Entire home

Middle Road Retreat On Madeline Island

Photo gallery for Middle Road Retreat On Madeline Island

Exterior
Exterior
Exterior
Exterior
Terrace/patio

Highlights

  • Arcade/game room
    A rare find - fun for all ages with on-site arcade and game room.
  • Discover nearby landmarks
    Near Madeline Island Museum
5 bedrooms3 bathroomsSleeps 10

Popular amenities

  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue

Explore the area

View map
La Pointe, WI
  • Place, beach near Main Street Pocket Park
    ‪2 min walk‬
  • Place, Madeline Island Museum
    ‪3 min walk‬
  • Place, beach near Madeline Island Yacht Club
    ‪7 min walk‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 King Bed

Bedroom 4

1 Single Bed and 1 Queen Bed

Bedroom 5

1 Queen Bed

3 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Office
Dining area

About this property

Middle Road Retreat On Madeline Island

Secluded Madeline Island Retreat | 25 Private Wooded Acres, Family-Friendly Getaway
Escape to the tranquility of Madeline Island and enjoy the perfect blend of comfort, privacy, and adventure. Nestled on 25 secluded wooded acres, this spacious 5-bedroom, 3-bath home offers everything you need for memorable family vacations, reunions, remote work retreats, and island adventures.
Surrounded by towering trees and abundant wildlife, you'll enjoy the peace of nature while still being close to all that the island has to offer.
The Space
Designed for gathering, relaxing, and making memories, this home comfortably accommodates large families and groups.
Main Living Areas
Spacious living room with a cozy wood-burning fireplace
Fully equipped kitchen with everything needed to prepare meals for your group
Dining area with direct access to a screened-in porch for bug-free outdoor dining and morning coffee
Two outdoor decks perfect for relaxing among the trees
Outdoor Amenities
Gas grill and charcoal grill for outdoor cooking
Private backyard fire pit for evening campfires and stargazing
Large yard with family-friendly lawn games
25 acres of private woods to explore and enjoy
Entertainment & Family Features
Kid-friendly lower level with large TV and hangout space
Foosball table
Arcade basketball game
Games and activities for all ages
Nursery located off the basement bedroom, making family travel easier for those with little ones
Work-From-Home Friendly
Need to stay connected? A dedicated private office provides a quiet workspace with room to focus while the rest of the group enjoys the island.
Perfect For
Family vacations
Multi-generational gatherings
Friends' getaways
Remote work retreats
Outdoor enthusiasts
Summer island adventures
Fall color escapes
Guest Favorites
✓ 5 Bedrooms | 3 Bathrooms
✓ Private 25-Acre Wooded Setting
✓ Wood-Burning Fireplace
✓ Fully Equipped Kitchen
✓ Screened-In Porch
✓ Two Decks
✓ Gas & Charcoal Grills
✓ Fire Pit
✓ Yard Games
✓ Large Family Entertainment Area
✓ Foosball & Arcade Basketball
✓ Dedicated Office
✓ Nursery
✓ Family-Friendly Layout
What You'll Love
Wake up to birdsong, enjoy coffee on the screened porch, spend your days exploring the island, and gather around the fire pit under a canopy of stars. Whether you're seeking outdoor adventure or a peaceful escape, this secluded Madeline Island retreat provides the perfect setting for an unforgettable Northwoods vacation.
Book your stay and experience island living surrounded by nature, comfort, and space to reconnect with family and friends.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 20300301
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

La Pointe

La Pointe is home to this holiday home. While the natural beauty of Lake Superior and Apostle Islands National Lakeshore can be enjoyed by anyone, those looking for an activity can explore Apostle Islands Marina.
Map
La Pointe, WI

What's nearby

  • beach near Main Street Pocket Park - 2 min walk - 0.2 km
  • beach near Russell Park - 2 min walk - 0.2 km
  • Madeline Island Museum - 3 min walk - 0.3 km
  • beach near Madeline Island Yacht Club - 7 min walk - 0.6 km
  • beach near Fisherman Lane - 3 min drive - 1.5 km

Restaurants

  • ‪Copper Crow - ‬19 min drive
  • ‪The Pub Restaurant and Wine Bar - ‬10 min walk
  • ‪Pier Plaza - ‬13 min drive
  • ‪Manypenny Bistro - ‬14 min drive
  • ‪Bodin Fishery - ‬14 min drive

Frequently asked questions

Is Middle Road Retreat On Madeline Island pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Middle Road Retreat On Madeline Island?

As of 7 July 2026, prices found for a 1-night stay for 2 adults at Middle Road Retreat On Madeline Island on 12 July 2026 start from AU$1,504, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Middle Road Retreat On Madeline Island?

On-site parking is available at the property.

What time is check-in at Middle Road Retreat On Madeline Island?

Check-in begins at 4:00 PM.

What time is check-out at Middle Road Retreat On Madeline Island?

Checkout is at 10:00 AM.

Where is Middle Road Retreat On Madeline Island located?

This family-friendly La Pointe holiday home is steps away from Lake Superior and Madeline Island Museum. Major Gilbert Beach and Madeline Island Ferry Line are also within 3 miles (5 km).

About the host

Hosted by Mike Rasmus

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