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 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

Home in Bristol

4.97 out of 5 average rating, 174 reviews

Winding Creek Farm

Welcome to a piece of paradise out in the country! The entire downstairs is yours to enjoy. Guests have separate entrance and completely private backyard. The apartment is completely self-contained and there are 2 acres of woodland going to a small waterfall that the patio overlook. Private and peaceful with healing properties are often the terms used by guests to describe the farm. Come and see for yourself! I want to share with you this beautiful setting so you can rejuvenate!

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 walk-in shower is featured with a modern design, showcasing blue and white tiled walls. Premium toiletries are neatly arranged on a ledge, complemented by a sleek handheld showerhead and grab bar for ease of access.

Apartment in Abingdon

4.89 out of 5 average rating, 369 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.