Ashland Holiday Rentals

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Holiday Rentals in Ashland

Brushcreek Falls RV Resort

3.0 star property
9.0 out of 10, Wonderful, (84)
"The property was extremely clean. It was well kept, very beautiful. It was very family friendly and centrally located to shopping, dining, and sight seeing. Our family thoroughly enjoyed this visit and we look forward to our next trip here. "
The price is AU$271
includes taxes & fees
27 Nov - 28 Nov
Brushcreek Falls RV Resort

Peaceful Cottage w/ Mtn View Near ATV Trails!

9.2 out of 10, Wonderful, (9)
"Place is on mountain side very quiet and well maintained. Near trails if you ride. Very relaxing to just get away to"
Peaceful Cottage w/ Mtn View Near ATV Trails!

Red Bird Cottage

9.8 out of 10, Exceptional, (96)
"very cute house, very comfortable bed, did exactly what we needed it to do :) "
The price is AU$251
includes taxes & fees
1 Dec - 2 Dec
Red Bird Cottage

Riverside log cabin in WV- 5 min from Pinnacle Creek Connector

10.0 out of 10, Exceptional, (14)
"Great little cabin! Had a great father son trip with close proximity to the pinnacle trail head in mullens. Will be back soon....."
The price is AU$218
includes taxes & fees
2 Dec - 3 Dec
Riverside log cabin in WV- 5 min from Pinnacle Creek Connector

New Cabin built in 2022. 2 minutes away from multiple trailheads! Sleeps 8

10.0 out of 10, Exceptional, (16)
"The house was in great location near Hatfield and McKoy trailhead. It was neat and clean and had everything we needed!"
New Cabin built in 2022. 2 minutes away from multiple trailheads! Sleeps 8

4BR Cabin | Scenic Fall Views & Rafting Aventures

9.8 out of 10, Exceptional, (28)
"Cabin feeling all around. Quiet surroundings. Really enjoyed our stay. "
4BR Cabin | Scenic Fall Views & Rafting Aventures

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

9.4 out of 10, Exceptional, (36)
"Seven of us stayed for two nights and enjoyed it! The place was well equipped and suited for ATV enthusiasts. We'll probably reserve it and go again in the future! "
Spacious riding retreat 4 BR Outlaw House/ ATV Riding 10beds-Large Parking

Winterplace Ski in Ski Out Condos 3Br/2Ba 3rd floor sleeps 8

9.8 out of 10, Exceptional, (39)
"A great little condo at the top of the mountain. Perfect place to rest and relax"
Winterplace Ski in Ski Out Condos 3Br/2Ba 3rd floor sleeps 8

Winterplace 3BR/2BA Condo - Gorgeous View - Ski in Ski out

9.0 out of 10, Wonderful, (21)
"On par with most ski condos we have rented. Definitely not luxury if you are looking for that. Was mostly clean (with the exception of the stove burners- someone had previously boiled over or spilled stuff, and it had not been cleaned, so immediately started smoking when we went to use) and comfortable. Awesome location to ski out. Plenty of pillows and blankets, some small travel size containers of shampoo/conditioner and soap that were appreciated, and probably enough bath towels even though...
Winterplace 3BR/2BA Condo - Gorgeous View - Ski in Ski out

Located 3.6 miles from HM pinnacle trail. Stunning views accompanied by wildlife

10.0 out of 10, Exceptional, (13)
"The house was very nice, roomy, and well maintained. The road leading in is narrow (which is expected for mountain roads), but the drive had plenty of parking. We throughly enjoyed watching the deer every morning and evening. Even though the trail head is farther than advertised (13 miles instead of 3 miles), the drive via SxS was very nice. Thank you for a wonderful stay and we hope to see y’all again. "
Located 3.6 miles from HM pinnacle trail. Stunning views accompanied by wildlife

Mtn-View Home w/ Game Room - Near ATV Trails!

6.0 out of 10, (5)
"Fulfilled our needs. Cool house."
Mtn-View Home w/ Game Room - Near ATV Trails!

BACK TO THE 50'S GUEST HOUSE

9.8 out of 10, Exceptional, (65)
"Anita was very helpful and answered all questions immediately. House is in a nice country setting and has some nice amenities (fire pit, BBQ, cool lower deck overlooking woods, and more). Our 10 year old loved the complementary brownies and soda! Clean and comfortable place."
The price is AU$268
includes taxes & fees
1 Dec - 2 Dec
BACK TO THE 50'S GUEST HOUSE

Unique ATV Apartment in Remodeled Schoolhouse

10.0 out of 10, Exceptional, (11)
"Great stay and adequate for hunting party of 3 to base out of. Pleasant surprise was breakfast each morning before leaving for hunt. "
Unique ATV Apartment in Remodeled Schoolhouse

Newly Renovated home near the Hatfield-McCoy and Outlaw Trails in Southern WV

6.8 out of 10, (14)
"We traveled 4 hours to stay at this rental only to find out that the place was vacant and locked up tight. There has been no renovation and the host was unresponsive. There wasn't any furniture, no stove, no refridgerator, and there was trash around the place. We had no phone service and no place to stay. DO NOT BOOK THIS PLACE, IT IS A SCAM!!!"
Newly Renovated home near the Hatfield-McCoy and Outlaw Trails in Southern WV

ATV groups come to the Trail and Ale Lodge

10.0 out of 10, Exceptional, (10)
"Everything was perfect. This is an old house but in great condition and well maintained. The endless hot water is fantastic for big families or groups."
ATV groups come to the Trail and Ale Lodge

Camp Creek Mountain Cabin | Rafting, Fall Views

10.0 out of 10, Exceptional, (21)
"Stayed 3 nights while visiting son at Concord University which was about 20 minutes away. The cabin was excellent, exactly as described, we will stay again next time in area. Great host. No issues at all."
Camp Creek Mountain Cabin | Rafting, Fall Views

Large trail riders' retreat with personality, sleeps 12, minutes from trails

9.2 out of 10, Wonderful, (5)
"Central to the trails, nice bathrooms and bedrooms. Parking wasn’t too bad but on the main strip so just know you’re parking around back. We got there when the hurricane came through but still had a great time"
Large trail riders' retreat with personality, sleeps 12, minutes from trails

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

9.6 out of 10, Exceptional, (29)
"I feel the property manager should warn people that there’s nowhere to get any food after 2:30 PM. There is a small grocery store that doesn’t have much. We may do the property itself was very nice. We were very comfortable. I feel you need to put a lamp in the living room so that we don’t have to put up with the glare of the overhead light, you need to use less air freshener I am smell sensitive and it gave me a headache. Thank you for a nice place to stay. "
The price is AU$370
includes taxes & fees
1 Dec - 2 Dec
Located near the Appalachian Trail and Jefferson National Forest in Rocky Gap

Whispering Creek ATV Lodge

10.0 out of 10, Exceptional, (6)
"Very easy checkin, comfortable, close to trails, all the amenities of home."
Whispering Creek ATV Lodge

DUPLEX....WITHIN A MILE OF THE HATFIELD MCCOY TRAILS

9.0 out of 10, Wonderful, (18)
"Great trip! Accurate listing. Good communication from host!"
DUPLEX....WITHIN A MILE OF THE HATFIELD MCCOY TRAILS
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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Other types of properties in Ashland you may be interested in

Skyline Lodge

3.0 star property
8.6 out of 10, Excellent, (1448)
"I love stopping here when traveling through the area. Yes, it’s no frills, but it’s pretty, the staff has always been friendly, there is a restaurant on site and even live entertainment. "
The price is AU$105
includes taxes & fees
11 Dec - 12 Dec
Skyline Lodge

Sleep Inn & Suites Princeton I-77

2.5 star property
8.2 out of 10, Very good, (1069)
"We stayed for one night during a long road trip. The staff was super friendly and helpful, and the hotel is very nice for its budget price. Pet friendly as well!"
The price is AU$164
includes taxes & fees
11 Dec - 12 Dec
Sleep Inn & Suites Princeton I-77

Country Inn & Suites by Radisson, Princeton, WV

3.0 star property
8.2 out of 10, Very good, (1000)
"I try to stay here every year on my way to Florida..never disappointed "
The price is AU$200
includes taxes & fees
11 Dec - 12 Dec
Country Inn & Suites by Radisson, Princeton, WV
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Are there holiday rentals in Ashland?

Yes, there are holiday rentals close to the most popular sights in Ashland, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Ashland has to offer?

Spacious riding retreat 4 BR Outlaw House/ ATV Riding 10beds-Large Parking: This holiday home rental outside of Ashland is located in the mountains, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as an arcade/games room.

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 Pinnacle Rock State Park. Bluefield State College and Bowen Field are a couple of places you'll find in the wider area.

What are holiday rentals like in Ashland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Ashland. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a small group gathering.