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Find vacation rentals that suit your style
Our top choices for Ashland chalets




1. Woodland Chalet @ Brickyard Creek, Bayfield
Woodland Chalet @ Brickyard Creek, BayfieldBayfield
9.8 out of 10, Exceptional, (67 reviews)
9.8/10
Exceptional
(67 reviews)
"Very clean and cozy cabin near Bayfield and Meyers beach"
"Very clean and cozy cabin near Bayfield and Meyers beach"Reed C.
$367 nightly
The price is $414
$414 total
Nov 9 - Nov 10
Total with taxes and fees




2. Northwoods Chalet @ Brickyard Creek, Bayfield
Northwoods Chalet @ Brickyard Creek, BayfieldBayfield
10.0 out of 10, Exceptional, (84 reviews)
10/10
Exceptional
(84 reviews)
"Beautiful place!"
"Beautiful place!"Susan S.
$369 nightly
The price is $417
$417 total
Nov 15 - Nov 16
Total with taxes and fees




3. Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2
Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2Upson
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)
"A large group of us rented the Davos Chalet for a long weekend. There was more than enough room for us all. The common area was great for us to eat meals and hang out. The kids loved the game room in the basement. "
"A large group of us rented the Davos Chalet for a long weekend. There was more than enough room for us all. The common area was great for us to eat meals and hang out. The kids loved the game room in the basement. "Stacy H.
$1,563 nightly
The price is $1,649
$1,649 total
Nov 6 - Nov 7
Total with taxes and fees
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.
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.
Learn more about Ashland
Nestled on Lake Superior's southern shore, this charming town boasts a vibrant arts scene and outdoor adventures. Catch a show at the historic Ashland Theater, then explore the Apostle Islands' sea caves by kayak in nearby Bayfield.

Top reviews in Ashland




Blue Wave Inn
Blue Wave InnAshland
10/10 Excellent
The Inn is right on the water, and we had a very spacious and charming room! There’s a nice coffee shop and great little boutique there. We look forward to returning some day!
The Inn is right on the water, and we had a very spacious and charming room! There’s a nice coffee shop and great little boutique there. We look forward to returning some day!
Constance




Cobblestone Inn & Suites - Ashland
Cobblestone Inn & Suites - AshlandAshland
10/10 Excellent
Lovely hotel with view of Lake Superior. Rooms were good sized and the beds were comfortable. Breakfast was good too. Would definitely stay here again.
Lovely hotel with view of Lake Superior. Rooms were good sized and the beds were comfortable. Breakfast was good too. Would definitely stay here again.
Harriette




St. James Social
St. James SocialBayfield
10/10 Excellent
This place is magical! The rooms are very nice and super clean. The location is right in the middle of everything so you can walk to shops, restaurants or the boat cruises. There is a great little coffee/tea bar for guests and the daily continental breakfast was lovely. The restaurant is soooo good. We loved everything about our stay there.
This place is magical! The rooms are very nice and super clean. The location is right in the middle of everything so you can walk to shops, restaurants or the boat cruises. There is a great little coffee/tea bar for guests and the daily continental breakfast was lovely. The restaurant is soooo good. We loved everything about our stay there.
Stephanie




Mission Springs Resort
Mission Springs ResortAshland
10/10 Excellent
My family enjoyed a long weekend at Mission Springs with comfortable accommodations and very friendly staff. Our cabin was super clean and well appointed. We had everything you might need in the kitchen to cook and serve a full meal (no microwave). However, we spent the majority of our time using the fire pit outside of our cabin to cook hotdogs over the fire, roast marshmallows (huge hit with our little girl) and to eat gooey s'mores! They have fire wood for purchase at the resort (we were...
My family enjoyed a long weekend at Mission Springs with comfortable accommodations and very friendly staff. Our cabin was super clean and well appointed. We had everything you might need in the kitchen to cook and serve a full meal (no microwave). However, we spent the majority of our time using the fire pit outside of our cabin to cook hotdogs over the fire, roast marshmallows (huge hit with our little girl) and to eat gooey s'mores! They have fire wood for purchase at the resort (we were...
Anonymous traveler




Quality Inn Ashland - Lake Superior
Quality Inn Ashland - Lake SuperiorAshland
10/10 Excellent
My daughter and I stayed for 2 nights because she was visiting northland college. The room was very clean and comfortable. When I come back to visit her over the next two years I will stay here!
My daughter and I stayed for 2 nights because she was visiting northland college. The room was very clean and comfortable. When I come back to visit her over the next two years I will stay here!
Donna




Seagull Bay Motel
Seagull Bay MotelBayfield
10/10 Excellent
Could not figure out how to turn on ceiling fan.
Could not figure out how to turn on ceiling fan.
Craig




The Washburn Inn - On the Lake
The Washburn Inn - On the LakeWashburn
10/10 Excellent
Nice hotel.
Nice hotel.
Garth




Davos Chalet
Davos ChaletUpson
10/10 Excellent
Great place newly updated and amazing ownership
Great place newly updated and amazing ownership
Laura




Days Inn by Wyndham Hurley
Days Inn by Wyndham HurleyHurley
10/10 Excellent
every thing was very clean and cozy the room was ready and had a quiet heat source we had a good nights rest
every thing was very clean and cozy the room was ready and had a quiet heat source we had a good nights rest
Debbie




Super 8 by Wyndham Ashland
Super 8 by Wyndham AshlandAshland
10/10 Excellent
We were surprised at how much we enjoyed staying there. It wasn’t just a hotel room. It was a “home base” where we could decompress peacefully in a comfortable room from the adventures we had through the day! The staff were amazing. This will definitely be the place we stay when we come to Ashland! (We’ve stayed at other places in Ashland but this one we’ll come back to!)
We were surprised at how much we enjoyed staying there. It wasn’t just a hotel room. It was a “home base” where we could decompress peacefully in a comfortable room from the adventures we had through the day! The staff were amazing. This will definitely be the place we stay when we come to Ashland! (We’ve stayed at other places in Ashland but this one we’ll come back to!)
Jane




Royal Motel
Royal MotelIronwood
10/10 Excellent
A great independent motel run by a husband and wife. Super friendly and helpful service, comfortable bed, clean room, nice breakfast spread. Couldn’t ask for more.
A great independent motel run by a husband and wife. Super friendly and helpful service, comfortable bed, clean room, nice breakfast spread. Couldn’t ask for more.
David




AmericInn by Wyndham Ashland
AmericInn by Wyndham AshlandAshland
10/10 Excellent
We stopped here because we were tired of driving. We got a huge king room woth a lake view and patio. Breakfast is decent, pool, got tub and property are amazing! We'll definitely be back!
We stopped here because we were tired of driving. We got a huge king room woth a lake view and patio. Breakfast is decent, pool, got tub and property are amazing! We'll definitely be back!
MELANIE




Econo Lodge Hurley - Ironwood
Econo Lodge Hurley - IronwoodHurley
10/10 Excellent
Arrived late and the front desk staff were warm and welcoming. I ended up having to hit the road early the next morning, but I wanted to give a shout out to the sheets and pillows on the bed I had - so comfortable! I know it's a small thing, but it makes a big difference. :)
Arrived late and the front desk staff were warm and welcoming. I ended up having to hit the road early the next morning, but I wanted to give a shout out to the sheets and pillows on the bed I had - so comfortable! I know it's a small thing, but it makes a big difference. :)
Brian




Legendary Waters Resort & Casino
Legendary Waters Resort & CasinoBayfield
10/10 Excellent
The rooms were very nice and clean. The beds were soft with nice pillows. The bathrooms were great - shower only (at least in our room) but, we think, that is better than having a shower in a tub with a shower curtain. This is a casino so keep that in mind if you have children. The casino was nice with a sandwich bar but we didn't see a restaurant.
The rooms were very nice and clean. The beds were soft with nice pillows. The bathrooms were great - shower only (at least in our room) but, we think, that is better than having a shower in a tub with a shower curtain. This is a casino so keep that in mind if you have children. The casino was nice with a sandwich bar but we didn't see a restaurant.
Anonymous traveler





