Search Your Destination Now!

Ashland Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Update Results Reset Dates
Filter

Results: 135 Rentals

  • Taking summer rentals!
    From $450 per night (USD)

    VRBO

    Taking summer rentals!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    13

    Just One More Lodge is a new north woods lodge that offers the perfect retreat for your family and friends. It has a fu ...

    From $450 per night (USD)

    VRBO

    Details
  • Spirit Lodge- Log Cabin with Large front porch
    From $250 per night (USD)

    Expedia

    Spirit Lodge- Log Cabin with Large front porch

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Spirit Lodge is located 10 minutes from downtown Madeline Island, and is just over a minute drive from the beautiful Big ...

    From $250 per night (USD)

    Expedia

    Details
  • SUMMER SPECIALS  Beautiful lake front, beach and pool table
    From $750 per night (USD)

    VRBO

    SUMMER SPECIALS Beautiful lake front, beach and pool table

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    16

    Welcome to the Lake House where the sunrises are breathtaking and the days seem to slow down. For special call 715 20 ...

    From $750 per night (USD)

    VRBO

    Details
  • Guest House on Owners Lakefront Property
    From $266 per night (USD)

    VRBO

    Guest House on Owners Lakefront Property

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    This is our guest house. It is very nicely appointed with hardwood cabinets, tile and hardwood floors, and professional ...

    From $266 per night (USD)

    VRBO

    Details
  • Blissful cozy, year round, lakeside cabin on Butternut Lake.  Dogs welcome.
    From $145 per night (USD)

    VRBO

    Blissful cozy, year round, lakeside cabin on Butternut Lake. Dogs welcome.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Have a blissful lakeside stay on the shores of beautiful Butternut Lake in southern Ashland County. Our 2 bedroom, 1 ½ ...

    From $145 per night (USD)

    VRBO

    Details
  • Charming Vintage 1950's Cottage
    From $319 per night (USD)

    Expedia

    Charming Vintage 1950's Cottage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    The Cedar Lodge is a cozy, updated vintage cottage with remarkable views of Lake Superior. Across the road is a private ...

    From $319 per night (USD)

    Expedia

    Details
  • Cute cottage on the golf course
    From $264 per night (USD)

    VRBO

    Cute cottage on the golf course

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy beautiful sunset views from our spacious deck overlooking the #5 green and fairway of the Robert Trent Jones desig ...

    From $264 per night (USD)

    VRBO

    Details
  • Waterfront Butternut Lake Getaway w\/ Private Dock!
    Click For Pricing

    Expedia

    Waterfront Butternut Lake Getaway w\/ Private Dock!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    8

    Escape to Northeast Wisconsin for a picturesque cabin getaway! You’ll be in the heart of lake country during your stay a ...

    Click For Pricing

    Expedia

    Details
  • Sunset Bay Lodge.
    From $995 per night (USD)

    VRBO

    Sunset Bay Lodge.

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    24

    Welcome to one of Madeline Island’s newer and unique properties great for medium to large groups (sleeps up to 24 in bed ...

    From $995 per night (USD)

    VRBO

    Details
  • Escape To Madeline Island !  Superior Lakefront 2 Bedroom Condo
    From $282 per night (USD)

    Expedia

    Escape To Madeline Island ! Superior Lakefront 2 Bedroom Condo

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This gorgeous location has so much to offer... It is time to decompress and relax with the stunning views of the lake an ...

    From $282 per night (USD)

    Expedia

    Details
  • Gateway to Lake Superior-near Ashland, WI . Private Cabin-237 acres & Trails.
    From $315 per night (USD)

    VRBO

    Gateway to Lake Superior-near Ashland, WI . Private Cabin-237 acres & Trails.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Whitetail Waters is the perfect destination for a traveler seeking privacy, comfort and relaxation in a modern cabin se ...

    From $315 per night (USD)

    VRBO

    Details
  • 4 Island View.\n
    From $500 per night (USD)

    VRBO

    4 Island View.\n

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    4 Islands View from this spectacular property. Long winding driveway through 7 private acres of breathtaking forest and ...

    From $500 per night (USD)

    VRBO

    Details
  • Beautiful home on Madeline Island  summer specials
    From $611 per night (USD)

    VRBO

    Beautiful home on Madeline Island summer specials

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    16

    For a special call 715 2 09 150 4. This beautiful 5 bedroom, 2 bath + outside shower , two story home sits on 6 beautif ...

    From $611 per night (USD)

    VRBO

    Details
  • Breathtaking family getaway on the beach
    Click For Pricing

    Expedia

    Breathtaking family getaway on the beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Fully-stocked home, ready for quality family time on beautiful Lake Superior! The view is amazing, whatever the season. ...

    Click For Pricing

    Expedia

    Details
  • Beautiful golf course property with outstanding views and location
    From $600 per night (USD)

    VRBO

    Beautiful golf course property with outstanding views and location

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    16

    MADELINE ISLAND PARADISE….. WRAP AROUND 2500 square foot deck……ICE MACHINE/ BAR…. 715 - 209-1504 for info This beautifu ...

    From $600 per night (USD)

    VRBO

    Details
  • Cabin with private dock and large yard space!
    From $133 per night (USD)

    Expedia

    Cabin with private dock and large yard space!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    10

    "The Fish Taco Lodge" is an A-frame cabin that sleeps 6-8 people and has 2 bedrooms, a loft and 1 full bathroom. There i ...

    From $133 per night (USD)

    Expedia

    Details
  • sleeps 16, Top rental -MN Monthly Magazine
    From $975 per night (USD)

    VRBO

    sleeps 16, Top rental -MN Monthly Magazine

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    18

    From the moment you walk in the door you will feel completely at home at the barn at Madeline Island. Sleeps 16 in beds ...

    From $975 per night (USD)

    VRBO

    Details
  • Eureka Lake Log Cabin Retreat
    Click For Pricing

    Expedia

    Eureka Lake Log Cabin Retreat

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Authentic log cabin on the small quaint 39 acre no-wake lake of Eureka Lake nestled a few miles from the Chequamegon Nat ...

    Click For Pricing

    Expedia

    Details
  • Spacious townhome on Madeline Island Golf Course
    From $300 per night (USD)

    VRBO

    Spacious townhome on Madeline Island Golf Course

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    This gorgeous location has so much to offer... sit back and relax with the stunning views of the lake, the Apostle Islan ...

    From $300 per night (USD)

    VRBO

    Details
  • 4 Bed 2 Bath Escape in the Woods. 10 minutes to the beach!
    From $268 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Located ten minutes from Big Bay Town Park (the jewel of Lake Superior) and fifteen minutes from the quaint village of L ...

    From $268 per night (USD)

    VRBO

    Details
  • Cozy remodeled cottage in heart of Ashland\/Chequamegon Bay\/Lake Superior
    From $230 per night (USD)

    VRBO

    Cozy remodeled cottage in heart of Ashland\/Chequamegon Bay\/Lake Superior

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Quaint, fully remodeled two bedroom cottage with new appliances and furniture. Pull out sofa sleeper in living room. Bac ...

    From $230 per night (USD)

    VRBO

    Details
  • 3 Bears Guest Cottage at South Shore Vista Overlooking Lake Superior
    From $225 per night (USD)

    Expedia

    3 Bears Guest Cottage at South Shore Vista Overlooking Lake Superior

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    3 Bears at South Shore Vista is a self-contained, cozy cabin overlooking the elevated Eastern shore of the island locate ...

    From $225 per night (USD)

    Expedia

    Details
  • Make new Memories at Birch Haven Log Cabin on ATV\/UTV Trail with private dock
    From $225 per night (USD)

    VRBO

    Make new Memories at Birch Haven Log Cabin on ATV\/UTV Trail with private dock

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Ride from the Front Door - ATV Trails conveniently available! park your Trailer, Start your enjines and ride to and from ...

    From $225 per night (USD)

    VRBO

    Details
  • Gordon Point Cabin-Gordon Lake, Glidden WI
    From $221 per night (USD)

    VRBO

    Gordon Point Cabin-Gordon Lake, Glidden WI

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    The Gordon Point Cabin located on a four-acre private peninsula extending into Gordon Lake in Glidden, WI. The peninsula ...

    From $221 per night (USD)

    VRBO

    Details
  • Copper Falls Cottage,  Lake Front in Copper Falls State Park
    From $300 per night (USD)

    VRBO

    Copper Falls Cottage, Lake Front in Copper Falls State Park

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    12

    Whether you are an adventure-seeker or simply in need of relaxation by the lake, we believe you will find your ideal get ...

    From $300 per night (USD)

    VRBO

    Details
  • Clam Lake Lodge & Wapiti Cabin
    From $1250 per night (USD)

    VRBO

    Clam Lake Lodge & Wapiti Cabin

    Bedrooms:
    8
    Bathrooms:
    7
    Sleeps:
    18

    Iconic north woods lodge and caretakers cabin located on the shores of Upper Clam Lake in the heart of the Chequamegon N ...

    From $1250 per night (USD)

    VRBO

    Details
  •  Huge Home, Beds For 16, Centrally Located,  Between Both Town and State Parks
    Click For Pricing

    VRBO

    Huge Home, Beds For 16, Centrally Located, Between Both Town and State Parks

    Bedrooms:
    7
    Bathrooms:
    5
    Sleeps:
    18

    Huge, comfortable home, with over 8000 square feet of Madeline Island living! This home has four floors, with 6 bedrooms ...

    Click For Pricing

    VRBO

    Details
  • Sheila's Downtown Condo on Madeline Island
    From $112 per night (USD)

    VRBO

    Sheila's Downtown Condo on Madeline Island

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Walk to a ...

    From $112 per night (USD)

    VRBO

    Details
  • # 1 Lakeside Condo on Madeline Island
    From $383 per night (USD)

    VRBO

    # 1 Lakeside Condo on Madeline Island

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Beachfront Condo with gas fireplace and triple zone A/C Madeline Island offers several condos but many agree that Lakes ...

    From $383 per night (USD)

    VRBO

    Details
  • OPENINGS THIS SUMMER!!Madeline Island cottage within steps of Lake Superior
    From $490 per night (USD)

    Expedia

    OPENINGS THIS SUMMER!!Madeline Island cottage within steps of Lake Superior

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Gooseberry Cottage. You are invited to get away from it all at a charming lake cottage within steps of the cr ...

    From $490 per night (USD)

    Expedia

    Details
  • December Special: Magical Handcrafted Cabin on 20 Acres Featured in books\/mags
    From $380 per night (USD)

    VRBO

    December Special: Magical Handcrafted Cabin on 20 Acres Featured in books\/mags

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    *Per current Covid cleaning restrictions about cleaning times needed to sanitize safely, we can not do early check-ins o ...

    From $380 per night (USD)

    VRBO

    Details
  • 300' of Private Beach
    From $303 per night (USD)

    Expedia

    300' of Private Beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Rarely does a rental property combine over 300 feet of pristine private beach with an affordable, home on over two acre ...

    From $303 per night (USD)

    Expedia

    Details
  • The North House- Upper Clam Lake -Direct ATV trail access
    From $175 per night (USD)

    VRBO

    The North House- Upper Clam Lake -Direct ATV trail access

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Cozy Lake Cabin on Upper Clam Lake, rented year round. Perfect for a family summer vacation or a winter snowmobile retre ...

    From $175 per night (USD)

    VRBO

    Details
  • Farmstead Retreat with woods, pond, trails and easy access to local attractions
    From $239 per night (USD)

    VRBO

    Farmstead Retreat with woods, pond, trails and easy access to local attractions

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    This is a 100+ year old farm home with full interior/exterior renovation to its original footprint and function. Renovat ...

    From $239 per night (USD)

    VRBO

    Details
  • Bell Street Lodging-Suite
    From $140 per night (USD)

    VRBO

    Bell Street Lodging-Suite

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    In the heart of downtown Madeline Island. Walking distance to restaurants, bars and beaches. This is an ideal place to r ...

    From $140 per night (USD)

    VRBO

    Details
  • Pair of homes along beautiful shores of Lake Superior! Pristine beach and views.
    From $1350 per night (USD)

    VRBO

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

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    Enjoy Madeline Island in Luxury! This property is perfect if you are looking enjoy all Madeline has to offer or simply s ...

    From $1350 per night (USD)

    VRBO

    Details
  • Welcome to a landmark on Madeline Island
    From $500 per night (USD)

    VRBO

    Welcome to a landmark on Madeline Island

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    11

    5 Pines Farmhouse is truly a unique and special place on Madeline Island. In 2017, after a year of renovations, 5 Pines ...

    From $500 per night (USD)

    VRBO

    Details
  • Trailhead Lodge-Downtown Clam Lake*Snowmobile trail access*
    From $141 per night (USD)

    VRBO

    Trailhead Lodge-Downtown Clam Lake*Snowmobile trail access*

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Trailhead Lodge in Clam Lake is the ideal lodging option for sportsmen and riders of all types. Located on the edge of C ...

    From $141 per night (USD)

    VRBO

    Details
  • The Whitetail Inn- Upper Clam Lake
    From $500 per night (USD)

    VRBO

    The Whitetail Inn- Upper Clam Lake

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    12

    The Whitetail Inn vacation home rental in Clam Lake, Wisconsin is the epitome of luxury Northwoods lodging! This newly b ...

    From $500 per night (USD)

    VRBO

    Details
  • Bell Street Lodging-Retreat
    From $338 per night (USD)

    Expedia

    Bell Street Lodging-Retreat

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    In the heart of downtown Madeline Island is the newly acquired Bell Street Lodging. Walking distance to restaurants, bar ...

    From $338 per night (USD)

    Expedia

    Details
  • Our Perfect Place-Upper Clam Lake- Snowmobile trail access!
    From $303 per night (USD)

    VRBO

    Our Perfect Place-Upper Clam Lake- Snowmobile trail access!

    Bedrooms:
    8
    Bathrooms:
    5
    Sleeps:
    12

    Newly remodeled lake house with all amenities including WiFi. Our Perfect Place offers a tranquil escape in Wisconsin’s ...

    From $303 per night (USD)

    VRBO

    Details
  • Artist's Perch on Madeline Island Overlooking Big Bay and Short Walk To Beach
    From $375 per night (USD)

    VRBO

    Artist's Perch on Madeline Island Overlooking Big Bay and Short Walk To Beach

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    8

    Wrapped around an original fieldstone fireplace, this 2-bedroom cabin with 1.5 baths will thrill you with its cliffside ...

    From $375 per night (USD)

    VRBO

    Details
  • Cozy Cabin with Majestic View, Close to Town
    From $349 per night (USD)

    VRBO

    Cozy Cabin with Majestic View, Close to Town

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Gorgeous, cozy little cabin overlooking majestic Lake Superior. 80 foot cliff offers a very rare view of the lake. Fire ...

    From $349 per night (USD)

    VRBO

    Details
  • Custom Waterfront  full  Log Home State Licensed
    From $383 per night (USD)

    VRBO

    Custom Waterfront full Log Home State Licensed

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Welcome to English Lake Escape, a beautiful custom log home located in the heart of the Chequamegon National Forest. Thi ...

    From $383 per night (USD)

    VRBO

    Details
  • Bell Street-Downtown Oasis
    From $255 per night (USD)

    VRBO

    Bell Street-Downtown Oasis

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    In the heart of downtown Madeline Island is the newly acquired Bell Street Lodging. Walking distance to restaurants, ba ...

    From $255 per night (USD)

    VRBO

    Details
  • Downtown Island Condo
    From $200 per night (USD)

    VRBO

    Downtown Island Condo

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Downtown island condo available, central to all the Town of La Pointe and Island has to offer. Perfect location, conven ...

    From $200 per night (USD)

    VRBO

    Details
  • Lake Front Rustic Log Cabin in the heart of Chequamegon National Forest
    From $155 per night (USD)

    VRBO

    Lake Front Rustic Log Cabin in the heart of Chequamegon National Forest

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    850 square foot 2 bedroom,1 bath rustic cabin on Upper Clam Lake. Bedroom 1 has Queen bed. Bedroom 2 has twin trundle be ...

    From $155 per night (USD)

    VRBO

    Details
  • Madeline Island Cabin on the Shore of Lake Superior - BAYSIDE
    From $280 per night (USD)

    VRBO

    Madeline Island Cabin on the Shore of Lake Superior - BAYSIDE

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Our 2 Bedroom (lakeside), knotty pine, paneled cabin, sits so close to the water that you can hear the waves hitting the ...

    From $280 per night (USD)

    VRBO

    Details
  • Cozy Cabin in the Woods of Madeline Island
    From $250 per night (USD)

    VRBO

    Cozy Cabin in the Woods of Madeline Island

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to “Cozy Cabin," your private cottage in the woods of Madeline Island in Sunset Bay of Lake Superior. Here you c ...

    From $250 per night (USD)

    VRBO

    Details
  • Madeline Island Cottage Overlooking Apostle Islands
    From $1091 per night (USD)

    VRBO

    Madeline Island Cottage Overlooking Apostle Islands

    Bedrooms:
    3
    Bathrooms:
    7
    Sleeps:
    16

    A private and quiet setting overlooking the Apostle Islands National Park. Relaxing getaway for two or plenty of space ...

    From $1091 per night (USD)

    VRBO

    Details
  • Sowl's Cabin, Nestled on 20 acres on Madeline Island
    From $214 per night (USD)

    VRBO

    Sowl's Cabin, Nestled on 20 acres on Madeline Island

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    This peaceful cabin offers 2 bedrooms: One with a queen sized bed and the second with 2 sets of bunk beds. It sleeps ...

    From $214 per night (USD)

    VRBO

    Details
  • South Apartment on Main Street
    From $99 per night (USD)

    Expedia

    South Apartment on Main Street

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Come stay at this brand new, gorgeous, one bedroom apartment just two blocks from Lake Superior, located on Main Street ...

    From $99 per night (USD)

    Expedia

    Details
  • Eureka Lake Log Cabin Retreat
    From $175 per night (USD)

    VRBO

    Eureka Lake Log Cabin Retreat

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Eureka Lake Log Cabin Retreat Authentic log cabin on the small quaint 39 acre no-wake lake of Eureka Lake nestled a few ...

    From $175 per night (USD)

    VRBO

    Details
  • Chequamegon Cottage | 2 Bed, 1 Bath
    From $158 per night (USD)

    VRBO

    Chequamegon Cottage | 2 Bed, 1 Bath

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Find comfort just blocks from the bay at this Ashland home! Accommodating up to 4 people with 2 bedrooms, The Chequamego ...

    From $158 per night (USD)

    VRBO

    Details
  • Wilderness Retreat - Secluded cottage tucked away in the Woods!
    From $270 per night (USD)

    VRBO

    Wilderness Retreat - Secluded cottage tucked away in the Woods!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Welcome to Wilderness Retreat!  This cozy cabin is located nestled in the woods about eight miles from downtown La Point ...

    From $270 per night (USD)

    VRBO

    Details
  • The Pond Cabin | 2 Bed, 1 Bath
    From $164 per night (USD)

    VRBO

    The Pond Cabin | 2 Bed, 1 Bath

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    This true log cabin boasts a unique setting and is located just on the outskirts of Glidden, WI.  Find trail access for ...

    From $164 per night (USD)

    VRBO

    Details
  • Escape to Wild River Retreat!  | 6 Bed, 2 Bath
    From $431 per night (USD)

    VRBO

    Escape to Wild River Retreat! | 6 Bed, 2 Bath

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    15

    Escape to seclusion where the only sound is the steady flow of the mighty Chippewa river! Find this beautiful home tucke ...

    From $431 per night (USD)

    VRBO

    Details
  • River Rock Cottage Is Located On The Shore Of Lake Superior On Chequamegon Bay.
    From $407 per night (USD)

    VRBO

    River Rock Cottage Is Located On The Shore Of Lake Superior On Chequamegon Bay.

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    14

    River Rock Cottage is a smoke-free cottage located approximately 3 miles east of Ashland, Wisconsin on the shore of Lake ...

    From $407 per night (USD)

    VRBO

    Details
  • Dancing Bear Lodge
    From $208 per night (USD)

    VRBO

    Dancing Bear Lodge

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Quiet cabin located in the Chequamegon Nicolet National Forest. Comfortably sleeps six adults. Two bedroom and one full ...

    From $208 per night (USD)

    VRBO

    Details
  • Moss Creek Cabin in the woods on Madeline Island
    From $435 per night (USD)

    VRBO

    Moss Creek Cabin in the woods on Madeline Island

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Welcome to The Moss Creek Cabin! This chalet style home is a beautiful, sunny base for all of your island adventures and ...

    From $435 per night (USD)

    VRBO

    Details
  • Off-grid Log Cabin 60 acre Estate w Private Lake & Endless Trails! Pets OK!
    From $254 per night (USD)

    VRBO

    Off-grid Log Cabin 60 acre Estate w Private Lake & Endless Trails! Pets OK!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    10

    Off-grid Cabin with Private Lake & Trails! Full log cabin on 60 acres surrounded by thousands of acres of county forest ...

    From $254 per night (USD)

    VRBO

    Details
  • Harbor View 205 - Condo in the Heart of Downtown La Pointe!
    From $201 per night (USD)

    Expedia

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

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Stay in the heart of downtown La Pointe! This newly remodeled Condo has 1 bedroom with a Queen bed, a full kitchen, full ...

    From $201 per night (USD)

    Expedia

    Details
  • The Barndominium | 5 Bed, 2 Bath
    From $165 per night (USD)

    VRBO

    The Barndominium | 5 Bed, 2 Bath

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    12

    A unique lodging experience, surrounded by nature. Escape it all and stay amongst the stars! The Barndominium offers a m ...

    From $165 per night (USD)

    VRBO

    Details
  • Waterfront Butternut Lake Getaway - With Dock!
    From $142 per night (USD)

    VRBO

    Waterfront Butternut Lake Getaway - With Dock!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Located on Butternut Lake, this cabin is on the waterfront. Butternut Lake is just over 1000 acres and offers Class A M ...

    From $142 per night (USD)

    VRBO

    Details
  • Cozy Woodland Getaway with Lake Frontage
    Click For Pricing

    VRBO

    Cozy Woodland Getaway with Lake Frontage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Endless ATV/Snowmobile trails, easy access to countless hiking trails and waterfalls (under an hour drive). Cabin sits o ...

    Click For Pricing

    VRBO

    Details
  • Pony Express in Clam Lake, WI on the River
    From $165 per night (USD)

    VRBO

    Pony Express in Clam Lake, WI on the River

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Once the location of the Post Office in Clam Lake, Pony Express is the perfect getaway for those who love the outdoors. ...

    From $165 per night (USD)

    VRBO

    Details
  • A new contemporary escape for your next snow day on Madeline!
    From $219 per night (USD)

    VRBO

    A new contemporary escape for your next snow day on Madeline!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Indulge in modern comfort at our island retreat on Lake Superior! Recently built in ‘23, this chic sanctuary in LaPoint ...

    From $219 per night (USD)

    VRBO

    Details
  • Charming Butternut Lake Getaway w\/ Deck & Dock!
    From $182 per night (USD)

    Expedia

    Charming Butternut Lake Getaway w\/ Deck & Dock!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    Discover the rustic charm of this 4-bedroom, 2-bathroom vacation rental nestled by Butternut Lake! Perfect for those see ...

    From $182 per night (USD)

    Expedia

    Details
  • Beautiful lake home at a private camp
    From $142 per night (USD)

    VRBO

    Beautiful lake home at a private camp

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    6

    Our charming new lake cabin is located on our private summer camp property on Lake Galilee, just East of Mellen, WI. Wa ...

    From $142 per night (USD)

    VRBO

    Details
  • North Apartment with Lake Superior Views
    From $125 per night (USD)

    Expedia

    North Apartment with Lake Superior Views

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Come stay at this brand new, gorgeous, one bedroom apartment just two blocks from Lake Superior with beautiful views. Lo ...

    From $125 per night (USD)

    Expedia

    Details
  • Butternut Lakeview Oasis | 2 Bed, 1 Bath
    From $77 per night (USD)

    VRBO

    Butternut Lakeview Oasis | 2 Bed, 1 Bath

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Access to Butternut Lake and within walking distance to an established restaurant serving scrumptious meals is this quai ...

    From $77 per night (USD)

    VRBO

    Details
  • Stone Mason`s Camp | 3 Bed, 2 Bath
    From $135 per night (USD)

    VRBO

    Stone Mason`s Camp | 3 Bed, 2 Bath

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    The views of the river are stunning! This 3-bedroom, 2-bath cabin in the Northwoods is situated on a spacious lot and of ...

    From $135 per night (USD)

    VRBO

    Details
  • Dockmaster - Home steps away from the water with Amazing Dining Room and
    From $648 per night (USD)

    VRBO

    Dockmaster - Home steps away from the water with Amazing Dining Room and

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Dockmaster, a wonderful family home located on Big Bay Road with spectacular views of Lake Superior and your ...

    From $648 per night (USD)

    VRBO

    Details
  • Hideaway - Cottage with Lake Superior Views
    From $243 per night (USD)

    Expedia

    Hideaway - Cottage with Lake Superior Views

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to Hideaway a charming cottage nestled privately in the woods with wonderful views of Lake Superior and the Apos ...

    From $243 per night (USD)

    Expedia

    Details
  • McGill Cabin located on Sunset Bay
    Click For Pricing

    VRBO

    McGill Cabin located on Sunset Bay

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    Turn down the drive and leave the hustle and bustle of the world behind you! For more than 40 years, the McGill Cabin h ...

    Click For Pricing

    VRBO

    Details
  • Ashland Apartment: Walkable & Pet Friendly!
    From $69 per night (USD)

    Expedia

    Ashland Apartment: Walkable & Pet Friendly!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    7

    Unparalleled natural beauty awaits at this 2-bedroom, 1-bath vacation rental apartment, located just 0.3 miles from the ...

    From $69 per night (USD)

    Expedia

    Details
  • The Boathouse Lodge on Madeline Island
    From $875 per night (USD)

    VRBO

    The Boathouse Lodge on Madeline Island

    Bedrooms:
    5
    Bathrooms:
    7
    Sleeps:
    16

    The Boathouse Lodge sleeps 16 and is perfect for large groups and families. The main house is roughly 3,300 sq ft and h ...

    From $875 per night (USD)

    VRBO

    Details
  • Spectacular sunset views await you.
    Click For Pricing

    Expedia

    Spectacular sunset views await you.

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Take in the breathtaking view of Lake Superior from the, deck, screened in porch or living room. Located 2 miles from th ...

    Click For Pricing

    Expedia

    Details
  • Willows - 2 Bed\/1 Bath Cabin minutes from Downtown La Pointe!
    From $202 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to the Willows, a cozy cabin located close to town! It features 2 Bedrooms and a Full Bathroom with an open grea ...

    From $202 per night (USD)

    VRBO

    Details
  • Superior View - 2 Bed\/1 Bath Second-floor Apartment overlooking the Ferry
    From $244 per night (USD)

    Expedia

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

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Superior View is a charming second story apartment located on the water in town above La Pointe's Historic Post Office. ...

    From $244 per night (USD)

    Expedia

    Details
  • Simple Gifts - A Simple Studio Cabin with Lake Superior Acesss across the
    From $235 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Simple Gifts is a cozy cabin located toward the north end of Madeline Island with access to Lake Superior.  The cabin is ...

    From $235 per night (USD)

    VRBO

    Details
  • Suite Two at La Pointe Lodging
    From $146 per night (USD)

    Expedia

    Suite Two at La Pointe Lodging

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    La Pointe Lodging is conveniently located in town on Madeline Island at the corner of Main Street and Big Bay Road. La P ...

    From $146 per night (USD)

    Expedia

    Details
  • Mary Ann`s  - Located on Beautiful Russell Bay with Lake Access across the
    From $300 per night (USD)

    VRBO

    Mary Ann`s - Located on Beautiful Russell Bay with Lake Access across the

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Lakefront cottage, with a view of Chebomnicon, "Russell", Bay and Michigan's Porcupine Mountains.  This 3 bedroom home o ...

    From $300 per night (USD)

    VRBO

    Details
  • Stolen Oaks - Cottage with All-seasons Porch, located near the Airport!
    From $223 per night (USD)

    Expedia

    Stolen Oaks - Cottage with All-seasons Porch, located near the Airport!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Stolen Oaks is located about three miles from town just beyond the Madeline Island Airport.  This 2 bedroom, 2 bath cott ...

    From $223 per night (USD)

    Expedia

    Details
  • MadPad - Unique Family Home located right on the Golf Course!
    From $331 per night (USD)

    VRBO

    MadPad - Unique Family Home located right on the Golf Course!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Mad Pad, a unique custom built home located on the 15th hole of the Robert Trent Jones, Sr. designed Golf Cou ...

    From $331 per night (USD)

    VRBO

    Details
  • Next Farm Down - Main House and 2 Guest quarters with Lake Superior Access!
    From $572 per night (USD)

    Expedia

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

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Located on Chippewa Trail on the north end of the Island, Next Farm Down is a custom built home featuring three unique b ...

    From $572 per night (USD)

    Expedia

    Details
  • Parkside Condo 7 -  Condo Conveniently Located Across from Joni`s Beach
    From $306 per night (USD)

    VRBO

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

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    5

    Welcome to Parkside Condo 7!  Conveniently located in Town across from Joni's Beach.  This multilevel condo features 2 B ...

    From $306 per night (USD)

    VRBO

    Details
  • Parkside Condo 1 -  Condo Conveniently Located Across from Joni`s Beach
    From $373 per night (USD)

    Expedia

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

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Conveniently located in Town directly across from Joni's Beach; Parkside is a delightful townhome with three levels of l ...

    From $373 per night (USD)

    Expedia

    Details
  • Harbor Beach House - Right on the Water, located Downtown La Pointe!
    From $594 per night (USD)

    VRBO

    Harbor Beach House - Right on the Water, located Downtown La Pointe!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Harbor Beach House!  The moment you walk through the gate and enter the home you will feel like you are livin ...

    From $594 per night (USD)

    VRBO

    Details
  • Evelyn`s Place - Quaint Cottage with Amazing Lake Superior Access!
    From $378 per night (USD)

    Expedia

    Evelyn`s Place - Quaint Cottage with Amazing Lake Superior Access!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    From the moment you arrive at Evelyn's Place and take in the views of Lake Superior you will begin to relax and enjoy al ...

    From $378 per night (USD)

    Expedia

    Details
  • Lucy`s Farm House - Beautiful Property with over 250 Feet of Sand Beach!
    From $621 per night (USD)

    VRBO

    Lucy`s Farm House - Beautiful Property with over 250 Feet of Sand Beach!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Lucy's Farm House!  Located on Kron's Road at the North End of Madeline Island, you will find 250 feet of san ...

    From $621 per night (USD)

    VRBO

    Details
  • Cedarberry Bluff - Cozy Cottage with Fire Pit and Lake Superior Views!
    From $248 per night (USD)

    Expedia

    Cedarberry Bluff - Cozy Cottage with Fire Pit and Lake Superior Views!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Cedarberry Bluff a wonderful cottage situated on a bluff overlooking the South Shore of Lake Superior on Made ...

    From $248 per night (USD)

    Expedia

    Details
  • Lakefront Condo 202 - Large Condo with shared Dock, Lake Superior Views
    From $554 per night (USD)

    VRBO

    Lakefront Condo 202 - Large Condo with shared Dock, Lake Superior Views

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Welcome to Lakefront Condo - 202   This Lakefront Condominium is located a few steps from Lake Superior and just down th ...

    From $554 per night (USD)

    VRBO

    Details
  • Slainte - Cottage located near Downtown La Pointe with Screened-in Porch!
    From $324 per night (USD)

    Expedia

    Slainte - Cottage located near Downtown La Pointe with Screened-in Porch!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Sláinte on Madeline Island!  This cottage is conveniently located steps away from the Madeline Island Marina ...

    From $324 per night (USD)

    Expedia

    Details
  • Cozy Pines Cabin - Wonderful Sunsets with Lake Superior Access!
    From $378 per night (USD)

    VRBO

    Cozy Pines Cabin - Wonderful Sunsets with Lake Superior Access!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Cozy Pines Cabin is nestled in the woods near Grants Point with a stunning westward view overlooking the south channel a ...

    From $378 per night (USD)

    VRBO

    Details
  • A-Frame Cabin w\/ Private Boat Dock!
    From $205 per night (USD)

    Expedia

    A-Frame Cabin w\/ Private Boat Dock!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    10

    No matter the season, this cozy cabin makes the perfect place for any family trip. This 3-bedroom, 1-bathroom vacation r ...

    From $205 per night (USD)

    Expedia

    Details
  • Library Street Cottage - 2 Bedroom 1 Bath - Easy Walk to Shops and Restaurants!
    From $176 per night (USD)

    VRBO

    Library Street Cottage - 2 Bedroom 1 Bath - Easy Walk to Shops and Restaurants!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Library Street Cottage a cozy downtown home with two bedrooms. You will find two queen bedrooms along with a ...

    From $176 per night (USD)

    VRBO

    Details
  • South Superior Escape
    From $130 per night (USD)

    Expedia

    South Superior Escape

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Enjoy our large, beautiful, quiet, 4-bedroom home located blocks from Ashland’s mainstreet and Lake Superior. Our home, ...

    From $130 per night (USD)

    Expedia

    Details
  • Big Arns - Home on the edge of the Woods, close to Downtown La Pointe
    From $252 per night (USD)

    VRBO

    Big Arns - Home on the edge of the Woods, close to Downtown La Pointe

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Big Arn's is conveniently located on Middle Road just outside of downtown La Pointe nestled in the woods. The home can a ...

    From $252 per night (USD)

    VRBO

    Details
  • Shangri Lodge - Beautiful Home with Game Room and Lake Superior Access across
    From $612 per night (USD)

    Expedia

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

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    11

    Welcome to Shangri Lodge, a five bedroom, five bath Madeline Island family retreat situated on 7 acres with Lake Superio ...

    From $612 per night (USD)

    Expedia

    Details