Vacation Home Rentals By Owner In La Pointe, WI

$309.35

Simple Gifts - A Simple Studio Cabin with Lake Superior Acesss across the Street!

La Pointe, Wisconsin, United States

Simple Gifts | Cozy North-End Lake Superior CabinbrEscape to Simple Gifts, a charming and intimate cabin on the north end of Madeline Island, offering direct access to Lake Superior and the perfect setting for rest, reflection, and reconnecting with nature. Ideal for couples seeking a romantic getaway, honeymoon, anniversary retreat, or simply a peaceful escape.brbr The SpacebrStudio Layout: Open living area with a full-size bedbrFull Kitchen: Equipped for all your meal prep needsbrLiving Area: Cozy space to relax and unwindbrConnectivity: Wi-Fi available, but no TV to help you fully disconnectbrbr✨ HighlightsbrLake Superior access just steps awaybrIdeal for romantic retreats or quiet getawaysbrCozy, intimate cabin designed for relaxationbrPerfect for unplugging from daily life and enjoying naturebrbrSimple Gifts offers a tranquil North-End escape where you can enjoy the sounds of the lake, quiet forest surroundings, and uninterrupted peace, making it the ultimate island retreat.brbrItems that you will need to bring:brbrFoodbrBeveragesbrCondiments (including salt & pepper, ketchup, mustard, oils etc. - WI Department of Health & Human Services requires all condiments must be removed after each rental)brAdditional towels for going to the beach (bath towels provided are for use inside the property not to be taken outside or to the beach)brbrTown of La Pointe Permit # - D 2025-71brbrAmenities:brbrKitchen Basics - Dishes, Glassware, Utensils, Cutlery, Pots & PansbrRefrigerator, Stove, Oven, Microwave, Toaster & Coffee MakerbrLinens for each BedbrNo TV (Relax and disconnect!)brBath Towels for the number of guests listed on the reservationbrCharcoal Grill (please bring your own charcoal and starter fluid)brLake Superior Access Across Big Bay Road (with stairs to the lake and benches overlooking the lake)brComplimentary start-up supplies of: Toilet Tissue, Paper Towels, Garbage Bags, Dish Soap, Dishwasher soap along with Hand Soap and Shampoo for each bathroombrbrExtra notes:brbrCheck in Time: 4:00 PMbrCheck Out Time: 10:00 AMbr50% due at time of ReservationbrbrMadeline Island Vacations Terms & Conditions

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Sleeps

$353.75

/ Nightly

Private Vacation Home

4 Bed 2 Bath Escape in the Woods. 10 minutes to the beach!

La Pointe, Wisconsin, United States

Located ten minutes from Big Bay Town Park (the jewel of Lake Superior) and fifteen minutes from the quaint village of La Pointe, you will find 'Northshore' with clean modern lines and vintage accents, working together to create a soothing Northwood’s escape. br*New for 2025* We've done some kitchen updating and added a larger refrigerator. Outside we've have two charcoal grills. There is also now firewood on the premises, cut and ready for use. We've also updated our wi-fi! brThe screened-in porch, front deck, WiFi, Smart TV, turntable and vinyl records, voice activated sound system, a nice sized lawn surrounding the home, and a firepit make time on the property fun and relaxing, while four bedrooms with feather down blankets promise some deep z's. Serene, modern, with a well-appointed interior, this retreat in the woods offers some serious get-away in the spirit of Madeline Island.brOur fun and functional Midwestern Island getaway works well for a budget-minded family (sleeps 8-10, but the rate of $345 is for 8 Max, $30 each additional person) or for couples that appreciate a more current aesthetic.brWe are also dog-friendly! ($30 pet fee). Families with little ones and the elderly especially appreciate that it is all one level and very child-safe. And the cabin has super high-speed internet!brWake up and you can only see the woods, hear the wind. Have coffee in the comfy interior or on the front deck or back porch. Ride your bikes to Big Bay, swim under the bridge in the lagoon out into the gentle Lake Superior waves. At home, wash the lake off in our outdoor shower, grill, then circle the firepit and watch the sparks join the stars above. Fall into goose-down bedding and dream that your vacation never ends...brFrequently Asked Questions:br-Extra Fee for Events, Parties, Weddings, Reunions. Only the number of guests booked and paid for are authorized. Please contact owners if you'd like to plan an event no matter how small so rental agreement and town zoning rules are not brokenbr-The rental is about 2 miles from the beach (Big Bay) and 8 miles from town. It's located on Northshore Road, just north of Benjamin Blvd (F/N 2647). For sleeping arrangements there are 4 bedrooms: one queen, two full, and one with two twins. There is also a fold-out couch for an extra charge to cover housekeeping and laundry ($30 for each guest over 8 people). There are two full bathrooms and an outdoor shower.br-For a fee, guests can use the pool, spa, and sauna at the Inn on Madeline Island in town. An 18-hole golf course is available in town at Madeline Island Golf Club and in-season La Pointe offers a host of restaurants serving a variety of local fare (Beach Club, Café Seiche, The Pub at the Inn, the Farmhouse, and even a food truck or two). Mission Hill serves great coffee. Darling's Store has a well-curated but necessarily limited supply of grocery items. The marina also has a limited stock of food and beverage. Don’t forget Grandpa Tony’s for ice cream and Tom’s for an adult beverage and atmosphere.br-Positively no-smoking. Thank you.brbrKeywords: Home in Woods, serene, comfortable, affordable, Fall, Festival, Apple, Family, Dogs, 4 bedroom. Madeline, LaPointe, Tom's Burned Down, 10 people. turntable, private, airbnb, Island, Ferry, rental, sleeps, cabin, fire pit, apostle, Big Bay State Park, Town, places to stay near, airport

Bed

Bath

Sleeps

$388.36

/ Nightly

Private Vacation Home

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

La Pointe, Wisconsin, United States

Island Fox Retreat | Secluded 16.5-Acre Getaway on Madeline IslandbrbrEscape the noise and reconnect with nature at Island Fox, a peaceful retreat nestled on 16.5 private wooded acres on beautiful Madeline Island. If you're looking to truly get away from it all, this is your place.brbr The SettingbrSurrounded by towering trees and serene forest views, Island Fox offers total privacy and the perfect Northwoods atmosphere. Spend your evenings gathered around the outdoor fire pit under star-filled skies, enjoying the quiet beauty of Madeline Island nights.brbr The HomebrMeticulously maintained and thoughtfully designed for comfort, the home blends rustic charm with modern convenience.brbrFull kitchen with breakfast bar just inside the entrance — perfect for morning coffee or casual mealsbrSpacious screened porch overlooking the woods — ideal for relaxing, reading, or listening to the sounds of naturebrUpstairs loft featuring a king bed plus a cozy full size bedbrLower level sleeping area with full-size bunk beds located just off the screened porchbr Outdoor LivingbrPrivate outdoor fire pitbrExpansive wooded acreage to explorebrPeaceful setting with abundant wildlifebrWhether you're seeking a romantic retreat, a quiet family getaway, or a nature-filled escape with friends, Island Fox offers the space, privacy, and charm to make your stay unforgettable.brbrCome relax, unwind, and experience the magic of Island Fox. brbrItems that you will need to bring:brFoodbrBeveragesbrCondiments (including salt & pepper, ketchup, mustard, oils etc. - WI Department of Health & Human Services requires all condiments must be removed after each rental)brAdditional towels for going to the beach (bath towels provided are for use inside the property not to be taken outside or to the beach)brbrTown of La Pointe Permit # - D 2024-69brbrAmenities:brbrKitchen features essentialsbrMicrowavebrDishwasherbrTV limited receptionbrDVD/StereobrScreen PorchbrFire PitbrbrRates based on 4 additional charges apply above 4 guestsCheck In Time: After 4:00 PMbrCheck Out Time: 10:00 AM (please be prompt)!brIf you plan on using the day bed, you must bring your own bedding.brbrMadeline Island Vacations Terms & Conditions

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Bath

Sleeps

$817.2

/ Nightly

Private Vacation Home

Beautiful golf course property with outstanding views and location

La Pointe, Wisconsin, United States

MADELINE ISLAND PARADISE….. WRAP AROUND 2500 square foot deck……ICE MACHINE/ BAR….br715 - 209-1504 for infobrbrThis beautiful three bedroom, two bath single story home with wrap around 2500 square foot deck and handicap accessible ramp is located between green 15 and Tee box 17 on the Madeline Island Golf Course. Conveniently located just a short walk from the Pub Restaurant and Wine Bar, and all the beaches and downtown activities.brThis house includes a wrap around deck with amazing views of the golf course, Madeline Island Marina, and stargazing. With enough room to have a Corn hole tournament on the deck, lounge on the deck furniture, grill out on the Napoleon BBQ, and watch passing golfers all at once! Each of the Three bedrooms has its own private access to the deck through sliding glass doors. This deck is designed for gatherings both large and small.brbrThe whole house has been completely remodeled with comfort and luxury in mind. A brand new custom kitchen with a new dual fuel Jenn-Aire downdraft range, and new Frigidaire appliances. The kitchen comes fully stocked with everything you will need to entertain and create wonderful meals and memories. The full wet bar has its own beverage cooler and an ice maker that will make up to 60 lbs of ice per day!! Perfect for loading up your coolers for a day at the beach or just hanging on the deck. Its the only bar on Madeline that doesn't close. The living room has plenty of room for relaxing on our large wrap around leather sofa with recliners. Perfect for movie night on our 65 smart t.v. brbrThe bright sun room with futon and a hide a bed is a perfect spot for relaxing and watching the golfers go by.brbrThe master bedroom has a king size bed with en-suite bathroom that has a walk in shower for two. The middle bedroom has a king size bed with access to deck, and the third bedroom has two full on full bunk beds so all your friends can come.brThis house was designed to be the ideal vacation getaway. We hope you come stay at The Deck on MadelinebrbrAn additional payment request for 6.5% will be sent upon booking for a room accommodations tax that is mandatory per our town ordinance.

Bed

Bath

Sleeps

$580.96

/ Nightly

Private Vacation Home

North House - Custom-built Home tucked away in the Woods, near Russell Bay!

La Pointe, Wisconsin, United States

North House | Private Woodland Retreat on Madeline IslandbrEscape to North House, a custom-built woodland retreat on Madeline Island, just three miles from Big Bay State Park. Surrounded by nature on a large private yard, this home offers the perfect mix of comfort, space, and tranquility—ideal for families or groups seeking a peaceful island getaway.brbr The SettingbrPrivate wooded yard perfect for outdoor games or quiet reflectionbrDeck and cozy three-season porch for morning coffee or evening relaxationbrLarge windows providing natural light and forest viewsbrJust minutes from Big Bay State Park for hiking, swimming, and island explorationbrEnjoy mornings surrounded by trees, afternoons exploring the island, and evenings gathered on the porch or deck.brbr The HomebrNorth House features an open-concept design with thoughtful spaces for gathering and relaxing:brbrFull Kitchen with breakfast bar for easy meal prep and socializingbrSpacious family room with floor-to-ceiling fireplacebrComfortable living and dining areas with plenty of room for groupsbrbr Sleeping ArrangementsbrPrimary Bedroom (Main Floor): Queen bed with private en-suite bathroombrSecond Floor Bedroom 1: Queen bedbrSecond Floor Bedrooms 2 & 3: Each with 2 twin bedsbrWith 4 bedrooms and ample shared space, North House comfortably accommodates families or groups of friends.brbr✨ HighlightsbrPrivate wooded setting for peace and privacybrLarge yard, deck, and three-season porchbrOpen floor plan with fireplace for cozy gatheringsbrFull kitchen with breakfast barbrClose to Big Bay State ParkbrReconnect with nature and enjoy the calm, comfort, and charm of Madeline Island at North House — your perfect island retreat.brbrItems that you will need to bring:brbrFoodbrbrBeveragesbrCondiments (including salt & pepper, ketchup, mustard, oils etc. - WI Department of Health & Human Services requires all condiments must be removed after each rental)brAdditional towels for going to the beach (bath towels provided are for use inside the property not to be taken outside or to the beach)brbrTown of La Pointe Permit # - D 2025-67brbrApple TV | Wood-Burning | Wireless Router | Off StreetbrbrKitchen Basics - Dishes, Glassware, Utensils, Cutlery, Pots & PansbrRefrigerator, Stove, Oven, Microwave, Dishwasher, Toaster & Coffee MakerbrLinens for each Bed (guests to provide their own linens for sleeper sofa beds)brBath Towels for the number of guests listed on the reservationbrGas GrillbrScreened in Porch off of Living Room and Second Floor Screen Porch overlooking the woodsbrComplimentary start-up supplies of: Toilet Tissue, Paper Towels, Garbage Bags, Dish Soap, Dishwasher soap along with Hand Soap and Shampoo for each bathroombrbrCheck in Time: 4:00 PMbrCheck Out Time: 10:00 AMbr50% due at time of ReservationbrbrMadeline Island Vacations Terms & Conditions

Bed

Bath

Sleeps

$397.25

/ Nightly

Private Vacation Home

Superior Spot - Spacious townhome on Madeline Island Golf Course

La Pointe, Wisconsin, United States

This gorgeous location has so much to offer... sit back and relax with the stunning views of the lake, the Apostle Islands and golf course. brbrSuperior Spot is a welcome retreat from the everyday hustle and bustle. Get off the ferry and be ready to unwind and enjoy the beautiful outdoors with so much to do - beaches, kayaking, hiking trails, golf are all right outside your door. brbrSip coffee on the master bedroom deck in the morning, or catch the gorgeous sunset above the marina on the main deck after a long day on the island. Be sure to explore Big Bay Town Park and Big Bay State Park for fantastic views of the Apostle Islands and the majestic Lake Superior!brbrFeaturing a fully equipped kitchen, living room, dining area, four bedrooms and three bathrooms Superior Spot is perfect for a long weekend away, family vacations or time with friends!brbrAmenities include a gas grill as well as a charcoal grill. A fireplace in the living room as well as a firepit outside.

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Sleeps

$725.96

/ Nightly

Private Vacation Home

Payne Cottage - Family Home with Lake Superior Access!

La Pointe, Wisconsin, United States

Payne Cottage | South Shore Family Retreat on Madeline IslandbrWelcome to Payne Cottage, a charming family-friendly home on the South Shore of Madeline Island, perfect for relaxation, connection, and lakeside adventures. With stunning views, multiple decks, and a cozy great room, this cottage is ideal for families or groups seeking a comfortable island getaway.brbr The SpacebrGreat Room: Open-concept living area with a stone wood-burning fireplace, dining table, and kitchenbrDeck Access: Large deck opens from the great room to enjoy fresh air and scenic surroundingsbrBedrooms: Sleeps up to 8 comfortablybrbrFirst Floor: King bedroom with deck accessbrSecond Floor: Two bedrooms, each with two twin beds, opening to a shared deckbrLoft: Full bed and futon, accessed by a ladder (perfect for kids or adventurous guests)brbr✨ HighlightsbrCozy wood-burning fireplace in the great roombrMultiple decks for outdoor dining and relaxingbrFamily-friendly layout with private and shared spacesbrLoft adds a fun and unique sleeping optionbrbrPayne Cottage is a wonderful South Shore retreat where families and friends can gather, unwind, and enjoy the natural beauty of Madeline Island.brbrTown of La Pointe Permit # - D 2025-68brbrAmenities:brbrKitchen features cooking essentialsbrMicrowavebrNo DishwasherbrSmart TVbrTelephone (local calls only)brWood Burning FireplacebrDeck overlooking Lake SuperiorbrCharcoal Grill (please bring charcoal & lighter fluid)brPrivate Lakeshore with steps down to Lake SuperiorbrWIFIbrRadio/CD player with an iPod docking stationbrLinens for each BedbrBath Towels for the number of guests listed on the reservationbrComplimentary start-up supplies of: Toilet Tissue, Paper Towels, Garbage Bags, Dish Soap, Dishwasher soap along with Hand Soap and Shampoo for each bathroombrbrExtra notes:brbrCheck in Time: 4:00 PMbrCheck Out Time: 10:00 AMbr50% due at time of ReservationbrMadeline Island Vacations Terms & Conditions

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Bath

Sleeps

$413.14

/ Nightly

Private Vacation Home

Eagle Moon - Nonagon Home nestled in the Woods and minutes away from Town

La Pointe, Wisconsin, United States

Eagle Moon | Secluded Woodland Retreat on 6 AcresbrWelcome to Eagle Moon, a peaceful nine-sided home tucked away on six private wooded acres just off South Shore Road on beautiful Madeline Island. This serene retreat combines modern comforts with the beauty of nature, offering a perfect escape to relax, recharge, and disconnect.brbr The SettingbrSix acres of private woodlandbrSurrounded by peaceful forest trailsbrOutdoor fire pit for cozy eveningsbrSpace to explore, unwind, and enjoy complete privacybrTake a leisurely walk through the woods, enjoy birdwatching, or simply relax in the quiet solitude of this secluded getaway.brbr The HomebrEagle Moon blends unique architecture with thoughtful amenities for comfort and relaxation:brbrNine-sided design with vaulted cathedral ceilings in the great roombrExpansive windows for natural light and forest viewsbrCozy gas fireplacebrRadiant in-floor heatingbrWell-equipped kitchen for all your cooking needsbrSunroom perfect for reading or quiet reflectionbrThe home is thoughtfully lit with soft, indirect lighting, creating a warm and inviting ambiance throughout.brbr Sleeping ArrangementsbrBedroom 1: Queen bed with private master bathbrBedroom 2: Queen bedbrBedroom 3: Twin trundle bed (Guests using the lower trundle must bring their own linens and bedding)brAccommodates families, small groups, or anyone looking to escape the hustle and bustle of everyday life.brbr✨ Why Guests Love Eagle MoonbrSecluded and private woodland settingbrModern comforts blended with naturebrVaulted great room with cozy gas fireplacebrOutdoor fire pit for evenings under the starsbrIdeal for a quiet retreat or nature-focused escapebrWhether you’re seeking a peaceful weekend getaway or a longer stay immersed in nature, Eagle Moon offers a tranquil and restorative Madeline Island experience.brbrItems that you will need to bring:brbrFoodbrBeveragesbrCondiments (including salt & pepper, ketchup, mustard, oils etc. - WI Department of Health & Human Services requires all condiments must be removed after each rental)brAdditional towels for going to the beach (bath towels provided are for use inside the property not to be taken outside or to the beach)brbrTown of La Pointe Permit # - D 2025-56brbrAmenities:brbrKitchen Basics - Dishes, Glassware, Utensils, Cutlery, Pots & PansbrRefrigerator, Stove, Oven, Dishwasher, Microwave, Toaster & Coffee MakerbrFlat Screen Smart TV (Wi-Fi enabled, no cable or satellite service)brLinens for each BedbrBath Towels for the number of guests listed on the reservationbrGas GrillbrComplimentary start-up supplies of: Toilet Tissue, Paper Towels, Garbage Bags, Dish Soap, Dishwasher soap along with Hand Soap and Shampoo for each bathroombrbrExtra notes:brbrCheck in Time: 4:00 PMbrCheck Out Time: 10:00 AMbr50% due at time of ReservationbrMadeline Island Vacations Terms & Conditions

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Bath

Sleeps

$1030.63

/ Nightly

Private Vacation Home

The Haven- Luxury Architect designed home on Madeline island with Hidden beach and Sauna

La Pointe, Wisconsin, United States

The Haven is an unforgettable property on Madeline Island. Designed by architect James Dayton, it blends stunning prairie style modern interiors seamlessly with views of the apostle islands, and direct hidden beach access to Lake Superior. brThis is the perfect place to gather with your closet people. Cook in the chefs kitchen, relax by the fireplace, take a sauna and swim in Lake Superior, and end your day in one of two indoor jacuzzi tubs. You’ll never want to leave!brbrWe are here for you if you need us but don’t interact physically with our guests unless there is an issue we need someone to attend to in person.brbrMadeline Island is the largest of Wisconsin’s Apostle Islands and the only one accessible by ferry, making it both secluded and easy to reach. Surrounded by the crystal-clear waters of Lake Superior, the island offers a peaceful blend of natural beauty, small-town charm, and rich local history.brbrVisitors come to Madeline Island to slow down and enjoy the rhythm of island life. Spend your days biking quiet roads, kayaking along sandstone shorelines, exploring forested trails, or relaxing on sandy beaches. The island is also home to unique shops, art galleries, and welcoming local restaurants, along with a vibrant summer community that has drawn families and artists here for generations.brbrDespite its laid-back feel, there’s plenty to discover, from the cultural history of the Ojibwe people to the stunning landscapes of Big Bay State Park. Sunsets over Lake Superior are unforgettable, and the night skies offer a peaceful stillness that’s hard to find elsewhere.brbrWhether you’re looking for outdoor adventure, quiet reflection, or a nostalgic island getaway, Madeline Island offers a truly special place to unwind and reconnect with nature.brbrbrGuests have access to the primary home, Lake Superior waterfront beach, wood fired sauna, patio with grill and campfire area and outdoor dining table.brbrEvery corner of this property has been thoughtfully considered to be one of the best stays you could imagine.brbrbrThe home, thoughtfully designed and meticulously crafted, welcomes you with warmth and comfort. Large windows frame panoramic views of Lake Superior, allowing natural light to flood the open living spaces.brbrTwo wood burning fireplaces offer comfort and warmth, along with heated floors in the main living room. brbrThe cabin's bedrooms are equipped with comfortable mattresses and cozy bedding. The primary bedroom offers its own balcony to enjoy coffee with a view of Lake Superior. brbrEach bathroom offers a luxurious jacuzzi bath with multiple settings and the primary bath has a walk in shower as well. brbrThe chefs kitchen and primary dining area are well suited for gathering. You’ll love cooking on the Viking range and have ample space for food in the sub zero refrigerator. Coffee is always within reach.brbrIf you're looking to invest in your wellbeing and get a great nights sleep, there is a sauna nestled right on the lakeshore and Lake Superior offers the perfect cold plunge.brbrFerry from Bayfield to Madeline Island with your vehicle. brMoped and bicycles can be rented once you are on the island. brbrNOTE: Prior to your stay we require you to sign and agree to our rental agreement. brbrPet fee is $100 per dog. We allow up to 2 dogs. brbrAny added guests over 6 will be charged an added guest fee, and must be approved by host. brbrLocal coffee beans and loose leaf tea are provided as well as espresso pods for the Nespresso machine.brPublic goods shampoo, conditioner and body wash are provided. brHand woven Turkish robes and beach towels are provided.brWe have one dog bed. brbrWe want your stay at The Haven to feel comfortable, restorative, and truly five-star. As with many homes surrounded by woods and shoreline on Madeline Island, occasional seasonal bugs or wildlife/critter activity can occur despite ongoing maintenance and preventative care. If anything needs attention during your stay, please let us know right away so we can address it promptly. brPlease be mindful of leaving doors open.brbrKitchen is stocked with Olive oil, vinegar, salt and pepper and some basic spices. The kitchen is well stocked with cookware and knives for all your cooking needs. brMicrowave, toaster, and a beast blender. brbrViolation charges are as follows:brGuests will be charged $500 for any smoke inside the property. brUnapproved pets bought to the property $300brUnapproved guests: $150 per person per nightbrParties will result in immediate eviction without a refund. brProperty left excessively dirty will result in an added cleaning fee of $250 to cover added cleaning costs.

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Sleeps

$1636.3

/ Nightly

Private Vacation Home

Pair of homes along beautiful shores of Lake Superior! Pristine beach and views.

La Pointe, Wisconsin, United States

Enjoy Madeline Island in Luxury! This property is perfect if you are looking enjoy all Madeline has to offer or simply sit back and enjoy the amenities and view this property has to offer. There is plenty of room for you and your many guests. Have a large family or planning a couples trip Look no further!brbrThere are 2 houses connected by an expansive porch. The main house has a large kitchen, living area, and dinning table with 8 chairs. Downstairs are 2 bedrooms, 1 king bedroom w/ on-suite bathroom and 1 queen bedroom. There is an additional half bath on the first floor. Upstairs there are 2 bedrooms (both kings) connected by a full bath, an additional full bath, and a queen bed are situated in the open loft area. brbrThe second house has a kitchen, living area and full bath on the main level. On the second level there are 2 bedrooms with a full bath.

6

Bed

5

Bath

12

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$3368.11

/ Nightly

Private Vacation Home

Experience Island Estate, a grand historic home, downtown LaPointe, 9 bed 7bath

La Pointe, Wisconsin, United States

Your getaway awaits at Island Estate Madeline Island in La Pointe WI. Come experience and feel this property and its rich history. Not only was it one of the early Native American gathering places, the American Fur-trade Post was formerly located on the property and the site of the signing of the Treaty of La Pointe, in 1854. brbrWalk in footsteps of President Coolidge, who was hosted by the Gary family in 1928. brbrThis property was built in the 1920's, renovated 2023-24. The home boasts 9 lovely bedrooms, 7 bathrooms. With its vast living room, dining room and kitchen it’s perfect for entertaining large groups. This spacious waterfront home(roughly 9000 sqft), is in close proximity to downtown (2 blocks). Enjoy a stroll to the lake. Enjoy the large sprawling yard for gathering and games. The private beach is perfect for waterfront activities, complete with incredible sunsets, lounge chairs, kayaks, paddle-boards and fire pit to enjoy the long summer days. brbrCome stay with us! brbr*Property can hold special events. Please contact owner to discuss details. There are additional charges for special events. Pricing will vary.

Bed

Bath

Sleeps

$659.11

/ Nightly

Private Vacation Home

Feeling Superior - Cliffside Home with Amazing Lake Superior Views!

La Pointe, Wisconsin, United States

Feeling Superior | Lakefront Retreat on Madeline IslandbrWelcome to Feeling Superior, a cozy North Shore escape tucked along the shores of Lake Superior on beautiful Madeline Island. Thoughtfully updated and surrounded by nature, this inviting retreat blends comfort, island charm, and unforgettable lakefront beauty.brbrIf you’re looking to slow down, reconnect, and soak in the magic of Lake Superior, you’ve found your place.brbr The SettingbrTrue lakefront locationbrPrivate walkway to shoreline access (no dock)brIncredible wave sounds and peaceful wildlifebrScreened-in porch perfect for spring, summer, and fallbrSpend your days beachcombing for driftwood and agates, listening to the rhythmic waves, or simply relaxing as Lake Superior’s legendary storms roll across the horizon.brbr The HomebrThe main house features:brbr2 Bedroomsbr1 Full BathroombrOpen-concept kitchen, dining, and living areabrCozy wood-burning stove for cooler eveningsbrJust off the side of the home, a separate guest room comfortably accommodates two additional guests — ideal for teens, friends, or anyone who appreciates a bit of extra privacy.brbrThe seamless flow between kitchen, dining, and living spaces makes gathering easy, whether you’re cooking dinner, playing games, or unwinding by the fire.brbr Explore the IslandbrAdventure and exploration are close at hand:brbrHiking and shoreline exploration at Big Bay Town Park (just 3 miles away)brAbout 20 minutes to downtown La PointebrVisit the Madeline Island MuseumbrLocally owned shops, restaurants, and the Robert Trent Jones, Sr.–designed Madeline Island Golf Club nearbybrWhether you’re hiking forest trails, golfing, kayaking, or exploring town, every day offers something new.brbr✨ Why Guests Love Feeling SuperiorbrAuthentic Lake Superior shoreline accessbrScreened porch with unforgettable views and soundsbrWarm, inviting wood stovebrSeparate guest space for added flexibilitybrClose to hiking, town, and island attractionsbrWhether you’re seeking outdoor adventure or a peaceful lakeside retreat, Feeling Superior is a special place to unwind and truly experience the beauty of Madeline Island.brbrItems that you will need to bring:brbrFoodbrBeveragesbrCondiments (including salt & pepper, ketchup, mustard, oils etc. - WI Department of Health & Human Services requires all condiments must be removed after each rental)brAdditional towels for going to the beach (bath towels provided are for use inside the property not to be taken outside or to the beach)brbrTown of La Pointe Permit # - D 2025-58brbrAmenities:brbrKitchen Basics - Dishes, Glassware, Utensils, Cutlery, Pots & PansbrRefrigerator, Stove, Oven, Microwave, Toaster & Coffee MakerbrLinens for each BedbrBath Towels for the number of guests listed on the reservationbrGas GrillbrComplimentary start-up supplies of: Toilet Tissue, Paper Towels, Garbage Bags, Dish Soap, Dishwasher soap along with Hand Soap and Shampoo for each bathroombrbrExtra notes:brbrCheck in Time: 4:00 PMbrCheck Out Time: 10:00 AMbr50% due at time of ReservationbrbrMadeline Island Vacations Terms & Conditions

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Bath

Sleeps

$499.04

/ Nightly

Private Vacation Home

Barge Bay - Home with 400 Feet of Sand Beach Steps Away!

La Pointe, Wisconsin, United States

Welcome to Barge Bay, a casual place where family and friends can enjoy beach walking, swimming, kayaking, reading, sunning or sharing a meal and a glass of wine. Located on the “North” end of Madeline Island about a 20-minute drive from the Ferry Dock in downtown La Pointe, Barge Bay is named after the sunken dredge “Finn McCool” lying on the lake bed in front of the cottage shore. The property features 400 feet of sand beach along with a fire pit to enjoy the quiet evenings.brbrBarge Bay is literally 75 feet from the shores of Lake Superior and the cabin features 2 bedrooms, a full bath along with an open floor plan from the kitchen to the living room which overlooks and connects to a large lake side deck. This is a place to leave your computer and to do list miles away.brbrBedroom 1: King BedbrBedroom 2: 2 Queen BedsbrbrItems Provided:brKitchen Basics - Dishes, Glassware, Utensils, Cutlery, Pots & PansbrLinens for Queen Beds and King BedbrBath Towels for the number of guests listed on the reservationbrGas Grill - Propane ProvidedbrWe provide a complimentary start-up supplies of: Toilet Tissue, paper towel, garbage bags and hand soap for each bathroombrbrItems you will need to bring:FoodbrBeveragesbrCondiments (including salt & pepper, ketchup, mustard, oil etc. - WI Department of Health requires all condiments removed between each rental)brAdditional towels for going to the beach (bath towels provided are for use inside the property not to be taken outside or to the beach)brbrTown of La Pointe Permit # - D 2025-50brbrAmenities:brbrKitchen Basics - Dishes, Glassware, Utensils, Cutlery, Pots & PansbrRefrigerator, Stove, Oven, Microwave, Toaster & Coffee MakerbrWIFIbrFirepit on the beachbrGas GrillbrLinens for each BedbrBath Towels for the number of guests listed on the reservationbrComplimentary start-up supplies of: Toilet Tissue, Paper Towels, Garbage Bags, Dish Soap, Dishwasher soap along with Hand Soap and Shampoo for each bathroombrbrExtra notes:brbrCheck in Time: 4:00 PMbrCheck Out Time: 10:00 AMbr50% due at time of ReservationbrbrMadeline Island Vacations Terms & Conditions

2

Bed

1

Bath

6

Sleeps

$816.75

/ Nightly

Private Vacation Home

Next Farm Down - Main House and 2 Guest quarters with Lake Superior Access!

La Pointe, Wisconsin, United States

Next Farm Down | North End Lakefront Retreat on Madeline IslandbrExperience the charm of Next Farm Down, a custom-built lakefront home on the north end of Madeline Island along Chippewa Trail. This unique property features three distinct buildings, a wrap-around deck with panoramic views, and private access to Lake Superior — perfect for families, friends, or small groups seeking a serene island escape.brbr The SpacebrMain House:brbr2 Bedrooms: King and Queen bedsbr1 Full Bathroom + Outdoor ShowerbrOpen-concept kitchen, dining, and living roombrWood-burning fireplacebrTV in the living room and King bedroombrEast Building:brbr1 Queen Bedroom + Full Bathroombr2 Full Futons (guests must bring their own bedding if using futons)brKitchenettebrMiddle Building:brbr1 Full Bedroom + Full BathroombrAccommodates up to 8 guests comfortably, with expansion up to 10.brbr Outdoor LivingbrWrap-around deck with southern views of Lake Superior and the Porcupine MountainsbrOutdoor fire pit for evenings under the starsbrPrivate small dock and beach for swimming, kayaking, or relaxing by the waterbrEnjoy morning coffee with lake views, spend afternoons on the water, or unwind by the fire as the sun sets over Lake Superior.brbr✨ Why Guests Love Next Farm DownbrUnique three-building layout for privacy and flexibilitybrPanoramic lake and mountain views from the deckbrPrivate dock and beach accessbrFireplace, outdoor shower, and full modern amenitiesbrPerfect for families, groups, or multi-generational getawaysbrNext Farm Down offers a truly special Madeline Island retreat — a place to relax, reconnect, and savor the beauty of Lake Superior.brbrItems that you will need to bring:brbrFoodbrBeveragesbrCondiments (including salt & pepper, ketchup, mustard, oils etc. - WI Department of Health & Human Services requires all condiments must be removed after each rental)brAdditional towels for going to the beach (bath towels provided are for use inside the property not to be taken outside or to the beach)brbrTown of La Pointe Permit # - D 2025-66brbrWireless Router | Wood-Burning | Firepit Limit 2 Dogs | Off-Street Parkingbrbr- Kitchen Basics - Dishes, Glassware, Utensils, Cutlery, Pots & Pansbr- Refrigerator, Stove, Oven, Microwave, Toaster & Coffee Makerbr- Linens provided for all beds. Guests to provide linens for Futonsbr- Bath Towels for the number of guests listed on the reservationbr- Charcoal Grill (please bring starter fluid and charcoal)br- Complimentary start-up supplies of: Toilet Tissue, Paper Towels, Garbage Bags, Dish Soap, Dishwasher soap along with Hand Soap and Shampoo for each bathroombrbrCheck in Time: 4:00 PMbrCheck Out Time: 10:00 AMbr50% due at time of ReservationbrbrMadeline Island Vacations Terms & Conditions

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Bath

Sleeps

$541.45

/ Nightly

Private Vacation Home

Spacious home with EV charging station two miles from Big Bay Town Park.

La Pointe, Wisconsin, United States

Three bedroom, two full bathroom year round home. Main bedroom has a brand new king sized luxury mattress and an en suite bathroom with a walk-in shower big enough for two people. The two guest bedrooms each have a queen sized bed. The gourmet kitchen has upgraded kitchen appliances including a sub-zero refrigerator/freezer, Wolf induction range and two wall unit stoves. Large L-shaped couch in living room and fire pit in front yard. A/C throughout the home as well as high speed internet.

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Sleeps

$266.73

/ Nightly

Private Vacation Home

Cute cottage on the golf course

La Pointe, Wisconsin, United States

Enjoy beautiful sunset views from our spacious deck overlooking the #5 green and fairway of the Robert Trent Jones designed Madeline Island Golf Club. brOur cute cottage on the golf course is located on a quiet private lanebrPlease note: our cottage has satellite Tv in the living room.brbrOur cottage is 875 square feet with 2 bedrooms and 2 baths and sleeps 4.brBoth bedrooms have new Serta 12 inch memory foam queen size bedsbrBathroom #1 has a bathtub with shower. Bath #2 has a shower brSooth tired muscles with our natural cedar one person sauna and shower unit.brThe kitchen is equipped with utensils, pots and pans, dishes and glassware including wine glasses and cocktail glasses. brA coffeemaker, toaster and crockpot are also included.brMake frozen pizzas with our countertop pizza oven brGuests are welcome to enjoy one of the books from our library shelves during your stay.brEnjoy our sun dappled deck furnished with cushions and loungers.brDeck is equipped with a Weber charcoal grill.brIn the rare event of rain feel free to move into our gazebo located adjacent to the deck.brNo trip to the island is complete without spending time at the Town Park beach. The beach is a beautiful stretch of sand with a breathtaking inland lagoon. We offer our guests the use of our 17 foot canoe. We provide paddles and life jackets for adults and children free of charge. The canoe is racked at the beach. Please be aware that 2 adults are needed to lift and replace the canoe from its rack.brbrWe provide starter supplies of the following:brPaper towels, toilet tissue, bath soap.brWe also supply kitchen towels and dish soap.brBath towels and hand towels are supplied for the number of guests registered.brPlease be aware that Wisconsin law does not allow us to provide any consumables including spices and salt and pepper.brbrOur property is a smoke free property.brbrThank you taking the time to consider our home for your vacation! brbr2 night minimum staybrCheck in is 3 pmbrCheck out is 10am

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$397.25

/ Nightly

Private Vacation Home

Private Beach and Endless Water

La Pointe, Wisconsin, United States

Rarely does a rental property combine over 300 feet of pristine private beach with an affordable, home on over two acres of lawn and mature trees on Madeline Island.brbrThis is a destination property where family and friends are sure to return year after year, a retreat that is quiet and secluded, a place to smell the pines, listen to the whisper of the winds, dream across Lake Superior’s south shore to the Porcupine Mountains.brbrEverywhere you turn in this two bedroom home, you’ll find new furniture and appliances throughout like a new stove/oven, gas grill and firepit as well as many fun features like the outdoor shower.brbrThe expanse of lawn has been known to accommodate tent guests as well who’d like to experience nature close-in beneath the clear and incomparable starry skies of Northwestern Wisconsin.brbrAnd all of this is within a bike ride to Big Bay town park, restaurants, shops, golf course, marina and so much more – like Madeline Island’s museum, art and pottery stores and, of course, Wood’s Hall and its locally hand-woven rugs and tapestries.brbrPlease contact us to discuss any special wants or needs you may have. We’re confident you will enjoy this get-away in every respect.

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Sleeps

$551.28

/ Nightly

Private Vacation Home

Motisi's Sandy Beach

La Pointe, Wisconsin, United States

A rare beach front property. White sandy beach just 12 steps away.brbrFind yourself staying at a true beach house on Madeline Island. This property is new for 2020 and has its own sandy beach. Walk out the door with your beach towel, beverages and snacks. You are right there. Need to restock your supplies walk up the 12 steps and get what you need. This property has spectacular views of barrier beach (the State and Town parks) and Michigan. Bring your paddle-board, kayak or water toys (that you can carry to the beach). Spend your days just lounging and letting go of the stress of city life. brbrThe property has a 10’ x 30’ screened in porch to enjoy a morning sunrise with a cup of coffee, take a nap, read a book, dine out on. It is a great outdoor space to enjoy free of mosquito's. The master bedroom has its own 10’ x 16’ deck with the same spectacular views. brbrThe main house has a large fireplace if you want an evening fire. Too hot but still want to enjoy a fire, gather around the fire pit just outside your door. brbrThis property is an eclectic mish mash of design styles. Enjoy a classic avocado green bathroom, galley style kitchen, bamboo floor, or barber chair. brbrThe house is currently configured to sleep 6. Unfortunately, I have to make the following statement. Recently we have had guests who have exceeded the max guests allowed. This is a direct violation of our reservation policy. As an FYI, if your number of guests exceed the max allowed you will be asked to leave and no refund will be provided. brbrThe three bedrooms consist of a total of 2 queen beds and 2 twin beds. The property consists of 1 ½ baths. The second level has a ½ bath and the main floor (avocado bathroom) has the full bath with a tub shower. brbrI currently have other VRBO rental properties and you can review them and our customer satisfaction with these property ID’s 1657429, 1430144 and 1434041.brbrI look forward to hearing from you.brbrUpdate 9/6/2020: It pains us to say that we will no longer allow pets at our properties. Failure by the pet owners to follow rules has caused to many issues for us to continue to allow pets. Unfortunately, I am unable to make any exceptions to this policy. brbrPlease be mindful of the Ferry schedule. We can not offer a refund if you can't make the last boat. Please check their website for any travel advisories before traveling. Also, if you are booking very close to your arrival date please pay attention to our strict cancellation policy. brbrNote: Check in time is 4pm and check out time is 10am. Please note due to the very high lodging demand we cannot offer early check in or late check out. brbrDave

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$936.88

/ Nightly

Private Vacation Home

Shangri Lodge - Beautiful Home with Game Room and Lake Superior Access across the Street!

La Pointe, Wisconsin, United States

Shangri Lodge | Luxury Family Retreat on Madeline IslandbrEscape to Shangri Lodge, a stunning 5-bedroom, 5-bath family retreat on Madeline Island, set on 7 acres with Lake Superior access just across Big Bay Road. Combining rustic lodge charm with modern luxury, this home is perfect for multi-family gatherings, couples’ retreats, or groups seeking space, privacy, and premium amenities.brbr The SpacebrBedrooms & Baths: 5 bedrooms, 5 bathrooms; four upstairs bedrooms with private decks, plus a main-level bedroom near the game roombrLiving Room: Cozy lodge-style space with exposed logs and a wood-burning fireplacebrKitchen: Spacious with stainless steel appliances, a professional Wolf stove with six burners and griddle; opens to dining and living areas with a raised dining tablebrGame Room: Pool table convertible to ping pong, wet bar, and lounging space for family funbrModern Amenities: Cable TV, high-speed Wi-Fi, surround sound system, washer & dryerbrbr Outdoor & Location HighlightsbrSet on 7 acres of wooded tranquilitybrJust steps across Big Bay Road to Lake Superior access for swimming, kayaking, or relaxing on the shorelinebrUpstairs decks for soaking in island views and fresh airbrPerfect for families, groups of friends, or couples seeking both adventure and relaxationbrbrShangri Lodge offers the perfect combination of rustic elegance, modern conveniences, and lake-adjacent privacy, making it the ultimate Madeline Island getaway.brbrItems that you will need to bring:brbrFoodbrBeveragesbrCondiments (including salt & pepper, ketchup, mustard, oils etc. - WI Department of Health & Human Services requires all condiments must be removed after each rental)brAdditional towels for going to the beach (bath towels provided are for use inside the property not to be taken outside or to the beach)brbrTown of La Pointe Permit # - D 2025-70brbrAmenities:brbrKitchen Basics - Dishes, Glassware, Utensils, Cutlery, Pots & PansbrRefrigerator, Stove, Oven, Microwave, Dishwasher, Toaster & Coffee MakerbrWasher & DryerbrLinens for each BedbrBath Towels for the number of guests listed on the reservationbrGas GrillbrComplimentary start-up supplies of: Toilet Tissue, Paper Towels, Garbage Bags, Dish Soap, Dishwasher soap along with Hand Soap and Shampoo for each bathroombrbrExtra notes:brbrWeekly stays required during the last week of June and the months of July & August. 3 Night minimum stays during the off-season.brCheck In Time: After 3:00 PMbrCheck Out Time: 10:00 AM (please be prompt)br50% Deposit Due at time of ReservationbrbrMadeline Island Vacations Terms & Conditions

5

Bed

5

Bath

11

Sleeps

$1093.38

/ Nightly

Private Vacation Home

Madeline Island’s south shore offers a cozy lakeside retreat

La Pointe, Wisconsin, United States

Bear Path | Lakeside Family Retreat on Madeline IslandbrEscape 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.brbr The SpacebrMain Floor:brbrOpen-concept kitchen, dining, and living areabrCozy stone wood-burning fireplace with leather seatingbrThree-season porch with serene lake viewsbrBedroom 3: King BedbrUpstairs:brbrBedroom 4: King BedbrLoft area: 2 Twin BedsbrLower Level (Walk-Out):brbrPrivate entrance for guestsbrBedroom 1: Queen BedbrBedroom 2: 2 Full (Double) BedsbrLiving room and kitchenettebrFull bathbrSleeps: Up to 12 guestsbrbr Outdoor LivingbrPrivate dock for swimming, fishing, or sunbathingbrSandy beach for family fun or relaxationbrFire pit overlooking Lake Superior for evening gatheringsbrSpacious lawn for outdoor activitiesbrbr✨ Features & HighlightsbrLarge, family-friendly layout with separate lower-level living spacebrStunning lake views from multiple vantage pointsbrWood-burning fireplace for cozy eveningsbrEasy access to Lake Superior and outdoor recreationbrBear Path is ideal for large families or multi-generational getaways, offering space, comfort, and a private lakeside setting where you can make lasting memories.brbrAmenities:brbr2 Cars | Flat Screen TV | Outdoor Fire Pit | Fireplace | 2 DogsbrbrFirewood 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.brbrKitchen Basics - Dishes, Glassware, Utensils, Cutlery, Pots & PansbrRefrigerator, Stove, Oven, Dishwasher, Microwave, Toaster & Coffee MakerbrScreen Porch off the Dining Room overlooking Lake SuperiorbrPrivate Lakeshore with stairs down to Lake SuperiorbrLinens for each BedbrTowel sets for the number of guests listed on the reservationbrWe provide a complimentary start-up supplies of: Toilet Tissue, paper towel, garbage bags and hand soap for each bathroombrGas GrillbrLower Level has kitchenette with MicrowavebrTelephone (local calls only)brbrITEMS YOU WILL NEED TO BRINGbrbr- Foodbr- Beveragesbr- Condiments (including salt & pepper - WI Department of Health & Human Services requires all condiments must be removed after each rental)br- 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 swimmingbrbrExtra notes:brWeekly Reservations required last week of June through July and August, 3 days minimum stays in off-season.brCheck In Time: After 3:00 PMbrCheck Out Time: 10:00 AM (please be prompt)br50% deposit required at reservation and remaining amount due 60 days prior to your arrivalbrbrMadeline Island Vacations Terms & Conditions Please Click Here

4

Bed

3

Bath

12

Sleeps

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