Vacation rentals in Castlewood

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Top-rated vacation rentals in Castlewood

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Top guest favorite

An open-concept kitchen and dining area feature modern furnishings, including a dining table with four chairs. A sleek induction stove and stainless steel appliances are visible. The space is brightened by natural light, with a cozy living room and wall-mounted TV in the background.

Home in Kingsport

5 out of 5 average rating, 138 reviews

Little Red House on the corner

This stylish place to stay has recently been fully renovated, fully furnished with all the necessities, 2 Bedroom, 2 full baths. The Couch can be converted into an additional bed, allowing for for 6 guests. Open and inviting space w/ 10' Ceilings . There are smart TVs in both bedrooms, living and dining room. Kitchen has Induction Stove, dishwasher, microwave, plates, glasses, silverware, pots, pans and much more. Complimentary Coffee, bathroom supplies - toothpaste, toothbrush ,soap and shampoo

Top 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

4.97 out of 5 average rating, 467 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.

Guest favorite

Apartment in Bristol

4.88 out of 5 average rating, 729 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 favorite

The exterior of the cozy cottage showcases a covered deck adorned with potted plants and flowers. Lush greenery surrounds the structure, with stone steps leading to the deck. A few chickens can be seen pecking around the garden area.

Guesthouse in Damascus

4.96 out of 5 average rating, 1,369 reviews

Ruby's Rest

NO CLEANING FEES. NO TO DO LISTS BEFORE CHECKING OUT. NO PET FEES. Cozy, private one room cottage (with bathroom), run by a loving, easy-going, non-judging family. Cottage measures 12' x 24' (total of 288sq. feet). Very relaxed environment. Flat rate of $50.00. UPDATE: Deck is now enclosed with old window panes. Super cozy. Has a sink with hot/old water, a hot plate, large toaster oven, and utensils. I am am still putting finishing touches on it, but available for use. Pictures soon.

Top guest favorite

A wooden suspension bridge spans a calm river surrounded by lush greenery. The water reflects the vibrant green trees, creating a serene atmosphere. Rolling hills covered in foliage form the backdrop under a sky with scattered clouds.

Home in Mendota

4.95 out of 5 average rating, 44 reviews

Stargazing Fire Pit Hike Kayak Cabin in Disguise

Welcome to your laid-back mountain retreat nestled at the base of Clinch Mountain! This charming home features warm pine walls, classic wood floors, and carefully curated antique furnishings that create a nostalgic atmosphere. You'll be delighted by frequent wildlife sightings from your private haven. Gather around the fire pit for starlit evenings. Adventure waits on the nearby Mendota trail, historic fire tower and kayaking. Music lovers will appreciate the legendary Carter Fold! Message us.

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

4.98 out of 5 average rating, 326 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

Guest suite in Blountville

4.98 out of 5 average rating, 112 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!

Superhost

The charming cabin is nestled among lush green trees, featuring a welcoming front porch adorned with seating. Large windows reflect the surrounding forest, and solar panels atop the roof showcase the cabin's commitment to sustainability. The natural setting enhances the rustic appeal of the retreat.

Cabin in Abingdon

4.84 out of 5 average rating, 159 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 favorite

A cozy sleeping area features a spacious bed with light bedding, complemented by decorative pillows. A wooden bench is positioned at the foot of the bed, while a small dining table and chairs occupy one corner. Large glass doors provide views of the surrounding forest.

Tiny home in Blountville

4.96 out of 5 average rating, 160 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 grassy area is complemented by a large tree with reddish foliage, providing shade. A wooden deck structure is visible, suggesting a place for relaxation. Lush greenery surrounds the scene, creating a pleasant outdoor environment.

Loft in Saint Paul

5 out of 5 average rating, 123 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

The open floor plan showcases a kitchen area with a wooden island featuring a smooth surface, complemented by cabinets in a light green hue. A cozy living space is visible in the background, highlighted by exposed beams and a stone fireplace beneath a mounted television.

Cabin in Elizabethton

4.99 out of 5 average rating, 120 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 favorite

A gathering of wild turkeys is seen in a lush green field, surrounded by a wooded backdrop. Several turkeys display their feathers prominently, while others forage on the ground, highlighting the natural wildlife in the serene landscape.

Home in Mendota

4.88 out of 5 average rating, 98 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!

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Other great vacation rentals in Castlewood

Guest favorite

A freestanding bathtub is positioned near large windows, allowing natural light to illuminate the space. Bamboo window shades provide privacy while offering scenic views. A chandelier hangs above, and a small shelf is situated next to the tub. A wall-mounted television is visible in the background.

Cabin in Johnson City

5 out of 5 average rating, 9 reviews

The Trapper Shack

BrentRating, 5 stars4 days ago

Wished we could have stayed longer because it was awesome! The trapper cabin was very tranquil and private. Daniel was responsive and his instructions clear and concise. It had been raining before we arrived but with 4WD it was no problem getting up the hill. The view from the fire pit area was amazing. 10/10 would recommend and stay again!

Top guest favorite

A cozy sleeping area with two twin beds, each dressed in colorful striped quilts. Beside the beds, wooden nightstands hold lamps that add soft light. Light wood paneling and a window provide a warm and inviting ambiance.

Cottage in Nickelsville

4.99 out of 5 average rating, 145 reviews

Happy Trails Cottage Guest House

Pamela S Rating, 5 stars2 weeks ago

Eddie's place was even prettier than the pictures on the Airbnb site. We had a fantastic stay and really enjoyed our visit to Nickelsville. The surroundings were peaceful and the location was gorgeous. Definitely would stay again if we are in the area.

Guest favorite

The bathroom features a shower area with a ruffled red curtain and coordinating window treatment. A white shower enclosure is positioned next to a toilet, and a gray mat is placed on the wooden floor for comfort.

Cottage in Wise

4.7 out of 5 average rating, 111 reviews

Verna’s Place Country Cottage Peaceful Retreat

KimberlyRating, 5 stars4 weeks ago

Cory thank you so much for the hospitality! Our stay in Wise County was absolutely fantastic, even though we had to work, it was reassuring knowing we had a clean and comfortable home to return to at the end of the day.

A modern bathroom features a glass shower with dark tiled walls and a sleek sink with a chrome faucet. Soft white towels are neatly arranged on a shelf, while a light fixture adds illumination. The doorway leads to an adjoining room, enhancing the open layout.

Apartment in Dungannon

5 out of 5 average rating, 3 reviews

Dungannon Loft

AmyRating, 5 stars2 weeks ago

Excellent experience. Comfortable, quiet and convenient for my needs. Phillip was quick to confirm the stay and to communicate. If you need a place to stay in the area, you won't be disappointed by staying here. Lots of natural beauty and outdoor activities within a few minutes of Phillip's place. ⭐️⭐️⭐️⭐️⭐️

Top guest favorite

A cozy cottage is positioned near Boone Lake, featuring a spacious patio area with outdoor seating. Surrounding trees frame the view, while the lake reflects the soft colors of a sunset. A dock is visible in the background, providing access to the water.

Home in Piney Flats

4.99 out of 5 average rating, 99 reviews

Charming Lakeside Cottage

MelissaRating, 5 stars2 weeks ago

This lakehouse is charming and beautiful. The hosts are always available to handle any questions. We always have wonderful stay.

Top guest favorite

Guesthouse in Mendota

4.99 out of 5 average rating, 176 reviews

RiverCliff Cottage

MelanieRating, 5 stars1 week ago

If you’re looking for a place to unwind and unplug, Rivercliff Cottage is the perfect place! I felt right at home from the minute I arrived. Eva even helped me get my things inside! The deck was my favorite place. Nature abounds in the backyard! Tons of birds, deer frolicking in the field, and at night, the trees were full of lightning bugs! I really loved being out there when it was raining. The whole area is lush and green and just stunningly beautiful! Eva and Mike are the perfect hosts!

Superhost

A tranquil riverside scene showcases a clear, gently flowing river bordered by lush green trees. The pebbly riverbank invites relaxation, while the surrounding foliage adds to the peaceful ambiance of the countryside.

Farm stay in Mendota

4.9 out of 5 average rating, 39 reviews

Mountain Riverfront Farm

KatherineRating, 5 stars5 months ago

What a beautiful piece of heaven on earth. We loved the cows, the stunning view of the river, the brightness of the stars, and the quiet….did I mention….the quiet! We enjoyed our time and hope we will be able to come again and stay longer.

Top guest favorite