Castlewood Vacation Rentals

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Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28

Our top choices for Castlewood vacation rentals

Property grounds

Walk to State Street - Remodeled Home

Walk to State Street - Remodeled Home
Bristol
10.0 out of 10, Exceptional, (20 reviews)
"It’s a really nice place. "
United States
Douglas D.
The price is ￥15,620
￥50,504 total
includes taxes & fees
Mar 11 - Mar 12
Walk to State Street - Remodeled Home
Exterior

❤️Relaxing Cabin studio, in Heart of the tri citie

❤️Relaxing Cabin studio, in Heart of the tri citie
Bluff City
10.0 out of 10, Exceptional, (109 reviews)
"Very clean and quiet stayed 5 nights and doing a return trip for our wedding. "
United States
Don B.
The price is ￥10,836
￥22,321 total
includes taxes & fees
Mar 9 - Mar 10
❤️Relaxing Cabin studio, in Heart of the tri citie
Property grounds

Tent Camping at the Farm!

Tent Camping at the Farm!
Bristol
8.0 out of 10, Very Good, (2 reviews)
"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 ￥8,378
￥12,979 total
includes taxes & fees
Mar 9 - Mar 10
Tent Camping at the Farm!
Children's area

* Spectacular * / HOTTUB

* Spectacular * / HOTTUB
Bluff City
10.0 out of 10, Exceptional, (17 reviews)
"Thank you for a wonderful stay "
United States
Andrea O.
The price is ￥14,342
￥28,694 total
includes taxes & fees
Mar 11 - Mar 12
* Spectacular * / HOTTUB
Fridge, microwave, oven, stovetop

*NEW* Dragster Dream House + Game Room_Walk to BMS

*NEW* Dragster Dream House + Game Room_Walk to BMS
Bluff City
9.0 out of 10, Wonderful, (10 reviews)
"This is our second stay here. We love the location. We also love how clean the home is. It is comfortable in every room, with plenty of extras like the game room, the choice of tub or stand alone shower, and easy parking. The host was welcoming and friendly and check in was a breeze. Would love to be able to travel back for a longer stay. Highly recommend. "
United States
Dendra W.
The price is ￥18,460
￥51,846 total
includes taxes & fees
Mar 9 - Mar 10
*NEW* Dragster Dream House + Game Room_Walk to BMS
Interior

{•Supercalifragilistic•}

{•Supercalifragilistic•}
Bristol
9.8 out of 10, Exceptional, (8 reviews)
"Our stay here was excellent. The place was clean and comfortable. Jerry our host was awesome. We cooked a homemade meal and had a great time at this property. Highly recommend to anyone traveling to the area. "
United States
TERRENCE
The price is ￥15,139
￥34,350 total
includes taxes & fees
Mar 23 - Mar 24
{•Supercalifragilistic•}
Property grounds

❤️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, (78 reviews)
"Excellent Communication, Great Property"
United States
John T.
The price is ￥10,358
￥21,775 total
includes taxes & fees
Mar 9 - Mar 10
❤️Unique Cabin studio, in Heart of the tri cities
1 bedroom, iron/ironing board, travel crib, free WiFi

*NEW* Downtown* Hot Tub* Ping Pong

*NEW* Downtown* Hot Tub* Ping Pong
Bristol
9.8 out of 10, Exceptional, (29 reviews)
"We had a very comfortable stay, very cool pad! It was right in the middle of everything, convenient! Hope to stay there again soon"
United States
MegO
The price is ￥13,545
￥30,203 total
includes taxes & fees
Mar 11 - Mar 12
*NEW* Downtown* Hot Tub* Ping Pong
Exterior detail

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

Hotel- Middle of Downtown Bristol, TN. Best location with Reserved Parking
Bristol
10.0 out of 10, Exceptional, (18 reviews)
"Great weekend trip"
United States
Caleb B.
The price is ￥14,200
￥29,055 total
includes taxes & fees
Mar 9 - Mar 10
Hotel- Middle of Downtown Bristol, TN. Best location with Reserved Parking
Dining

Historic 1880s 1-bedroom Downtown Apartment

Historic 1880s 1-bedroom Downtown Apartment
Bristol
10.0 out of 10, Exceptional, (22 reviews)
"Lovely place and perfect down time on our busy anniversary trip!"
United States
Eugenia H.
The price is ￥15,620
￥31,128 total
includes taxes & fees
Mar 9 - Mar 10
Historic 1880s 1-bedroom Downtown Apartment
Exterior

The Fives - 22482 McCurry Haven

The Fives - 22482 McCurry Haven
Bristol
The price is ￥27,927
￥62,192 total
includes taxes & fees
Mar 9 - Mar 10
The Fives - 22482 McCurry Haven
Interior

*NEW* Bristol’s Mountain Side Oasis

*NEW* Bristol’s Mountain Side Oasis
Bristol
10.0 out of 10, Exceptional, (25 reviews)
"Was a great place-just as listed."
United States
Susan D.
The price is ￥14,502
￥33,148 total
includes taxes & fees
Mar 24 - Mar 25
*NEW* Bristol’s Mountain Side Oasis
TV

3BR house minutes from speedway & downtown

3BR house minutes from speedway & downtown
Bristol
8.0 out of 10, Very Good, (6 reviews)
"We needed a place to stay on a trip for PA to NC, and it was a great overnight!"
United States
Susan R.
The price is ￥6,560
￥39,837 total
includes taxes & fees
Mar 18 - Mar 19
3BR house minutes from speedway & downtown
Terrace/patio

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 ￥16,330
￥21,688 total
includes taxes & fees
Mar 20 - Mar 21
Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath
Dining

Pet Friendly Home Near State St.

Pet Friendly Home Near State St.
Bristol
9.4 out of 10, Exceptional, (32 reviews)
"We had a great stay at this updated house close to everything we needed. The neighborhood was older, but felt safe. The surrounding houses were all well kept. The host was easy to contact (I did so before our trip). I didn't have any issues during our stay. I would stay here again."
United States
LAURA K.
The price is ￥17,182
￥54,817 total
includes taxes & fees
Mar 9 - Mar 10
Pet Friendly Home Near State St.
Interior

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

* Christmas-Themed Getaway in Bristol (HOT-TUB) *
Bristol
10.0 out of 10, Exceptional, (3 reviews)
"Clean, great property, great host. Would stay again! "
United States
Amber G.
The price is ￥13,545
￥31,286 total
includes taxes & fees
Mar 23 - Mar 24
* Christmas-Themed Getaway in Bristol (HOT-TUB) *
Outdoor spa tub

{Doo-Wop Den} 50’s Vibe + Hot Tub

{Doo-Wop Den} 50’s Vibe + Hot Tub
Bristol
10.0 out of 10, Exceptional, (8 reviews)
"Such a fun stay! The place had an adorable 50s theme, everything felt brand new, and it was spotless. A perfect mix of charm and comfort—would definitely stay again!"
United States
Sally G.
The price is ￥12,589
￥29,113 total
includes taxes & fees
Mar 9 - Mar 10
{Doo-Wop Den} 50’s Vibe + Hot Tub
Interior

Private Historic House, in Downtown Bristol Virginia!

Private Historic House, in Downtown Bristol Virginia!
Bristol
9.6 out of 10, Exceptional, (7 reviews)
"Absolutely adorable, what a historical gem. I highly recommend this place."
United States
Bill S.
The price is ￥14,910
￥36,729 total
includes taxes & fees
Mar 11 - Mar 12
Private Historic House, in Downtown Bristol Virginia!
Outdoor dining

Historic Downtown Bristol Studio - Free Parking - Steps from State Street

Historic Downtown Bristol Studio - Free Parking - Steps from State Street
Bristol
10.0 out of 10, Exceptional, (6 reviews)
"Very nice accommodations and close to downtown. "
United States
SAVANNAH C.
The price is ￥13,411
￥29,421 total
includes taxes & fees
Mar 9 - Mar 10
Historic Downtown Bristol Studio - Free Parking - Steps from State Street
Exterior

Urban Living Loft, Downtown Bristol

Urban Living Loft, Downtown Bristol
Bristol
10.0 out of 10, Exceptional, (63 reviews)
"They thought of everything. The best we have ever stayed in and we travel a lot!"
United States
vicki k.
The price is ￥20,827
￥38,702 total
includes taxes & fees
Apr 1 - Apr 2
Urban Living Loft, Downtown Bristol
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

Bristol Arcadia Inn

Bristol Arcadia Inn

10/10 Excellent
"👍"
David 1-night trip
Posted 8 hours ago
Bristol Arcadia Inn

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
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  • 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?

❤️Relaxing Cabin studio, in Heart of the tri citie: This vacation home rental outside of Castlewood offers a garden, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave.

What’s there to see and do in Castlewood?

While you're exploring the area, The Channels State Natural Area Preserve 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.