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

Entire 3BDR Cottage: Explore Bayfield-Apostle Islands-BigTop-Northwoods-trails
Welcome to Driftwood Cottage!

Entire 3BDR Cottage: Explore Bayfield-Apostle Islands-BigTop-Northwoods-trails

9.8 out of 10, Exceptional, (47)
"We loved the decor and the beds and furniture were super comfortable!"
Entire 3BDR Cottage: Explore Bayfield-Apostle Islands-BigTop-Northwoods-trails
Custom Craftsman home. 20 Miles from Downtown Duluth.
Exterior

Custom Craftsman home. 20 Miles from Downtown Duluth.

9.6 out of 10, Exceptional, (69)
"We enjoyed our stay completely."
Custom Craftsman home. 20 Miles from Downtown Duluth.
3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit
Exterior

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

9.2 out of 10, Wonderful, (22)
"We stayed for a family weekend with our adult son. Loved the proximity to hiking trails and restaurants & brewery in Washburn. The place isn't fancy, but was perfect for us. We enjoyed the sauna and campfires outside."
The price is SAR 695
SAR 1,611 total
includes taxes & fees
25 Nov - 26 Nov
3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit
This house is a 2 bedroom(s), 2 bathrooms, located in Herbster, WI.
Welcome to Porcupine Bluff!

This house is a 2 bedroom(s), 2 bathrooms, located in Herbster, WI.

10.0 out of 10, Exceptional, (7)
"We enjoyed our time in Herbster. The cabin was stocked with all the creature comforts, and its location - nestled in the woods along the lakeshore - was outstanding. We enjoyed our morning beverages as we watched the sunrise each morning. Cooking breakfast and lunch in the kitchen was easy with all the provided items. For dinner, we ate at The Cranberry Over Superior - and recommend it! We explored Cornucopia and Port Wing, too. The South Shore had plenty to keep us occupied when we ventured...
This house is a 2 bedroom(s), 2 bathrooms, located in Herbster, WI.
This cozy cottage is a short walk to Herbster beach! Easy access to TRAILS!
Front view of Lenawee Getaway Cottage

This cozy cottage is a short walk to Herbster beach! Easy access to TRAILS!

10.0 out of 10, Exceptional, (22)
"We had a fantastic time at the Lenawee Getaway! The backyard games and fire pit were so fun for our family and had a blast playing the games. This was the getaway our family needed. We had fun exploring Herbster and the fun shops/establishments in town! Great food and very friendly people! Thank you!"
This cozy cottage is a short walk to Herbster beach! Easy access to TRAILS!
Timber Frame House overlooking Lake Superior, 20 miles from downtown Duluth
Exterior

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

9.8 out of 10, Exceptional, (100)
"The property was PERFECT in accommodating our large family - it was quite a feat getting all of us together to celebrate our Dad's 80th birthday! Both houses were clean and extremely comfortable. All the amenities you could ask for were provided, from extra towels to lots of ping pong balls and paddles. The hearth in the main house was gorgeous and cozy. The location of the property was great for us. Secluded and quiet, with a short walk down to the lake. We were gifted perfect fall weather...
Timber Frame House overlooking Lake Superior, 20 miles from downtown Duluth
Get ready for the best-appointed spot to which to escape on Lake Superior’s South Shore!
Welcome to South Shore Chalet!

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!
Washburn Beach House Sleeps 6, Private Beach, 11.6 Miles from Bayfield!
The Washburn, WI Beach House. 1939127 Sleeps up to 6!

Washburn Beach House Sleeps 6, Private Beach, 11.6 Miles from Bayfield!

9.8 out of 10, Exceptional, (42)
"Loved everything about this place! We had a great time and we will be back! "
Washburn Beach House Sleeps 6, Private Beach, 11.6 Miles from Bayfield!
Hunters Home
Exterior

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
Lake Superior Beachfront, 4+ Bedrooms, Spectacular Timberframe Home
Thanks for stopping by and enjoying our slice of heaven!

Lake Superior Beachfront, 4+ Bedrooms, Spectacular Timberframe Home

10.0 out of 10, Exceptional, (121)
"Myself and squad of my friends were lucky enough to stay at this residence ovee Veteran's day weekend. We all served together in Afghanistan with the 173rd airborne brigade 1/503rd light infantry in 2009-2010 and 2011-2012. We like to get together every year and catch up- often playing all day grand strategy board games- such as Twilight Imperium. There were 8 of us and we all stayed comfortable and bedded down well! The kitchen is large with pleanty of space with large communal areas! The...
Lake Superior Beachfront, 4+ Bedrooms, Spectacular Timberframe Home
In the Middle Of...
Interior

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...
Entire Home Near Lake Superior
Living room / kitchen

Entire Home Near Lake Superior

10.0 out of 10, Exceptional, (15)
"Great time thanks!!!"
Entire Home Near Lake Superior
Ride your ATVs and snowmobiles directly from the house!
Exterior

Ride your ATVs and snowmobiles directly from the house!

10.0 out of 10, Exceptional, (17)
"Had an amazing time at this wonderful location. Such a gem of a place to stay. Loved it"
Ride your ATVs and snowmobiles directly from the house!
Lake Superior Views Log Home
The deck level accesses the main floor of the cabin.

Lake Superior Views Log Home

10.0 out of 10, Exceptional, (127)
"Cabin was comfortable, clean, well put together and maintained. The area was wonderful, convenient, and relatively private."
Lake Superior Views Log Home
Rustic Lodge near Lake Superior
Lodge Exterior - Front door, sidewalk

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 2,891
SAR 3,486 total
includes taxes & fees
1 Dec - 2 Dec
Rustic Lodge near Lake Superior
⭐Lake Superior Waterfront Cabin; Winter Openings! ⭐
Sunrise view from the living room over Lake Superior!

⭐Lake Superior Waterfront Cabin; Winter Openings! ⭐

9.8 out of 10, Exceptional, (52)
"Amazing home, space, view, people to work with! The owner Luke was almost instantly responsive to any questions or info I needed. I've never stayed in a vrbo that was that well-stocked with EVERYTHING. And the view was breathtakingly magnificent. The cleaner Renee couldn't have been nicer or more helpful with all of our questions and needs. I give Luke, his staff and home a thousand stars! "
⭐Lake Superior Waterfront Cabin; Winter Openings! ⭐
McNeil's on the Brule
Property grounds

McNeil's on the Brule

9.8 out of 10, Exceptional, (136)
"Our family had its annual Brule deer hunting trip. We had an amazing time. Communication was excellent as always and the property is great. See you next year. "
McNeil's on the Brule
Spectacular lake view!
On Pristine North Shore Lake Superior

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
Entry view into the living room.

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!"
The price is SAR 807
SAR 1,865 total
includes taxes & fees
12 Dec - 13 Dec
Freshly Remodeled Cabin w/ stunning Lake Views
Lake Superior Beach Haven with Large LakeHouse
Exterior

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
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"
Exterior

Rustic Personal Retreat Cabin, "Sunrise"

9.8 out of 10, Exceptional, (108)
"My dog and enjoyed it. Location to beach and falls were a plus. Will be back.."
The price is SAR 184
SAR 273 total
includes taxes & fees
11 Dec - 12 Dec
Rustic Personal Retreat Cabin, "Sunrise"
Rustic Personal Retreat Cabin, "Sunset"
Exterior

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
25 Nov - 26 Nov
Rustic Personal Retreat Cabin, "Sunset"
Timber Frame House overlooking Lake Superior, 20 miles from downtown Duluth
Exterior

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

9.8 out of 10, Exceptional, (100)
"The property was PERFECT in accommodating our large family - it was quite a feat getting all of us together to celebrate our Dad's 80th birthday! Both houses were clean and extremely comfortable. All the amenities you could ask for were provided, from extra towels to lots of ping pong balls and paddles. The hearth in the main house was gorgeous and cozy. The location of the property was great for us. Secluded and quiet, with a short walk down to the lake. We were gifted perfect fall weather...
Timber Frame House overlooking Lake Superior, 20 miles from downtown Duluth
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.