Holiday Homes in Bayfield

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Featured Holiday Homes in Bayfield

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.

Beautiful golf course getaway on Madeline island<br>

10.0 out of 10, Exceptional, (71)
"Our family loves Madeline Island and we were looking for a place that was close to everything, yet was quiet and fit all our needs. This place checked all the boxes! This place had everything we needed and more. It was tucked away with a beautiful view of the golf course. It had an ample amount of towels, kitchenware, beds and seating. It was the perfect place to stay. Highly recommend! "
Beautiful golf course getaway on Madeline island<br>

Hale House, Customizable Historic Gem in downtown Bayfield

10.0 out of 10, Exceptional, (5)
"Great space for two families with young-ish kids, and it was a bonus that we hit beautiful fall colors. We loved exploring the nearby woods on our way to town. Conveniently located near ferry to Madeline Island. House is stocked with everything you may need, including entertainment and toys for kids."
Hale House, Customizable Historic Gem in downtown Bayfield

Sunset Bay Lodge.

9.6 out of 10, Exceptional, (53)
"Beautiful home and property right on lake."
Sunset Bay Lodge.

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$626
includes taxes & fees
16 Dec - 17 Dec
3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit

Motisi's Sandy Beach

10.0 out of 10, Exceptional, (65)
"We enjoyed our stay and loved the beautiful location and view of the water. It's a very spacious and can accommodate a family. "
Motisi's Sandy Beach

Lake Shore Home with private dock and large deck--1 mile from Bayfield

10.0 out of 10, Exceptional, (94)
"Great property. "
Lake Shore Home with private dock and large deck--1 mile from Bayfield

Home with a beautiful view of Lake Superior and Madeline Island

10.0 out of 10, Exceptional, (56)
"Communication from MaryAnn was excellent. The home was fully furnished. We did not need anything. Great location. Super clean. Loved our stay there. "
The price is AU$633
includes taxes & fees
6 Dec - 7 Dec
Home with a beautiful view of Lake Superior and Madeline Island

In the Middle Of...

9.8 out of 10, Exceptional, (18)
"The house and the property were very clean and nicely kept. The views were great, wildlife everywhere! We really enjoyed the amount of bedrooms and space. We didnt have a single complaint! Very nice!"
In the Middle Of...

MadPad - Unique Family Home located right on the Golf Course!

8.8 out of 10, Excellent, (3)
"Great weather, nice home, great week Thank you"
MadPad - Unique Family Home located right on the Golf Course!

Hemlock Chalet @ Brickyard Creek

9.8 out of 10, Exceptional, (6)
"Clean and the bed was very comfortable"
Hemlock Chalet @ Brickyard Creek

Island Fox - Home nestled in the Woods with Screened-in Porch!

10.0 out of 10, Exceptional, (5)
"Island Fox was a nice home to stay on the island and had everything we needed and was conveniently located. The screened in porch was comfortable to sit and read without the bugs. We even saw a bear! The check in process ended up being very easy however I didn’t get communication on it in advance and no response when I messaged and called on our drive up. All in all a great stay. Thank you for sharing your home."
Island Fox - Home nestled in the Woods with Screened-in Porch!

Stolen Oaks - Cottage with All-seasons Porch, located near the Airport!

9.0 out of 10, Wonderful, (8)
"The real issue was that we were unprepared because the listing was misleading. There were no firepits - listing indicated there were 2. Grill was charcoal and the store on the island charged $20! There were no beach towels - only 4 big towels for showering that needed to double as beach towels. No pizza cutter but decorative seashell butter spreaders - seems odd. No extra paper towels. Listing made it seem that there was a master bathroom - nope. There was one main bathroom and a VERY small...
Stolen Oaks - Cottage with All-seasons Porch, located near the Airport!

Willows - 2 Bed/1 Bath Cabin minutes from Downtown La Pointe!

9.2 out of 10, Wonderful, (9)
"I had a difficult time sleeping because it was really hot and humid on the days we stayed. "
Willows - 2 Bed/1 Bath Cabin minutes from Downtown La Pointe!

Upscale Vacation Stay in Bayfield

10.0 out of 10, Exceptional, (17)
"Very nice "
Upscale Vacation Stay in Bayfield

Taylor Lake Point 3 Bedroom Hotel Room by RedAwning

3.0 star property
6.0 out of 10, (1)
"Location was good for our itinerary which included a trip to Bayfield plus some hiking and a day on the UTV trails. Beautiful scenery at the home, but it seems house had a problem with mice that should get fixed. Overall we enjoyed our stay once we accepted we would share the space with some uninvited guests. 😁"
Taylor Lake Point 3 Bedroom Hotel Room by RedAwning

Suite Four at La Pointe Lodging

10.0 out of 10, Exceptional, (16)
"Great location, walking distance too car ferry and business area."
Suite Four at La Pointe Lodging

Johnston`s Golf Cottage - Madeline Island Golf Retreat Close to Town

8.0 out of 10, Very good, (3)
"We had plenty of space to enjoy ourselves. The updated living space was nice. The bedrooms were more of a cabin feel - spacious but not updated. The bathrooms were updated, small but nice. I enjoyed the ease of being able to walk to town. The outdoor deck furniture needs replacing except for a few of the folding chairs."
Johnston`s Golf Cottage - Madeline Island Golf Retreat Close to Town

300' of Private Beach

9.0 out of 10, Wonderful, (37)
"Nice beach and property "
300' of Private Beach
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 property types in Bayfield

Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

9.6 out of 10, Exceptional, (193)
"We stayed 2 nights. Very off seasons, not much going on. Bery nice clean place. Didnt realize we had to climb stairs as my husband had had foot surgery but we made it work. which was"
Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

Bayfield- Charming Condo, Jumping Off Point to Apostles

9.6 out of 10, Exceptional, (226)
"We were visiting family in Washburn for the weekend. This place was perfect in every way. "
Bayfield- Charming Condo, Jumping Off Point to Apostles

Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows

9.6 out of 10, Exceptional, (185)
"Fabulous location and beautiful condo "
Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows
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

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