Castlewood Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Castlewood

Property grounds
⚡️Unique Cabin Studio, in ❤️ of Tri Cities

⚡️Unique Cabin Studio, in ❤️ of Tri Cities

Bluff City
9.8 out of 10, Exceptional, (71)
"Clean, quaint cabin. "
United States
Nickole M.
The price is ￥10,545
￥21,191 total
includes taxes & fees
Dec 14 - Dec 15
⚡️Unique Cabin Studio, in ❤️ of Tri Cities
Full-size fridge, microwave, oven, stovetop
⚡️ Relaxing Cabin studio, in ❤️ of the Tri Cities.

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

Bluff City
10.0 out of 10, Exceptional, (102)
"Perfect location to access both local tailwaters. Great host and a wonderful property. "
United States
Lev S.
The price is ￥10,545
￥21,191 total
includes taxes & fees
Dec 14 - Dec 15
⚡️ Relaxing Cabin studio, in ❤️ of the Tri Cities.
Private kitchen
Bristol’s Mountain Side Oasis -NEW- Hot-tub- Privacy- Pet friendly - Location

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

2.0 star property
Bristol
10.0 out of 10, Exceptional, (23)
"Great location if you are looking for a place to stay while attending a race at the Bristol Speedway "
United States
Jessica H.
The price is ￥12,406
￥30,687 total
includes taxes & fees
Dec 14 - Dec 15
Bristol’s Mountain Side Oasis -NEW- Hot-tub- Privacy- Pet friendly - Location
Smart TV, fireplace
Charming 2-bedroom fishing cabin in brilliant Gate City with AC, WiFi

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

Gate City
9.0 out of 10, Wonderful, (10)
"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. "
United States
Tina B.
Charming 2-bedroom fishing cabin in brilliant Gate City with AC, WiFi
Fridge, microwave, oven, stovetop
Downtown ~ Hot Tub - Ping Pong - Putting Green - Connect 4 - PAC Man ~

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

Bristol
9.8 out of 10, Exceptional, (26)
"Jerry is a fantastic host! The place is beautiful and very welcoming. We would definitely rent this location again. "
United States
mjskelton1
The price is ￥14,267
￥30,740 total
includes taxes & fees
Dec 8 - Dec 9
Downtown ~ Hot Tub - Ping Pong - Putting Green - Connect 4 - PAC Man ~
Private kitchen
[• Supercalifragilistic •]

[• Supercalifragilistic •]

2.0 star property
Bristol
10.0 out of 10, Exceptional, (1)
"Stayed while in town for business and will stay again if available. Beautifully decorated with local touches. Everything you need to make your stay comfortable from a throw to cuddle on the couch to a beautiful balcony deck with a view of the forest. Nice neighborhood that was very peaceful. This property had so much to offer from a mini pool table to corn hole boards and ping pong. Really enjoyed my stay!!"
United States
Erica
The price is ￥12,251
￥30,349 total
includes taxes & fees
Dec 7 - Dec 8
[• Supercalifragilistic •]
Property grounds
Fully furnished 3 BR 3 BA house to escape the hustle of the city.

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

Blountville
10.0 out of 10, Exceptional, (174)
"Property and home was very clean.Would definitely stay again!!"
United States
Doug T.
Fully furnished 3 BR 3 BA house to escape the hustle of the city.
Fridge, microwave, oven, stovetop
Cozy Bristol Retreat 2 Blocks from State Street

Cozy Bristol Retreat 2 Blocks from State Street

Bristol
9.4 out of 10, Exceptional, (32)
"It was a perfect fit for what we needed. "
United States
Michelle S.
The price is ￥16,894
￥53,277 total
includes taxes & fees
Dec 6 - Dec 7
Cozy Bristol Retreat 2 Blocks from State Street
Fridge, microwave, oven, stovetop
Cozy on Carolina

Cozy on Carolina

Kingsport
10.0 out of 10, Exceptional, (59)
"The accommodations were very nice. The home was clean and well stocked. "
United States
Mark & Tamarra E.
Cozy on Carolina
Exterior
Affordable, Private, Single Level House Steps From Hard Rock Casino Pet Friendly

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

Bristol
9.0 out of 10, Wonderful, (26)
"Clean, comfortable, and cute. Comftable beds and plenty of hot water. Hard rock is right across st. Owner was very responsive. We enjoyed our stay. Would stay again "
United States
Carrie A.
The price is ￥11,166
￥40,485 total
includes taxes & fees
Dec 18 - Dec 19
Affordable, Private, Single Level House Steps From Hard Rock Casino Pet Friendly
Fridge, microwave, oven, stovetop
No cleanup chores-Fenced yard, arcade, fire pit, close to casino, I81, downtown.

No cleanup chores-Fenced yard, arcade, fire pit, close to casino, I81, downtown.

Bristol
9.6 out of 10, Exceptional, (4)
"Would highly recommend staying here. The rental was super clean, comfortable and the host was responsive."
United States
Suzanne T.
The price is ￥19,857
￥43,483 total
includes taxes & fees
Dec 7 - Dec 8
No cleanup chores-Fenced yard, arcade, fire pit, close to casino, I81, downtown.
Interior
Hotel- Middle of Downtown Bristol, TN. Best location with Reserved Parking

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

2.0 star property
Bristol
10.0 out of 10, Exceptional, (16)
"Perfect for a solo or couple, highly recommend bistro on 6th for a bite. Enjoyed our stay! "
United States
Kelsey
The price is ￥13,957
￥28,558 total
includes taxes & fees
Dec 7 - Dec 8
Hotel- Middle of Downtown Bristol, TN. Best location with Reserved Parking
Exterior
Experience the Magic of Christmas Year-Round at The Mistletoe Manor

Experience the Magic of Christmas Year-Round at The Mistletoe Manor

Bristol
10.0 out of 10, Exceptional, (1)
"It was a very cozy and warm feeling house and we loved the decorations! Very clean house and the outside and yard is very nice with some outdoor games and a fire pit! The only thing that was an issue was that the only bathroom was downstairs and had to walk up and down the steps to use the bathroom!! Other than that it is a very cozy and nice house and we would most likely stay again if we get a chance to!!"
United States
Charles L.
The price is ￥13,186
￥29,631 total
includes taxes & fees
Dec 8 - Dec 9
Experience the Magic of Christmas Year-Round at The Mistletoe Manor
Fridge, microwave, oven, stovetop
Soak n Stroll 2 State St, Hot Tub, FirePit, Dogs

Soak n Stroll 2 State St, Hot Tub, FirePit, Dogs

Bristol
9.8 out of 10, Exceptional, (61)
"Great place very clean "
United States
Bert N.
Soak n Stroll 2 State St, Hot Tub, FirePit, Dogs
Exterior detail
Quaint Abingdon Cottage Downtown 420 East Valley Street

Quaint Abingdon Cottage Downtown 420 East Valley Street

Abingdon
9.2 out of 10, Wonderful, (63)
"Great space and location. No issues. I’d stay here again."
United States
Melanie D.
Quaint Abingdon Cottage Downtown 420 East Valley Street
Exterior
The Wright Place

The Wright Place

Kingsport
10.0 out of 10, Exceptional, (136)
"Very clean and a hospitable hostess. Lynn is very attentive to detail and readily available before the visit and when at the property."
United States
Stephanie F.
The Wright Place
Microwave, oven, stovetop, dishwasher
Bet on Bristol a 3 bedroom 2 bath house located near downtown Bristol TN/VA

Bet on Bristol a 3 bedroom 2 bath house located near downtown Bristol TN/VA

Bristol
10.0 out of 10, Exceptional, (3)
"Excellent on all fronts! "
United States
Bret E.
The price is ￥23,270
￥60,618 total
includes taxes & fees
Dec 7 - Dec 8
Bet on Bristol a 3 bedroom 2 bath house located near downtown Bristol TN/VA
Property grounds
Tent Camping at the Farm!

Tent Camping at the Farm!

Bristol
8.0 out of 10, Very Good, (2)
"It was a great little spot. The host was around to be helpful and the aninals were cool. Great little spot for race weekend. I would stay here again. "
United States
Andrew D.
The price is ￥8,235
￥12,757 total
includes taxes & fees
Dec 12 - Dec 13
Tent Camping at the Farm!
Smart TV
Charming 2-bedroom house with AC in beautiful Bristol

Charming 2-bedroom house with AC in beautiful Bristol

2.0 star property
Bristol
8.0 out of 10, Very Good, (3)
"This house was the perfect place for my husband and I to get away alone for a weekend. The host was FANTASTIC and very responsive and accommodating to my needs. We will stay again soon!!!"
United States
April J.
The price is ￥13,651
￥49,629 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Charming 2-bedroom house with AC in beautiful Bristol
Exterior
Bristol’s Doo-Wop Den – A 1950s-Themed Retreat with a Modern Twist

Bristol’s Doo-Wop Den – A 1950s-Themed Retreat with a Modern Twist

Bristol
10.0 out of 10, Exceptional, (6)
"We had a wonderful stay! The home was spotless, beautifully decorated, and very comfortable. Check-in was smooth and communication with the host was quick and helpful. The kitchen had everything we needed, and the beds were cozy. The location was perfect—close to downtown and restaurants. We especially enjoyed the hot tub. I would definitely stay here again and recommend it to anyone looking for a relaxing getaway."
United States
Katherine H.
The price is ￥12,096
￥28,195 total
includes taxes & fees
Dec 14 - Dec 15
Bristol’s Doo-Wop Den – A 1950s-Themed Retreat with a Modern Twist
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Castlewood Hotel Reviews

Courtyard by Marriott Bristol

Courtyard by Marriott Bristol

10/10 Excellent
"Room was clean, convenient location, everything went smoothly here"
Sarah 1-night trip
Posted 9 hours ago
Courtyard by Marriott Bristol

Find out more about Castlewood

Search for holiday rentals in Castlewood on Expedia! You can easily find your home rentals, villas, holiday apartments in Castlewood using one of the methods below:

  • View our selection of featured holiday rentals in Castlewood
  • Use the map to find apartments and other holiday homes in the Castlewood neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Castlewood while they last

Look no further and take a look at our great range of rental properties in Castlewood!

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?

Bristol’s Mountain Side Oasis -NEW- Hot-tub- Privacy- Pet friendly - Location : This vacation home rental outside of Castlewood has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

What’s there to see and do in Castlewood?

While you're exploring the area, High Knob and Hidden Valley Wildlife Management Area 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.