Book Holiday Homes in Port Wing

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Featured Holiday Homes in Port Wing

McNeil's on the Brule

McNeil's on the Brule

Maple
Stay at this vacation home in Maple. Enjoy a garden, cable/satellite TV service, and an in-room coffeemaker.
McNeil's on the Brule
Timber Frame House overlooking Lake Superior, 20 miles from downtown Duluth

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

South Range
Book a stay at this family-friendly vacation home in South Range. Enjoy free WiFi, a sauna, and a garden. Our guests praise the helpful staff in our reviews. ...
Timber Frame House overlooking Lake Superior, 20 miles from downtown Duluth
Lake Superior Panoramic Direct-Waterfront Views; Summer 2025 Weeks Open!

Lake Superior Panoramic Direct-Waterfront Views; Summer 2025 Weeks Open!

Herbster
Book a stay at this family-friendly vacation home in Herbster. Enjoy free WiFi, a fitness center, and a garden. Popular attraction Bark Bay Slough State Natural ...
Lake Superior Panoramic Direct-Waterfront Views; Summer 2025 Weeks Open!
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Two bedroom cottage near beautiful Herbster beach.

Two bedroom cottage near beautiful Herbster beach.

Herbster
Stay at this vacation home in Herbster. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Bark Bay Slough State Natural Area and Flag ...
Two bedroom cottage near beautiful Herbster beach.
Lake Superior Views Log Home

Lake Superior Views Log Home

Knife River
Stay at this vacation home in Two Harbors. Enjoy free WiFi, a water park, and patios. Popular attractions Knife River Beach and Tom's Historic Logging Camp are ...
Lake Superior Views Log Home
3+ Bedroom House +SAUNA,  Patio, DIRECT Snowmobile Trail Access, & Firepit

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

Washburn
The price is NZ$641 per night from 2 Mar to 3 Mar
NZ$641
includes taxes & fees
2 Mar - 3 Mar
Stay at this vacation home in Washburn. Enjoy an in-room coffeemaker, in-room fireplaces, and air conditioning. Popular attractions Bayfield County Courthouse ...
3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit
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
Stay at this vacation home in Herbster. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attraction Bark Bay Slough State Natural Area is located ...
Get ready for the best-appointed spot to which to escape on Lake Superior’s South Shore!
The Landing on Lake Nebagamon - Includes Pontoon!

The Landing on Lake Nebagamon - Includes Pontoon!

Lake Nebagamon
Book a stay at this beach vacation home in Lake Nebagamon. Enjoy free WiFi, a beach locale, and a sauna.
The Landing on Lake Nebagamon - Includes Pontoon!
Balsam House in Washburn, Wisconsin

Balsam House in Washburn, Wisconsin

2 out of 5
Washburn
Stay at this vacation home in Washburn. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Bayfield County Courthouse and StageNorth ...
Balsam House in Washburn, Wisconsin
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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
40 Holiday Homes
Lowest Price
NZ$157
Highest Price
NZ$641
Popular accommodation
McNeil's on the Brule, Timber Frame House overlooking Lake Superior, 20 miles from downtown Duluth, Lake Superior Panoramic Direct-Waterfront Views; Summer 2025 Weeks Open!, Two bedroom cottage near beautiful Herbster beach., Lake Superior Views Log Home, 3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit, Get ready for the best-appointed spot to which to escape on Lake Superior’s South Shore!, The Landing on Lake Nebagamon - Includes Pontoon!, Balsam House in Washburn, Wisconsin

Top trending hotels in Port Wing

Entire Home Near Lake Superior

Entire Home Near Lake Superior

Port Wing
Stay at this vacation home in Port Wing. Enjoy free WiFi, a garden, and patios. Popular attractions Heritage Hall Museum and Twin Falls Park are located ...
Entire Home Near 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 NZ$194 per night from 28 Feb to 1 Mar
NZ$194
includes taxes & fees
28 Feb - 1 Mar
Book a stay at this golf hotel in Washburn. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms ...
The Washburn Inn - On the Lake
Larsmont Cottages

Larsmont Cottages

3 out of 5
596 Larsmont Way, Two Harbors, MN
The price is NZ$340 per night from 29 Mar to 30 Mar
NZ$340
includes taxes & fees
29 Mar - 30 Mar
Stay at this 3-star hotel in Two Harbors. Enjoy a fitness center, onsite spa services, and a business center. Popular attractions Knife River Beach and Tom's ...
Larsmont Cottages
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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 NZ$157 per night from 13 Mar to 14 Mar
NZ$157
includes taxes & fees
13 Mar - 14 Mar
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Quality Inn Ashland - Lake Superior
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.