Castlewood Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jul 17 - Jul 18
Tomorrow
Jul 18 - Jul 19
This weekend
Jul 18 - Jul 20
Next weekend
Jul 25 - Jul 27

Vacation Rentals in Castlewood

Cozy Cottage Near Dtwn Dining, Walk to Casino
Kitchen area with refrigerator, cabinets, and granite countertop, adjacent to a living space with sofa and rug.

Cozy Cottage Near Dtwn Dining, Walk to Casino

3.0 star property
10.0 out of 10, Exceptional, (6)
"The place was just what we needed and very conveniently located. We visit the area twice/year and would definitely stay at this property again."
Cozy Cottage Near Dtwn Dining, Walk to Casino
Bristol Retreat w/ Creek Access: 2 Mi to Dtwn
House (2 Bedrooms) | Interior

Bristol Retreat w/ Creek Access: 2 Mi to Dtwn

3.0 star property
10.0 out of 10, Exceptional, (5)
"We had a great stay in Bristol. The house was lovely and filled with antique furniture. Everything was clean and the house was stocked with all the essentials. The only thing I would change is that all the sheets and towels were washed with very fragrant detergent and fabric softener.I just rewashed them as they provide a machine. I loved the house and location and would like to stay again."
Bristol Retreat w/ Creek Access: 2 Mi to Dtwn
1 Mi to Dtwn: Bristol Cottage w/ Hot Tub & Grill!
Cottage (2 Bedrooms) | Interior

1 Mi to Dtwn: Bristol Cottage w/ Hot Tub & Grill!

3.0 star property
10.0 out of 10, Exceptional, (3)
"Beautiful house with all amenities and everything we needed! We will stay here again!"
1 Mi to Dtwn: Bristol Cottage w/ Hot Tub & Grill!
Bristol Escape w/ Patio, 2 Mi to Downtown!
Enjoy cooking in this well-equipped kitchen with a microwave, oven, and light-colored countertop.

Bristol Escape w/ Patio, 2 Mi to Downtown!

3.0 star property
9.0 out of 10, Wonderful, (2)
"It was so cozy nice weekend getaway "
Bristol Escape w/ Patio, 2 Mi to Downtown!
Updated Bristol Retreat ~ 2 Miles to Downtown!
Enjoy cooking in this kitchen with a large refrigerator, microwave, and ample workspace.

Updated Bristol Retreat ~ 2 Miles to Downtown!

3.0 star property
10.0 out of 10, Exceptional, (1)
Updated Bristol Retreat ~ 2 Miles to Downtown!
Bristol Abode
Kitchen features stainless steel appliances, white cabinetry, a sink, and ample countertop space.

Bristol Abode

2.0 star property
10.0 out of 10, Exceptional, (1)
"This was the perfect place to rest and relax. The neighborhood was quiet during the night allowing you to rest. We didnt spend much time at the hiuse during our stay due to activities."
Bristol Abode
Bristol Bungalow < 1 Mi to Country Music Museum
Enjoy cooking in this well-appointed kitchen with a central island, ample cabinetry, and pendant light.

Bristol Bungalow < 1 Mi to Country Music Museum

3.0 star property
10.0 out of 10, Exceptional, (1)
"This beautiful historic home was very clean and the beds were comfortable. This location is convenient to the charming downtown district as well as a short drive to the Bristol race tracks. There are several wonderful restaurants to choose from that are very close to this location. "
Bristol Bungalow < 1 Mi to Country Music Museum
Updated Kingsport Home w/ Deck + Mtn Views!
House (4 Bedrooms) | Interior

Updated Kingsport Home w/ Deck + Mtn Views!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This place is great. All the essentials you need in the kitchen. Quite neighborhood. Plenty of room and parking. The master bathroom has a rainfall shower. Very clean "
Updated Kingsport Home w/ Deck + Mtn Views!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

Can I find vacation rentals in Castlewood?

Yes, we offer vacation rentals near the most popular attractions in Castlewood, or you can go with a more secluded option if you're looking for a relaxing stay.

What’s there to see and do in Castlewood?

While you're exploring the area, Sugar Hollow Park and High Knob are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Clinch River State Park and The Carter Fold.

What’s a vacation rental in Castlewood like?

A vacation rental is a private property you can book for a few weeks or just a few days in Castlewood. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a family trip or a small group gathering.