Ashland Holiday Homes from £273: Search Holiday Homes in Ashland

A sandy beach with a wooden structure extending into the water.

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Our top choices for Ashland holiday homes

A modern kitchen with a central island, stainless steel appliances, and a bar seating area.

1. Up North Oasis - Families & Dogs in the Bayfield Area

Washburn

Joan Q.

includes taxes & fees

5 Oct - 6 Oct

A backyard with a wooden deck, stepping stones, raised garden beds with flowers, and a chair.

2. 3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit

Washburn

Anastasia Hopkins F.

includes taxes & fees

7 Sept - 8 Sept

A round table with a dark tablecloth and a decorative piece on it, surrounded by wooden chairs. A large window offers a view of a body of water and trees.

3. Lake Shore Home with private dock and large deck--1 mile from Bayfield

Bayfield

Brian

includes taxes & fees

22 Sept - 23 Sept

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Top Ashland Hotel Reviews

Cedars Motel

10/10 Excellent

"Very old-timey charming. Very convenient and comfortable. Spacious room."

Hotel Chequamegon, BW Signature Collection

10/10 Excellent

"We were extremely happy with our stay and will be back. The hotel is absolutely gorgeous, very clean and we were able to completely relax. The location on the lake is so beautiful. We ate in the very good restaurant outside overlooking the lake. We drank coffee in the morning on the first level porch and enjoyed the lake view there too. The beds were very comfortable. We had a wonderful experience."