Vacation rentals in Caldwell

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Top-rated vacation rentals in Caldwell

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

Guest favorite

Cabin in Grassy Meadows

4.99 out of 5 average rating, 123 reviews

Sugar Camp

New, only open since June 2019. Just installed a brand new full house generator. In Grassy Meadows, WV, built on a little piece of property we added to the farm in 2014. Tucked in a small clearing at the top of the hill, you will enjoy the privacy, the mountain views, the wildlife, and the breezes that blow across the front porch! The cabin is two story, features 2 BR, 2 full BR with walk-in showers, full kitchen, dining, living, stackable washer and dryer, grill area, and small fire pit.

Mar 16 – 23

R2,600 ZAR per night
Guest favorite

Cottage in Caldwell

4.93 out of 5 average rating, 371 reviews

Pond View Paradise - Safe & relaxed in the hills!

Welcome to beautiful WV! Our cottage is secluded, easy to get to, overlooks fields and a lovely pond. There are trails and fishing on the property, and views in all directions. The cottage is fully air conditioned, clean, has WiFi and is located 8 min. from I-64 and 10 min. from both White Sulphur Springs (the Greenbrier) and Lewisburg, WV (“Coolest Small Town” winner). We love hosting guests on our farm, in our cozy cottage with beauty, peace and quiet, trails, fishing, and mountain air.

Jun 7 – 14

R2,055 ZAR per night
Guest favorite

Home in Lewisburg

4.96 out of 5 average rating, 339 reviews

Private Downtown Sunny Retreat w/ Spacious Balcony

You’ll feel an immediate sense of calm when you arrive. Walk through a parklike setting surrounded by trees & lush landscaping into a private, sunny home with vintage charm, hardwood floors, high ceilings, original artwork & tall windows. Newly renovated, this historic duplex (upper story with no stairs) has a private entrance & balcony with scenic views for the ultimate retreat. Only 1 1/2 blocks from town, you’ll have an easy 5 min walk to all that the Coolest Small Town in America offers.

Aug 27 – Sep 3

R2,754 ZAR per night

Popular amenities for Caldwell vacation rentals

Other great vacation rentals in Caldwell

Guest favorite

Tiny home in Ghent

4.95 out of 5 average rating, 814 reviews

Storybook Cottage with a View

Mar 22 – 29

R2,121 ZAR per night
Guest favorite

Home in Lewisburg

4.95 out of 5 average rating, 162 reviews

Deb's Nest - A Cheerful & Cozy Lewisburg Home

Jan 17 – 24

R3,262 ZAR per night
Guest favorite

Cottage in Lewisburg

4.93 out of 5 average rating, 191 reviews

Harry's House, Scenic Charm Minutes From Lewisburg

Oct 2 – 9

R2,340 ZAR per night
Guest favorite

Place to stay in Edmond

4.95 out of 5 average rating, 184 reviews

The Eryie at Beauty Mountain

Dec 17 – 24

R1,759 ZAR per night
Guest favorite

Home in Caldwell

4.93 out of 5 average rating, 97 reviews

Entire main floor River home property near resort.

Jun 3 – 10

R2,675 ZAR per night
Guest favorite

Chalet in Caldwell

4.97 out of 5 average rating, 35 reviews

Cookie Chalet

Mar 2 – 9

R13,021 ZAR per night
Guest favorite

Apartment in Asbury

4.98 out of 5 average rating, 66 reviews

Sunset View

Nov 27 – Dec 4

R2,504 ZAR per night
Guest favorite

Apartment in White Sulphur Springs

4.95 out of 5 average rating, 74 reviews

The Residence at Gum Store Studios

Jun 20 – 27

R2,191 ZAR per night
Guest favorite

Home in Caldwell

4.96 out of 5 average rating, 25 reviews

Best views in the Greenbrier Valley!

Feb 22 – Mar 1

R11,235 ZAR per night
Guest favorite

Condo in Lewisburg

4.98 out of 5 average rating, 99 reviews

Blackbird Village

May 31 – Jun 7

R2,235 ZAR per night
Guest favorite

Home in White Sulphur Springs

4.97 out of 5 average rating, 65 reviews

Bright, charming 1930s bungalow with modern style

Oct 14 – 21

R3,238 ZAR per night
Guest favorite

Farm stay in Union

5.0 out of 5 average rating, 32 reviews

Bluebird Skoolie On The Farm

Oct 29 – Nov 5

R1,152 ZAR per night

Destinations to explore