Home Vacation Home Rentals By Owner In La Pointe, WI

Showing 60 Of 88 Vacation Rentals
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Exceptional(71)

$266.73

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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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Exceptional(91)

$344.28

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Condo

Escape To Madeline Island ! Superior Lakefront 2 Bedroom Condo

La Pointe, Wisconsin, United States

This gorgeous location has so much to offer... It is time to decompress and relax with the stunning views of the lake and of the Apostle Islands , while enjoying the convenience of being in downtown La Pointe. brbrSunset Perch is a welcome retreat from busy living. It is just a short walk from the Madeline Island Ferry. There is plenty to enjoy outdoors - the Madeline Island beaches, hiking, golf, playground, parks, and tennis are all nearby. brbrWe invite you to sip coffee on the deck in the morning, or catch the gorgeous sunset with a cool beverage, after a long day of fun! Take a bike or moped ride out to Big Bay State Park for a hike, kayaking or enjoy a dip in the lake. brbrWarm and inviting, this well-appointed condo is perfect for family vacations, for long weekends and special occasion getaways. brbrFeaturing a fully equipped kitchen, living room, dining area, two full bedrooms and one full bath. Plenty of windows make the condo bright and airy. Sliding glass doors lead out to a large deck overlooking the lake, where you can sunbathe, dive into a good book, and enjoy a cocktail. brbrThe downtown location is convenient to all the shopping , pubs, and especially for enjoying the many great dining options, all steps away. brbrParking is available if you decide to bring your car, but a car is not necessary. brbrWe apologize but we are not able to accommodate pets. This is also a non smoking property. br
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Exceptional(76)

$551.28

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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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Exceptional(8)

$936.88

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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
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$1093.38

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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​
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Exceptional(6)

$1085.88

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Private Vacation Home

The Boathouse Lodge on Madeline Island

La Pointe, Wisconsin, United States

The Boathouse Lodge sleeps 16 and is perfect for large groups and families.brbrFor renturning renters, the boat house is no longer standing, and was damaged in a 2023 storm.brThe main house is roughly 3,300 sq ft and has 5 bedrooms, 1 full bath, 2 three quarter baths and a powder room. It features a large gathering room highlighted by a dual sided gas fireplace, fully stocked kitchen, a second dining/living space and a large deck overlooking Lake Superior. The indoor dining room provides a new beautiful dining room table with ample seating. Additionally, you may choose to dine at the patio table, taking advantage of beautiful Lake Superior. The main cabin itself is a rustic log cabin with extraordinary character and history. The 110 year old home boasts tall ceilings and was originally used as the living barracks for the loggers on the island. The structure was beautifully expanded in the 1960’s to include the additional living space and kitchen. While sitting by the gas fireplace you will be surrounded by 200+ year old logs or enjoy a cup of coffee on the large deck looking out over Lake Superior.brIncluded in the rental is a separate, small sleeper cabin called the Dinghy. It is about 200 feet away from the main house, visible by a lit walking path. The house is perched at the top of the hill overlooking the beach, boathouse & lake. It sleeps 4 (1 queen and a twin trundle bed), has its own three quarter bathroom, microwave, small refrigerator, coffee maker & electric tea kettle. The 4 hatch windows allow for an extremely peaceful sleep with the sounds of Lake Superior nearby.brThe Boathouse Lodge has its own private and swimmable beach, great for families and small kids. Private beach access on Madeline Island is very rare. The property has over 350 ft of lakeshore of which over half is made up of a beautiful private beach. If you have ever swam on Madeline Island you will understand that this is the perfect swimmers beach. It boasts pure sand access into the water without the large rocks you frequently find on the island. The Boathouse and dock has created a haven of shallow swimming areas for all ages to enjoy, especially little ones. As of 2023 the boathouse was severly damaged in a storm and sunk. This was a devastating loss for the Madeline island community as it was over 60 years old and 1 of the last 2 boathouses on the island. brIf you’re looking for a peaceful getaway for a larger group with days filled relaxing on the beach and evenings by the fire (outside or inside!) the Boathouse Lodge is for you. This is a rare combination of a true cabin atmosphere with ample space for multi-family enjoyment capped off with a private beach.brThe cabin’s exterior is being freshly painted in Spring of 2022 and the interior has new couches and brand new mattresses.brThis property was formerly known as Chez Madeline and has been rented for years in the past. brbrbr brBedrooms & Bathrooms:brMain house:brMain level:Bedroom 1: King w/ attached ¾ bathbrbrPowder RoombrbrbrSecond level:Bedroom 2: King w/ attached full bathbrbrBedroom 3: Twin and a day bedbrbrBedroom 4: KingbrbrBedroom 5: Queen and Fullbrbr¾ bathbrbrbr Dinghy:brbrBedroom 6: Queen w/ attached ¾ bathbrbrBedroom 7: Twin w/ (trundle bed)- sleeps 2brbrbr brKey Amenities:brPrivate beach accessible via a staircase brGas & Charcoal grills brFirepit available with firewood providedbrLarge outdoor deck with tablebrPlenty of parking available onsite for 5+ vehiclesbrFully Stocked Kitchen w/ gas stovebrWasher & Dryer Onsite brRoku w/ various streaming services
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Exceptional(5)

$312.13

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Cabin

The Hermitage: An unplugged getaway in the woods on gorgeous Madeline Island.

La Pointe, Wisconsin, United States

brThis sweet, rustic log cabin is set back from the road and surrounded by trees. With no TV and no Wi-Fi, it's a great place to relax and listen to the music of the wind in the trees.brbrThe cabin is completely wood construction, with a cozy open plan. Downstairs has a living area with a wood stove for chilly evenings, a well-equipped kitchen with a large island, a separate dining room (great for playing board games), and a small bathroom with shower and laundry. Upstairs are two open loft sleeping spaces, separated by a catwalk, each with a queen-size bed. The upstairs loft spaces are under the eaves and have a little less than 6 feet of clearance at the center beam and in the dormers; elsewhere the ceiling slants down at an angle.brbrThere is a large screened-in porch where you can enjoy the view of the woods in all weather and an open-air back deck that catches sun throughout the day. A separate yoga studio with large windows and tatami mats provides a lovely, light-filled space to stretch or meditate. Additional amenities include a spacious outdoor shower cubicle with hot and cold water,j a fire pit, and a Weber BBQ grill. Wooden walkways surround the cabin for ease of access to the back yard, shower, and yoga studio.brbrThe cabin was originally built as a spiritual retreat. We love it as a place to truly get away--disconnect from the grid and reconnect with the basics of life. There is a landline telephone with local service for any necessary calls, but there is little or no cell signal, no internet, and no TV to interrupt your serenity. Window fans typically provide sufficient cooling in summer (no AC). Cabin is kept warm and cozy in cooler months by the wood stove and propane heating unit.brbrAbout a mile and a half away is the town beach, where you can walk sandy beaches, hike through the woods or along the shoreline path to Big Bay State Park, rent a canoe and paddle on the lagoon or to the nearby cliffs, and, of course, swim. In town, about six miles from the cabin, you’ll find groceries, galleries, the Madeline Island Museum*, a fabulous library (with Wi-Fi if you need to connect), and a variety of delicious dining options.brbr* From the museum’s website: The Madeline Island Museum celebrates all of the cultures who have called the island home. The Ojibwe and other tribes made their home on Madeline Island, the largest of the Apostle Islands, for hundreds of years before European contact. The island was also one of the earliest areas of European exploration and settlement in the interior of North America, serving as a post for the fur trade, commercial fishing, and missionary activities.brbrFOR REVIEWS, please see our listing on another site, which should come up with a search of Hermitage Cabin 37659546. We have moved our listing from the other site as of April 2025, so you won't be able to book there, but that's where the reviews live for now.
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Exceptional(25)

$271.2

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Private Vacation Home

Library Street Cottage - Charming Cottage located in Town, walk to Shops and Restaurants

La Pointe, Wisconsin, United States

Library Street Cottage | Cozy 2BR Downtown Retreat | Walk to Ferry & DiningbrbrWelcome to Library Street Cottage, a charming and cozy two-bedroom home in the heart of downtown. Perfect for couples, small families, or friends traveling together, this inviting space offers comfort, convenience, and walkability.brbr Sleeping ArrangementsbrTwo comfortable queen bedroomsbrFull bathroom with all the essentialsbr The SpacebrRelax in the welcoming living room, gather for meals in the dining area, and enjoy the convenience of a fully equipped kitchen for home-cooked meals. Whether you're staying for a weekend or longer, you'll feel right at home.brbr Prime LocationbrLocated at the corner of Colonel Woods and Rice Street, just two blocks from the Ferry, you’ll have easy access to local restaurants, shops, and downtown attractions — all within walking distance.brbr☀️ Outdoor LivingbrStart your morning or unwind in the evening on the front deck, the perfect spot to soak up the sunshine, read a good book, or simply relax.brbrLibrary Street Cottage offers the ideal blend of charm, comfort, and location. We look forward to hosting you!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 # - C-2025-62brbrKitchen Basics - Dishes, Glassware, Utensils, Cutlery, Pots & PansbrMicrowave, Toaster, Coffee PotbrElectric Stove & OvenbrLinens ProvidedbrOne towel set provided for each guest (please use towels at the property only)brGas GrillbrDeck on Front of CottagebrComplimentary 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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Exceptional(4)

$309.51

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Condo

Harbor View 205 - Condo in the Heart of Downtown La Pointe!

La Pointe, Wisconsin, United States

Downtown La Pointe Condo | Harbor View | Walk to Dining & FerrybrStay in the heart of downtown La Pointe on beautiful Madeline Island—just steps from the harbor, dining, coffee shops, and the ferry. This newly remodeled one-bedroom condo is the perfect home base for exploring the island without ever needing a car.brbrBright, comfortable, and thoughtfully updated, it’s ideal for couples or solo travelers looking to be right in the center of it all.brbr The CondobrOne bedroom with Queen bedbrFull bathroombrFully equipped kitchenbrSmart TV (log into your favorite streaming services)brHarbor viewbrNewly remodeled interior with modern finishesbrEnjoy your morning coffee overlooking the harbor or unwind after a day of island adventures in a cozy, stylish space designed for comfort.brbr Unbeatable LocationbrStep outside and you’re surrounded by local favorites—all located right on the first floor of the building:brbrMission Hill Coffee ShopbrMotion To Go Bike & Moped RentalsbrQuinn & Zayda’s BakerybrCafé SeichebrYou’re also less than a block from the iconic Tom’s Burned Down Bar, making it easy to enjoy live music, nightlife, and island energy.brbrWalk to restaurants, coffee, shops, and the ferry—or explore the island by foot, bike, or moped.brbr✨ Why Guests Love ItbrTrue downtown locationbrHarbor viewsbrWalk everywhere conveniencebrFreshly remodeled, modern interiorbrPerfect for weekend getaways or longer staysbrWhether you’re visiting for a quick island escape or settling in for an extended stay, this downtown La Pointe condo offers comfort, convenience, and the best of Madeline Island right outside your door.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 # - C-2025-18brbrAmenities:brbrKitchen Basics - Dishes, Glassware, Utensils, Cutlery, Pots & PansbrRefrigerator, Stove, Oven, Microwave, Toaster, and Coffee MakerbrDishwasher/ Wi/Fi/Smart TVbrLinens for all BedsbrBath 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
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Exceptional(4)

$473.23

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Condo

Parkside Condo 7 - Condo Conveniently Located Across from Joni`s Beach

La Pointe, Wisconsin, United States

Parkside Condo 7 | Downtown Madeline Island Across from Joni’s BeachbrWelcome to Parkside Condo 7, a multilevel retreat perfectly situated in downtown Madeline Island, directly across from the iconic Joni’s Beach. This stylish 2-bedroom, 2.5-bath condo offers comfort, modern amenities, and stunning lake views—ideal for families, friends, or couples seeking a memorable island getaway.brbr The SpacebrFirst Level:brbrOpen-concept kitchen, dining, and living areabrFull bathroombrScreened porch overlooking the lake, perfect for morning coffee or evening relaxationbrSecond Level:brbrMaster Suite: King bed with private third-level bathroom featuring a large JacuzzibrSecond Bedroom: King bed + Twin trundle bed (guests must bring their own bedding for the trundle)brPrivate deck with lake viewsbrThe condo’s multilevel design provides privacy while still keeping everyone connected in spacious common areas.brbr Outdoor & Location HighlightsbrAcross the street from Joni’s Beach for swimming, sunbathing, and beach walksbrPrivate screened porch and deck with lake viewsbrWalkable to downtown La Pointe shops, restaurants, and local attractionsbrbr✨ Why Guests Love Parkside Condo 7brStunning lake views from screened porch and private deckbrLuxurious master bath with JacuzzibrConvenient downtown location across from Joni’s BeachbrOpen-concept living area ideal for gatherings and mealsbrParkside Condo 7 is the perfect blend of comfort, style, and prime location, offering an unforgettable Madeline Island experience just steps from the water.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 # - C-2025-26brbrAmenities:brbrKitchen Basics - Dishes, Glassware, Utensils, Cutlery, Pots & PansbrRefrigerator, Stove, Oven, Dishwasher, Microwave, Toaster & Coffee MakerbrLinens for each Bed (sofa-sleeper on first floor, guest must provide bedding)brBath Towels for the number of guests listed on the reservationbrGas Grill that is shared with all units (if you use the gas grill, please clean it)brAcross the street at Joni's Beach are grilling platforms if you are planning on using the charcoal grill (please bring your own charcoal and lighter fluid).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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Exceptional(5)

$329.69

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Cabin

Calm-365 Guest Fav in Wisconsin

La Pointe, Wisconsin, United States

This brand new Upper-Level Unit is located on the 7th Hole of Madeline Island Golf Course. Surrounded by old-growth white pines and green meadows, come and enjoy the natural scenic beauty from two spacious decks. Unit includes one full bedroom and bathroom (tub-shower ) with queen bed. Unit includes one queen pull out bed in living area. Full kitchen basic appliances. One K-cup style coffee maker, toaster, stove (with oven) ice maker in refridgerator. Gas fired grill with cooking utensils onsitebrbrThe ceilings and trim work are all select grade western cedar. Hardwood countertops and brand new appliances. Very open feeling and not cluttered! There is also a Pak-N-Play and baby gate if needed.brbrYou will be staying in the upper level only. Your access is by way of the two decks as shown in the photographs.brbrThis is located in a semi-wooded setting with a green space and white pine combination.brbrIf you bring a bike or scooter you will really enjoy this location! We are (as shown in the photos) very close to central LaPointe city. Marina is a little over a mile and the closest beach is under one mile away. Walking, scooters, and biking from this location is easy and very scenic.brbrThis is the Upper Unit. There is a lower unit that could be occupied from time to time with family guests and friends. We are a older persons so our guests are the very quiet type.brThis is no smoking cabin.
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Sleep 4

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Exceptional(5)

$710.83

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Private Vacation Home

Parkside Condo 1 - Condo Conveniently Located Across from Joni`s Beach

La Pointe, Wisconsin, United States

Island Time Townhome – Sunsets… Joni’s Beach… So Close to Everything!br4 Bedrooms | 4 Bathrooms | Sleeps 10 | 2,300 sq ftbrbrWelcome to Island Time — a beautifully updated three-level townhome located in the heart of town on stunning Madeline Island. Situated directly across from Joni’s Beach and overlooking Lake Superior, this spacious retreat offers unforgettable sunsets and walkable access to everything the island has to offer.brbr The Location – Truly UnbeatablebrWalk just 60 paces from the front door to the sandy shores of Joni’s Beach. The park features:brbrBoat dockbrPicnic pavilion & tablesbrGrillsbrChildren’s playgroundbrCrystal-clear Lake Superior watersbrHead north along Main Street for a short stroll into downtown La Pointe, where you’ll find the Madeline Island Museum, charming locally owned shops, and restaurants.brbrWalk south and you’ll reach:brbrThe Pub at Madeline IslandbrMadeline Island Yacht ClubbrMadeline Island Golf Club (Robert Trent Jones, Sr. design)brBike the serene streets, stroll the shoreline, or simply relax and watch the sun dip into Lake Superior — Island Time truly lives up to its name.brbr The TownhomebrFirst Level (ADA Accessible)brTwo off-street parking spaces with ramp accessbrQueen bedroom with fully handicap-accessible en-suite bathbrOpen-concept great room with full kitchen, dining, and living areabrScreened-in porch with additional dining and lounge seatingbrDirect beach access from the front doorbrSecond LevelbrLake-facing bedroom with two full beds, en-suite bath & private deckbrBedroom with two twin beds and en-suite bathbrFull laundry roombrThird LevelbrNewly renovated primary suitebrKing bedbrLake viewsbrLuxurious en-suite half bathbrbr A Kitchen That Has It AllbrFully stocked with high-quality cookware and thoughtful extras:brbrAir fryerbrNinja blenderbrCrockpotbrPopcorn makerbrCoffee maker & grinderbrFour-slice toasterbrGas grill (right outside back door) + grilling toolsbrWater bottles, beverage coolers & freezer ice packsbrbr Beach & Recreation Gear IncludedbrNo need to overpack — Island Time is fully stocked for fun:brbrOutdoor FunbrbrBeach chairs, umbrellas & blanketsbrSand toysbrVolleyball & beach volleyball setbrBadminton setbrBasketball, kickball, frisbeesbrYoga matsbrIndoor EntertainmentbrbrSmart TVs throughoutbrAlexa-enabled smart home systembrSpeakersbrBoard gamesbrBooksbrMultiple gathering spacesbrbr♿ ADA AccessiblebrRamp access from parking into the first floor, with a fully accessible bedroom, bathroom, and living area.brbr Modern & SmartbrIsland Time is designed as a smart home with:brbrAlexa controlsbrSmart TVsbrCharging stationsbrIntegrated speaker systembrControl lights, play music, and stream your favorites with ease.brbr✨ Why Guests Love Island TimebrStunning Lake Superior sunsets from all three levelsbrDirect access to Joni’s BeachbrWalk to town, dining, marina & golfbrSpacious layout ideal for families & groupsbrFully stocked for beach days and cozy nightsbrWhether you’re cliff jumping, kayaking, biking quiet streets, or pausing each evening to watch the sunset from the dock, Island Time offers the perfect balance of adventure and tranquility.brbrWhen you arrive, you’ll feel it — life slows down, the air feels lighter, and you’re fully immersed in island time.brbrAmenities:brKitchen 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, DishbrSoap, Dishwasher soap along with Hand Soap and Shampoo for each bathroombrItems that you will need to bring:brFoodbrbrBeveragesbrCondiments (including salt & pepper, ketchup, mustard, oils etc. - WI Department ofbrHealth & Human Services requires that all condiments must be removed after eachbrrental)brAdditional towels for going to the beach (bath towels provided are for use inside thebrproperty not to be taken outside or to the beach)brTown of La Pointe Permit # - C-2025-31brbrMadeline Island Vacations Terms & Conditions
Bed 4

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Bath 3

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Sleep 10

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Exceptional(4)

$454.03

/ Nightly
Cabin

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

La Pointe, Wisconsin, United States

Johnston’s Golf Cottage | Fairway Views | 4BR Retreat on Madeline IslandbrWelcome to Johnston’s Golf Cottage, a peaceful 4-bedroom, 2-bath retreat nestled in the stunning natural beauty of Madeline Island. Perfect for golf enthusiasts, families, friends, or corporate groups, this inviting cottage blends comfort, tranquility, and recreation in one unforgettable island setting.brbrLocated near the renowned Madeline Island Golf Club—a Robert Trent Jones, Sr.–designed course—this home offers access to one of the Midwest’s best-kept golfing secrets while remaining just a short distance from the island’s charming shops, restaurants, and attractions.brbr The CottagebrStep inside and discover a bright, welcoming sanctuary designed for relaxation and connection.brbr4 Well-Appointed Bedroomsbr2 Full BathroomsbrSpacious, sun-filled living areasbrComfortable furnishings throughoutbrUnwind in the cozy living room featuring a plush sofa and fireplace—perfect for cool island evenings. The fully equipped kitchen makes it easy to prepare everything from quick breakfasts before tee time to family dinners after a day of exploring.brbrWhether you’re gathering with loved ones or hosting a small corporate retreat, Johnston’s Golf Cottage offers space to spread out and relax.brbr⛳ Golf & Island AdventuresbrGolfers will love being close to the Robert Trent Jones, Sr.–designed course at Madeline Island Golf Club.brbrBeyond the greens, the island offers endless recreation:brbrPristine Lake Superior beachesbrScenic hiking trailsbrLeisurely bike rides through townbrA six-mile ride to beautiful Big Bay Town ParkbrEach day brings a new opportunity to explore this enchanting island paradise.brbr✨ Why Guests Love Johnston’s Golf CottagebrIdeal for golf getawaysbrComfortable layout for families and groupsbrPeaceful natural settingbrClose to town and island attractionsbrFireplace for cozy eveningsbrbr Parking NotebrPlease note: Parking is limited to a maximum of two vehicles, with one vehicle parked on each side of the cottage.brbrEscape the ordinary and experience the magic of Madeline Island at Johnston’s Golf Cottage. Whether you’re planning a memorable family vacation, a weekend golf trip with friends, or a relaxing corporate retreat, this cottage delivers the perfect balance of comfort and recreation.brbrTown of La Pointe Permit # - D 2025-61brbrAmenities:brbrRefrigerator, Stove, Oven, Dishwasher, Microwave, Toaster & Coffee MakerbrDishwasherbrFlat Screen TV - CablebrCentral A/CbrDVDbrWIFIbrWood Burning FireplacebrScreen PorchbrRaised Deck in BackyardbrGas 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
Bed 4

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Bath 2

Bath

Sleep 8

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Exceptional(13)

$609.98

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Cabin

Moss Creek Cabin in the woods on Madeline Island

La Pointe, Wisconsin, United States

Welcome to The Moss Creek Cabin! This chalet style home is a beautiful, sunny base for all of your island adventures and kicking back to relax in the woods. There is a large deck and a screen porch to lounge and hear all of the wildlife noises. You will be just 2 miles outside of town - far enough to be in nature - but also easy to get around, including walking and biking everywhere. The cabin is on 5 acres of private woods, so you will have plenty of space!brbrSleeping Arrangements:brbrThe master bedroom is upstairs and has a queen bed and a full bed that is fashioned as a daybed, when not in use. This room sleeps 4.brbrThere are two bedrooms downstairs. The larger downstair bedroom has 2 queen beds to sleep 4 comfortably. The other downstairs room sleeps 2 with a queen bed and have an office setup with a desk. brbrThere is a daybed on the screen porch with a trundle - so weather permitting, up to 2 people can also sleep out there. That brings the sleeping area up to 12 people, but we keep it to 10 in the listing, so that you don't necessarily have to be sardines or sleep on the screen porch if the weather is exciting. If someone wants more privacy in a large group or a rustic experience we have an easy pop up tent that sleeps 4 that we would be happy to set up for you in the yard. Just let us know when you make the reservation!brbrPorch:brbrThe porch looks out into the forest and a small creek. We have outdoor lights, patio furniture for a large group to sit comfortably and umbrella for lounging in the shade.brbrFire Stuff:brbrWe have a nice big fire pit in the yard and an indoor wood stove for use in the colder months. We will leave you with wood to enjoy. *Please, please do not bring any wood with you from off the island* There are tree diseases that we don't have here on the island, or are we don't have very bad yet, and we want to keep the forest safe. Sorry for this little PSA! We will supply you with wood and if you run out we have on island resources for you to gather wood from... including gathering fallen wood from the property!brbrKitchen:brbrThere is a whole kitchen setup here to bake, cook, whatever! This is our family cabin, so we have a lot of the kitchen stuff to live life. An oven, stove, microwave, coffee maker, bean grinder, toaster, wine glasses, etc. We also have an herb garden and some fruiting trees, so help yourself to the lemons, kumquats, peaches, cherries, etc when they are ripe!brScreen Porch: brbrThe screen porch has a picnic table and daybed to lounge and enjoy the breeze on a warm day. Great place for playing cards or reading a book on the daybed. brbrInternet:brbrThe internet is super, duper fast! 750 Mbps. I work remotely from the house in the off season and never have any issues working from any room on video - even out of the porch & deck.brbrThe TV:brbrWe have a TV that has a Roku for watching all of the things.brbrDogs:brFeel free to bring your dogs. There are some other cabins through the woods with dogs and a lot of wildlife around, so just keep an eye on them so that they don't run off.brbrbrBathrooms:brWe have 2 full bathrooms with tubs and showers. One is upstairs in the master bedroom and the other is in the downstairs hallway between the other bedrooms.
Bed 3

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Bath 2

Bath

Sleep 10

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$578.88

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Private Vacation Home

Heersema House - Nestled in the woods with Lake Superior Access across the Street

La Pointe, Wisconsin, United States

Heersema House – A Peaceful Lakeside Retreat at Sunset BaybrWelcome to Heersema House, a serene escape tucked along Sunset Bay on beautiful Madeline Island. Located on Big Bay Road with views of Lake Superior just across the way, this thoughtfully designed home offers the perfect balance of relaxation, comfort, and island adventure.brbrFrom the moment you step inside, you’ll feel it — a sense of calm that invites you to slow down, breathe deeply, and truly unwind.brbr The SpacebrDesigned with character and comfort in mind, Heersema House is a warm and welcoming retreat.brbrCozy living room with fireplacebrBeautiful wrap-around screened porch — ideal for morning coffee or evening relaxationbrCurated selection of books for unplugged downtimebrOutdoor shower on the side deck (perfect after the beach!)brSpend your mornings reading on the porch, your afternoons exploring, and your evenings listening to the quiet sounds of nature.brbr Sleeping ArrangementsbrSecond Floor:brbrKing bedroom plus day bedbrBedroom with two twin bedsbrBedroom with trundle bed (Guests must bring their own bedding if using the trundle.)brFirst Floor:brbrQueen bedbrbr BathroomsbrFirst-floor bathroom featuring a charming clawfoot tubbrSecond-floor bathroom with showerbrbr Location HighlightsbrLake Superior views across the roadbrEasy bike ride to Big Bay Town ParkbrQuick drive or ride into the town of La PointebrPeaceful Sunset Bay settingbrWhether you're heading to Town Park for hiking and beach time, cruising into town for shops and dining, or simply enjoying a quiet evening by the fire, Heersema House makes it easy to enjoy island life at your own pace.brbr✨ Why Guests Love Heersema HousebrQuiet lakeside settingbrScreened porch for relaxing any time of daybrCozy fireplace ambiancebrOutdoor shower for easy beach livingbrClose to both Town Park and downtownbrIf you're looking for a peaceful retreat with charm, character, and an unbeatable location near Lake Superior, Heersema House is ready to welcome you home.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 2025-60brbrAmenities:brbr- Kitchen Basics - Dishes, Glassware, Utensils, Cutlery, Pots & Pansbr- Refrigerator, Stove, Oven, Dishwasher, Microwave, Toaster & Coffee Makerbr- No Dishwasherbr- Telephone (local calls only)br- Satellite TVbr- DVD Playerbr- CD Playerbr- Wrap Around Screen Porchbr- Charcoal Grill (please bring your own charcoal and lighter fluid)br- Outdoor Showerbr- Lake Access (across Big Bay Road)br- Complimentary 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
Bed 4

Bed

Bath 2

Bath

Sleep 7

Sleeps

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