Ashland Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Ashland vacation rentals

Mini-golf
Brushcreek Falls RV Resort

Brushcreek Falls RV Resort

Brushcreek Falls RV Resort
3.0 star property
Princeton
8.8 out of 10, Excellent, (101)
"Beautiful cabin, very relaxing "
United States
Kevin
The price is ￥19,272
￥27,818 total
includes taxes & fees
Dec 21 - Dec 22
Brushcreek Falls RV Resort
Private kitchen
Ski-in/Ski-out 1st Floor 3-Bedroom Condo at Winterplace, WV

Ski-in/Ski-out 1st Floor 3-Bedroom Condo at Winterplace, WV

Ski-in/Ski-out 1st Floor 3-Bedroom Condo at Winterplace, WV
Ghent
9.6 out of 10, Exceptional, (20)
"Excellent stay"
United States
Joe W.
The price is ￥38,953
￥74,359 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Ski-in/Ski-out 1st Floor 3-Bedroom Condo at Winterplace, WV
Fridge, microwave, oven, stovetop
ATV HOUSE, plenty of parking, seconds to trails. Hatfield McCoy and Outlaw

ATV HOUSE, plenty of parking, seconds to trails. Hatfield McCoy and Outlaw

ATV HOUSE, plenty of parking, seconds to trails. Hatfield McCoy and Outlaw
Covel
9.6 out of 10, Exceptional, (7)
"Plenty of parking, great family room separate from most of the other bedrooms, nice kitchen, lots of comfortable beds, super hot showers with good water pressure, and even good wifi! This place has everything you want for a weekend of riding with your friends. We enjoyed our stay and loved how close we were to the EZ-Stop and the trail entrances."
United States
Walker P.
ATV HOUSE, plenty of parking, seconds to trails. Hatfield McCoy and Outlaw
Terrace/patio
Roomy Outdoor Getaway close to Pipestem Park and Winterplace Resort.

Roomy Outdoor Getaway close to Pipestem Park and Winterplace Resort.

Roomy Outdoor Getaway close to Pipestem Park and Winterplace Resort.
Athens
9.6 out of 10, Exceptional, (16)
"Nice older house which was just what we needed for the weekend. It was nice that we had coffee and other snacks if we needed them."
United States
James M.
Roomy Outdoor Getaway close to Pipestem Park and Winterplace Resort.
Property grounds
Winterplace Condo E303

Winterplace Condo E303

Winterplace Condo E303
Ghent
10.0 out of 10, Exceptional, (19)
"Nice CondoGreat area "
United States
HIREN P.
Winterplace Condo E303
TV, fireplace, DVD player
Winterplace Condo E306

Winterplace Condo E306

Winterplace Condo E306
Ghent
9.6 out of 10, Exceptional, (17)
"Property is easy to find and in a great location! Our host was quick with communication and checking-in could not have been easier. We really appreciate that it is dog friendly and our two large dogs were welcomed. "
United States
Rebecca C.
Winterplace Condo E306
Property grounds
Red Bird Cottage

Red Bird Cottage

Red Bird Cottage
Princeton
9.8 out of 10, Exceptional, (129)
"Great little place to stay!"
United States
Cody K.
The price is ￥17,139
￥25,116 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Red Bird Cottage
Outdoor dining
Winterplace Condo D306

Winterplace Condo D306

Winterplace Condo D306
Ghent
9.8 out of 10, Exceptional, (16)
"We stayed in June and everything was exceptional. A very comfortable, clean, and well-appointed space. The views were beautiful for sure. We will stay again for sure. "
United States
Chris M.
Winterplace Condo D306
Terrace/patio
House · Awesome Flat Top Farmhouse - Ashwood Rentals

House · Awesome Flat Top Farmhouse - Ashwood Rentals

House · Awesome Flat Top Farmhouse - Ashwood Rentals
Flat Top
9.8 out of 10, Exceptional, (60)
"House was very quaint and perfect distance from Winterplace! "
United States
Matt D.
House · Awesome Flat Top Farmhouse - Ashwood Rentals
Interior
E204 - Winterplace Ski in Ski out condo Second Floor

E204 - Winterplace Ski in Ski out condo Second Floor

E204 - Winterplace Ski in Ski out condo Second Floor
Ghent
10.0 out of 10, Exceptional, (3)
"Condo clean, as described and well equipped and very conveniently located to the slopes"
United States
Treva D.
E204 - Winterplace Ski in Ski out condo Second Floor
Interior
Camp Creek Mountain Cabin | Rafting, Fall Views

Camp Creek Mountain Cabin | Rafting, Fall Views

Camp Creek Mountain Cabin | Rafting, Fall Views
Camp Creek
9.8 out of 10, Exceptional, (25)
"Fantastic house, close to our family in Princeton yet secluded enough to enjoy some downtime after a long flight from the UK. We’ll be back!"
United Kingdom
Jonathan C.
Camp Creek Mountain Cabin | Rafting, Fall Views
TV
Located near the Appalachian Trail and Jefferson National Forest in Rocky Gap

Located near the Appalachian Trail and Jefferson National Forest in Rocky Gap

Located near the Appalachian Trail and Jefferson National Forest in Rocky Gap
Rocky Gap
9.6 out of 10, Exceptional, (37)
"This was our second time staying here. This home is very clean and well stocked with anything you may need during your stay. It’s easy to find and easy to check in to. We will be back again. "
United States
Jolene S.
The price is ￥22,296
￥34,046 total
includes taxes & fees
Dec 14 - Dec 15
Located near the Appalachian Trail and Jefferson National Forest in Rocky Gap
Property grounds
Trail 10 Hideaway, Entire Apartment in Freeman, WV

Trail 10 Hideaway, Entire Apartment in Freeman, WV

Trail 10 Hideaway, Entire Apartment in Freeman, WV
Bramwell
8.8 out of 10, Excellent, (11)
"Well priced, good place to stay, convenient with bar and grill down stairs "
United States
Jesus A.
Trail 10 Hideaway, Entire Apartment in Freeman, WV
Property grounds
Winterplace Condo D302

Winterplace Condo D302

Winterplace Condo D302
Ghent
9.8 out of 10, Exceptional, (21)
"Apartment style condo at the top of the hill. Quite the whole week we stayed. "
United States
Dave M.
Winterplace Condo D302
TV
Charming 2-bedroom trail house in Bramwell, WV

Charming 2-bedroom trail house in Bramwell, WV

Charming 2-bedroom trail house in Bramwell, WV
Bramwell
9.6 out of 10, Exceptional, (13)
"Such a charming house. Looking forward to renting it again next year!"
United States
Jose C.
The price is ￥15,425
￥39,205 total
includes taxes & fees
Dec 14 - Dec 15
Charming 2-bedroom trail house in Bramwell, WV
Property grounds
E101 · Winterplace Condo! Ski In Ski Out First Floor E101

E101 · Winterplace Condo! Ski In Ski Out First Floor E101

E101 · Winterplace Condo! Ski In Ski Out First Floor E101
Ghent
9.2 out of 10, Wonderful, (59)
"Our family had a great time at Winterplace. Skiing in and out made the experience exceptional. The condo unit had everything and very clean"
United States
Shaun T.
E101 · Winterplace Condo! Ski In Ski Out First Floor E101
Property grounds
Winterplace Ski in Ski out condo First Floor D105

Winterplace Ski in Ski out condo First Floor D105

Winterplace Ski in Ski out condo First Floor D105
2.0 star property
Ghent
9.6 out of 10, Exceptional, (10)
"Great accommodations for our family!"
United States
Ron H.
Winterplace Ski in Ski out condo First Floor D105
Smart TV
Pappy's Trail House

Pappy's Trail House

Pappy's Trail House
Rock
10.0 out of 10, Exceptional, (25)
"Everything as described and perfect location for trails and access. "
United States
David B.
Pappy's Trail House
Property grounds
E104 · Winterplace Ski in Ski out condo First floor! E104

E104 · Winterplace Ski in Ski out condo First floor! E104

E104 · Winterplace Ski in Ski out condo First floor! E104
Ghent
9.0 out of 10, Wonderful, (8)
"My family stayed here to attend a nearby wedding. This was a very clean, well-kept unit. It was a much better option than staying at a hotel in Beckley or Princeton."
United States
Frederick W.
E104 · Winterplace Ski in Ski out condo First floor! E104
Outdoor dining
Spacious riding retreat 4 BR Outlaw House/ ATV Riding 10beds-Large Parking

Spacious riding retreat 4 BR Outlaw House/ ATV Riding 10beds-Large Parking

Spacious riding retreat 4 BR Outlaw House/ ATV Riding 10beds-Large Parking
Northfork
9.4 out of 10, Exceptional, (49)
"Outlaw House was the perfect place to stay for our ATV getaway. There were plenty of comfortable beds for 9 people. The driveway had room for 4 cars, 2 trailers, and 4 ATVs. The porch was peaceful and a great gathering spot in the mornings and evenings. Good location for HM and Outlaw trails."
United States
Steven C.
Spacious riding retreat 4 BR Outlaw House/ ATV Riding 10beds-Large Parking
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

Microtel Inn & Suites by Wyndham Princeton

Microtel Inn & Suites by Wyndham Princeton

10/10 Excellent
"So far, all good. Check in was quick. Nice room."
Ann 1-night trip
Posted 2 days ago
Microtel Inn & Suites by Wyndham Princeton

Find out more about Ashland

Search for holiday rentals in Ashland on Expedia! You can easily find your home rentals, villas, holiday apartments in Ashland using one of the methods below:

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Look no further and take a look at our great range of rental properties in Ashland!

Frequently asked questions

Are there vacation rentals in Ashland?

Yes, we give you a choice of vacation rentals close to popular sights in Ashland, or you can go with a secluded option if you want a relaxing place to stay.

What's the top vacation rental that Ashland has to offer?

ATV HOUSE, plenty of parking, seconds to trails. Hatfield McCoy and Outlaw: This vacation home rental near Ashland is located near skiing and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Ashland?

Explore the area and family-friendly sights such as Princeton Railroad Museum, or get out into nature at a spot like Clay Memorial Park and Cemetery. Pinnacle Rock State Park and Glenwood Park 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 a few days or a quick weekend in Ashland. Vacation rentals offer extras like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for family trips or small group gatherings.