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

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Ashland vacation homes

Exterior

1. Historic Main St w/ Lake View | The Flatwater Loft

Historic Main St w/ Lake View | The Flatwater Loft
Ashland
10.0 out of 10, Exceptional, (2 reviews)
"Awesome location, great communication with host,Flat was newly decorated in 40’s deco. Loved loved the charm of the flat."
United States
Judy D.
The price is ￥46,949
￥77,643 total
includes taxes & fees
Sep 21 - Sep 22
Historic Main St w/ Lake View | The Flatwater Loft
Property grounds

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

3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit
Washburn
8.8 out of 10, Excellent, (40 reviews)
"We had a great time! Beautiful home with easy access to all the South Shore has to offer. "
United States
Anastasia Hopkins F.
The price is ￥32,104
￥70,540 total
includes taxes & fees
Sep 15 - Sep 16
3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit
Private kitchen

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

Up North Oasis - Families & Dogs in the Bayfield Area
Washburn
10.0 out of 10, Exceptional, (10 reviews)
"We had a lovely stay and the accommodations were just what we needed. We are planning to stay here again. "
United States
Joan Q.
The price is ￥26,421
￥57,636 total
includes taxes & fees
Oct 5 - Oct 6
Up North Oasis - Families & Dogs in the Bayfield Area
Dining

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

Lake Shore Home with private dock and large deck--1 mile from Bayfield
Bayfield
10.0 out of 10, Exceptional, (120 reviews)
"Great property! wonderful rejuvenation time for myself and my family"
United States
Brian
The price is ￥65,284
￥116,989 total
includes taxes & fees
Sep 17 - Sep 18
Lake Shore Home with private dock and large deck--1 mile from Bayfield
Outdoor dining

5. Serenity Now 4BR Lakefront Cabin + Trail Access - Sleeps 12

Serenity Now 4BR Lakefront Cabin + Trail Access - Sleeps 12
Hurley
10.0 out of 10, Exceptional, (4 reviews)
"We had a great time. Wonderful place and a quiet neighborhood. Hosts were helpful and very responsive."
United States
kim f.
The price is ￥36,667
￥75,443 total
includes taxes & fees
Sep 15 - Sep 16
Serenity Now 4BR Lakefront Cabin + Trail Access - Sleeps 12
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

Hotel Chequamegon, BW Signature Collection

Hotel Chequamegon, BW Signature Collection

10/10 Excellent
"Nice continental breakfast in the morning. We were in a king room on the first floor and loved our room. We had really high ceilings. The hotel is really neat and you feel like your back in time. They have a nice restaurant with a beautiful deck. There is a tar path that runs in front of the hotel that you can go biking on or for a walk. Staff were fine. Nice but didnt go out or their way to be overly friendly."
Stephanie 3-night trip
Posted 6 hours ago
Hotel Chequamegon, BW Signature Collection

Find out more about Ashland

Ashland Vacation Homes information

Number of reviews
172
Accommodation
194 Vacation Homes
Lowest Price
￥57,636
Highest Price
￥116,989