A wooden boardwalk leading to beach chairs and a person standing by the water.

Port Wing Vacation Rentals

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Our top choices for Port Wing vacation rentals

1. 3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit

3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit
Washburn
9.0 out of 10, Wonderful, (37 reviews)
"We had a great time! Beautiful home with easy access to all the South Shore has to offer. "
United States
Anastasia Hopkins F.
The price is CA $441
CA $826 total
includes taxes & fees
Sep 11 - Sep 12
3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit

2. Rustic Personal Retreat Cabin, "Sunrise"

Rustic Personal Retreat Cabin, "Sunrise"
South Range
9.8 out of 10, Exceptional, (151 reviews)
"Host was very accommodating really enjoyed her stay the lake walk was well maintained, cozy comfy getaway"
United States
Deb S.
The price is CA $109
CA $144 total
includes taxes & fees
Aug 23 - Aug 24
Rustic Personal Retreat Cabin, "Sunrise"

3. Mission Springs Resort

Mission Springs Resort
3.0 star property
Ashland
9.4 out of 10, Exceptional, (76 reviews)
"Cottage 4 was a blend of rustic charm and recent updates. The beds and furniture were comfortable. We were a party of two, but it would have been roomy for four. The hosts’ welcome gift of local ice cream was a bonus. The location worked well for us. It was just off the highway, but quiet; and we had easy drives to explore towns and trails in the area."
United States
Kathleen
The price is CA $299
CA $315 total
includes taxes & fees
Sep 1 - Sep 2
Mission Springs Resort

4. Up North Oasis - Families & Dogs in the Bayfield Area

Up North Oasis - Families & Dogs in the Bayfield Area
Washburn
10.0 out of 10, Exceptional, (10 reviews)
"We had a wonderful stay and will be coming back here next time we’re in the area. We found some great hikes!"
United States
Joan Q.
The price is CA $261
CA $551 total
includes taxes & fees
Sep 9 - Sep 10
Up North Oasis - Families & Dogs in the Bayfield Area

5. Rustic Personal Retreat Cabin, "Sunset"

Rustic Personal Retreat Cabin, "Sunset"
South Range
9.8 out of 10, Exceptional, (120 reviews)
"Very nice little cabin. Quiet and peaceful environment. I Enjoyed the direct trails to a beautiful, sandy beach on Lake Superior."
United States
Tanya
The price is CA $109
CA $144 total
includes taxes & fees
Aug 24 - Aug 25
Rustic Personal Retreat Cabin, "Sunset"
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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Top Port Wing Hotel Reviews

Find out more about Port Wing

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Port Wing. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Port Wing?

Yes, we give you a choice of vacation rentals near popular sights in Port Wing, or you can choose a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental in Port Wing?

A Private Oasis on Lake Superior with beach. Port Wing, WI: Visitors give good reviews to this Port Wing vacation home rental, which offers a balcony, a garden, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Another good choice for your trip to Port Wing is Entire Home Near Lake Superior.

What can I see and do in Port Wing?

Lake Superior and Boreal Forest are a couple of scenic spots to enjoy the outdoors, whereas Heritage Hall Museum is one of the cultural attractions. Other places in town to visit include Port Wing Marina and Port Wing Town Hall.

What are vacation rentals like in Port Wing?

Vacation rentals are private accommodations you can reserve for several days or more in Port Wing. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family getaway.