Holiday rentals in Lakeside

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Top-rated holiday rentals in Lakeside

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Top guest favourite
A cozy fire pit surrounded by a circle of stones is positioned on a gravel patio. Two white Adirondack chairs provide seating, while lush greenery and a distant view of the landscape are visible in the background under a partly cloudy sky.
Home in Duluth
4.92 out of 5 average rating, 452 reviews

Becks Bungalow

Every room has everything you need so just pack your personal belongings & come relax. 3 Bedrooms, 2.5 bathrooms, living room, Fully equipped kitchen with BUNN & Keurig coffee makers, dining room, family room, patio, deck, yard, Private parking, quiet & close to everything. 4 miles, to Spirit Mountain, 7 miles (14 minutes) to Mont Du Lac, and direct access to the trail system from the house. Please visit the guidebook here for links to great local restaurants and must see local attractions

Guest favourite
A charming log cabin is nestled among tall trees, showcasing a sloped roof and warm wooden exterior. The porch area features a small seating arrangement and decorative stone pathways. A cozy shed is located to the side, surrounded by lush greenery and natural landscaping.
Cabin in Iron River
4.93 out of 5 average rating, 108 reviews

Adorable Northwoods cabin

Come enjoy the North woods in our beautiful little cabin. This cabin is a located in a perfect spot only 2 miles outside of Iron River. Close to tourist areas such as Duluth, Bayfield, Ashland and more. This cabin is the perfect get away. The Brule river is only 8 miles away and can make for the perfect day trip in a kayak or canoe. This cabin comfortably fits 2-4 people! You can enjoy the outdoors at the fire pit or the 3 season porch that gives you the perfect indoor/outdoor feeling!

Top guest favourite
A cozy living room features a classic leather sofa and a large area rug. A fireplace is centered beneath a mirror, while natural light enters through multiple windows. A framed art piece of a deer adorns the wall, contributing to the room's eclectic aesthetic.
Home in Duluth
4.98 out of 5 average rating, 137 reviews

Matilda

Escape life, for a moment, to this enchanting vintage home with eclectic vibes. The spacious home has one king room, one queen room, and one full room, all curated in the coziest north woods elegance . Let the wind from lake superior slap you in the face as you sit on the back deck. The home is in a commercial part of town with a two minute walk to lake walk. If you take a right and you are a 10 min bike ride from Canal park . If you take a left your a 10 minute bike ride from Glensheen.

Top guest favourite
Cabin in South Range
4.97 out of 5 average rating, 103 reviews

Kitchigami Lodge - Lake Superior Beach, Hot Tub!

Secluded on 16 acres, with your own beachfront, enjoy the peace and relaxation of Kitchigami Lodge. Take in dramatic sunsets and soaring eagles, sitting upon the bluff mirador. Share stories by the firepit and play games in the sunroom. BBQ with family and friends and enjoy the bubbly swim spa. Duluth, two state parks and ski resorts are only 30 minutes away. Visit Bayfield & the Apostle islands on a day trip! Relax with friends and family and create memories that last a lifetime!

Top guest favourite
The exterior of the early 20th century home is showcased, featuring a welcoming entry with a red door and white columns. Lush green lawns and vibrant flower beds surround the house, while large windows allow natural light to fill the interior spaces.
Home in Chester Park
4.95 out of 5 average rating, 360 reviews

Arrowhead Garden Retreat

No matter the season, you'll enjoy my early 20th century home in Duluth, five minutes from both the University of Minnesota-Duluth Campus and The College of St. Scholastica. In summer you'll enjoy the private patio surrounded by gardens. On cool fall nights you'll want to gather by the fire-pit. In winter, you'll escape the snow in the warm living room lit by the fire-place. In all seasons, you'll gather in the fully updated white granite kitchen to cook and share stories of your day.

Top guest favourite
A newly constructed cabin sits nestled among trees, featuring large picture windows and a screened porch. Nearby, a barrel sauna adds a rustic touch to the serene forest setting, with soft sunlight filtering through the treetops.
Cabin in Cornucopia
5 out of 5 average rating, 134 reviews

Romantic Forest Cabin, Sauna, Trail to Beach

Treat yourself to a deluxe stay in this quiet, newly constructed cabin with picture windows, screened porch and barrel sauna. Enjoy long days and sunsets at Corny Beach, a 10 min walk from the cabin along a nature trail. Visit Bayfield 20 min away or take in the quirky, small-town of Cornucopia and then come home and take a sauna in this peaceful forest! The cabin has an occupancy limit of 2 adults and one dog ($50 pet fee). A SUP board is stored near the beach for guests in summer.

Top guest favourite
A modern living area features a sleek bar with high stools and a cozy seating arrangement. Two lounge chairs are positioned on a green rug, facing a glass table and a small stove, while natural light floods the space through large windows.
Shipping container in South Range
4.98 out of 5 average rating, 212 reviews

Sölveig Stay: Shipping Container with Nordic SAUNA

Storage containers converted into a Nordic sauna and living space. Set in the woods half a mile from the sandy south shore of LAKE SUPERIOR. Our two-person occupancy and minimal design are curated to re-focus and re-fresh its inhabitants. Located on 80 acres of private land, you will fall in love with the peace and quiet. Whether you’re looking for a romantic couples getaway, spa weekend, or workspace as a digital nomad, Sölveig Stay was designed to spark creativity and relaxation.

Guest favourite
The cabin is nestled among tall trees, surrounded by lush greenery. A spacious deck extends from the building, accessed by stairs leading down to a stone pathway. A small storage shed is visible to the left of the cabin, complementing the natural setting.
Home in Brule
4.84 out of 5 average rating, 200 reviews

Cabin in the Pines

As you head north to Wisconsin and Lake Superior you are surrounded by the silence of the forest. You can relax , away from the bustle of everyday life. The famous Bois Brule River is a short walk down the hill. We are just an hour from the Apostle Islands, Bayfield, Hayward, Ashland, Wi or Duluth, Mn. Our cabin is very quiet. We are on 3 wooded acres. Our place is a cabin. Not a house. We aren't fancy but comfortable. Get set for a beautiful peaceful time in the pines.

Top guest favourite
A cozy fireplace room features a comfortable sofa adorned with a checked blanket. Natural light streams in through multiple windows, illuminating the wood-paneled walls. A decorative rug with nature motifs adds warmth to the space, with a fireplace providing a focal point.
Home in Poplar
4.97 out of 5 average rating, 388 reviews

Cozy Cabin with Fireplace! River, Trails, Private!

Timber Trails Cabin is a small country home ideal for a relaxing getaway! It is centrally located in the heart of Northern Wisconsin’s recreational opportunities. Enjoy our trails on 60 acres or take a short drive to local lakes, the Brule River, or Lake Superior. Within walking distance is the Poplar Golf Course and Bar/Grill. At the end of the day, you can relax around a fire under the starry sky. If it is chilly outside enjoy the fireplace and some games, books, or movies!

Top guest favourite
A warm space is created with an orange bedspread covering a spacious bed, complemented by patterned pillows. A kitchenette with essential appliances and a small dining table is visible. Soft lighting highlights the natural wood beams of the yurt, enhancing the serene environment.
Yurt in Two Harbors
4.98 out of 5 average rating, 305 reviews

Hot Tub, Sauna, Glamping, Private, Wifi, Kayaks

* All are welcome here * Hot tub, sauna, shower * 4 miles to Superior Hiking Trail, 6 miles to Betty’s Pies, 9 miles to Two Harbors Lighthouse, 9 miles to Gooseberry Falls, 16 miles to Split Rock Lighthouse * Firewood provided * 2 folding kayaks (will fit in any vehicle) * 70 Mpbs Wifi * Pet friendly * 16.5 acres of secluded beauty * Sleeps up to 4 * Electricity * 1 mile of trails on site * Dark skies * Space heaters provided * See more @wildhavenmn on social media

Guest favourite
Home in Duluth
4.94 out of 5 average rating, 584 reviews

Outdoor Oasis w/hot tub and fire pit

Unwind in you private hot tub after a day exploring the North Shore. This cozy 2-bedroom retreat near Duluth offers the perfect mix of relaxation and adventure- wether you're roasting s'mores by the fire pit, sipping coffee watching wildlife in the woods, or heading out to enjoy everything Lake Superior has to offer. 13 minutes from the Duluth Lakewalk and the Duluth Traverse Mountain bike trail system. 25 minutes from Canal Park. 27 minutes from Two Harbors

Top guest favourite
The cabin features a spacious wooden exterior with a sloped roof and large front porch. Wooden deck furniture, including a table and chairs, is positioned outside. Surrounding pine trees enhance the sense of seclusion in the natural landscape.
Cabin in Knife River
4.98 out of 5 average rating, 120 reviews

Private Cozy Cabin on the Knife River

Retreat to this secluded cabin, resting on a hill along the Knife River nestled in 15 acres. You'll be met with a spacious, yet cozy environment with a bedroom and a separate loft area. The cabin features a sauna, a beautiful stone shower, two bathrooms and a tub. The south side of the land runs along the knife river with an overlook, perfect for the sunrise. The land is yours to explore. We have fallen in love with this space, and we truly hope you do too.

Popular amenities for Lakeside holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Douglas County
  5. Lakeside