Port Wing Holiday Rentals

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Holiday Rentals in Port Wing

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 AU$115
includes taxes & fees
23 Dec - 24 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 AU$115
includes taxes & fees
1 Dec - 2 Dec
Rustic Personal Retreat Cabin, "Sunset"

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

Woodsy Personal Retreat Cabin - "Solitude"

9.8 out of 10, Exceptional, (23)
"The space was perfect for us and what we were looking for. The beach was fantastic. We are looking forward to another visit! "
Woodsy Personal Retreat Cabin - "Solitude"

Lake Superior Log Home Retreat

9.8 out of 10, Exceptional, (76)
"The home is beautiful with large windows and a distant view of Lake Superior. Very comfortable and cozy. Seems very new and clean. "
Lake Superior Log Home Retreat

Rustic Retreat Cabin for Families/Sm Groups, "Shalom"

9.8 out of 10, Exceptional, (68)
"Third time here love the location price and accomodations I will definitely be back all you need and nothing you don't."
Rustic Retreat Cabin for Families/Sm Groups, "Shalom"

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

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

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.

Woodsy Personal Retreat Cabin - "Gratitude"

9.8 out of 10, Exceptional, (20)
"We loved our stay, esp the hiking trails to Lake Superior! The cabin was comfortable, modern, clean, with big windows facing the trees and river. "
Woodsy Personal Retreat Cabin - "Gratitude"

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 AU$1,443
includes taxes & fees
1 Dec - 2 Dec
Rustic Lodge near Lake Superior

Woodsy Personal Retreat Cabin - "Quietude"

9.8 out of 10, Exceptional, (16)
"I really enjoyed this little cabin. Though i wish there was better cell phone service it was a peaceful get away. Having the beach a short mile walk away was a perk. It is slightly inconvenient to have to walk to the showers and there isnt much for privacy "
Woodsy Personal Retreat Cabin - "Quietude"

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 AU$667
includes taxes & fees
25 Nov - 26 Nov
3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit

Snowmobile Trails Access! Log Chalet w Panoramic Views & Hot Tub House

9.8 out of 10, Exceptional, (28)
"I would 100% recommend staying here for larger groups! Very accommodating, clean and had everything we needed for a group of 7. About a 25 min drive to Bayfield to enjoy everything the area has to offer. We'll be back!"
Snowmobile Trails Access! Log Chalet w Panoramic Views & Hot Tub House

Iron River, WI. Deer Trail Cabin #2 Lake Delta

9.4 out of 10, Exceptional, (9)
"We loved the quiet solitude. It was so peaceful and relaxing. The cabin was clean and cozy. Thank you! "
Iron River, WI. Deer Trail Cabin #2 Lake Delta

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.

⭐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! ⭐

This cabin is a 2 bedroom(s), 1 bathrooms, located in Cornucopia, WI.

10.0 out of 10, Exceptional, (39)
"the cabin was well appointed, very clean, and was a great place to spend a few days"
This cabin is a 2 bedroom(s), 1 bathrooms, located in Cornucopia, WI.

Privacy in the Valhalla Hills near Bayfield/ Lake Superior. On ATV/Snow trails.

9.8 out of 10, Exceptional, (100)
"This was our second time staying here. It is a beautiful property! Very comfortable and gorgeous views! We’ll be back!! "
Privacy in the Valhalla Hills near Bayfield/ Lake Superior. On ATV/Snow trails.

Lake Superior Beachfront Home - 15 Mi to Duluth!

10.0 out of 10, Exceptional, (58)
"Host Joe was fabulous. We enjoyed visiting with him. "
Lake Superior Beachfront Home - 15 Mi to 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.
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Other types of properties in Port Wing you may be interested in

Quality Inn Ashland - Lake Superior

2.5 star property
8.8 out of 10, Excellent, (713)
"Very clean and comfortable room. Great breakfast. Definitely worth the money. Felt like that after a long time and several stays in hotels. "
The price is AU$122
includes taxes & fees
8 Dec - 9 Dec
Quality Inn Ashland - Lake Superior

The Washburn Inn - On the Lake

2.5 star property
8.4 out of 10, Very good, (1000)
"We stay here a few times a year. Nice staff and near the lake. There few amenities but it’s clean & comfortable. We prefer the second floor for more quiet. "
The price is AU$170
includes taxes & fees
29 Nov - 30 Nov
The Washburn Inn - On the Lake

Larsmont Cottages

3.0 star property
9.0 out of 10, Wonderful, (557)
"Check in staff AMAZING....2 very minor complaints....in room coffee terrible and TI NY pool towels "
The price is AU$224
includes taxes & fees
26 Nov - 27 Nov
Larsmont Cottages
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals in Port Wing?

Yes, there are holiday rentals close to the most popular sights in Port Wing, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Port Wing has to offer?

Timber Frame House overlooking Lake Superior, 20 miles from downtown Duluth: This holiday home rental outside of Port Wing is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

What can I see and do in Port Wing?

Lake Superior and Boreal Forest are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Heritage Hall Museum and Port Wing Town Hall.

What are holiday rentals like in Port Wing?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Port Wing. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a family trip.