Vacation rentals in Ashland

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Popular amenities for Ashland vacation rentals

Stay near Ashland's top sights

Paramount Arts Center8 locals recommend
The Highlands Museum & Discovery Center6 locals recommend
Fat Patty's Ashland6 locals recommend
The Winchester5 locals recommend
Pour House Coffee5 locals recommend
Ashland Town Center5 locals recommend

Other great vacation rentals in Ashland

Top guest favourite
Home in West Liberty
4.95 out of 5 average rating, 19 reviews

Countryside Getaway *No Cleaning Fee*

JoshuaRating, 5 stars3 weeks ago
Great like always!
Top guest favourite
Cabin in Louisa
4.98 out of 5 average rating, 215 reviews

Workman's Wildlife Haven

DaphneRating, 5 stars2 days ago
We thoroughly enjoyed our stay at the Workman cabin. Its such a beautiful place and very clean. The bed is also comfortable which is super important imo. Larry's homemade wine is the best!
Top guest favourite
Guesthouse in Bidwell
4.93 out of 5 average rating, 14 reviews

Bidwell Bungalow

KennethRating, 5 stars7 months ago
Great Host, if there is any issues they address them quickly, Friendly and quiet place, very home like! I would recommend them 1
Top guest favourite
Home in Chesapeake
4.96 out of 5 average rating, 55 reviews

Mountain Chalet

JamesRating, 5 stars1 week ago
Super respectful and kind lady, the place was absolutely amazing. Looked put over the town and had a great view of the sunset. I loved the space and the availability
Superhost
Home in Louisa
4.86 out of 5 average rating, 14 reviews

Rustic and Romantic Farm House

JasonRating, 5 stars5 months ago
Second time visiting Kaycee’s place for a Veterans Day weekend getaway. Had a blast riding the trails and sitting by the pond. Looking forward to returning next year.
Guest favourite
Home in Ashland
4.9 out of 5 average rating, 77 reviews

Super Cute Modern Home

TawanaRating, 5 stars2 weeks ago
this was our 2nd stay here and just like last time, it was great. very convenient location and the place was ready early and was just such a comfortable stay. shane is a wonderful host. was easy to get ahold of and made us feel safe. I woukd definitely recommend this place
Guest favourite
Home in Kenova
4.95 out of 5 average rating, 176 reviews

Secluded Home with Pond-Front View on 40 Acres

NicholeRating, 5 stars3 weeks ago
This is our second time staying and we will be back! The house is clean, welcoming and beautiful. So peaceful and secluded yet 6 minutes away from anything you might need at the DG. The perfect home away from home!
Superhost
Apartment in Portsmouth
4.79 out of 5 average rating, 29 reviews

The Great Gharky House

CatherineRating, 5 stars4 weeks ago
Ben’s place was perfect giving my son a great place to stay after a long day of training. It was comfortable and easy for him to get to. Ben was prompt and easy to get in touch with and willing to open days to help us out. We would definitely want to stay there again.

Quick stats about vacation rentals in Ashland

  • Total rentals

    60 properties

  • Nightly prices starting at

    $55 CAD before taxes and fees

  • Total number of reviews

    3.5K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Kentucky
  4. Boyd County
  5. Ashland