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Castlewood Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Castlewood vacation rentals

A charcoal grill with food being cooked, surrounded by a gravel area.

1. Saddle View campsite at phenomenal campground retreat in Lebanon

Saddle View campsite at phenomenal campground retreat in Lebanon
Lebanon
Saddle View campsite at phenomenal campground retreat in Lebanon
A living room with a brown leather sofa, wooden flooring, a ceiling fan, and two framed paintings.

2. Cozy Cabin Retreat: Peaceful Mountain Views

Cozy Cabin Retreat: Peaceful Mountain Views
3.0 star property
Dungannon
The price is AED 503
AED 951 total
includes taxes & fees
2 Oct - 3 Oct
Cozy Cabin Retreat: Peaceful Mountain Views
A two-story wooden house with a porch, a staircase, and a small garden.

3. Cozy Cabin Retreat: Peaceful Mountain Views

Cozy Cabin Retreat: Peaceful Mountain Views
Dungannon
6.0 out of 10, (1 review)
"The cabin was cozy, peaceful, and a nice place to get away from the usual hustle and bustle. The surroundings were beautiful, and it was great to have a quiet space to relax and enjoy nature. The cabin itself was comfortable and had a charming atmosphere.One downside was that there was no TV, which may not matter to everyone, but it would have been nice to have an option for entertainment in the evenings. Overall, it was a pleasant stay and a good choice for anyone looking for a quiet getaway,...
United States
Annie
The price is AED 360
AED 952 total
includes taxes & fees
2 Oct - 3 Oct
Cozy Cabin Retreat: Peaceful Mountain Views
A living room with a fireplace, a television, a sofa, and a coffee table.

4. The Nest on Mill

The Nest on Mill
Lebanon
10.0 out of 10, Exceptional, (57 reviews)
"Always a great stay. "
United States
Patty W.
The price is AED 380
AED 716 total
includes taxes & fees
4 Oct - 5 Oct
The Nest on Mill
A house with a covered porch and a staircase leading to the entrance.

5. Charming 2-bedroom house in Wise, Virginia

Charming 2-bedroom house in Wise, Virginia
Wise
10.0 out of 10, Exceptional, (14 reviews)
"Such a beautiful place with so many special touches. We love being here and enjoying Wise County. The host creates a beautiful and comfortable space."
United States
Chasity F.
The price is AED 441
AED 778 total
includes taxes & fees
4 Oct - 5 Oct
Charming 2-bedroom house in Wise, Virginia
A charcoal grill with food being cooked, surrounded by a gravel area.

6. Meadow View Campsite at awesome campground in Lebanon!

Meadow View Campsite at awesome campground in Lebanon!
Lebanon
Meadow View Campsite at awesome campground in Lebanon!
A cozy cabin interior with a wooden floor, a red sofa with patterned cushions, a wooden armchair, a small wooden table with a lamp, and framed pictures on the walls.

7. Fall Hawks, Fire Pit Cabin- Style Retreat Hawk Capitol of the World

Fall Hawks, Fire Pit Cabin- Style Retreat Hawk Capitol of the World
Mendota
10.0 out of 10, Exceptional, (13 reviews)
"No exaggeration, the best host we’ve ever encountered and the place was perfection!!!!!This is an absolute gem of a stay. "
United States
Russell G.
The price is AED 441
AED 577 total
includes taxes & fees
13 Oct - 14 Oct
Fall Hawks, Fire Pit Cabin- Style Retreat Hawk Capitol of the World
A wooden structure with a grill, a water container, a watermelon, and a blue gas canister.

8. Pond View campsite in charming campground near Lebanon awaits you

Pond View campsite in charming campground near Lebanon awaits you
Lebanon
Pond View campsite in charming campground near Lebanon awaits you
A covered porch with white columns, outdoor furniture, and potted plants.

9. Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath

Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath
Wise
10.0 out of 10, Exceptional, (13 reviews)
"Very comfortable stay! "
United States
Chasity F.
The price is AED 404
AED 531 total
includes taxes & fees
2 Oct - 3 Oct
Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath
A two-story brick house with a front porch, a small front yard, and a large tree to the right.

10. Cozy Home near Abingdon – Close to Town & Trails!

Cozy Home near Abingdon – Close to Town & Trails!
Abingdon
10.0 out of 10, Exceptional, (17 reviews)
"Stayed here for NASCAR race at Bristol. Very clean and neat. Would definitely stay here again if in the area."
United States
Eddie G.
The price is AED 466
AED 606 total
includes taxes & fees
26 Oct - 27 Oct
Cozy Home near Abingdon – Close to Town & Trails!
A large house with a prominent porch and a well-maintained lawn.

11. Tranquil Cottage on the 8-Acre Grounds of the Historic Eastman House

Tranquil Cottage on the 8-Acre Grounds of the Historic Eastman House
Bristol
10.0 out of 10, Exceptional, (1 review)
"The place is super cute! The only downside was that the bed is a double, not a queen as advertised. Other than that, we enjoyed our stay!"
United States
Melissa M.
The price is AED 459
AED 836 total
includes taxes & fees
4 Oct - 5 Oct
Tranquil Cottage on the 8-Acre Grounds of the Historic Eastman House
A modern building entrance with a glass door, a small window, and a vent on the brick wall.

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

Hotel- Middle of Downtown Bristol, TN. Best location with Reserved Parking
Bristol
9.6 out of 10, Exceptional, (32 reviews)
"Cute and quaint property that is very convenient to the Bristol area. Host was very polite and responsive to any questions for our stay."
United States
Victoria
The price is AED 331
AED 676 total
includes taxes & fees
4 Oct - 5 Oct
Hotel- Middle of Downtown Bristol, TN. Best location with Reserved Parking
A wooden deck with outdoor furniture, a glass door entrance, and a brick building in the background.

13. Historic Downtown Bristol Loft - Free Parking

Historic Downtown Bristol Loft - Free Parking
3.0 star property
Bristol
10.0 out of 10, Exceptional, (2 reviews)
"We truly enjoyed this little bungalow in Bristol. Such a great space and the deck was amazing. We enjoyed our time here and would gladly book again."
United States
Lori
The price is AED 441
AED 701 total
includes taxes & fees
4 Oct - 5 Oct
Historic Downtown Bristol Loft - Free Parking
A modern living space with a green sofa, a dining area, a kitchen, a fireplace, and a black spiral staircase.

14. *NEW* Bristol’s Mountain Side Oasis

*NEW* Bristol’s Mountain Side Oasis
Bristol
10.0 out of 10, Exceptional, (31 reviews)
"Great place, we enjoyed the visit!"
United States
Alex b.
The price is AED 323
AED 758 total
includes taxes & fees
28 Oct - 29 Oct
*NEW* Bristol’s Mountain Side Oasis
A covered outdoor area with wooden flooring, a wooden fence, and several Adirondack chairs.

15. Coal Town Gem

Coal Town Gem
Haysi
9.6 out of 10, Exceptional, (31 reviews)
"Enjoyed our stay in the small town of Haysi. It gave us easy access to the Breaks Interstate Park. We also enjoyed visiting the gift shop located below the VRBO."
United States
Bob T.
The price is AED 413
AED 537 total
includes taxes & fees
4 Oct - 5 Oct
Coal Town Gem
A Hard Rock hotel with a large building, a parking lot, and a well-maintained lawn.

16. Apple Hill Bungalow, Family and PET Friendly!

Apple Hill Bungalow, Family and PET Friendly!
Bristol
10.0 out of 10, Exceptional, (40 reviews)
"Great property and location"
United States
Jon P.
The price is AED 477
AED 947 total
includes taxes & fees
26 Oct - 27 Oct
Apple Hill Bungalow, Family and PET Friendly!
A modern two-story house with a dark exterior, large windows, and a balcony with a staircase.

17. The Fives - 22450 Cloud View Luxury Japandi Cabin

The Fives - 22450 Cloud View Luxury Japandi Cabin
Bristol
10.0 out of 10, Exceptional, (1 review)
"Immaculate and brand new place!Everything you could ever need was here for sure.Great communication and very nice hosts.Would definitely stay here again!"
United States
Drayton S.
The price is AED 680
AED 1,328 total
includes taxes & fees
5 Oct - 6 Oct
The Fives - 22450 Cloud View Luxury Japandi Cabin
Two wicker chairs with cushions, a small wooden table, and a floral wreath on a white wall.

18. Retro Retreat! 2BR, 1 Bath Home with WiFi, AC in wonderful Bristol, VA

Retro Retreat! 2BR, 1 Bath Home with WiFi, AC in wonderful Bristol, VA
Bristol
10.0 out of 10, Exceptional, (2 reviews)
"Very nice place with very nice owners "
United States
Brandi W.
The price is AED 446
AED 823 total
includes taxes & fees
6 Oct - 7 Oct
Retro Retreat! 2BR, 1 Bath Home with WiFi, AC in wonderful Bristol, VA
A wooden cabin with a bear statue on the porch, wooden chairs, and a view of trees.

19. ❤️Unique Cabin studio, in Heart of the tri cities

❤️Unique Cabin studio, in Heart of the tri cities
Bluff City
9.8 out of 10, Exceptional, (83 reviews)
"It was a great respite on our journey! The fire was delightful"
United States
Mark W.
The price is AED 271
AED 541 total
includes taxes & fees
1 Nov - 2 Nov
❤️Unique Cabin studio, in Heart of the tri cities
A modern kitchen with stainless steel appliances, a central island with a sink, and a dining area with a pool table.

20. {•Supercalifragilistic•}

{•Supercalifragilistic•}
Bristol
10.0 out of 10, Exceptional, (20 reviews)
"The place was wonderful !!!"
United States
Kevin F.
The price is AED 415
AED 875 total
includes taxes & fees
1 Nov - 2 Nov
{•Supercalifragilistic•}
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

Spark by Hilton Abingdon I-81 near Fairgrounds

Spark by Hilton Abingdon I-81 near Fairgrounds

8/10 Good
"We were very pleased with the facility, room, staff and amenities. Only thing was some road noise from US Rt 81 not far away."
Joel 1-night trip
Posted 3 hours ago
Spark by Hilton Abingdon I-81 near Fairgrounds

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

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.