
Ashland Area Rentals

- From $392 per night (USD)
VRBO
Parkside Condo 7 - Condo Conveniently Located Across from Joni`s Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Parkside Condo 7! Conveniently located in Town across from Joni's Beach. This multilevel condo features 2 B ...
From $392 per night (USD)VRBO
- From $799 per night (USD)
Expedia
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 $799 per night (USD)Expedia
- From $508 per night (USD)
VRBO
Evelyn`s Place - Charming Cottage with Spectacular Lake Superior Views!
- 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 $508 per night (USD)VRBO
- From $765 per night (USD)
Expedia
Lucy`s Farm House - Beautiful Property with over 250 Feet of Sand Beach!
- Bedrooms:
- 1
- 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 $765 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Cedarberry Bluff - Charming Cottage with 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 Mad ...
From $350 per night (USD)VRBO
- From $735 per night (USD)
Expedia
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 the ...
From $735 per night (USD)Expedia
- From $431 per night (USD)
VRBO
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 $431 per night (USD)VRBO
- From $508 per night (USD)
Expedia
Cozy Pines Cabin - Wonderful Sunsets with Lake Superior Access!
- Bedrooms:
- 0
- 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 $508 per night (USD)Expedia
- From $222 per night (USD)
VRBO
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 $222 per night (USD)VRBO
- From $254 per night (USD)
Expedia
Library Street Cottage - Charming Cottage located in Town, 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 $254 per night (USD)Expedia
- From $291 per night (USD)
VRBO
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 $291 per night (USD)VRBO
- From $834 per night (USD)
Expedia
Shangri Lodge - Beautiful Home with Game Room and Lake Superior Access across the Street!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Shangri Lodge, a five bedroom, five bath Madeline Island family retreat situated on 7 acres with Lake Superio ...
From $834 per night (USD)Expedia
- From $728 per night (USD)
VRBO
Miriam`s Retreat - Overlooking Lake Superior with Staircase Lake Superior Access!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Miriam’s Retreat is bound to be the highlight of your vacation. This 4-bedroom, 3-bath( including an outdoor shower) hom ...
From $728 per night (USD)VRBO
- From $859 per night (USD)
Expedia
Seven Hearts - Family Home with Guest House and Lake Superior Access!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to Seven Hearts, a warm and inviting home located just minutes from downtown La Pointe but far enough & private ...
From $859 per night (USD)Expedia
- From $680 per night (USD)
VRBO
Valhalla - Quaint Cabin with Lake Superior Access and Sweeping Views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Connect with nature in this wonderful cottage located on the north end of the Island. Valhalla features a warm and invit ...
From $680 per night (USD)VRBO
- From $546 per night (USD)
Expedia
Feeling Superior - Cliffside Home with Amazing Lake Superior Views!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Feeling Superior is nestled on the north shore of Madeline Island. The two-bedroom, one-bathroom home also has a guest ...
From $546 per night (USD)Expedia
- From $207 per night (USD)
VRBO
Suite Four 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 $207 per night (USD)VRBO
- From $379 per night (USD)
Expedia
Finn McCool - 200 Feet of Sand Beach just steps away!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Finn McCool a place where you can enjoy beach walking, swimming, kayaking, reading, sunning or sharing a meal ...
From $379 per night (USD)Expedia
- From $272 per night (USD)
VRBO
Weisel Cabin - Nostalgic Cabin located within walking distance of Downtown La Pointe!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Charming Island Cottage built in 1905, featuring a fully equipped kitchen, three bedrooms, and living room. The cottage ...
From $272 per night (USD)VRBO
- From $469 per night (USD)
Expedia
Barge Bay - Home with 400 Feet of Sand Beach Steps Away!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Barge Bay, a casual place where family and friends can enjoy beach walking, swimming, kayaking, reading, sunn ...
From $469 per night (USD)Expedia
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VRBO
Beach House - Cottage right on Lake Superior with Amazing Sunrises!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Beach House Your long-awaited beach vacation awaits at this adorable beach-front cottage, perfect for a fami ...
Click For PricingVRBO
- 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 PricingExpedia
- From $299 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 $299 per night (USD)VRBO
- From $359 per night (USD)
Expedia
Superior View - 2 Bed/1 Bath Second-floor Apartment overlooking the Ferry Harbor!
- 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 $359 per night (USD)Expedia
- From $294 per night (USD)
VRBO
Simple Gifts - A Simple Studio Cabin with Lake Superior Acesss across the Street!
- 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 $294 per night (USD)VRBO
- From $223 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 $223 per night (USD)Expedia
- From $502 per night (USD)
VRBO
Cedar Log Cabin - Family Cabin located on the Robert Trent Jones Golf Course
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Cedar Log Cabin is nestled in the woods overlooking the 16th tee and fairway of the Madeline Island Golf Club. The home ...
From $502 per night (USD)VRBO
- From $354 per night (USD)
Expedia
Eagle Moon - Nonagon Home nestled in the Woods and minutes away from Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Eagle Moon is quietly nestled on six acres in the woods just off South Shore Road. The unique nine-sided home features ...
From $354 per night (USD)Expedia
- From $576 per night (USD)
VRBO
Payne Cottage - Family Home with Lake Superior Access!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Payne Cottage! This unique family home is located on the South Shore of Madeline Island. The great room featu ...
From $576 per night (USD)VRBO
- From $371 per night (USD)
Expedia
Parkside Condo 6 - Condo Conveniently Located Across from Joni`s Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Parkside Unit 6! Conveniently located in Town across from Joni's Beach. This multilevel condo features 2 Be ...
From $371 per night (USD)Expedia
- From $492 per night (USD)
VRBO
North House - Custom-built Home tucked away in the Woods, near Russell Bay!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to North House! This custom built home is nestled in the woods about three miles from the State Park. The large ...
From $492 per night (USD)VRBO
- From $206 per night (USD)
Expedia
Suite One 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 $206 per night (USD)Expedia
- From $212 per night (USD)
VRBO
Suite Three 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 ...
From $212 per night (USD)VRBO
- From $395 per night (USD)
Expedia
Island Fox - Home nestled in the Woods with Screened-in Porch!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled on 16.5 acres Island Fox is the perfect house to get away from it all! The home is meticulously maintained and f ...
From $395 per night (USD)Expedia
- From $283 per night (USD)
VRBO
T West Lodging
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This unit is in the heart of downtown Madeline Island. Walking distance to restaurants, bars and beaches. This is an ide ...
From $283 per night (USD)VRBO
- From $152 per night (USD)
Expedia
Camp in style with AC/heat, WIFI, on Main Street, 1 block from Joni's beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
28ft Jayco Camper. Located downtown La Pointe; walking distance to shops, cafes, restaurants, bars, ferry boat, museum, ...
From $152 per night (USD)Expedia
- From $393 per night (USD)
VRBO
Lakefront Cabin w/ Pool Table+Waterfall: Northwoods Nostalgia + Modern Amenities
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
<h1>Escape to Cascade Cabin: A Serene Lakefront Retreat</h1> <p>Nestled on the tranquil shores at the corner of Lower C ...
From $393 per night (USD)VRBO
- From $178 per night (USD)
Expedia
The Elk Inn - Lower Clam Lake
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Nestled in the serene surroundings of Lower Clam Lake, our charming cabin offers a delightful blend of modern c ...
From $178 per night (USD)Expedia
- From $522 per night (USD)
VRBO
Motisi's Sandy Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
A rare beach front property. White sandy beach just 12 steps away. Find yourself staying at a true beach house on Madel ...
From $522 per night (USD)VRBO
- From $545 per night (USD)
Expedia
Secluded luxury log home in Wisconsin wilderness
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Tucked away in the middle of the Chequamegon National Forest is the delightful community of Clam Lake. Majestic pines, c ...
From $545 per night (USD)Expedia
- From $248 per night (USD)
VRBO
Rustic Clam formally known as \"Lakeview\"...A Cozy Log Cabin Getaway
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
***Note....we have recently stained the cabin in 2024 to gray. You will see photos of what it looked like in the past a ...
From $248 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Quaint Clam- Lower Clam Lake
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This rental was once part of the historic Pinehurst Resort on Lower Clam Lake. The cabin has been transformed into a com ...
From $200 per night (USD)VRBO
- From $240 per night (USD)
VRBO
Loon Landing on Schnur Lake | 3 Bed, 1 Bath
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Enjoy the beautiful views and sandy beach bottom that this adorable cabin has to offer! This great property offers a spa ...
From $240 per night (USD)VRBO
- From $228 per night (USD)
Expedia
Lakeshore Pines | Peaceful, Lakefront Seclusion | 2 Bedroom
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Lakeshore Pines is a peaceful, lakefront retreat in the Northwoods of Butternut, Wisconsin, perfect for a quiet getaway ...
From $228 per night (USD)Expedia
- From $349 per night (USD)
VRBO
Butternut Lake Hideaway | 3 Bedroom, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
🏡 Cozy Butternut Lake Hideaway – Your Northwoods Escape! Enjoy fishing, boating, snowmobiling, ATVing, and more at this ...
From $349 per night (USD)VRBO
- From $50 per night (USD)
Expedia
Extended Stay Lodging on Lake Superior
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Full kitchen, refrigerator, stove, dishwasher, microwave, Cable tv, Internet, off street parking, Coin operated laundry ...
From $50 per night (USD)Expedia
- From $461 per night (USD)
VRBO
Jackson`s - 200 Feet of Sand Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Jackson’s! Discover the perfect blend of old-world charm and comfort at this Cape Cod-style home, nestled on ...
From $461 per night (USD)VRBO
- From $332 per night (USD)
VRBO
The PineHurst Lodge - Lower Clam Lake -
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
The PineHurst Lodge is located 29 miles east of Hayward and 2 Miles west of Clam Lake on Lower Clam Lake deep in the hea ...
From $332 per night (USD)VRBO