Vacation rentals in Castlewood

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Top-rated vacation rentals in Castlewood

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Cabin in Saltville

4.99 out of 5 average rating, 101 reviews

Channels Retreat- OleTimerCabin+On Trail2Channels

Step back in time with this original 1890s Appalachian solar powered off grid cabin. The cabin has been renovated with all the modern conveniences: solar-powered and includes hot water, gas stove, full bathroom w/ shower, refrigerator, sleeper sofa folds out to queen size bed. With each stay fresh towels and linens are furnished. Kitchen, hot/cold kitchen sink, K cup friendly coffee machine and more! Covered front porch with bench and 2 rockers. Off the porch is a picnic table and gas grill.

Jul 31 – Aug 7

R2,690 ZAR per night
Guest favorite

Barn in Damascus

4.97 out of 5 average rating, 365 reviews

Barn on the Creeper-SWVA Damascus Trail Getaway

This newly renovated loft atop a genuine barn on 4 acres gives visitors to #SWVA a most unique travel experience only 1000 feet from the Va Creeper Trail. Trip101.com lists it in the top 10 barns in which to stay in VA! Only minutes from downtown Damascus dining and shopping and a bike ride away from the Virginia Creeper Trail, this beautiful space is a getaway you don’t want to miss. With beautiful mountain views from every angle, this is a hiker and cycling enthusiasts dream spot!

Nov 25 – Dec 2

R1,880 ZAR per night
Guest favorite

Barn in Abingdon

4.97 out of 5 average rating, 146 reviews

The Cottage at Stillpoint

The Cottage at Stillpoint is an adorable remodeled small barn with a loft bedroom, bath, sofa bed and daybed in the sitting/kitchen area and a deck to relax on. Six miles outside the charming town of Abingdon, it sits in a quiet country setting amid fruit trees, blueberries and currents. Guests can enjoy the historic Barter Theater, the Virginia Creeper Trail, South Holston Lake access just 2 minutes away, Mt. Rogers National Forest or just relaxing in a peaceful retreat setting.

May 6 – 13

R1,629 ZAR per night

Popular amenities for Castlewood vacation rentals

Other great vacation rentals in Castlewood

Guest favorite

Home in Elkhorn City

4.85 out of 5 average rating, 192 reviews

The Alma Potter House

Jan 19 – 26

R1,399 ZAR per night
Guest favorite

Cottage in Letcher County

4.91 out of 5 average rating, 284 reviews

Creek-side 2 Bedroom Cottage with Mountain Views

Nov 17 – 24

R2,498 ZAR per night
Guest favorite

Cabin in Shady Valley

4.96 out of 5 average rating, 404 reviews

Scott Hill Cabin #3

Jun 30 – Jul 7

R1,168 ZAR per night
Guest favorite

Loft in Saint Paul

4.96 out of 5 average rating, 83 reviews

Saint Paul Loft

Jul 18 – 25

R1,495 ZAR per night
Guest favorite

Home in Lebanon

4.95 out of 5 average rating, 64 reviews

The Nest on Mill

Nov 28 – Dec 5

R2,161 ZAR per night
Guest favorite

Home in Mendota

4.88 out of 5 average rating, 50 reviews

Cozy Cottage in The Wilderness

Jun 26 – Jul 3

R1,922 ZAR per night
Superhost

Camper/RV in Castlewood

4.78 out of 5 average rating, 9 reviews

R-Pod of Whippoorwill Hill

May 10 – 17

R880 ZAR per night
Superhost

Apartment in Wise

4.91 out of 5 average rating, 34 reviews

Wise Town-view Apartment

Jun 23 – 30

R1,923 ZAR per night
Guest favorite

Loft in Saint Paul

5.0 out of 5 average rating, 99 reviews

St. Paul: Roscoe's Retreat- Studio Loft Apartment

Sep 7 – 14

R1,742 ZAR per night
Guest favorite

Cabin in Clintwood

4.88 out of 5 average rating, 25 reviews

Cozy two bedroom cabin in the mountains of Virgina

May 23 – 30

R1,951 ZAR per night
Guest favorite

Home in Clintwood

4.97 out of 5 average rating, 39 reviews

Clintwood's Cozy Haven

Aug 26 – Sep 2

R2,070 ZAR per night
Guest favorite

Home in Wise

4.9 out of 5 average rating, 59 reviews

The College Cottage - 1.2 Miles UVA Wise Campus

May 23 – 30

R1,910 ZAR per night

Destinations to explore

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  3. Virginia
  4. Russell County
  5. Castlewood