
Holiday rentals in Lakeside
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Top-rated holiday rentals in Lakeside
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Kitchigami Lodge - Lake Superior Beach, Hot Tub!
Secluded on 16 acres, along the shore of Lake Superior, 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!

Serenity in the Woods - Minutes to Town
Experience the peace and serenity of the North woods with wild life abound - just 10 minutes from downtown Duluth. This custom built 4000 square foot home home resides on 40 acres creating the privacy you dream of. The interior features an open floor plan with natural lighting, custom kitchen, gas fireplaces, and area to gather. This property overlooks beautiful wildlife filled ponds. Watch the gorgeous sunsets from the deck by the outdoor gas fire feature. Access to State snowmobile trails

Entire Family-Friendly Billings Park Home!
This spacious home is just minutes from everything the Duluth/Superior Twin Ports area has to offer! Features 3 bedrooms, large living spaces, play area for younger children with books, games, and puzzles. Full-sized kitchen and dining area with sliding door to deck. Plenty of off street parking in driveway. Quiet neighborhood, 5 min walk to beautiful Billings Park and St. Louis River. 10-15 min drive to Park Point Beach, Canal Park, Spirit Mountain and 100+ miles of biking/hiking trails & more!

Architect-designed, net zero home w/ stunning view
Great for a couple's getaway or family excursion, perfectly located on the North Shore with a spectacular view of Lake Superior. Features stunning timber frame modern design, luxurious master bed and bath, spacious deck, and porch with fireplace. There's nothing else like it on the North Shore. It is perfectly located 20 minutes from Duluth and 5 minutes from Two Harbors, 5 from a boat launch. Our cabin is certified as Net Zero Ready through the DOE and was designed and built by Timberlyne.

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, a 5 min walk to the river, or 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!

Canal Park/Downtown 4bdrm Luxury Condo
This 4 bedroom, 2.5 bath luxury condo, built in 2021, is just steps away from Lake Superior, Canal Park, the infamous Duluth Lakewalk, Greysolon Ballroom, Fitgers, Blacklist Brewery, Duluth's Best Bread, downtown shopping, a casino, public beach access, and more. The 2800sqft condo is bigger than it looks, occupying the entire 2nd floor of an historic Duluth building. NO stairs! The 3rd floor penthouse, Borealis House, is also here on Airbnb: "Condo steps away from Lake Superior/Canal Park"

Riverfront Cabin on the Brule · Boxcar Hole
There's a bend in the Brule River called Boxcar Hole — a designated Wisconsin DNR fish refuge where fish congregate in protected waters. Locals know it. Fly fishers dream about it. And this cabin sits right on it — log walls, wood stove crackling, knotty pine everywhere. The Brule is Wisconsin's most famous trout river, and you'll have direct access from the backyard. Three bedrooms, full kitchen, fire pit by the river. Come for the fishing. Stay for the quiet. Leave planning your return.

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.

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.

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.

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

Berrywood Acres Cabin
Berrywood Acres is located on the eastern shores of Lake Nebagamon. We are known for beautiful sunsets with quiet surroundings and located minutes from the famous Brule River, great hiking trails nearby and a 35 minute drive from Duluth/Superior or a bit further east to the Bayfield/Ashland area. The cabin is simple with all you need for a little RnR. Come relax on the porch and enjoy the view. We look forward to welcoming you to Berrywood Acres Cabin!
Popular amenities for Lakeside holiday rentals
Other great holiday rentals in Lakeside

Little Bayside Cottage, Walk to Canal Park

Cedar Cove on Lake Superior

"It's All Good" at Pike Lake Duluth, Mn.

The Pumphouse on Lake Superior I 200’ Lakefront

Spacious, Secluded Retreat with Sauna and Pond

The Jenswold on Lake Superior | Lakefront Retreat

Park Point Vista, a Superior View! Beachfront

Fika Cottage - cozy cabin in the woods
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