Book Holiday Homes in Port Wing

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Featured Holiday Homes in Port Wing

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

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

Washburn
Located in Washburn, this vacation home is in a rural location, within a 15-minute walk of Bayfield County Courthouse and StageNorth.
Entire 3BDR Cottage: Explore Bayfield-Apostle Islands-BigTop-Northwoods-trails
Custom Craftsman home. 20 Miles from Downtown Duluth.

Custom Craftsman home. 20 Miles from Downtown Duluth.

South Range
When you stay at this vacation home in South Range, you'll be on the beach and steps from Lake Superior.
Custom Craftsman home. 20 Miles from Downtown Duluth.
3+ Bedroom House +SAUNA,  Patio, DIRECT Snowmobile Trail Access, & Firepit

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

Washburn
The price is AU$717 per night from 6 Dec to 7 Dec
AU$717
includes taxes & fees
6 Dec - 7 Dec
With a stay at this vacation home in Washburn, you'll be within a 5-minute drive of Lake Superior and Bayfield County Courthouse.
3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit
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This house is a 2 bedroom(s), 2 bathrooms, located in Herbster, WI.

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

Herbster
Located in Herbster, this vacation home is on the waterfront, a 1-minute drive from Lake Superior and 6 minutes from Bark Bay Slough State Natural Area.
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!

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

Herbster
Located in Herbster, this vacation home is on a lake, a 2-minute drive from Lake Superior and 10 minutes from Boreal Forest.
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

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

South Range
When you stay at this vacation home in South Range, you'll be on the waterfront and steps from Lake Superior.
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!

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

Herbster
With a stay at this vacation home in Herbster, you'll be on a lake, just a 1-minute walk from Lake Superior and 13 minutes by foot from Bark Bay Slough State ...
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!

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

Washburn
With a stay at this vacation home in Washburn, you'll be on the beach, just steps from Lake Superior and a 2-minute drive from Houghton Falls Nature ...
Washburn Beach House Sleeps 6, Private Beach, 11.6 Miles from Bayfield!
Hunters Home

Hunters Home

Brule
With a stay at this vacation home in Brule, you'll be 13.1 mi (21 km) from Chequamegon National Forest and 13.5 mi (21.8 km) from Sand Lake.
Hunters Home
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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.

Port Wing Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Port Wing vacation homes are the perfect way for you to wing it.

Holiday houses in Port Wing let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Port Wing in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Port Wing adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Port Wing with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Port Wing vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Port Wing Holiday Homes essential information

Accommodation
41 Holiday Homes
Lowest Price
AU$122
Highest Price
AU$717
Popular accommodation
Entire 3BDR Cottage: Explore Bayfield-Apostle Islands-BigTop-Northwoods-trails, Custom Craftsman home. 20 Miles from Downtown Duluth., 3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit, 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!, 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!, Washburn Beach House Sleeps 6, Private Beach, 11.6 Miles from Bayfield!, Hunters Home

Top trending hotels in Port Wing

Quality Inn Ashland - Lake Superior

Quality Inn Ashland - Lake Superior

2.5 out of 5
30600 Us Highway 2, Ashland, WI
Fully refundableReserve now, pay when you stay
The price is AU$122 per night from 8 Dec to 9 Dec
AU$122
includes taxes & fees
8 Dec - 9 Dec
A stay at Quality Inn Ashland - Lake Superior places you in the heart of Ashland, steps from Lake Superior and 15 minutes by foot from Maslowski Beach.
Quality Inn Ashland - Lake Superior
The Washburn Inn - On the Lake

The Washburn Inn - On the Lake

2.5 out of 5
123 Harbor View Drive, Washburn, WI
Fully refundableReserve now, pay when you stay
The price is AU$170 per night from 23 Nov to 24 Nov
AU$170
includes taxes & fees
23 Nov - 24 Nov
When you stay at The Washburn Inn - On the Lake in Washburn, you'll be connected to the convention center, just steps from Lake Superior and 4 minutes by foot ...
The Washburn Inn - On the Lake
Larsmont Cottages

Larsmont Cottages

3 out of 5
596 Larsmont Way, Two Harbors, MN
The price is AU$224 per night from 25 Nov to 26 Nov
AU$224
includes taxes & fees
25 Nov - 26 Nov
Located in Two Harbors, Larsmont Cottages is on the waterfront, within a 10-minute drive of Superior Hiking Trail and Hellacioius Overlook.
Larsmont Cottages
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Blue Wave Inn

Blue Wave Inn

3 out of 5
2521 Lake Shore Dr W, Ashland, WI
Fully refundableReserve now, pay when you stay
The price is AU$170 per night from 5 Dec to 6 Dec
AU$170
includes taxes & fees
5 Dec - 6 Dec
Located in Ashland, Blue Wave Inn is near the bay, within a 5-minute walk of Lake Superior and Maslowski Beach.
Blue Wave Inn
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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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^Subject to availability and chosen travel dates.