Castlewood Vacation Rentals

Check prices for these dates

In two weeks
In one month
In two months
In three months

Vacation Rentals in Castlewood

Our top choices for Castlewood vacation rentals

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.

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

9.0 out of 10, Wonderful, (19)
"Close to everything including the casino. Loved the quiet neighborhood. Great spot!!!"
$200 nightly
The price is $241
Oct 1 - Oct 2
Total with taxes and fees
Affordable, Private, Single Level House Steps From Hard Rock Casino Pet Friendly

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

10.0 out of 10, Exceptional, (95)
"Quiet and cozy, with goats you can feed too!"
$134 nightly
The price is $149
Sep 24 - Sep 25
Total with taxes and fees
⚡️ Relaxing Cabin studio, in ❤️ of the Tri Cities.

The Wright Place

10.0 out of 10, Exceptional, (129)
"Our stay at the Wright Place was amazing! I cant say enough about our stay! Doug and Lynn was so nice, accommodating, and very thoughtful! It was both my husband and my birthdays and they had us a birthday gift with a birthday card! Just unheard of anymore, especially when we have never met until our visit! Like i said, i cant say enough or better still, i could write a letter about how accommodating they were to us and it would take too long, so all i want to finish saying is....we met new...
The Wright Place

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

9.6 out of 10, Exceptional, (165)
"Cabin is so pretty, very clean, safe! Everything we needed for a couple day trip..great communication and the process was easy.Would highly recommend "
Secluded Mountain Cabin on a Large Estate with Water Fall, Hiking Trails & Creek

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

2.0 star property
9.8 out of 10, Exceptional, (12)
"A lovely place to stay in Bristol! Cozy and stocked with everything you would need. We would definitely recommend staying here"
$160 nightly
The price is $184
Sep 2 - Sep 3
Total with taxes and fees
Bristol’s Mountain Side Oasis -NEW- Hot-tub- Privacy- Pet friendly - Location

⚡️Unique Cabin Studio, in ❤️ of Tri Cities

10.0 out of 10, Exceptional, (63)
"It was wonderful we had an amazing time!"
$123 nightly
The price is $137
Sep 9 - Sep 10
Total with taxes and fees
⚡️Unique Cabin Studio, in ❤️ of Tri Cities

Historic 1880s 1-bedroom Downtown Apartment

10.0 out of 10, Exceptional, (11)
"It was a pleasure to stay at such a beautiful space. The floors and renovations were top notch and the hosts were sweet."
$139 nightly
The price is $167
Sep 3 - Sep 4
Total with taxes and fees
Historic 1880s 1-bedroom Downtown Apartment

Quaint Abingdon Cottage Downtown 420 East Valley Street

9.4 out of 10, Exceptional, (57)
"We had a great time in Abingdon and our stay at the cottage was lovely. The location was perfect to bike to the Creeper Trail and to many cute restaurants. Thank you for making us feel so welcome and comfortable. "
Quaint Abingdon Cottage Downtown 420 East Valley Street

Creekfront mountain cabin on Tumbling Creek with 2 bed, 2 bath and dog friendly!

2.0 star property
9.8 out of 10, Exceptional, (37)
"Very relaxing clean well thought out."
Creekfront mountain cabin on Tumbling Creek with 2 bed, 2 bath and dog friendly!

⚡️Casino home 🎲 2 bedroom Bungalow in the heart of Bristol

9.8 out of 10, Exceptional, (92)
"Accurately described, quiet and quaint home close to downtown. Stayed for a concert. 5 minute drive to State St. perfect location. "
$138 nightly
The price is $166
Sep 2 - Sep 3
Total with taxes and fees
⚡️Casino home 🎲 2 bedroom Bungalow in the heart of Bristol

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

8.8 out of 10, Excellent, (5)
"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

Cozy on Carolina

10.0 out of 10, Exceptional, (54)
"We were in Kingsport to visit family. It was nice to have a place in such a central location. It was a great place for all 5 of us to settle in. "
Cozy on Carolina

Downtown ~ Hot Tub - Ping Pong - Putting Green - Connect 4 - PAC Man ~

10.0 out of 10, Exceptional, (22)
"Very fun place near evvey things"
$162 nightly
The price is $187
Sep 2 - Sep 3
Total with taxes and fees
Downtown ~ Hot Tub - Ping Pong - Putting Green - Connect 4 - PAC Man ~

Hotel- Middle of Downtown Bristol, TN. Best location with Reserved Parking

2.0 star property
10.0 out of 10, Exceptional, (13)
"Perfect for a solo or couple, highly recommend bistro on 6th for a bite. Enjoyed our stay! "
$160 nightly
The price is $184
Sep 2 - Sep 3
Total with taxes and fees
Hotel- Middle of Downtown Bristol, TN. Best location with Reserved Parking

Bungalow /Hot tub /ping pong /Putt putt /corn hole /Jenga /connect 4/Checkers

10.0 out of 10, Exceptional, (12)
"This was a great place to stay for the Bristol race!"
$160 nightly
The price is $179
Sep 3 - Sep 4
Total with taxes and fees
Bungalow /Hot tub /ping pong /Putt putt /corn hole /Jenga /connect 4/Checkers

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

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

2.0 star property
9.6 out of 10, Exceptional, (13)
"The property was very cute and clean!"
$299 nightly
The price is $360
Sep 2 - Sep 3
Total with taxes and fees
Bristol Bungalow steps away from Casino 🎰⚡️3 Beds and a Bar

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

Tent Camping at the Farm!

6.0 out of 10, (1)
"So in order for me to write why my husband and child did not stay I had to give a review. I hope the review I gave will be the truth of how the place was. My husband took my son to the Bristol night race. Frist for both of them. He did not know if he would need to get a place or not so I found this little place and he was okay with it. Then after the race he said we are just going to drive home because he felt good. "
$73 nightly
The price is $82
Sep 2 - Sep 3
Total with taxes and fees
Tent Camping at the Farm!
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

Top Castlewood Hotel Reviews

Find out more about Castlewood

Find out more about Castlewood

Everything you need to know about Castlewood vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Castlewood vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Castlewood vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Castlewood vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castlewood. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Castlewood in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $82 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Castlewood rentals

At Expedia, we put the best Castlewood vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Castlewood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Castlewood vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Castlewood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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 the top vacation rental in Castlewood?

Fully furnished 3 BR 3 BA house to escape the hustle of the city.: This vacation home rental outside of Castlewood is located on the waterfront and has a fireplace, a patio, and a barbecue grill 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 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 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.