
Vacation rentals in Lakeside
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Top-rated vacation rentals in Lakeside
Guests agree: these stays are highly rated for location, cleanliness, and more.

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!
LocationValueOutdoor spaces
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
FamilyValueParking
4.91 out of 5 average rating, 189 reviews
Park Point Retreat | Steps from Beach & Canal Park
Welcome to Bayview Cottage, a 5-star, year-round lakeside retreat on Duluth’s iconic Park Point. With Superior Bay in the backyard (private dock) and Lake Superior’s sandy beach just across the street, this cozy yet spacious home offers a rare dual-waterfront experience - perfect for families, couples, and peaceful group getaways. ☀️ SUMMER AT BAYVIEW COTTAGE Guests love summer here because you get two waterfront experiences in one stay: 🏖 Beach across the street for swimming & sun 🚣 Private
LocationFamilyPets
4.98 out of 5 average rating, 151 reviews
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.
LocationValueQuiet
4.96 out of 5 average rating, 178 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!
LocationFamilyBathroom
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"
FamilyValueView
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.
FamilyValueComfort
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.
ValueFamilyParks
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!
FamilyValueDecor
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
FamilyLocationView
4.94 out of 5 average rating, 611 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.
ValueFamilyBeach
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!
LocationFamilyOutdoor spaces
4.96 out of 5 average rating, 475 reviewsPopular amenities for Lakeside vacation rentals
Other great vacation rentals in Lakeside

Little Bayside Cottage, Walk to Canal Park
ValueFamilyParks
4.97 out of 5 average rating, 556 reviews
House on the Hill Duluth-Epic Lake Superior Views
FamilyValueLayout
5.0 out of 5 average rating, 132 reviews
The Black Spruce (No Cleaning Fee! Access Trails!)
ValueLocationDecor
4.99 out of 5 average rating, 287 reviews
Urban Trail and Paddle Retreat
FamilyValueBathroom
4.92 out of 5 average rating, 101 reviews
The Pumphouse on Lake Superior I 200’ Lakefront
LocationFamilyCondition
5.0 out of 5 average rating, 47 reviews
The Jenswold on Lake Superior | Lakefront Retreat
LocationFamilyCondition
5.0 out of 5 average rating, 22 reviews
Spacious, Secluded Retreat with Sauna and Pond
FamilyLocationBackyard
4.89 out of 5 average rating, 71 reviews
The Gales on Lake Superior - Stunning Lakeshore
LocationFamilyTV
4.98 out of 5 average rating, 43 reviewsDestinations to explore
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