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Castlewood Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Castlewood vacation rentals

Smart TV, books, computer monitors

1. The Nest on Mill

The Nest on Mill
Lebanon
10.0 out of 10, Exceptional, (51 reviews)
"Always a great stay. "
United States
Patty W.
The price is AED 380
AED 716 total
includes taxes & fees
19 Aug - 20 Aug
The Nest on Mill
Smart TV, fireplace, books

2. Cabin-Style Retreat/Firepit/Near trail

Cabin-Style Retreat/Firepit/Near trail
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 459
AED 598 total
includes taxes & fees
17 Aug - 18 Aug
Cabin-Style Retreat/Firepit/Near trail
Exterior

3. Charming 2-bedroom house in Wise, Virginia

Charming 2-bedroom house in Wise, Virginia
Wise
10.0 out of 10, Exceptional, (13 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 786 total
includes taxes & fees
17 Aug - 18 Aug
Charming 2-bedroom house in Wise, Virginia
Terrace/patio

4. 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 489
AED 625 total
includes taxes & fees
15 Sep - 16 Sep
Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath
Property grounds

5. Fulkerson-Hilton historic homestead

Fulkerson-Hilton historic homestead
Hiltons
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful property, a fully stocked kitchen, its more than worth planning a memorable getaway "
United States
Peter
The price is AED 744
AED 1,396 total
includes taxes & fees
17 Aug - 18 Aug
Fulkerson-Hilton historic homestead
House (1 Bedroom) | Interior

6. 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 AED 529
AED 841 total
includes taxes & fees
17 Aug - 18 Aug
1 Mi to Music & State St! Updated Bristol Home
Exterior

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

Cozy Home near Abingdon – Close to Town & Trails!
Abingdon
10.0 out of 10, Exceptional, (11 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 413
AED 547 total
includes taxes & fees
24 Aug - 25 Aug
Cozy Home near Abingdon – Close to Town & Trails!
Interior

8. MtnMusicLoft,Find Your Rhythm in Heart of Downtown

MtnMusicLoft,Find Your Rhythm in Heart of Downtown
Bristol
10.0 out of 10, Exceptional, (66 reviews)
"We have a wonderful time staying here. Would definitely stay again. "
United States
Breanna S.
MtnMusicLoft,Find Your Rhythm in Heart of Downtown
Exterior

9. Central Bristol Condo - 3 min from downtown and the casino!

Central Bristol Condo - 3 min from downtown and the casino!
Bristol
9.8 out of 10, Exceptional, (11 reviews)
"If this property is available when we are coming to Bristol and we have more than 2 of us, this is a great place for our family to stay while we visit family in town. We have stayed here multiple times. "
United States
Kathy
The price is AED 446
AED 992 total
includes taxes & fees
22 Aug - 23 Aug
Central Bristol Condo - 3 min from downtown and the casino!
Exterior

10. The Fives - 22455 Zen Heights Luxury Japandi Cabin

The Fives - 22455 Zen Heights Luxury Japandi Cabin
Bristol
10.0 out of 10, Exceptional, (1 review)
"Very empressed Host stayed in contact as stated in emails. Etc. We all hated it was only for sleeping for a few hours before headed home. But me and wife gonna plan an along trip"
United States
Tony D.
The price is AED 870
AED 1,683 total
includes taxes & fees
17 Aug - 18 Aug
The Fives - 22455 Zen Heights Luxury Japandi Cabin
Smart TV, fireplace

11. Beautiful + Spacious 4BR Home Bristol, VA. Close to Bristol TN / VA attractions!

Beautiful + Spacious 4BR Home Bristol, VA. Close to Bristol TN / VA attractions!
Bristol
9.4 out of 10, Exceptional, (28 reviews)
"Great! Would love to stay again."
United States
K. P.
The price is AED 606
AED 1,134 total
includes taxes & fees
17 Aug - 18 Aug
Beautiful + Spacious 4BR Home Bristol, VA. Close to Bristol TN / VA attractions!
Interior

12. Cozy Cottage within walking distance of downtown!

Cozy Cottage within walking distance of downtown!
Bristol
10.0 out of 10, Exceptional, (23 reviews)
"Property was lovely, clean and cozy. Communication with the owner was excellent. We enjoyed our stay."
United States
Dianne W.
The price is AED 869
AED 1,576 total
includes taxes & fees
17 Aug - 18 Aug
Cozy Cottage within walking distance of downtown!
Exterior

13. CozyUrbanLoft-Coffee to Concerts,Walk Everywhere!

CozyUrbanLoft-Coffee to Concerts,Walk Everywhere!
Bristol
10.0 out of 10, Exceptional, (49 reviews)
"Amazing apartment within walking distance to everything in historic Bristol downtown. Host goes above and beyond to make sure your stay is perfect. Unbeatable price for quality and location."
United States
Douglas
The price is AED 455
AED 893 total
includes taxes & fees
24 Aug - 25 Aug
CozyUrbanLoft-Coffee to Concerts,Walk Everywhere!
Dining

14. Historic 1880 1-bedroom Downtown Apartment

Historic 1880 1-bedroom Downtown Apartment
Bristol
9.8 out of 10, Exceptional, (26 reviews)
"Beautiful place to stay. Great for a couples getaway. "
United States
Joel C.
Historic 1880 1-bedroom Downtown Apartment
Exterior

15. * Christmas-Themed Getaway in Bristol (HOT-TUB) *

* Christmas-Themed Getaway in Bristol (HOT-TUB) *
Bristol
9.8 out of 10, Exceptional, (7 reviews)
"This property was EXCELLENT. The attention to detail was so good! The host was great and so quick to return messages. The location was convenient and so clean!"
United States
Leigh
The price is AED 315
AED 732 total
includes taxes & fees
18 Aug - 19 Aug
* Christmas-Themed Getaway in Bristol (HOT-TUB) *
Apartment (0 Bedroom) | Interior

16. Historic Downtown Bristol Loft - Free Parking

Historic Downtown Bristol Loft - Free Parking
3.0 star property
Bristol
10.0 out of 10, Exceptional, (1 review)
The price is AED 485
AED 747 total
includes taxes & fees
17 Aug - 18 Aug
Historic Downtown Bristol Loft - Free Parking
Exterior detail

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

Hotel- Middle of Downtown Bristol, TN. Best location with Reserved Parking
Bristol
9.8 out of 10, Exceptional, (28 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 665 total
includes taxes & fees
17 Aug - 18 Aug
Hotel- Middle of Downtown Bristol, TN. Best location with Reserved Parking
Interior

18. Private Historic House, in Downtown Bristol Virginia!

Private Historic House, in Downtown Bristol Virginia!
Bristol
9.2 out of 10, Wonderful, (10 reviews)
"Hostess was great - nice historical place and good location. Missed the soap and bathroom supplies. "
United States
jani c.
The price is AED 496
AED 1,440 total
includes taxes & fees
17 Aug - 18 Aug
Private Historic House, in Downtown Bristol Virginia!
Exterior

19. BordertownLoft:WhereVA meets TN, SleekGetaway Park

BordertownLoft:WhereVA meets TN, SleekGetaway Park
Bristol
10.0 out of 10, Exceptional, (69 reviews)
"It is exactly as the pictures show. Great location! My favorite place to stay when i come to Bristol "
United States
Stacey R.
The price is AED 621
AED 1,189 total
includes taxes & fees
24 Aug - 25 Aug
BordertownLoft:WhereVA meets TN, SleekGetaway Park
Exterior

20. Apple Hill Bungalow, Family and PET Friendly!

Apple Hill Bungalow, Family and PET Friendly!
Bristol
10.0 out of 10, Exceptional, (39 reviews)
"Great property and location"
United States
Jon P.
The price is AED 453
AED 924 total
includes taxes & fees
17 Aug - 18 Aug
Apple Hill Bungalow, Family and PET Friendly!
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

Delta Hotels by Marriott Bristol

Delta Hotels by Marriott Bristol

8/10 Good
"The only thing that we were dissatisfied with was our meals. The menu looked so inviting but not like it said when we received it."
Arlene 1-night trip
Posted 1 hour ago
Delta Hotels by Marriott Bristol

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?

Spacious 5-bedroom house in town-within walking distance to everything: This vacation home rental outside of Castlewood is in the city center and equipped with air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 5 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, The Channels State Forest and Little Stony Falls 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.