Holiday Rentals in Castlewood

    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
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Castlewood

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

10.0 out of 10, Exceptional, (90)
"Quiet and cozy, with goats you can feed too!"
The price is €167
includes taxes & fees
28 Jul - 29 Jul
⚡️ Relaxing Cabin studio, in ❤️ of the Tri Cities.

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

9.0 out of 10, Wonderful, (17)
"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 €214
includes taxes & fees
10 Jul - 11 Jul
Affordable, Private, Single Level House Steps From Hard Rock Casino Pet Friendly

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

9.6 out of 10, Exceptional, (162)
"The place was a little difficult to get to but once you get there it was bliss."
Secluded Mountain Cabin on a Large Estate with Water Fall, Hiking Trails & Creek

Quaint Abingdon Cottage Downtown 420 East Valley Street

9.2 out of 10, Wonderful, (52)
"It’s a very nice cottage in an excellent location. Our stay could not have gone better."
Quaint Abingdon Cottage Downtown 420 East Valley Street

The Blue Door 155. A Welcoming Home near State St

10.0 out of 10, Exceptional, (4)
"Great location within walking distance of State St. Well appointed space, clean, and quiet. Great communication with host. "
The price is €203
includes taxes & fees
9 Jul - 10 Jul
The Blue Door 155. A Welcoming Home near State St

Walk to State Street - Remodeled Home

2.0 star property
10.0 out of 10, Exceptional, (11)
"We loved the property. It was the perfect place to relax. It had everything we needed and was decorated so nicely. "
The price is €266
includes taxes & fees
7 Jul - 8 Jul
Walk to State Street - Remodeled Home

The Wright Place

10.0 out of 10, Exceptional, (118)
"Great stay here. "
The Wright Place

Pet-Friendly Home w/ Grill & Farm in Meadowview!

9.4 out of 10, Exceptional, (21)
"Nice and quiet as always Clean and always friendly animals and hosts"
The price is €220
includes taxes & fees
7 Jul - 8 Jul
Pet-Friendly Home w/ Grill & Farm in Meadowview!

Farmhouse great location.

10.0 out of 10, Exceptional, (29)
"Loved our time in this lovely home in the perfect location! Charming and warm. Will stay again!!"
Farmhouse great location.

Close to town, the college and a beautiful serene surrounding

9.6 out of 10, Exceptional, (49)
"The outside was not as clean and mowed as I expected , we complained about a blocked sink but no one responded . The bed was comfortable and I loved the size of the living room with its decor . "
Close to town, the college and a beautiful serene surrounding

2BR house minutes from Holston Valley & Eastman

10.0 out of 10, Exceptional, (3)
"Great location and I enjoyed my stay. Will choose this again if I ever need to stay here in the future!"
The price is €291
includes taxes & fees
14 Jul - 15 Jul
2BR house minutes from Holston Valley & Eastman

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

10.0 out of 10, Exceptional, (2)
"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

Rockybrook Miller's cabin

10.0 out of 10, Exceptional, (214)
"It is a wonderful place to come relax and its close to both Damascus VA and Abingdon VA!! Cant wait to go back!"
Rockybrook Miller's cabin

Cozy Riverfront Cabin

10.0 out of 10, Exceptional, (41)
"The property is beautiful, always clean and makes for the perfect peaceful getaway "
Cozy Riverfront Cabin

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

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 €313
includes taxes & fees
8 Jul - 9 Jul
Bristol Bungalow steps away from Casino 🎰⚡️3 Beds and a Bar

Bristol Retreat w/ Creek Access: 2 Mi to Dtwn

9.8 out of 10, Exceptional, (19)
"Property was clean , as advertised & very peaceful. I’d stay here again & highly recommend it. "
Bristol Retreat w/ Creek Access: 2 Mi to Dtwn

⚡️Unique Cabin Studio, in ❤️ of Tri Cities

10.0 out of 10, Exceptional, (58)
"Great value for the accessibility and location for a short stay. Very comfortable."
⚡️Unique Cabin Studio, in ❤️ of Tri Cities

Beautiful Bristol Bungalow w/ Firepit- 5 mins to downtown & 6 mins to Casino

10.0 out of 10, Exceptional, (26)
"Gorgeous home!! "
Beautiful Bristol Bungalow w/ Firepit- 5 mins to downtown & 6 mins to Casino

Comfy Condo

9.8 out of 10, Exceptional, (26)
"Great stay "
Comfy Condo
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

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?

Affordable, Private, Single Level House Steps From Hard Rock Casino Pet Friendly: This holiday 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 that 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 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.