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Top Holiday Rentals in Castlewood

Fully furnished 3 BR 3 BA house to escape the hustle of the city.

10.0 out of 10, Exceptional, (164)
"Liked the stay there!! Really enjoyed it"
Fully furnished 3 BR 3 BA house to escape the hustle of the city.

⚡️Unique Cabin Studio, in ❤️ of Tri Cities

10.0 out of 10, Exceptional, (63)
"We enjoyed our one night stay in this cute little condo. We stayed in the upstairs unit and it was perfect for my husband, myself and our two pups. The place was super clean and had everything we needed for the night. The bonus was the friendly host and his cute goats and guard dog Bonnie. We would definitely stay here again."
The price is £106
includes taxes & fees
25 Aug - 26 Aug
⚡️Unique Cabin Studio, in ❤️ of Tri Cities

⚡️ Relaxing Cabin studio, in ❤️ of the Tri Cities.

10.0 out of 10, Exceptional, (92)
"Quiet and cozy, with goats you can feed too!"
The price is £114
includes taxes & fees
17 Aug - 18 Aug
⚡️ Relaxing Cabin studio, in ❤️ of the Tri Cities.

Rockybrook Miller's cabin

10.0 out of 10, Exceptional, (219)
"The property is phenomenal with the creek in the back and the cabin has so much character! I would highly recommend for families with little ones running around, they'll have a blast."
Rockybrook Miller's cabin

Affordable, Private, Single Level House Steps From Hard Rock Casino Pet Friendly

9.0 out of 10, Wonderful, (18)
"This was a one night stay on our way to Nashville. The location and house were great and perfect for our dogs."
The price is £186
includes taxes & fees
10 Aug - 11 Aug
Affordable, Private, Single Level House Steps From Hard Rock Casino Pet Friendly

Cozy Riverfront Cabin

10.0 out of 10, Exceptional, (43)
"Awesome place to stay to get away from the noise. The beach area is the best"
Cozy Riverfront Cabin

Two BR Cabin next to Creeper Trail

9.0 out of 10, Wonderful, (6)
"It is right off of the Creeper Trail and downtown is only about a mile and a half away. So, nice restaurants are very close by. I would definitely stay here again. "
Two BR Cabin next to Creeper Trail

Secluded Mountain Cabin on a Large Estate with Water Fall, Hiking Trails & Creek

9.6 out of 10, Exceptional, (164)
"Great location for family. Close to most everything "
Secluded Mountain Cabin on a Large Estate with Water Fall, Hiking Trails & Creek

Historic Downtown Abingdon!

9.8 out of 10, Exceptional, (29)
"Great place to stay"
Historic Downtown Abingdon!

Bristol Bungalow steps away from Casino 🎰⚡️3 Beds and a Bar

2.0 star property
10.0 out of 10, Exceptional, (12)
"The property was very cute and clean!"
The price is £272
includes taxes & fees
20 Aug - 21 Aug
Bristol Bungalow steps away from Casino 🎰⚡️3 Beds and a Bar

The Barter Green Room in Downtown Abingdon, The Barter Green Room in the heart of downtown Abingdon

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great location to the Barter Theatre and the Virginia Creeper Trail. Very comfortable bed and couch bed for my daughter. Welcoming hosts, and comfortable stay. "
The price is £194
includes taxes & fees
8 Sept - 9 Sept
The Barter Green Room in Downtown Abingdon, The Barter Green Room in the heart of downtown Abingdon

Charming 2-bedroom fishing cabin in brilliant Gate City with AC, WiFi

8.8 out of 10, Excellent, (3)
"It was overall a great place to stay for a short family gathering. Loved the river so close. Beautiful scenery, great location. The outdoor spaces are perfect for a cookout, a gas grill would have been nice. "
Charming 2-bedroom fishing cabin in brilliant Gate City with AC, WiFi

*NEW* Dragster Dream House: 3BD/2BA + Game Room

9.8 out of 10, Exceptional, (7)
"Everything was great the host was perfect and had everything to accommodate my stay. I highly recommend this location to anyone that needs a great place to stay."
The price is £265
includes taxes & fees
10 Aug - 11 Aug
*NEW* Dragster Dream House: 3BD/2BA + Game Room

Luxury! Peaceful. Great location. Sleeps four. Under 1 mi to South Holston Lake

10.0 out of 10, Exceptional, (32)
"Very comfortable, clean, and private. Neighborhood was beautiful, scenic, and safe. Proximity to Abingdon, Bristol, and South Holston Dam was very convenient. Highest marks, and we would definitely reach out to stay at this property the next time we want to visit this area of Virginia. "
Luxury! Peaceful. Great location. Sleeps four. Under 1 mi to South Holston Lake

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’s Mountain Side Oasis -NEW- Hot-tub- Privacy- Pet friendly - Location

2.0 star property
9.8 out of 10, Exceptional, (11)
"A lovely place to stay in Bristol! Cozy and stocked with everything you would need. We would definitely recommend staying here"
The price is £140
includes taxes & fees
13 Aug - 14 Aug
Bristol’s Mountain Side Oasis -NEW- Hot-tub- Privacy- Pet friendly - Location

The Wright Place

10.0 out of 10, Exceptional, (126)
"It was a very nice, quiet place. The owner was very accommodating and always available for questions or needs of the occupants. I will definitely stay when I return to the area."
The Wright Place

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

Relaxing Creekside Retreat - Firepit, Outdoor Dining, Creek View, Sleeps 4

9.6 out of 10, Exceptional, (14)
"We had a great time here. The cabin was clean and well stocked. The property was very well maintained and the creek was very calm and peaceful."
Relaxing Creekside Retreat - Firepit, Outdoor Dining, Creek View, Sleeps 4

Luxe Loft Living in Downtown Kingsport's Iconic Telephone Building

10.0 out of 10, Exceptional, (22)
"Loved the historic building vibe, host has everything you would need. Easy booking and check in/out process. Easy access to anything you need. "
The price is £172
includes taxes & fees
10 Aug - 11 Aug
Luxe Loft Living in Downtown Kingsport's Iconic Telephone Building
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.
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Top Castlewood Hotel Reviews

Frequently asked questions

Can I find holiday rentals in Castlewood?

Yes, there are holiday rentals close to the most popular sights in Castlewood, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Castlewood has to offer?

Fully furnished 3 BR 3 BA house to escape the hustle of the city.: This holiday home rental outside of Castlewood is located on the waterfront, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 wider area, you’ll find Clinch River State Park and The Carter Fold.

What’s a holiday rental in Castlewood like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Castlewood. Holiday rentals feature extras such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a family trip or a small group gathering.