and we hope that’s what you were looking for when you decided to stay here.

Guest favorite
Cabin in Lebanon
5 out of 5 average rating, 7 reviews

Cabin on Mountaintop Homestead

Clinch View Cabin at Breath of Dawn is on our 35-acre educational homestead in Rural SW Virginia. Amazing sunrise views from the glass wall that opens to let the outdoors in. Elevation is approx 2385 ft. It features warm wood interiors, a private bath with shower, mini-split heat and air, Wi-Fi, & a full kitchenette. No cleaning fee! The enclosed front porch offers direct mountain views and outdoor cooking space. Pet friendly. Please check out our other available cabin on the property.

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
4.74 out of 5 average rating, 152 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
4.97 out of 5 average rating, 120 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
Tiny home in Blountville
4.95 out of 5 average rating, 242 reviews

“The Genesis” - Luxury Tiny Home at Zion Ranch

Nestled in the heart of a 35 acre ranch in East Tennessee you will find lively chickens and ample forest. This modern tiny home offers all the essentials for a comfortable stay. Featuring a wrap-around deck with a large walk out glass slider. You'll find everything you need for a relaxing visit, including a fully equipped kitchen, luxury queen bed and two twin XL’s in the loft, and washer & dryer. The minimalist design makes this an ideal getaway for those seeking peace and simplicity.

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, 133 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 newly remodeled cottage is displayed with a light green exterior and a welcoming front porch. A wooden deck features two chairs and potted plants, while the surrounding grassy area complements the serene country setting. The roof is covered in metal sheeting, adding to the rustic charm.
Cottage in Nickelsville
4.99 out of 5 average rating, 152 reviews

Happy Trails Cottage Guest House

Newly remodeled cottage located in serene country neighborhood within 30-40 minutes of Devils Bathtub, Carter Fold, Natural Tunnel State Park, Spearhead Trails, Scott Co Horse Park, Clinch and Holston Rivers, Mendota Fire Tower. Within an hour of Bristol Motor Speedway. Sip your morning coffee on the back porch while watching Charolais cattle graze. Commune with nature and feel the stress slip away. Enjoy the run of the house! Morning coffee is provided.

Popular amenities for Castlewood vacation rentals

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