Monthly Rentals in Sassafras

Wayne’s world was very clean and tidy , provided everything we needed for our trip. Would definitely stay again

Great spot - a gem found! Not easy to find a great spot to stay in Cumberland, but now it is! Host was great to talk to, and made it easy for check in and check out. Super flexible with my needs and work schedule. The place feels like a country cabin inside! The wood work and decor and the fireplace - all fantastic! Super clean and fresh. So happy to chill on the couch with a throw blanket and watch basketball on the big screen with the fire going in the background. I will Be back to this spot and I highly recommend it to anybody looking for a stay in Cumberland or the Tri-Cities of Harlan County! Cheers! See you next time!

we always enjoy staying at either one of James' places. Both feel like a home away from home and always pristine clean and comfortable. We look for either of his locations first when staying in the area.

The Tanglewood Cottage was very welcoming and comfortable for our overnight stay to attend a funeral. We enjoyed a quiet walk around town. The cottage had everything we needed, was very clean, and provided a peaceful place to rest. Would definitely recommend and stay here again!