Vacation rentals in Lakeside

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Top-rated vacation rentals in Lakeside

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Top guest favorite
An aerial view captures the expansive lake bordered by a sandy beach and lush greenery. The serene water extends to the horizon, where it meets a clear blue sky, providing a sense of tranquility and natural beauty.
Cabin in South Range
4.98 out of 5 average rating, 120 reviews

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!

Guest favorite
The Griffin riverboat is docked under a colorful rainbow, with its name prominently displayed on the side. Surrounded by lush greenery, the scene is illuminated by the warm light of sunset reflecting off the water's surface.
Houseboat in Superior
4.95 out of 5 average rating, 153 reviews

Griffin - The Lake Superior Riverboat

Channel your inner Mark Twain. Read, rock, and relax on the water, at the foot of a retired Northern Pacific Ore dock. The Griffin is a functioning riverboat, driven by paddle wheels, originally modeled after historic Mississippi steamboats. It is located at a mom and pop boat yard, which is quite different from a fancy marina. Work happens here. Metal is welded here. Engines are torn apart and put back together here. Friends become family here. Come and become a part of the Griffin’s story!

Top guest favorite
Cabin in Hayward
4.95 out of 5 average rating, 110 reviews

Cozy Trailside Nordic Forest Cottage

Welcome to the Trailside Gökotta Forest Cottage: a modern, minimalist and serene nature cabin on the Birkie Trail system. Gökotta means 'to get up early to listen to sounds of birds and the forest'. Located right on Birkie Ridge Trailhead with close access to vast CAMBA trails, this is a nature escape for outdoor enthusiasts who love to bike, ski, hike, and bird watch. Enjoy ski-in ski-out to groomed trails, bike-in bike-out right onto trails, then cozy up by the woodstove or fire-pit at night.

Superhost
A cozy living area features a grey sofa with accent pillows, two blue chairs, and a red coffee table. Large windows provide unobstructed views of Lake Superior, while natural light brightens the space. Decorative artwork and a stylish lamp complete the welcoming atmosphere.
Condo in Duluth
4.83 out of 5 average rating, 150 reviews

One Bedroom Condo on Lake Superior

Beacon Pointe is Duluth’s premier waterfront getaway, offering stunning views of Lake Superior and unmatched comfort. Our spacious condos feature full kitchens, cozy fireplaces, and balconies or walk out patios. Enjoy direct access to the Lakewalk, explore Duluth’s top attractions, or unwind in our indoor pool and sauna. Beacon Pointe is your perfect retreat on the shores of Lake Superior 1 & 2 Bedroom Condos can be located on 1st, 2nd, or 3rd floors. Requests are accepted but not guaranteed.

Top guest favorite
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
4.96 out of 5 average rating, 403 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!

Top guest favorite
The cabin's exterior displays a modern A-frame design, surrounded by a lush forest. The patio area features blue adirondack chairs and a small table, inviting relaxation amidst nature. A circular window enhances the aesthetic, creating a connection between indoor and outdoor spaces.
Cabin in Bayfield
4.99 out of 5 average rating, 226 reviews

The Acorn of Little Sand Bay Dog Friendly

Modern-rustic, Aframe on 10 wooded acres; beautiful, simple décor, fully equipped kitchen, glass stove top, air-fryer oven, filtered H2O/ice maker. Enjoy a luxurious bathroom, with a heated tile floor, walk-in shower. Towels, shampoo/conditioner/bodywash are provided. King bed in loft and NEW king gel memory foam bed on main floor. Smart TV, wi-fi. Woodstove heats the cabin perfectly as the main heat source. All wood is provided for woodstove and firepit. There is a minisplit heat/ac unit.

Top guest favorite
A cozy outdoor fire pit is surrounded by several wooden Adirondack chairs, creating an inviting gathering space. A cabin with a green roof is visible in the background, nestled among trees and open grass. The sun casts a warm glow over the scene.
Cabin in Brule
4.94 out of 5 average rating, 201 reviews

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.

Guest favorite
The exterior of the storage container unit is showcased in a serene setting, featuring large windows and a sleek black facade. The surrounding area is landscaped with grass and bordered by a stone path, under a sky painted with soft hues of sunset.
Shipping container in South Range
4.98 out of 5 average rating, 231 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.

Top guest favorite
Home in Duluth
4.94 out of 5 average rating, 605 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 favorite
A charming cabin with wooden siding is surrounded by colorful autumn foliage. The exterior features large green windows and a decorative quilt pattern on the front wall, indicating a welcoming atmosphere. A slight lawn leads towards the porch, offering a view of the nearby lakeside.
Tiny home in Lake Nebagamon
4.96 out of 5 average rating, 469 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!

Top guest favorite
An open living area is highlighted by exposed brick walls and high ceilings, featuring a modern kitchen island and stainless-steel appliances. A spiral staircase leads to an upper level. Natural light floods the space through large windows, showcasing a cozy seating area by a contemporary fireplace.
Condo in Duluth
4.97 out of 5 average rating, 406 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.

Top guest favorite
Cottage in Brule
4.98 out of 5 average rating, 311 reviews

The Cottage: No cleaning fees! Access to trails!

This charming one-bedroom cottage sits peacefully by the tree line, inviting you to start your mornings with coffee on the private porch. Spend afternoons exploring snowshoeing, hiking, fishing, or canoeing in Brule River State Forest. In the evenings, unwind with movies in your cozy retreat. For larger groups, consider renting The Farmhouse at Brule River Barn, a spacious four-bedroom, two-bath home sleeping 11.

Popular amenities for Lakeside vacation rentals