Entire home
Madeline Island’s south shore offers a cozy lakeside retreat
Choose dates to view prices
Photo gallery for Madeline Island’s south shore offers a cozy lakeside retreat





Entire home
Popular amenities
- Kitchen
- Pet friendly
- Barbecue grill
- Fireplace
Explore the area

La Pointe, WI
- beach near Main Street Pocket ParkPlace, beach near Main Street Pocket Park2 min walk
- beach near Russell ParkPlace, beach near Russell Park2 min walk
- Madeline Island MuseumPlace, Madeline Island Museum3 min walk
Room options
Similar properties

Legendary Waters Resort & Casino
Bayfield
Legendary Waters Resort & Casino
Bayfield
- Parking included
- Free WiFi
- Restaurant
- Air conditioning
4.0 out of 5, Very Good, 434 reviews
4.0
Very Good
434 reviews
$199 nightly
The price is $227
$227 total
May 7 - May 8
Total with taxes and fees

The Washburn Inn - On the Lake
Washburn
The Washburn Inn - On the Lake
Washburn
- Pet friendly
- Parking included
- Free WiFi
- Restaurant
4.3 out of 5, Excellent, 1,000 reviews
4.3
Excellent
1,000 reviews
$119 nightly
The price is $133
$133 total
May 4 - May 5
Total with taxes and fees

Seagull Bay Motel
Bayfield
Seagull Bay Motel
Bayfield
- Parking included
- Housekeeping
4.4 out of 5, Excellent, 269 reviews
4.4
Excellent
269 reviews
$109 nightly
The price is $124
$124 total
May 17 - May 18
Total with taxes and fees

Best Western The Hotel Chequamegon
Ashland
Best Western The Hotel Chequamegon
Ashland
- Pool
- Breakfast included
- Parking included
- Free WiFi
4.3 out of 5, Excellent, 1,000 reviews
4.3
Excellent
1,000 reviews
$143 nightly
The price is $160
$160 total
May 8 - May 9
Total with taxes and fees

Blue Wave Inn
Ashland
Blue Wave Inn
Ashland
- On private beach
- Parking included
- Restaurant
- Air conditioning
4.9 out of 5, Exceptional, 618 reviews
4.9
Exceptional
618 reviews
$99 nightly
The price is $111
$111 total
May 5 - May 6
Total with taxes and fees

Quality Inn Ashland - Lake Superior
Ashland
Quality Inn Ashland - Lake Superior
Ashland
- Pool
- Hot tub
- Breakfast included
- Parking included
4.4 out of 5, Excellent, 967 reviews
4.4
Excellent
967 reviews
$125 nightly
The price is $140
$140 total
May 17 - May 18
Total with taxes and fees

Harbor's Edge Motel
Bayfield
Harbor's Edge Motel
Bayfield
- Parking included
- Housekeeping
4.6 out of 5, Wonderful, 853 reviews
4.6
Wonderful
853 reviews
$100 nightly
The price is $114
$114 total
May 14 - May 15
Total with taxes and fees

AmericInn by Wyndham Ashland
Ashland
AmericInn by Wyndham Ashland
Ashland
- On private beach
- Pool
- Hot tub
- Breakfast included
3.9 out of 5, Good, 1,000 reviews
3.9
Good
1,000 reviews
$127 nightly
The price is $142
$142 total
Jun 1 - Jun 2
Total with taxes and fees

Super 8 by Wyndham Ashland
Ashland
Super 8 by Wyndham Ashland
Ashland
- Pool
- Hot tub
- Breakfast included
- Parking included
4.0 out of 5, Very Good, 1,000 reviews
4.0
Very Good
1,000 reviews
$139 nightly
The price is $156
$156 total
May 5 - May 6
Total with taxes and fees

Cobblestone Inn & Suites - Ashland
Ashland
Cobblestone Inn & Suites - Ashland
Ashland
- Pet friendly
- Parking included
- Free WiFi
- Air conditioning
4.7 out of 5, Exceptional, 766 reviews
4.7
Exceptional
766 reviews
$149 nightly
The price is $167
$167 total
May 8 - May 9
Total with taxes and fees
About the neighborhood
La Pointe
With a stay at this vacation home in La Pointe, you'll be steps from Lake Superior and Madeline Island Museum. .This vacation home is 2.6 mi (4.2 km) from Major Gilbert Beach and 3.1 mi (5 km) from Madeline Island Ferry Line.
What's nearby
- beach near Main Street Pocket Park - 2 min walk - 0.1 miles
- beach near Russell Park - 2 min walk - 0.1 miles
- Madeline Island Museum - 3 min walk - 0.2 miles
- beach near Madeline Island Yacht Club - 7 min walk - 0.4 miles
- beach near O'Brien Approach - 10 min walk - 0.6 miles
Restaurants
- Copper Crow - 19 min drive
- Manypenny Bistro - 14 min drive
- Pier Plaza - 13 min drive
- Morty's Pub - 13 min drive
- Bates Art Bar - 14 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Madeline Island’s south shore offers a cozy lakeside retreat
Bear Path | Lakeside Family Retreat on Madeline Island
Escape to Bear Path, a charming 4-bedroom, 3-bath home on the south shore of Madeline Island. With a private dock, sandy beach, and sweeping Lake Superior views, this family-friendly retreat is perfect for relaxing, reconnecting, and enjoying the best of island life.
🏡 The Space
Main Floor:
Open-concept kitchen, dining, and living area
Cozy stone wood-burning fireplace with leather seating
Three-season porch with serene lake views
Bedroom 3: King Bed
Upstairs:
Bedroom 4: King Bed
Loft area: 2 Twin Beds
Lower Level (Walk-Out):
Private entrance for guests
Bedroom 1: Queen Bed
Bedroom 2: 2 Full (Double) Beds
Living room and kitchenette
Full bath
Sleeps: Up to 12 guests
🌅 Outdoor Living
Private dock for swimming, fishing, or sunbathing
Sandy beach for family fun or relaxation
Fire pit overlooking Lake Superior for evening gatherings
Spacious lawn for outdoor activities
✨ Features & Highlights
Large, family-friendly layout with separate lower-level living space
Stunning lake views from multiple vantage points
Wood-burning fireplace for cozy evenings
Easy access to Lake Superior and outdoor recreation
Bear Path is ideal for large families or multi-generational getaways, offering space, comfort, and a private lakeside setting where you can make lasting memories.
Amenities:
2 Cars | Flat Screen TV | Outdoor Fire Pit | Fireplace | 2 Dogs
Firewood at Bear Path is for the indoor fireplace. If you wish to have an outdoor fire you are responsible for gathering firewood or purchasing wood in town.
Kitchen Basics - Dishes, Glassware, Utensils, Cutlery, Pots & Pans
Refrigerator, Stove, Oven, Dishwasher, Microwave, Toaster & Coffee Maker
Screen Porch off the Dining Room overlooking Lake Superior
Private Lakeshore with stairs down to Lake Superior
Linens for each Bed
Towel sets for the number of guests listed on the reservation
We provide a complimentary start-up supplies of: Toilet Tissue, paper towel, garbage bags and hand soap for each bathroom
Gas Grill
Lower Level has kitchenette with Microwave
Telephone (local calls only)
ITEMS YOU WILL NEED TO BRING
- Food
- Beverages
- Condiments (including salt & pepper - WI Department of Health & Human Services requires all condiments must be removed after each rental)
- Additional towels for going to the lake (bath towels provided are for use inside the property not to be taken outside to the lake for swimming
Extra notes:
Weekly Reservations required last week of June through July and August, 3 days minimum stays in off-season.
Check In Time: After 3:00 PM
Check Out Time: 10:00 AM (please be prompt)
50% deposit required at reservation and remaining amount due 60 days prior to your arrival
Madeline Island Vacations Terms & Conditions Please Click Here
Escape to Bear Path, a charming 4-bedroom, 3-bath home on the south shore of Madeline Island. With a private dock, sandy beach, and sweeping Lake Superior views, this family-friendly retreat is perfect for relaxing, reconnecting, and enjoying the best of island life.
🏡 The Space
Main Floor:
Open-concept kitchen, dining, and living area
Cozy stone wood-burning fireplace with leather seating
Three-season porch with serene lake views
Bedroom 3: King Bed
Upstairs:
Bedroom 4: King Bed
Loft area: 2 Twin Beds
Lower Level (Walk-Out):
Private entrance for guests
Bedroom 1: Queen Bed
Bedroom 2: 2 Full (Double) Beds
Living room and kitchenette
Full bath
Sleeps: Up to 12 guests
🌅 Outdoor Living
Private dock for swimming, fishing, or sunbathing
Sandy beach for family fun or relaxation
Fire pit overlooking Lake Superior for evening gatherings
Spacious lawn for outdoor activities
✨ Features & Highlights
Large, family-friendly layout with separate lower-level living space
Stunning lake views from multiple vantage points
Wood-burning fireplace for cozy evenings
Easy access to Lake Superior and outdoor recreation
Bear Path is ideal for large families or multi-generational getaways, offering space, comfort, and a private lakeside setting where you can make lasting memories.
Amenities:
2 Cars | Flat Screen TV | Outdoor Fire Pit | Fireplace | 2 Dogs
Firewood at Bear Path is for the indoor fireplace. If you wish to have an outdoor fire you are responsible for gathering firewood or purchasing wood in town.
Kitchen Basics - Dishes, Glassware, Utensils, Cutlery, Pots & Pans
Refrigerator, Stove, Oven, Dishwasher, Microwave, Toaster & Coffee Maker
Screen Porch off the Dining Room overlooking Lake Superior
Private Lakeshore with stairs down to Lake Superior
Linens for each Bed
Towel sets for the number of guests listed on the reservation
We provide a complimentary start-up supplies of: Toilet Tissue, paper towel, garbage bags and hand soap for each bathroom
Gas Grill
Lower Level has kitchenette with Microwave
Telephone (local calls only)
ITEMS YOU WILL NEED TO BRING
- Food
- Beverages
- Condiments (including salt & pepper - WI Department of Health & Human Services requires all condiments must be removed after each rental)
- Additional towels for going to the lake (bath towels provided are for use inside the property not to be taken outside to the lake for swimming
Extra notes:
Weekly Reservations required last week of June through July and August, 3 days minimum stays in off-season.
Check In Time: After 3:00 PM
Check Out Time: 10:00 AM (please be prompt)
50% deposit required at reservation and remaining amount due 60 days prior to your arrival
Madeline Island Vacations Terms & Conditions Please Click Here
Make yourself comfortable in this vacation home, which features a fireplace. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Conveniences include a microwave and a coffee/tea maker.
Property amenities
Internet
- Available in the house: WiFi
Kitchen
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Microwave
- Oven
- Refrigerator
- Stovetop
Bedrooms
- 4 bedrooms
- Bedsheets provided
Bathroom
- 3 bathrooms
- Towels provided
Living spaces
- Fireplace
Entertainment
- TV
Outdoor areas
- Barbecue grill
- Firepit
Comfort
- Heating
Pets
- Pet friendly
Suitability/Accessibility
- Smoking not allowed
Safety features
- Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
- Smoke detector (host has indicated there is a smoke detector on the property)
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 21
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets allowed
Service animals are welcome, and are exempt from fees
Note from host: $100 plus tax pet fee (limit 2 dogs)
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property is also known as
0fdfcf1c-3e5c-4099-88c9-d62ec9c44495