Default HTG hotel image

Search Holiday Rentals in Castlewood

  • 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
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Castlewood holiday rentals

A wooden deck with a bench, a grill, and a view of a green landscape.

1. Cozy Cabin Retreat: Peaceful Mountain Views

Cozy Cabin Retreat: Peaceful Mountain Views
3.0 star property
Dungannon
The price is 3.844.498 ₫
7.025.627 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Cozy Cabin Retreat: Peaceful Mountain Views
A two-story house with a front porch, a set of concrete steps leading to the entrance, and a brick wall on the right.

2. Walk to State St! Bristol Craftsman w/ Backyard

Walk to State St! Bristol Craftsman w/ Backyard
3.0 star property
Bristol
The price is 3.715.488 ₫
6.405.347 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Walk to State St! Bristol Craftsman w/ Backyard
A wooden deck with a railing, a trash can, and a view of a brick building and greenery.

3. King Studio Suite w/ Walk-in Shower Pet Friendly

King Studio Suite w/ Walk-in Shower Pet Friendly
3.0 star property
Bristol
The price is 3.096.240 ₫
4.589.660 ₫ total
includes taxes & fees
2 Nov - 3 Nov
King Studio Suite w/ Walk-in Shower Pet Friendly
A kitchen with a stainless steel refrigerator, wooden cabinets, a sink, and a dining area with a chair and table.

4. 1 Mi to Music & State St! Updated Bristol Home

1 Mi to Music & State St! Updated Bristol Home
3.0 star property
Bristol
The price is 3.715.488 ₫
5.906.594 ₫ total
includes taxes & fees
10 Nov - 11 Nov
1 Mi to Music & State St! Updated Bristol Home
A two-story house with a front porch, a set of concrete steps leading to the entrance, and a brick wall on the right.

5. Bristol House & Studio Near State Street

Bristol House & Studio Near State Street
3.0 star property
Bristol
The price is 6.244.084 ₫
10.397.432 ₫ total
includes taxes & fees
10 Nov - 11 Nov
Bristol House & Studio Near State Street
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

Quality Inn & Suites Bristol North

Quality Inn & Suites Bristol North

8/10 Good
"Some of the room needs to be updated. For instance, some of the ceiling popcorn is coming down and the bed was not very comfortable"
Drew 1-night trip
Posted 1 day ago
Quality Inn & Suites Bristol North

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’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 The Carter Fold and University of Virginia's College at Wise.

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.