Holiday rentals in Ashland

Ruby's Rest

NO CLEANING FEES. NO TO DO LISTS BEFORE CHECKING OUT. NO PET FEES. Cozy, private one room cottage (with bathroom), run by a loving, easy-going, non-judging family. Cottage measures 12' x 24' (total of 288sq. feet). Very relaxed environment. Flat rate of $50.00. UPDATE: Deck is now enclosed with old window panes. Super cozy. Has a sink with hot/old water, a hot plate, large toaster oven, and utensils. I am am still putting finishing touches on it, but available for use. Pictures soon.

stylish modern cabin with panoramic views

Relax & recharge at this newly renovated log cabin with gorgeous wraparound views. Dine on the covered deck, sip wine at the firepit, listen to smooth jazz on bluetooth and sleep like a baby in the luxurious bedding. Stunning in every season! Mountaintop location w private drive. Fully stocked kitchen. 55" TV w Netflix, Hulu & more. FWD recommended in winter. Explore nearby wineries, hiking trails and kayak the New River. 15 min to shops & restaurants in charming downtown West Jefferson.

A DREAM BY THE STREAM* private 10 ac-Dog Friendly!

A Dream by the Stream is a very private and rustic 2 Br/2Ba log cabin overlooking a bold stream on 10 beautiful and remote acres with walking trails, a pond with dock, campfire pit, and amazing garden stonescapes. Our 750 sq ft. Cabin offers WiFi, streaming TV, central AC and heat, fully stocked kitchen, coffee provided, towels, comfortable bed and quality linens. We are 1/2 mile from the North Fork of New River. It's a perfect spot to relax, unwind, and enjoy the mountains. Dogs welcome.

Mountain escape great views!

Leave the world behind in your private guest house. Fully stocked kitchen, living room, bedroom with two beds and bathroom with walk in shower. Enjoy great mountain views on private deck. Downtown West Jefferson, a short 4.5 mile drive, is a vibrant small town with shops, breweries, restaurants and much more. Kayak the new river, hike Mount Jefferson, drive the Blue Ridge Parkway. Enjoy cool mountain breezes in summer, beautiful fall foliage and winter sports close by. Adventure awaits!

Cozy 2BR, Pet-OK, Mountain Views, close to DT

Entirely renovated, this darling duplex overlooks the meadow with stunning mountain views. Located 5 min to charming downtown West Jefferson. This vacation spot has so much to offer! With its location, you can enjoy outdoor activities such as hiking, canoeing, kayaking, and fishing along the New River, nature walks and biking along the Blue Ridge PKWY. This unit is stocked with many convenient amenities and also offers an area for outdoor dining with a charcoal grill and an open fire pit.

Boaz Brook Farm Guest House

If 24/7 entertainment is what you are looking for, continue your search. If serenity, peace, and enjoyment of mountain beauty is your wish, you have hit the jackpot! Don't worry, we have electricity, running water, and fiber optic WiFi. We feature a two-story, separate guest house in beautiful surroundings with a master suite upstairs including a queen bed, reading corner, TV area, and full bath. Downstairs you will find a kitchen, small bedroom, and a half-bath.

Spacious suite, private entrance & bath, deck!

Welcome to your private suite at Soul Fire Camp + Cabins! Enjoy your spacious private suite with a large luxury bathroom, private entrance, and covered porch. The suite offers a unique and cost effective alternative to a hotel stay, with all the amenities. The price is for 2 guests and to add a 3rd, we charge +$15. This is so you don’t pay extra if not needed. Check out all of our listings at: www.airbnb.com/p/soulfirecampandcabins

The Cottage at Historic Sutherland Manor est. 1807

Helene update: the farm is undamaged and roads leading to it are passable. This farm cottage is located on a historic 40 acre farmstead behind a beautiful farmhouse (which is under renovation) with views of The Peak, Ashe County’s highest mountain. We are bordering Elk Knob State Park and a 10 minute drive to the park entrance. The farm is located in the historic Sutherland valley district and was built in 1807 by Thomas Sutherland.

3 bedroom mountain retreat!

Our little peaceful home is located in the Kettlefoot black bear reserve. Bears can sometimes be seen crossing the road or strolling thru the fields Damascus and Mountain City are only minutes away! Our place offers a big yard to enjoy along with a fire pit with firewood furnished. Cornhole and board games are also available. A nice sitting area on the covered back porch to relax and enjoy the peace and quiet.