Castlewood Vacation Rentals

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Vacation Rentals in Castlewood

Our top choices for Castlewood vacation rentals

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

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

10.0 out of 10, Exceptional, (165)
"Liked the stay there!! Really enjoyed it"
Fully furnished 3 BR 3 BA house to escape the hustle of the city.

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

10.0 out of 10, Exceptional, (96)
"Enjoyed stay"
The price is CA $94
CA $189 total
includes taxes & fees
Oct 7 - Oct 8
⚡️ Relaxing Cabin studio, in ❤️ of the Tri Cities.

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

9.6 out of 10, Exceptional, (166)
"The property indeed is very secluded Very clean, met my needs for family visits The only issue is the difficult parking ,it was manageable once getting used to it , it truly is a mountain get away, loved listening to the birds in the am, and the sound of the water flowing, "
Secluded Mountain Cabin on a Large Estate with Water Fall, Hiking Trails & Creek

⚡️Unique Cabin Studio, in ❤️ of Tri Cities

10.0 out of 10, Exceptional, (64)
"It was wonderful we had an amazing time!"
The price is CA $94
CA $189 total
includes taxes & fees
Sep 16 - Sep 17
⚡️Unique Cabin Studio, in ❤️ of Tri Cities

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

2.0 star property
9.8 out of 10, Exceptional, (12)
"Great location if you are looking for a place to stay while attending a race at the Bristol Speedway "
The price is CA $111
CA $255 total
includes taxes & fees
Oct 7 - Oct 8
Bristol’s Mountain Side Oasis -NEW- Hot-tub- Privacy- Pet friendly - Location

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

9.0 out of 10, Wonderful, (20)
"Close to everything including the casino. Loved the quiet neighborhood. Great spot!!!"
The price is CA $111
CA $333 total
includes taxes & fees
Oct 1 - Oct 2
Affordable, Private, Single Level House Steps From Hard Rock Casino Pet Friendly

Historic 1880s 1-bedroom Downtown Apartment

10.0 out of 10, Exceptional, (12)
"It was a pleasure to stay at such a beautiful space. The floors and renovations were top notch and the hosts were sweet."
The price is CA $137
CA $231 total
includes taxes & fees
Sep 25 - Sep 26
Historic 1880s 1-bedroom Downtown Apartment

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)
"Great Stay! Everything as described!"
The price is CA $102
CA $240 total
includes taxes & fees
Oct 7 - Oct 8
⚡️Casino home 🎲 2 bedroom Bungalow in the heart of Bristol

Quaint Abingdon Cottage Downtown 420 East Valley Street

9.4 out of 10, Exceptional, (57)
"Close to everything. Comfy, cozy, clean house. Hosts are great! Thanks for another great stay!"
Quaint Abingdon Cottage Downtown 420 East Valley Street

Dog friendly home - large backyard - gas fire pit - 5 mins to downtown or casino

10.0 out of 10, Exceptional, (24)
"This property was set up nicely, looked adorable and was very comfortable with nice backyard for the dog. Convenient location for our trip. "
Dog friendly home - large backyard - gas fire pit - 5 mins to downtown or casino

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

9.6 out of 10, Exceptional, (15)
"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. "
The price is CA $73
CA $114 total
includes taxes & fees
Sep 11 - Sep 12
Tent Camping at the Farm!

Luxe Loft Living in Downtown Kingsport's Iconic Telephone Building

10.0 out of 10, Exceptional, (24)
"Nice loft and the location was nice for walking around downtown. "
The price is CA $196
CA $376 total
includes taxes & fees
Sep 16 - Sep 17
Luxe Loft Living in Downtown Kingsport's Iconic Telephone Building

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! "
The price is CA $124
CA $254 total
includes taxes & fees
Sep 16 - Sep 17
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!"
The price is CA $140
CA $264 total
includes taxes & fees
Sep 23 - Sep 24
Bungalow /Hot tub /ping pong /Putt putt /corn hole /Jenga /connect 4/Checkers

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 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

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
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

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Castlewood vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Castlewood vacation rentals we have selected for you start as low as CA $73 per night. Entering your travel dates in the search wizard 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?

Affordable, Private, Single Level House Steps From Hard Rock Casino Pet Friendly: This vacation home rental outside of Castlewood has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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.