Vacation rentals in Ashland

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Top-rated vacation rentals in Ashland

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Guest favorite

Guest suite in Todd

4.97 out of 5 average rating, 259 reviews

Todd Escape 9.5 miles to Boone w/New private deck

Ground level of Log Home. Over 800+sqft of private space for 2 people. 2 towels & wash clothes provided per stay Private entrance kitchenette w/ microwave 2 coffee makers sink mini fridges ice maker & internet TV breakfast bar w/ 2 bar stools Pooltable Airhockey table Dartboard outdoor New private deck w/gas firepit grill & porch swing. 1.5 mile toThe New River 9.5 miles to Boone NO SMOKING allowed at all. 4x4 HIGHLY suggested during Winter. All bookings managed by us NOT a company or 2nd party

Nov 12 – 19

G$14,673 GYD per night

Guest favorite

Guesthouse in Vilas

4.98 out of 5 average rating, 424 reviews

Silverstone loft

Welcome to our roomy 500 sq. ft. loft. The loft is separate from our house, privacy assured. Visit our friendly chickens, purchase some eggs, and walk in our gardens. Harvest fresh herbs. 12 minutes from Boone. 15 minutes to ASU. Cozy, modern. Fast Internet. Pet free space. Adults only +(infants under 7 months old) Stocked kitchen. If you cook, we ask you to clean up too. Views of Snake mountain, famous for hang gliding. Trout fishing & 3 nearby ski slopes. All 30 minutes or less from loft.

Sep 25 – Oct 2

G$17,649 GYD per night

Guest favorite

Cabin in Creston

5.0 out of 5 average rating, 102 reviews

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.

Feb 27 – Mar 6

G$37,057 GYD per night

Guest favorite

Cabin in Fleetwood

4.97 out of 5 average rating, 155 reviews

Hillside Hideaway - Tiny Cabin, Near New River

Nestled in the Blue Ridge Mountains, the Hillside Hideaway is a tiny cabin perfect for your mountain escape. Only minutes from Boone and West Jefferson, this location is hard to beat! Just over the hill you can enjoy miles of biking and kayaking on the New River. Take in the mountain air, listen to the nearby stream, or catch a beautiful sunrise from the spacious front porch. Come relax and unwind in our modernly decorated and peaceful hideaway while still enjoying all the comforts of home.

Jul 29 – Aug 5

G$20,756 GYD per night

Guest favorite

Apartment in Trade

4.98 out of 5 average rating, 202 reviews

Rich Mountain View near Boone and ASU

The current pricing is for the almost 800 sq/ft. apartment only. Most of our quest can not believe how big it is. They always say it is bigger than the pictures show it to be. There is a full kitchen with everything needed for cooking and full size washer and dryer. Also a queen bed, and a twin sofa sleeper in the bedroom, and a a queen sofa sleeper in the living room/kitchen area. A level and paved parking area. A very quiet place away from town but only 1/2 mile to Hwy 421. Thank you

Mar 25 – Apr 1

G$20,549 GYD per night

Guest favorite

Guesthouse in Damascus

4.96 out of 5 average rating, 183 reviews

The Haven on The Virginia Creeper Trail

Located on the Virginia Creeper bike trail, we are only a 20 min. drive from the summit of beautiful Whitetop Mtn. If hiking and biking are your thing, this is the place to stay, as we are 3 miles from the Appalachian Trail, and a 30 min. drive to Grayson Highlands state park. The town of Abingdon is a 40 min. drive. There you will find a cute little downtown with shops, restaurants, coffee, and antique stores. Bristol is located approx. 50 min. from our home, and Boone, NC about an hour.

Apr 4 – 11

G$24,228 GYD per night

Guest favorite

Cabin in Fleetwood

4.97 out of 5 average rating, 489 reviews

Sleeping Bear Cabin - Blue Ridge Mountains

Sleeping Bear Cabin is nestled away in a private mountain community that has it's own lake and just a two minute drive to the New River at the entrance of the community. The cabin is surrounded by forest with a main deck and an upper deck. Just recently remodeled and redecorated, we designed Sleeping Bear to be the perfect place for anyone to enjoy the mountain life. Fishing, walking, biking, hiking, tubing, kayaking, bird, butterfly, wildlife watchers and 35 -45 minutes to skiing.

Feb 4 – 11

G$28,388 GYD per night

Guest favorite

Cabin in Laurel Bloomery

4.97 out of 5 average rating, 203 reviews

Historic Log Cabin with 8 Ponds, Creek, & Horses!

BEAUTIFUL SETTING by the River ONLY 6 mile drive to DAMASCUS ,VA! This quaint, private rustic log cabin is newly furnished, screened in porch, gazebo and nice trails! Nestled on 7 acres with 8 ponds. Hear the sounds of the creek right behind the cabin and cross the bridge to see the horses! This Land was home to the Cherokees and offers not only a place to stay but an experience. One time PET FEE $60 for one dog. $45 additional for one dog under 30 lbs. Pay cash once here.

Oct 22 – 29

G$20,547 GYD per night

Guest favorite

Home in Creston

5.0 out of 5 average rating, 115 reviews

Rainbow Trout Pond -Little Farm on the Pond

Located in beautiful Creston at the heart of Ashe County, this spacious and secluded home is perfect for feeling like you're getting away while staying in the midst of all the action! 10 mins to downtown West Jefferson 25 mins to Blue Ridge Parkway entrance 40 mins to Boone 2 Bedrooms with a Loft King Bed Twin Over Twin Bunks Bath with Shower/Tub Combo on Main Level Loft with Full Sized Bed Stocked Trout Pond and Gorgeous Streams! Your mountain vacation starts here!

Nov 3 – 10

G$29,090 GYD per night

Guest favorite

Cabin in Shady Valley

4.96 out of 5 average rating, 407 reviews

Scott Hill Cabin #3

You’ll love Scott Hill Cabin because of the view, ambience, and location. There are brochures in the cabin to see what options our area has for you. The actual address of the cabin is 1166 Orchard Road. We allow pets, but just ask for prior knowledge. For a visual tour search "Scott Hill Cabin" on YouTube! We are just minutes from 2 separate trailheads to the Appalachian Trail. *We want to extend a military discount to our past and present service members.

Sep 25 – Oct 2

G$12,844 GYD per night

Guest favorite

Tiny home in Vilas

4.96 out of 5 average rating, 282 reviews

Little Red Tiny - near Boone, NC

A truly unique space with modern and chic, practical decor. Your living space seamlessly flows from the indoors to the outdoors with convertible seating and options for indoor or outdoor cooking. Our loft bedroom has a very comfortable queen mattress with both firm and plush pillows and warm and cool linens to meet your bedding preferences. Our Little Red tiny home has a spectacular view of the well known Grandfather Mountain, located about 29 miles away.

Oct 10 – 17

G$23,072 GYD per night

Guest favorite

Tiny home in Warrensville

4.97 out of 5 average rating, 222 reviews

The Hobbit House

The Hobbit House is a tiny house (15x11'); Full size bed, futon/couch that sleeps an extra guest, outdoor claw foot tub, shower, electric fireplace, and outhouse with composting toilet. The tiny cabin has a patio, picnic table and fire ring. The patio overlooks a pond and is part of a 53 acre forested property in the Blue Ridge. WiFi is now included. The main lodge is just up the driveway and you can contact the host if needed. Glamp in style!

May 31 – Jun 7

G$16,055 GYD per night