Ashland Vacation Rentals

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Vacation Rentals in Ashland

View from property
The Cabins at Healing Springs

The Cabins at Healing Springs

2.0 star property
Crumpler
8.8 out of 10, Excellent, (144)
"Very comfortable cabin, kind staff, fun store onsite, and daily trip for healing waters."
United States
Kim
$103 nightly
The price is $114
Dec 11 - Dec 12
Total with taxes and fees
The Cabins at Healing Springs
Property grounds
Rudy Cabin

Rudy Cabin

West Jefferson
9.4 out of 10, Exceptional, (3)
"Was a nice place "
United States
laura m.
$117 nightly
The price is $128
Dec 6 - Dec 7
Total with taxes and fees
Rudy Cabin
Property grounds
Newly renovated cottage, 5 min walk to town, dogs OK, fire pit, hot tub, wi-fi

Newly renovated cottage, 5 min walk to town, dogs OK, fire pit, hot tub, wi-fi

2.0 star property
West Jefferson
10.0 out of 10, Exceptional, (13)
"Property was clean, well equipped, and completely as portrayed in online listing. We enjoyed our time at Greystone Cottage."
United States
Phil K.
$226 nightly
The price is $255
Dec 8 - Dec 9
Total with taxes and fees
Newly renovated cottage, 5 min walk to town, dogs OK, fire pit, hot tub, wi-fi
View from property
Valle Crucis Farm

Valle Crucis Farm

2.0 star property
Banner Elk
9.2 out of 10, Wonderful, (184)
"We had a fantastic stay and really enjoyed our tiny cabin. The hosts were nice and friendly and the place was very comfortable and exactly as described. We would definitely come back!"
United States
Scott
$135 nightly
The price is $152
Dec 8 - Dec 9
Total with taxes and fees
Valle Crucis Farm
Pool
Cozy Cottage in Todd - Hot Tub, Outdoor Oasis

Cozy Cottage in Todd - Hot Tub, Outdoor Oasis

Todd
9.4 out of 10, Exceptional, (3)
"We enjoyed our stay very much. The property was welcoming and had everything we needed"
United States
Katherine B.
$351 nightly
The price is $386
Dec 8 - Dec 9
Total with taxes and fees
Cozy Cottage in Todd - Hot Tub, Outdoor Oasis
Exterior
Cabin #5 The Sky Retreat - Off the Blue Ridge Parkway

Cabin #5 The Sky Retreat - Off the Blue Ridge Parkway

2.0 star property
Purlear
10.0 out of 10, Exceptional, (1)
"Loved it. Hope to come back again."
United States
Ben E.
$170 nightly
The price is $192
Dec 7 - Dec 8
Total with taxes and fees
Cabin #5 The Sky Retreat - Off the Blue Ridge Parkway
Exterior
"French Country Barn Loft" Luxurious Couple's Escape on the New River

"French Country Barn Loft" Luxurious Couple's Escape on the New River

Fleetwood
10.0 out of 10, Exceptional, (60)
"Very clean and convenient "
United States
Shelton B.
$245 nightly
The price is $269
Dec 7 - Dec 8
Total with taxes and fees
"French Country Barn Loft" Luxurious Couple's Escape on the New River
Property grounds
The Grey Cabin at Highland Hideaways

The Grey Cabin at Highland Hideaways

mouth of wilson
9.8 out of 10, Exceptional, (66)
"The cabin was clean and easy to find."
United States
Matt
$190 nightly
The price is $215
Dec 8 - Dec 9
Total with taxes and fees
The Grey Cabin at Highland Hideaways
Fridge, microwave, oven, stovetop
Cozy , comfortable, and warm with unique features and plenty of amenities!

Cozy , comfortable, and warm with unique features and plenty of amenities!

Mountain City
9.8 out of 10, Exceptional, (33)
"Great place to stay"
United States
Donna M.
$140 nightly
The price is $157
Jan 5 - Jan 6, 2026
Total with taxes and fees
Cozy , comfortable, and warm with unique features and plenty of amenities!
Terrace/patio
Secluded Tiny 1-BR close to town

Secluded Tiny 1-BR close to town

2.0 star property
Blowing Rock
9.8 out of 10, Exceptional, (9)
"Loved the place very clean. Had a wonderful time would love to go again. "
United States
Grover O.
$375 nightly
The price is $416
Dec 8 - Dec 9
Total with taxes and fees
Secluded Tiny 1-BR close to town
Dining
New! Hand-Stacked Log Cabin TH | Mountain Views | Short Walk to Downtown WJ

New! Hand-Stacked Log Cabin TH | Mountain Views | Short Walk to Downtown WJ

West Jefferson
10.0 out of 10, Exceptional, (2)
"We had a great time staying here. The property was clean and the check in process was simple. It was walking distance to downtown. The patio had great views and plenty of seating. "
United States
James H.
$344 nightly
The price is $382
Dec 7 - Dec 8
Total with taxes and fees
New! Hand-Stacked Log Cabin TH | Mountain Views | Short Walk to Downtown WJ
Outdoor spa tub
Modern 3BR/3BA Boone Cabin: Hot Tub, Game Room, Porch, Near Trails and Downtown

Modern 3BR/3BA Boone Cabin: Hot Tub, Game Room, Porch, Near Trails and Downtown

2.0 star property
Boone
9.6 out of 10, Exceptional, (14)
"Clean, cozy cabin in a nice quiet area. Easy drive into downtown Boone & App State.Would stay again!"
United States
Kim A.
$276 nightly
The price is $311
Dec 15 - Dec 16
Total with taxes and fees
Modern 3BR/3BA Boone Cabin: Hot Tub, Game Room, Porch, Near Trails and Downtown
Terrace/patio
Cozy Cabin-WiFi, Game room, mountain views, hot tub fully stocked, Pet Friendly!

Cozy Cabin-WiFi, Game room, mountain views, hot tub fully stocked, Pet Friendly!

Sugar Grove
9.8 out of 10, Exceptional, (19)
"Clean cabin, well stocked kitchen and comfy hot tub!"
United States
Brandon W.
$372 nightly
The price is $419
Dec 7 - Dec 8
Total with taxes and fees
Cozy Cabin-WiFi, Game room, mountain views, hot tub fully stocked, Pet Friendly!
Interior
Charming 1930’s Farmhouse located between Boone & West Jefferson, NC!

Charming 1930’s Farmhouse located between Boone & West Jefferson, NC!

Fleetwood
10.0 out of 10, Exceptional, (139)
"We wanted to get away for a quick family retreat. The house and beautiful countryside were perfect."
United States
Kipp P.
$242 nightly
The price is $266
Dec 7 - Dec 8
Total with taxes and fees
Charming 1930’s Farmhouse located between Boone & West Jefferson, NC!
Terrace/patio
High Country Haven - Near Boone & Blowing Rock

High Country Haven - Near Boone & Blowing Rock

Zionville
9.4 out of 10, Exceptional, (3)
"Wonderful place and very communicable host"
United States
Pozitiv N.
$417 nightly
The price is $431
Dec 9 - Dec 10
Total with taxes and fees
High Country Haven - Near Boone & Blowing Rock
Living area
Fairytale Barn: Hot Tub, Trout Stream & Petting Zoo?

Fairytale Barn: Hot Tub, Trout Stream & Petting Zoo?

Sugar Grove
10.0 out of 10, Exceptional, (74)
"Will definitely stay again in the future."
United States
Susan W.
Fairytale Barn: Hot Tub, Trout Stream & Petting Zoo?
TV, fireplace, stereo, offices
Grey Fox Cabin between Boone and Blowing Rock

Grey Fox Cabin between Boone and Blowing Rock

Blowing Rock
9.8 out of 10, Exceptional, (55)
"Very nice property in great location."
United States
Bruce M.
$378 nightly
The price is $426
Dec 8 - Dec 9
Total with taxes and fees
Grey Fox Cabin between Boone and Blowing Rock
Interior
Riverview! Fall Discounts-Pet-friendly Fire-pit!

Riverview! Fall Discounts-Pet-friendly Fire-pit!

2.0 star property
Todd
9.4 out of 10, Exceptional, (6)
"Nice place off beaten path. Would recommend"
United States
jason s.
$199 nightly
The price is $224
Dec 7 - Dec 8
Total with taxes and fees
Riverview! Fall Discounts-Pet-friendly Fire-pit!
Property grounds
Tiny 1br Cabin w/ Loft & Fire Pit in Boone

Tiny 1br Cabin w/ Loft & Fire Pit in Boone

Boone
10.0 out of 10, Exceptional, (5)
"We had a great weekend in Boone at"
United States
chris s.
$292 nightly
The price is $323
Dec 7 - Dec 8
Total with taxes and fees
Tiny 1br Cabin w/ Loft & Fire Pit in Boone
Interior
Cozy Log Cabin TH | Long-Range Mountain Views | Walk to Downtown West Jefferson

Cozy Log Cabin TH | Long-Range Mountain Views | Walk to Downtown West Jefferson

West Jefferson
10.0 out of 10, Exceptional, (3)
"Great host"
United States
Dana W.
$344 nightly
The price is $382
Dec 7 - Dec 8
Total with taxes and fees
Cozy Log Cabin TH | Long-Range Mountain Views | Walk to Downtown West Jefferson
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 Ashland Hotel Reviews

La Quinta Inn & Suites by Wyndham Boone University

La Quinta Inn & Suites by Wyndham Boone University

10/10 Excellent
"Great room! Fantastic breakfast with a view was the best way for my son and I to kick off our Thanksgiving week. "
Karl 1-night trip
Posted 2 days ago
La Quinta Inn & Suites by Wyndham Boone University

Find out more about Ashland

Everything you need to know about Ashland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Ashland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ashland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Ashland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ashland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Ashland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $114 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Ashland rentals

At Expedia, we put the best Ashland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Ashland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ashland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ashland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Ashland?

Yes, we have vacation rentals close to top points of interest in Ashland, or you can choose a secluded option if you want a relaxing place to stay.

What's the top vacation rental in Ashland?

A View for Two: Tiny House with BIG VIEWS: This vacation home rental outside of Ashland is located in the mountains and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an electric kettle.

What can I see and do in Ashland?

Explore the area and family-friendly sights such as Adventure Damascus, or get out into nature at a spot like New River. Elk Knob State Park and Mountain Aire Golf Club are a couple of places you'll find in the larger area.

What are vacation rentals like in Ashland?

Vacation rentals are private properties you can reserve for several days or more in Ashland. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for family trips or small group gatherings.