
Holiday houses 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!
4.98 out of 5 average rating, 125 reviews
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
4.91 out of 5 average rating, 189 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, 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!
4.96 out of 5 average rating, 408 reviews
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"
5.0 out of 5 average rating, 202 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.
4.97 out of 5 average rating, 154 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.
4.98 out of 5 average rating, 238 reviews
Executive Apt. 1BR 1BA, w/Q Bed
A charming, historical accommodation has prepared a place for you. This special place is close to everything, making it easy to plan your visit. One bedroom and one bath with immaculate, delightful decor. This home away from home is only blocks away from downtown Superior restaurants, vibrant nightlife, quaint coffee shops, and sweet, unique boutiques. Either that, or you might want to order in, put your feet up, relax, and watch a film. We look forward to your visit!
4.9 out of 5 average rating, 222 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
4.94 out of 5 average rating, 614 reviews
Sunset Sands on Lake Nebagamon
🌅 Welcome to Sunset Sands on Lake Nebagamon Sunset Sands sits feet from Lake Nebagamon with private shore access, canoes, kayaks, and paddleboards in the months of June to October. Warm up by the wood-burning fireplace inside or gather around the outdoor fire pit under the stars. The outdoor fire pit is only accessible from May-November. Summer is for the lake. Fall brings the colors. Winter is fireplace season. A four-season escape built for slowing down.
4.92 out of 5 average rating, 115 reviews
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!
4.96 out of 5 average rating, 475 reviews
Condo steps away from Lake Superior/Canal Park
Incredible views of Lake Superior, Canal Park, and the Aerial Lift Bridge. 4 bdrm/3 bath, fully furnished penthouse with two FREE parking passes for lot next to the building. The Borealis House is located on Superior St. in Downtown Duluth with a pedestrian bridge path and garden directly behind the building connecting you to Canal Park and the Duluth Lake Walk. All rooms are on one level with elevator access - except the rooftop sunroom and deck.
4.97 out of 5 average rating, 413 reviews
House on the Hill Duluth-Epic Lake Superior Views
Welcome to House on the Hill Duluth! This incredible home offers some of the best views of Lake Superior, the Duluth Lift Bridge and the greater downtown right from the comfort of your own private deck or cozy sofa indoors. This spacious, 5-bedroom 5-bathroom home, complete with full master kitchen and multiple gathering spaces, is the perfect place for friends and family to come together. Duluth Rental Permit Number PL 21-166
5.0 out of 5 average rating, 132 reviewsPopular amenities for Lakeside holiday rentals
Other great holiday rentals in Lakeside

Architect-designed, net zero home w/ stunning view
4.96 out of 5 average rating, 178 reviews
Park Point Retreat | Steps from Beach & Canal Park
4.98 out of 5 average rating, 151 reviews
Entire Family-Friendly Billings Park Home!
4.91 out of 5 average rating, 172 reviews
Arrowhead Garden Retreat
4.94 out of 5 average rating, 385 reviews
Urban Trail and Paddle Retreat
4.92 out of 5 average rating, 101 reviews
The Black Spruce (No Cleaning Fee! Access Trails!)
4.99 out of 5 average rating, 287 reviews
*EV Friendly*Pets Welcome * Canal Park 5 mins
4.87 out of 5 average rating, 389 reviews
Cottage with Lake Superior & North Shore views
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