Port Wing Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Find properties with these dates

This weekend
Next weekend

Holiday Rentals in Port Wing

Private Beach, Ski, Snowshoe and Sauna at Superior Shores
10.0 out of 10, Exceptional, (8)
"Just stayed for the weekend after some Birkie spectating on Friday, so it was all about the chill. And this place was great for that. It's a good winter stay (especially with the wood sauna), but with the beach, the location and the equipment provided, I'll need to go back for a summer visit soon."
Private Beach, Ski, Snowshoe and Sauna at Superior Shores
Lake Superior Log Home Retreat
10.0 out of 10, Exceptional, (58)
"Great place to stay near two harbors!"
Lake Superior Log Home Retreat
Lake Superior Views Log Home
10.0 out of 10, Exceptional, (115)
"My son got married at Larsmont Cottages and they dont accept dogs. So we rented the cabin for 3 nights so the dog could come with us. We couldn't have been more pleased, we had everything we needed and the place was spotless. We had plenty of room and enough bathrooms to get ready for the wedding festivities each day. Lovely views of the ships on the lake too."
Lake Superior Views Log Home
Save an average of 15% on thousands of hotels when you're signed in
NEW! Woodsy Personal Retreat Cabin - "Gratitude"
10.0 out of 10, Exceptional, (11)
"I spent a week at the gratitude cabin with my friend, and it was absolutely perfect! The cabin has everything you could need but isn’t excessive either! The surroundings are very pretty and foster a perfect relaxing time."
NEW! Woodsy Personal Retreat Cabin - "Gratitude"
Woodsy Personal Retreat Cabin - "Quietude"
10.0 out of 10, Exceptional, (9)
"We were able to go out to eat at some fun restaurants for supper each night. At the same time, we felt as though we were hours away from the hustle and bustle. Nature was all around, yet conveniences kept everything hassle free! We will recommend this get-away to friends and family. We will definitely come back multiple times."
Woodsy Personal Retreat Cabin - "Quietude"
Lake Superior Beachfront Home - 15 Mi to Duluth!
10.0 out of 10, Exceptional, (42)
"Home was spotlessly clean, comfortable and right on Lake Superior. Delightful setting. Easy drive to restaurants and shopping options and easily accessible to parks all along the North Shore. If you want that "get-away" feel while still being an easy drive to conveniences, this is it! "
Lake Superior Beachfront Home - 15 Mi to Duluth!
Freshly Remodeled Cabin w/ stunning Lake Views
10.0 out of 10, Exceptional, (13)
"We spent a few days exploring around Duluth and Two Harbors and this was the perfect home base. Such a thoughtfully planned and decorated house, had everything we needed, and spectacular view of the lake and MN landscape. Made dinner there, played provided games, and happily sat on the comfiest of couches while reading and enjoying the views. Thanks so much!"
The price is AU$836
includes taxes & fees
30 May - 31 May
Freshly Remodeled Cabin w/ stunning Lake Views
Woodland Escape | Charming Cabin Steps to the Lake
10.0 out of 10, Exceptional, (9)
"This was a very cozy place to stay! Met a few really nice neighbors during a very cold weekend. Lake Superior is beautiful any time of year."
Woodland Escape | Charming Cabin Steps to the Lake
Wild Acres Lodge
10.0 out of 10, Exceptional, (2)
"Property is top notch! Cabin is very well taken care of and clean. Property is very enjoyable with plenty of trails to explore. Andrew is a very accomadating host and went above and beyond to make sure we had a good time.This was the second year our group stayed there and we will definitely be coming back in the future."
Wild Acres Lodge
This cabin is a 2 bedroom(s), 1 bathrooms, located in Cornucopia, WI.
10.0 out of 10, Exceptional, (31)
"We absolutely loved our stay here! The location is perfect: Right next to downtown Cornucopia (so you can find basic items easily), and just minutes from some of the coolest trails in the area. We stayed with two of us and our two pups. The pups adored the cabin and settled right in. The cabin is really adorable and cozy, very clean and updated, and has everything you need (including a well-equipped kitchen). It was easy to communicate with Erin. We hiked two nearby trails, the Lakeshore...
This cabin is a 2 bedroom(s), 1 bathrooms, located in Cornucopia, WI.
Pet-Friendly Iron River Cabin with Fire Pit!
10.0 out of 10, Exceptional, (1)
"The cabin is situated in a nice quiet area. The amenities were just what anyone staying would need. It was very comfortable and fit our needs for our trip. The owners even contacted us to let us know we could check out later if we wanted! I would book this place again."
Pet-Friendly Iron River Cabin with Fire Pit!
Beachfront and Lakehouse With All of the Comforts!
10.0 out of 10, Exceptional, (15)
"We enjoyed the quiet location. It was clean, nicely stocked kitchen, fun games, great views. It was so nice to bring our dog with."
Beachfront and Lakehouse With All of the Comforts!
Cedar Ridge | Hand-Crafted Cabin w/Lake Views
10.0 out of 10, Exceptional, (16)
"This beautifully designed home is situated in a wooded setting that offers peaceful breathtaking views. The location allows many choices to explore this beautiful part of the world. The accommodations are well-planned and comfortable. We will return!"
Cedar Ridge | Hand-Crafted Cabin w/Lake Views
The Landing on Lake Nebagamon - Includes Pontoon!
10.0 out of 10, Exceptional, (69)
"The house and location is beautiful and well maintained . Erik was friendly and quickly replied to any questions I had. It has all the amenities that are needed for a great vacation. I highly recommend staying here."
The Landing on Lake Nebagamon - Includes Pontoon!
This house is a 2 bedroom(s), 2 bathrooms, located in Herbster, WI.
10.0 out of 10, Exceptional, (2)
"Wonderful stay for just my dog and i! Will defiantly come back!"
This house is a 2 bedroom(s), 2 bathrooms, located in Herbster, WI.
Quaint updated apartment overlooking the Bay
10.0 out of 10, Exceptional, (3)
"We enjoyed the apartment. It was spacious, nice kitchen, and had a nice view. We would go back again. And only a 15 minute drive to Bayfield."
Quaint updated apartment overlooking the Bay
Rustic Personal Retreat Cabin, "Sunset"
9.8 out of 10, Exceptional, (69)
"So quiet, peaceful and well supplied cabin! Cozy and sweet. Loved the little library of Sherlock Holmes and xkcd books. Excellent thermostat for the cabin and for the outhouse. Great walk to the beaches too. Thank you!"
The price is AU$113
includes taxes & fees
2 June - 3 June
Rustic Personal Retreat Cabin, "Sunset"
NEW! Woodsy Personal Retreat Cabin - "Solitude"
9.8 out of 10, Exceptional, (12)
"We really loved staying a couple nights in the cabin. Just enough amenities and it was super cozy. Highlights were the fire pit, big windows to watch the sunrise, and trails to the water. It's cold out but the outhouse has a heater that you can start from inside the cabin! We also stayed nice and toasty inside with the gas fireplace."
NEW! Woodsy Personal Retreat Cabin - "Solitude"
⭐June 15th-17th Still Open! Lake Superior Waterfront Cabin⭐
9.8 out of 10, Exceptional, (43)
"Our stay here was fantastic, just missed mud season which made it even better. Great outdoor lot as well here, roomy backyard for our K9's and frisbee, pretty private, fire at the pit, great lakefront to get down to via a static rope, lots of shoreline got explored! More than enough room inside the place, we only ended up using half of it! Well stocked with dishes, seasonings, towels, blankets, plenty of kitchen utensils (pots/pans/everything) sometimes you don't get this at vrbo's, paper...
⭐June 15th-17th Still Open! Lake Superior Waterfront Cabin⭐
Book your summer week now!! Bookings are filling up quickly!
9.8 out of 10, Exceptional, (172)
"We have a ladies weekend here every year and we love it!"
Book your summer week now!! Bookings are filling up quickly!
Don't see what you're looking for?
See all available properties in Port Wing
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.

Other types of properties in Port Wing you may be interested in

Private Beach, Ski, Snowshoe and Sauna at Superior Shores
10.0 out of 10, Exceptional, (8)
"Just stayed for the weekend after some Birkie spectating on Friday, so it was all about the chill. And this place was great for that. It's a good winter stay (especially with the wood sauna), but with the beach, the location and the equipment provided, I'll need to go back for a summer visit soon."
Private Beach, Ski, Snowshoe and Sauna at Superior Shores
Larsmont Cottages
3.0 star property
8.8 out of 10, Excellent, (488)
"Great"
The price is AU$221
includes taxes & fees
9 May - 10 May
Larsmont Cottages
Quality Inn Ashland - Lake Superior
2.5 star property
8.6 out of 10, Excellent, (598)
"Clean, comfortable, newly renovated room! The only thing I would warn travelers about is that most of the rooms you have to go outside to get into the hotel. As smokers this was convenient for us, however we were there during a blizzard and the other travelers did not seem to like trapesing through the snow to go swimming or get breakfast."
The price is AU$166
includes taxes & fees
21 May - 22 May
Quality Inn Ashland - Lake Superior
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.

Everything you need to know about Port Wing holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Port Wing holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Port Wing holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Port Wing holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Port Wing. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Port Wing holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Port Wing holiday rentals we have selected for you start as low as AU$836 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Port Wing rentals

At Expedia, we put the best Port Wing holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Port Wing rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Port Wing holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Port Wing. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 can I see and do in Port Wing?

While you're exploring the area, Lake Superior and Apostle Islands Mainland Sea Caves are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Meyers Beach and Harbor Park Beach.

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.

Recent reviews of Port Wing properties
Expedia verified reviews