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Compare 41 Vacation Homes in Port Wing with updated reviews, rates, and availability.

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

9.4 out of 10, Exceptional, (24)
"It was a very quaint and cozy place to stay that was very relaxing and enjoyable. "
The price is SAR 620
SAR 1,515 total
includes taxes & fees
25 Dec - 26 Dec
3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit

Lake Superior Views Log Home

10.0 out of 10, Exceptional, (128)
"Cabin was comfortable, clean, well put together and maintained. The area was wonderful, convenient, and relatively private."
Lake Superior Views Log Home

Ride your ATVs and snowmobiles directly from the house!

10.0 out of 10, Exceptional, (18)
"Another wonderful year at this place. Everything you could ever need. Close to our family and right in town. "
Ride your ATVs and snowmobiles directly from the house!

Charming 2-bedroom Rustic House with WiFi, AC and a View in Welcoming Ashland

10.0 out of 10, Exceptional, (1)
"Our family greatly enjoyed several nights at this cozy cottage! It was clean, had lots of lovely amenities, and was close to Ashland, Washburn and Bayfield. When we had a question, Chelsie responded quickly and thoroughly. Would absolutely recommend it for couples and small families. It didn’t quite provide the lake view we hoped for, but perhaps as leaves fall off, there will be a better view!"
Charming 2-bedroom Rustic House with WiFi, AC and a View in Welcoming Ashland

Custom Craftsman home. 20 Miles from Downtown Duluth.

9.6 out of 10, Exceptional, (70)
"This home has room for everyone to gather for games and meals at a huge table that can seat 12. We loved that. You also can spread out if you want to chill by yourself and take in the views. During our visit it was cold outside so the fireplace was fabulous. PacMan game was so fun. We mostly loved the short walk through the trees down to the beach on Lake Superior. Love this place and really, the drive from Duluth didn't take too long. We noticed some repair is needed to the ping...
Custom Craftsman home. 20 Miles from Downtown Duluth.

Hunters Home

9.8 out of 10, Exceptional, (63)
"This is our second time staying at this property and like my title says, it just keeps getting better the more you come. This time, we added to our crew and brought my parents with. They loved the place. Our girls could not get over how many toys they had to play with and how much space they had to run and play in and on the property. Thank you for sharing your wonderful cabin with us. We’ll be back again!"
Hunters Home

In the Middle Of...

9.8 out of 10, Exceptional, (18)
"The house and the property were very clean and nicely kept. The views were great, wildlife everywhere! We really enjoyed the amount of bedrooms and space. We didnt have a single complaint! Very nice!"
In the Middle Of...

Balsam House in Washburn, Wisconsin

2.0 star property
9.6 out of 10, Exceptional, (7)
"Very much enjoyed our stay. Clean and comfortable, with outstanding responsiveness and support from the facility manager. Would stay again!"
Balsam House in Washburn, Wisconsin

Timber Frame House overlooking Lake Superior, 20 miles from downtown Duluth

10.0 out of 10, Exceptional, (101)
"Great place for extended family gathering! Basement had pool table and ping pong which was fun got multi generational games. Massive leather couch was great for sitting in front of the fireplace! 2 of bedrooms upstairs had a wall that didn’t go to the top of the ceiling so not private."
Timber Frame House overlooking Lake Superior, 20 miles from downtown Duluth

Rustic Lodge near Lake Superior

10.0 out of 10, Exceptional, (2)
"We had a wonderful time staying at the Amnicon lodge! Everything exceeded our expectations, and it was a great place to relax and enjoy the nature. The one thing I would say is that the bathroom is a shared space with the other cabins on the property. I did not see this listed in the description, but it wasn’t really an issue for us; just good information for future guests!"
The price is SAR 2,866
SAR 3,456 total
includes taxes & fees
1 Jan - 2 January 2025
Rustic Lodge near Lake Superior

⭐Lake Superior Waterfront Cabin; Off-season Dates! ⭐

9.8 out of 10, Exceptional, (53)
"We had a wonderful time with our whole family over Thanksgiving. The house was spacious with plenty of room to both spend time together and spread out to get a little space. The host was really responsive and helpful. The house did feel a little bit like a maze to start with but was okay once you got use to it."
⭐Lake Superior Waterfront Cabin; Off-season Dates! ⭐

McNeil's on the Brule

9.8 out of 10, Exceptional, (137)
"This quaint house nestled on the banks of the beautiful Brule River made for a great late fall getaway. If you want to disappear in the woods of Northern Wisconsin for a spell, this is a fantastic property to do so."
McNeil's on the Brule

Spectacular lake view!

9.4 out of 10, Exceptional, (96)
"large home and quiet comfortable bedrooms. Gorgeous view of lake and rocky beach for kids to play on."
Spectacular lake view!

Freshly Remodeled Cabin w/ stunning Lake Views

10.0 out of 10, Exceptional, (17)
"Stayed with our family of 6 for an end of summer trip and it was perfect! Perfect location right outside of downtown Two Harbors, perfectly sized to fit our family and perfectly equipped with everything we needed aside from groceries. Would stay here again!"
Freshly Remodeled Cabin w/ stunning Lake Views

Lake Superior Beach Haven with Large LakeHouse

9.6 out of 10, Exceptional, (14)
"We enjoyed our stay at this VRBO. The description of the home and property was accurate. The grounds and home are well cared for. The property and home were clean. It was a quiet setting. Some games were provided if desired. T.V. was available. The beach area was fun to walk along and explore. We enjoyed a campfire in the campfire ring and wood was provided. The hostess was always responsive to our questions in a very helpful and timely manner. "
Lake Superior Beach Haven with Large LakeHouse

Wild Acres Lodge

9.4 out of 10, Exceptional, (3)
"It was the perfect place to fit all our needs...from age 10 months to 65 years old!"
Wild Acres Lodge

Get ready for the best-appointed spot to which to escape on Lake Superior’s South Shore!

10.0 out of 10, Exceptional, (19)
"Well maintained property with several amenities. We had a great time with our family & dog. "
Get ready for the best-appointed spot to which to escape on Lake Superior’s South Shore!

Beachfront and Lakehouse With All of the Comforts!

10.0 out of 10, Exceptional, (22)
"We had a wonderful time with our family visiting from abroad. The cabin surroundings are just beautiful in the fall and you have access to the beach also amazing. We are not early morning people and not having blackouts made it very difficult to sleep in in the morning. The shared spaces for the whole family are just perfect. The space has everything you need to enjoy meals and spend time together indoors"
Beachfront and Lakehouse With All of the Comforts!

Spacious four bedroom house -walking distance to Lake Superior / Washburn shops

9.4 out of 10, Exceptional, (22)
"This place was perfect for what we needed. The front porch was the highlight of our mornings, drinking coffee in the rocking chairs. It’s within close distance to all the things we were hoping to get to, Bayfield and the apostle islands. It may be due for a bug treatment as there were lots of spiders throughout the house, but other than that this place was awesome!"
Spacious four bedroom house -walking distance to Lake Superior / Washburn shops

At the end of Bark Point lies your perfect vacation home!

9.8 out of 10, Exceptional, (9)
"We had a great time visiting Herbster and staying at this house. The sounds of the waves lapping on the shore with a fire in the fireplace while playing cards at the table was very relaxing. "
At the end of Bark Point lies your perfect vacation home!
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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Other property types in Port Wing

Rustic Personal Retreat Cabin, "Sunrise"

9.8 out of 10, Exceptional, (112)
"Lovely little campsite "
The price is SAR 184
SAR 273 total
includes taxes & fees
26 Dec - 27 Dec
Rustic Personal Retreat Cabin, "Sunrise"

Rustic Personal Retreat Cabin, "Sunset"

9.8 out of 10, Exceptional, (91)
"It was so peaceful and quiet. A nice place to rest. One suggestion would be to have a curtain between the bathroom and shower area to allow for some privacy. "
The price is SAR 184
SAR 273 total
includes taxes & fees
26 Dec - 27 Dec
Rustic Personal Retreat Cabin, "Sunset"

Lake Superior Views Log Home

10.0 out of 10, Exceptional, (128)
"Cabin was comfortable, clean, well put together and maintained. The area was wonderful, convenient, and relatively private."
Lake Superior Views Log Home
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.