Madeline Island vacation rentals
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Top-rated vacation rentals in Madeline Island
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Camper/RV in La Pointe
4.83 out of 5 average rating, 167 reviewsCamp on Main Street
2017 28ft Jayco Camper. Located downtown La Pointe; walking distance to shops, cafes, restaurants, bars, ferry boat, museum, golf course, marina, boat rentals, swimming pool, playgrounds. 2 min walk to Joni's beach. Tucked in our beautiful back yard (private to renter, not used by owner) behind the house we live. So close to everything but yet in the quietest part of Main Street. Ideal for families or couples. Max occupancy 4-6. Every person above 4 (approved only by host) is $30.00 a night.
May 29 – Jun 5
Condo in Bayfield
4.81 out of 5 average rating, 255 reviewsOne Minute Walk to Lake Superior. Brookside #3
Amazing location! No cleaning fee! This Condo sleeps 4, King bed & Queen sofa sleeper. Full kitchen, balcony, AC, CableTV, WiFi, BBQ, fire pit, and bikes. Restaurant, bar and pool in July-Sept.Bayfield is a 2.3 mile hike or bike on the Brownstone Trail. Brookside is 5 minutes from Mt Ashwabay, Big Top, Bayview beach and multiple hiking trails. Ride a ferry ride to Madeline or cruise the Apostles. Sail, fish, kayak, golf, ski. Pool opens in July. $40 pet fee per stay. 🙂 No smoking allowed.
Dec 13 – 20
Cottage in Bayfield
4.83 out of 5 average rating, 107 reviewsSuperior Sanctuary: Refined Rustic in the Woods
Escape to the tranquil shores of Lake Superior in our charming retreat! Nestled within the serene Brickyard Creek Community, this modern haven offers a perfect blend of rustic elegance and contemporary comforts. Immerse yourself in nature's beauty, unwind on the spacious screened porch, and cozy up by the fireplace. Your peaceful escape awaits. • Screened Porch with Swing Chairs • Access to Beach and Hiking Trails • Smart TV & Streaming • Modern Kitchen • Boat Slip Rental Available
Nov 27 – Dec 4
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Madeline Island vacation rentals
Madeline Island house rentals
Home in Ashland
4.92 out of 5 average rating, 370 reviewsAshland Charm on Saint Claire
Apr 4 – 11
Home in Bayfield
4.97 out of 5 average rating, 187 reviewsStar View House
Jul 19 – 26
Home in Mason
4.94 out of 5 average rating, 235 reviewsMarengo River Cabin
Jan 23 – 30
Home in Brule
4.89 out of 5 average rating, 308 reviewsCozy Copper Range Comfort Cottage
Nov 24 – Dec 1
Home in Port Wing
4.9 out of 5 average rating, 177 reviewsKinney Valley Farm
May 15 – 22
Home in Ashland
4.88 out of 5 average rating, 121 reviewsBungalow (House) on Chequamegon Bay.
May 18 – 25
Home in Two Harbors
4.94 out of 5 average rating, 173 reviewsWhite Pine Waters 5 Acres of Majestic White Pines
Oct 29 – Nov 5
Home in Ironwood
4.98 out of 5 average rating, 187 reviewsOur Finnish Farmhouse-Hike, Bike, Waterfalls
Sep 19 – 26
Home in Two Harbors
4.97 out of 5 average rating, 289 reviewsClassic Vintage Log Cabin on Lake Superior
Nov 24 – Dec 1
Home in Washburn
4.93 out of 5 average rating, 124 reviewsUp North Oasis | Groups & Dogs in Bayfield Area
Nov 3 – 10
Home in Two Harbors
4.85 out of 5 average rating, 239 reviewsA Must! Superior Stay Cottage! License #1419
Nov 18 – 25
Home in Ironwood
4.99 out of 5 average rating, 144 reviewsOn the Trail-Cedar Sauna & Close to Ski & Trails
May 16 – 23
Madeline Island cottage rentals
Cottage in Washburn
4.97 out of 5 average rating, 101 reviewsLake Superior Cottage
Feb 1 – 8
Cottage in Cornucopia
4.98 out of 5 average rating, 104 reviewsEscape to the Lake at Corny Cottage
Nov 4 – 11
Cottage in Brule
4.97 out of 5 average rating, 221 reviewsThe Cottage @ Brule River Barn (No Cleaning Fees)
Oct 24 – 31
Cottage in Ironwood
4.98 out of 5 average rating, 111 reviewsBakery Bunkhouse - Sweet Amenities & Nature !
Sep 29 – Oct 6
Cottage in La Pointe
4.96 out of 5 average rating, 25 reviewsBright Updated Lakefront Home As Your Retreat
Sep 1 – 8
Cottage in La Pointe
5.0 out of 5 average rating, 27 reviewsHaven House on Madeline Island
Oct 28 – Nov 4
Cottage in Cornucopia
4.98 out of 5 average rating, 94 reviewsBorealis Cottage by Siskiwit Bay
May 6 – 13
Cottage in Bayfield
4.98 out of 5 average rating, 52 reviewsBayfield Fruit Loop Retreat - Main Cottage
Dec 18 – 25
Cottage in Two Harbors
4.95 out of 5 average rating, 19 reviewsSilver Creek B&B - The Cottage
Dec 12 – 19
Cottage in Iron River
4.86 out of 5 average rating, 35 reviewsWillow North Cottage in Iron River, Wisconsin
Feb 18 – 25
Cottage in Bayfield
4.78 out of 5 average rating, 23 reviewsMadeleine Lane Cottage
Jul 21 – 28
Cottage in Bayfield
4.9 out of 5 average rating, 31 reviewsCottage @ Seagull Bay Motel
Jan 8 – 15
Other great vacation rentals in Madeline Island
Apartment in Washburn
4.98 out of 5 average rating, 236 reviewsPalma Lodge
Oct 19 – 26
Tiny home in Lake Nebagamon
4.97 out of 5 average rating, 348 reviewsBerrywood Acres Cabin
Sep 13 – 20
Apartment in Ashland
4.95 out of 5 average rating, 150 reviewsThe Garland City Downtown Apartment
Dec 10 – 17
Tiny home in Lake Nebagamon
4.98 out of 5 average rating, 312 reviewsDeer Haven - Cozy Northwoods Tiny House
Aug 19 – 26
Treehouse in Bayfield
4.95 out of 5 average rating, 187 reviewsBoulderridge Treehouse
Jul 25 – Aug 1
Cabin in Two Harbors
4.99 out of 5 average rating, 332 reviewsCedarwood Hideaway
Feb 18 – 25
Chalet in Bayfield
4.98 out of 5 average rating, 100 reviewsNorthwoods Chalet @ Brickyard Creek
Nov 1 – 8
Guesthouse in Two Harbors
4.97 out of 5 average rating, 117 reviewsSwan Forest Loft - trees are your neighbors
Oct 24 – 31
Guest suite in Cornucopia
4.93 out of 5 average rating, 117 reviewsApostle Islands Suite
Sep 5 – 12
Apartment in Bayfield
4.91 out of 5 average rating, 103 reviewsChez DelMain -Upstairs apartment
Jun 5 – 12
Cabin in Iron River
4.95 out of 5 average rating, 123 reviewsLog Cabin and Spider Lake
Nov 29 – Dec 6
Cabin in Herbster
5.0 out of 5 average rating, 103 reviewsSuperior Sunsets @ The West Slope (Steam Shower)
Sep 7 – 14
Destinations to explore
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- Rentals with a fire pit Madeline Island
- Rentals with a patio Madeline Island
- Pet-friendly rentals Madeline Island
- Rentals with beach access Madeline Island
- Monthly Rentals Madeline Island
- Rentals with outdoor seating Madeline Island
- Rentals with lake access Madeline Island
- Cabin rentals Madeline Island
- Rentals with a fireplace Madeline Island
- Rentals with a washer and dryer Madeline Island
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