Home Vacation Rentals By Owner In La Pointe, WI

Showing 20 Of 88 Vacation Rentals
Slider Thumb
Exceptional(10)

$340.06

/ Nightly
Cabin

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

La Pointe, Wisconsin, United States

The Willows | Cozy Cabin Near Downtown La PointebrEscape to The Willows, a charming cabin just minutes from the heart of Downtown La Pointe on Madeline Island. Perfect for a relaxing island getaway, this home blends comfort, convenience, and easy access to everything the island has to offer.brbr The SpacebrAccommodates: Ideal for small families or groupsbrBedrooms: 2 cozy bedroomsbrBathrooms: 1 full bathbrLiving Area: Open great room flowing into a fully equipped kitchen, perfect for gathering and unwinding after island adventuresbrOutdoor Spaces:brbrTwo decks—one set up for grilling and dining, another larger deck for relaxing and enjoying the peaceful surroundingsbrbr✨ HighlightsbrPrime Downtown La Pointe locationbrWalking distance to local shops, restaurants, galleries, and Joni’s BeachbrApproximately 1 mile from Madeline Island School for the ArtsbrComfortable cabin ideal for art lovers, outdoor enthusiasts, or anyone seeking a laid-back island retreatbrbrWhether you’re enjoying morning coffee on the deck, exploring the local culture, or relaxing after a day on the island, The Willows is the perfect home base for your Madeline Island escape.brbrItems that you will need to bring:brFoodbrBeveragesbrCondiments (including salt and pepper, ketchup, mustard, etc. - WI Department of Health requires all condiments removed between each rental)brBeach Towels (bath towels that we provide are for interior use only)brbrTown of La Pointe Permit # - D 2025-80brbrAmenities:brbrKitchen Basics - Dishes, Glassware, Utensils, Cutlery, Pots & PansbrRefrigerator, Stove, Oven, Microwave, Toaster, Coffee Maker, and a small KeurigbrLinens for each BedbrBath Towels for the number of guests listed on the reservationbrCharcoal Grill (please bring your own charcoal & lighter fluid)brCD/MP3 Player/SMART T.V.brDeck with view of large, secluded yardbrComplimentary start-up supplies of: Toilet Tissue, Paper Towel, Garbage Bags along with Hand Soap and Shampoo/Conditioner 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 2

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(5)

$237.18

/ Nightly
Apartment

Windsled Studio at Ferry Landing Suites in Downtown La Pointe!

La Pointe, Wisconsin, United States

Windsled Studio | Downtown Madeline Island | King Bed | First FloorbrWelcome to Windsled Studio at Ferry Landing Suites, a cozy first-floor studio perfectly situated in the heart of downtown La Pointe on Madeline Island. Ideal for a couple or solo traveler, this compact yet thoughtfully designed space offers comfort, convenience, and a prime location.brbr The SpacebrAccommodates: 1–2 guestsbrSleeping: King bed with plush linensbrLiving Area: Two chairs for relaxing, open-concept layoutbrKitchenette: Mini-fridge and microwave for light meals and snacksbrEntertainment & Connectivity: Flat-screen SMART TV and Wi-Fibrbr✨ HighlightsbrFirst-floor studio for easy accessbrWalkable to shops, restaurants, and the ferry landingbrPerfect for exploring Madeline Island without needing a carbrEfficient and cozy design ideal for a relaxing getawaybrbr ParkingbrOne off-street parking space includedbrAdditional street parking available—please observe all posted signsbrbrWhether you’re here for a romantic weekend, island adventures, or simply to relax in a convenient downtown location, Windsled Studio provides a comfortable, central home base for your Madeline Island escape.brbrItems that you will need to bring:brbr- Foodbr- Beveragesbr- Condiments (including salt and pepper, ketchup, mustard, etc. - WI Department of Health requires all condiments removed between each rental)br- Beach Towels (bath towels that we provide are for interior use only)brbrTown of La Pointe Permit # - C-2025-22brbr- Mini-fridgebr- Microwavebr- Linens provided for Queen bed, guests to provide linens for pull out sofa sleeperbr- Bath Towels for the number of guests listed on the reservationbr- Complimentary start-up supplies of: Toilet Tissue, Paper Towels, Garbage bags along with Hand Soap & Shampoo/Conditionerbr- Mini-split (this unit provides Heat and A/C, please make sure it is on the correct setting that you desire)br- Please note that there is no grill at this unitbr- Joni's Beach is two blocks away, if you are going to the beach, please bring beach towels (bath towels provided are for use inside the property only and are not to be taken outside or to the beach)brbrCheck In Time: After 4:00 PMbrCheck Out Time: 10:00 AMbr50% Deposit due at time of reservationbrbrMadeline Island Vacations Terms & Conditions
Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps

Slider Thumb
Exceptional(22)

$309.35

/ Nightly
Private Vacation Home

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
Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps

Slider Thumb
Exceptional(23)

$224.72

/ Nightly
Apartment

Suite One at La Pointe Lodging

La Pointe, Wisconsin, United States

La Pointe Lodging | Downtown Madeline Island Suite with Lake ViewsbrWelcome to La Pointe Lodging, ideally located in downtown Madeline Island at the corner of Main Street and Big Bay Road. Perfect for couples or solo travelers, this charming lodging offers a private suite with easy access to the island’s shops, restaurants, and attractions.brbr Suite OnebrPrivate Queen Bedroom for a restful night’s sleepbrFull Bathroom with modern amenitiesbrLiving & Dining Area for relaxing or enjoying mealsbrConvenience Kitchen equipped for preparing snacks or small mealsbrPrivate Deck with views of Lake Superior across Main StreetbrThis suite provides a cozy, comfortable space with everything you need for a relaxing stay.brbr Location HighlightsbrWalkable downtown location with shops, restaurants, and cafes nearbybrShort stroll to the ferry and island attractionsbrEnjoy scenic views of Lake Superior from your private deckbrbr✨ Why Guests Love La Pointe LodgingbrPrivate, second-floor suite with its own entrancebrComfortable living, dining, and kitchen areasbrLake Superior views right from your deckbrPerfect for couples, solo travelers, or short island getawaysbrLa Pointe Lodging offers a convenient and peaceful retreat in the heart of Madeline Island — your gateway to all the island has to offer.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-2025-27brbrAmenities:brbrFlat Screen TV  | Wireless Router   | Off-Streetbrbr- Convenience Kitchen (no stove or oven)br- Microwavebr- Mini-Fridgebr- Toasterbr- Coffee Makerbr- Linens for the King Bedbr- Bath towels for the number of guests listed on the reservationbr- No Grillbr- 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
Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps

Slider Thumb
Exceptional(7)

$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 4

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(79)

$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 4

Bed

Bath 2

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(78)

$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 3

Bed

Bath 2

Bath

Sleep 16

Sleeps

Slider Thumb
Exceptional(86)

$673.66

/ Nightly
Cottage

Madeline Island cottage -just steps of Lake Superior with sweeping views.

La Pointe, Wisconsin, United States

**PLEASE CONTACT OWNER FOR CONSIDERATION OF SHORTER STAY, IF NEEDED**brWelcome to Gooseberry Cottage. You are invited to get away from it all at a charming lake cottage within steps of the crystal clear waters of Lake Superior! Private 600 feet of shoreline and beach is yours with plenty of room to swim and play on beautiful Chebomnicon Bay. You are moments from Big Bay State Park, which is great access for the hiker, biker, kayaker or adventurer. You can enjoy the 12+ acres of this very private location. The cottage has been recently updated and sleeps 6 comfortably with a king, queen, full futon and a daybed with trundle on the 3 season porch (for those who enjoy sleeping to the sounds of nature and fresh air.) You will have amazing privacy at our cottage and you can truly get away from the busyness of daily life here. There is a TV/DVD player for watching movies if you wish (no tv service but can stream on wifi). Come make wonderful memories on the island while staying at Gooseberry Cottage. Family and pet friendly. 5 night min. during peak summer months, but please contact owner for consideration of shorter stay. Amenities: 3 season porch, basic kitchen essentials provided, microwave (no dishwasher), full bath, outdoor shower, wood burning fireplace,, sunporch, charcoal grill (please bring your own charcoal, lighter fluid and firewood), and an outdoor fire pit. *please note the beach changes throughout the seasons dependent upon many factors, and beach may be larger or smaller at different times of season.*brSORRY BUT PER LOCAL ORDINANCE, NO CAMPERS, CAMPING OR TRAILERS ALLOWED ON PROPERTY
Bed 3

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(9)

$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
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(6)

$383.43

/ Nightly
Apartment

Superior View - 2 Bed/1 Bath Second-floor Apartment overlooking the Ferry Harbor!

La Pointe, Wisconsin, United States

Superior View | Waterfront Harbor Apartment with Sunset ViewsbrEscape to Superior View, a charming second-story waterfront apartment in the heart of La Pointe on beautiful Madeline Island. Situated above the historic La Pointe Post Office, this cozy retreat offers west-facing views of Lake Superior, perfect for watching breathtaking sunsets over the harbor.brbr The Spacebr2 BedroomsbrbrPrimary bedroom: Queen pillow-top bedbrSecond bedroom: 2 Twin pillow-top bedsbr1 Full BathroombrFully equipped kitchen for cooking at homebrSMART TV for streaming your favorite showsbrPrivate deck overlooking the harbor and Lake SuperiorbrWhether you’re planning a romantic getaway, family vacation, or a relaxing solo escape, this apartment blends comfort, convenience, and unforgettable scenery.brbr Outdoor & Location HighlightsbrSpectacular Lake Superior sunsets from the private deckbrWaterfront location in downtown La PointebrWalking distance to shops, restaurants, the marina, and ferry dockbrbr Guest NotesbrGuests should bring:brbrFood and beveragesbrCondiments (salt, pepper, ketchup, mustard, oils, etc.) — required by WI Department of Health & Human Services to be removed after each rentalbrBeach towels (bath towels provided are for indoor use only)brbr✨ Why Guests Love Superior ViewbrWaterfront apartment with harbor and sunset viewsbrCozy, well-appointed interiorbrWalkable downtown location for easy access to all La Pointe has to offerbrPerfect for families, couples, or small groups seeking a scenic Madeline Island staybrSuperior View offers a unique vantage point on Madeline Island — enjoy the charm, comfort, and stunning beauty of Lake Superior right from your deck.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 2025-75brbrAmenities:brbrFlat Screen   Wireless Router  Limit 2 Dogs Off StreetKitchen Basics - Dishes, Glassware, Utensils, Cutlery, Pots & PansbrRefrigerator, Stove, Oven, Microwave, Dishwasher, Toaster & Coffee MakerbrWindow A/CbrPrivate DeckbrLinens 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
Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(5)

$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 guests​Check 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
Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(16)

$365.4

/ Nightly
Cabin

3 Bears at South Shore Vista Overlooking Lake Superior

La Pointe, Wisconsin, United States

3 Bears at South Shore Vista | Cozy Bluff-Top Cottage on Madeline IslandbrEscape to 3 Bears at South Shore Vista, a charming Amish-built log cabin perched on the elevated eastern shore of Madeline Island, less than 3 miles from town. Perfect for a quiet getaway, artistic inspiration, or simply disconnecting, this self-contained retreat offers comfort, privacy, and stunning views of Lake Superior.brbr The SpacebrStudio-Style Layout: Open living area with cozy loftbrSleeping Arrangements: Loft with king bed (please note, ceilings are low), reading nook, and faux electric fireplacebrKitchen: Small but fully functional, with refrigerator/freezer, small oven, microwave, two-burner gas cooktop, and gas grillbrBathroom: Full bath with all essentialsbrLiving Area: Warm lighting and low ceilings create an intimate, snug retreatbrSleeps: 2 comfortablybrbr Outdoor Living & ViewsbrCovered Front Porch: Ideal for morning coffee or sunset contemplationbrScreened Gazebo: 10’x12’ private space with gas fire pit at the bluff’s edgebrStargazing: Clear dark skies perfect for watching the stars or enjoying the moon over Lake SuperiorbrLake Views: Sweeping eastward vistas; property sits on a 70’ bluff (no direct water access)brbr✨ HighlightsbrAmish-crafted log cabin with rustic charmbrBluff-top location with spectacular sunrise and moonrise viewsbrWiFi available, but no TV—perfect for unpluggingbrQuiet and private while still just minutes from La Pointe townbrIdeal for reflection, writing, or artistic pursuitsbrNote: The property owners’ summer cabin is located about 100 yards away and may occasionally be occupied.brbr3 Bears at South Shore Vista is the ultimate Madeline Island escape for those seeking peace, breathtaking views, and a cozy, intimate hideaway.brbrItems that you will need to bring:brbrFood, Beverages, Coffee or K-cups,brCondiments including salt & pepper, ketchup, mustard, oils etc. –br(Wisconsin rental regulations require that all condiments must be removedbrafter each rental)brAdditional towels for going to the beach (bath towels provided are for usebrinside the property not to be taken outside or to the beach)brbrTown of La Pointe Permit # - D 2025-73brbrAMENITIES PROVIDED:brRefrigerator with freezer (ice trays provided).br2-Burner Gas Cook Top.brToaster-Oven (large enough for a pizza).brMicrowave Oven.brElectric Griddle, Electric Fry Pan, Gas Grill on Porch (with propanebrprovided).brCoffee Makers: – Bunn Drip Style – Filters and grinder provided ANDbrKeurig k-cup Style.brKitchen Basics: Dishes, Glassware, Coffee Cups, Wine Glasses andbrOpener, Measuring Cups and Spoons, Utensils, Cutlery, Pots & Pans.brLinens & Blankets & Pillows.brBath towels, Dish Towels, Facial Towels, Hand Soap and Shampoo.brComplimentary Start-up Supplies of: Toilet Tissue, Paper Towels,brGarbage Bags, Spray Cleaner and Dish Soap.brFolding Deck Chairs, Rockers and LoungersbrWi-Fi Internet but no TV (Relax and disconnect from the world)brbrExtra notes:brbrCheck in Time: 4:00 PMbrCheck Out Time: 10:00 AMbr50% due at time of ReservationbrbrMadeline Island Vacations Terms & Conditions
Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps

Slider Thumb
Exceptional(12)

$531.15

/ Nightly
Cabin

Cedar Log Cabin - Family Cabin located on the Robert Trent Jones Golf Course

La Pointe, Wisconsin, United States

Welcome to Cedar Log Cabin, your peaceful Northwoods retreat overlooking the 16th tee and fairway of the Madeline Island Golf Club.brbrNestled among towering trees, this charming log home blends rustic character with modern comfort—perfect for families, golf groups, and anyone looking to unwind on beautiful Madeline Island.brbr The SpacebrStep inside to discover a beautifully remodeled Kitchen and Great Room, designed for gathering, relaxing, and making memories together. The open-concept living area features:brbrFlat-screen TVbrComfortable seating for the whole groupbrWireless WiFi for staying connected (if you must!)brLarge windows and warm wood finishes create a cozy cabin atmosphere while still offering all the modern conveniences you need.brbr Outdoor LivingbrScreened porch overlooking the backyard — perfect for morning coffee or evening cocktailsbrPeaceful wooded setting with golf course viewsbrConvenient access to the marinabrJust a short distance to town for shopping, dining, and island activitiesbrbr Sleeping ArrangementsbrCedar Log Cabin comfortably accommodates larger families and groups:brbrBedroom 1: Queen BedbrBedroom 2: Queen BedbrBedroom 3: Full BedbrBedroom 4: Full BedbrBasement:brbrFour Twin Bunk BedsbrFull-Size Futonbr⚠️ Please Note: If you plan on using the bunk beds, you must bring your own bedding. Bedding is not provided for bunk beds.brbr✨ Why You’ll Love ItbrDirect views of the 16th fairwaybrFamily-friendly layoutbrRecently remodeled gathering spacesbrQuiet wooded privacybrClose to marina and townbrWhether you're planning a golf getaway, a family vacation, or a relaxing island escape, Cedar Log Cabin offers the perfect blend of comfort, location, and classic Northwoods charm.brbrWe look forward to hosting you on beautiful Madeline Island!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 2025-52brbrAmenities:brbrKitchen Basics - Dishes, Glassware, Utensils, Cutlery, Pots & PansbrRefrigerator, Stove, Oven, Dishwasher, Microwave, Toaster & Coffee MakerbrDishwasherbrFlat Screen TV - CablebrCentral A/CbrDVDbrWIFIbrWood Burning FireplacebrFirepit in backyardbrScreen 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

Bed

Bath 2

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(22)

$224.72

/ Nightly
Apartment

Suite Three at La Pointe Lodging

La Pointe, Wisconsin, United States

La Pointe Lodging | Cozy First-Floor Suite with Lake ViewsbrWelcome to Suite Three at La Pointe Lodging, perfectly located in the heart of downtown Madeline Island at the corner of Main Street and Big Bay Road. This charming first-floor suite offers a shared deck with views of Lake Superior, making it an ideal spot for couples, solo travelers, or anyone looking for a convenient island escape.brbr The SuitebrKing Bed for a restful night’s sleepbrFull Bathroom with showerbrOpen Living Area for relaxing or unwindingbrConvenience Kitchen with mini-fridge, microwave, coffee maker, and toaster (no stovetop)brShared deck with Lake Superior viewsbrThis cozy suite combines comfort and practicality, perfect for a short or extended stay on the island.brbr Location HighlightsbrDowntown location within walking distance to shops, cafes, and restaurantsbrSteps from the ferry and local attractionsbrRelax and enjoy views of Lake Superior from the shared deckbrbr✨ Why Guests Love Suite ThreebrFirst-floor convenience with private king bed and open living areabrShared deck overlooking the lakebrCompact kitchen for preparing snacks or beveragesbrPerfect for couples or solo travelers seeking a downtown retreatbrSuite Three at La Pointe Lodging provides comfort, convenience, and scenic lake views for an unforgettable 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 # - C-2025-29brbrAmenities:brbrConvenience Kitchen (no stove or oven)brMicrowavebrMini-FridgebrToasterbrCoffee MakerbrLinens for the King BedbrBath towels for the number of guests listed on the reservationbrNo 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:brCheck in Time: 4:00 PMbrCheck Out Time: 10:00 AMbr50% due at time of ReservationbrMadeline Island Vacations Terms & Conditions
Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps

Slider Thumb
Exceptional(18)

$224.72

/ Nightly
Apartment

Suite Two at La Pointe Lodging

La Pointe, Wisconsin, United States

La Pointe Lodging | Downtown Madeline Island Suite with Lake ViewsbrDiscover Suite Two at La Pointe Lodging, perfectly located in the heart of downtown Madeline Island at the corner of Main Street and Big Bay Road. This comfortable second-floor suite offers a private deck with views of Lake Superior, providing an ideal spot for couples or solo travelers to unwind while staying close to all the island has to offer.brbr The SuitebrPrivate Queen Bedroom for restful nightsbrFull Bathroom with modern amenitiesbrLiving & Dining Area for relaxing or enjoying mealsbrConvenience Kitchen equipped for preparing snacks or small mealsbrPrivate Deck with scenic lake viewsbrThe suite combines comfort and convenience in a cozy, functional layout—perfect for your island getaway.brbr Location HighlightsbrWalkable downtown location with local shops, cafes, and restaurants nearbybrShort stroll to the ferry and other island attractionsbrEnjoy beautiful views of Lake Superior from your private deckbrbr✨ Why Guests Love Suite TwobrPrivate second-floor suite with separate entrancebrComfortable living, dining, and kitchen spacesbrScenic Lake Superior viewsbrIdeal for couples, solo travelers, or a quiet island retreatbrSuite Two at La Pointe Lodging is your gateway to the charm and beauty of Madeline Island, combining convenience, comfort, and stunning lake views.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-2025-28brbrAmenities:brbrFlat Screen   |  Wireless Router   |   Off-StreetbrbrConvenience Kitchen (no stove or oven)brMicrowavebrMini-FridgebrToasterbrCoffee MakerbrLinens for the King BedbrBath towels for the number of guests listed on the reservationbrNo 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
Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps

Slider Thumb
Exceptional(13)

$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 bathroom​brbrExtra notes:brbrCheck in Time: 4:00 PMbrCheck Out Time: 10:00 AMbr50% due at time of ReservationbrMadeline Island Vacations Terms & Conditions
Bed 3

Bed

Bath 2

Bath

Sleep 5

Sleeps

Slider Thumb
Exceptional(3)

$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.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Home Most popular vacation rentals in La Pointe