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.

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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!

Top guest favorite
The modern cabin features a unique timber frame design and large glass windows, offering expansive views of the surrounding landscape. The exterior is complemented by natural stone and landscaped areas with vibrant fall colors, adding to the serene environment.
Cabin in Two Harbors
4.96 out of 5 average rating, 174 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.

Top guest favorite
A private deck features a glass table surrounded by two chairs with cushions, complemented by vibrant planters. In the background, a lush garden blooms with various flowers and greenery, creating an inviting outdoor retreat.
Guest suite in Brule
4.98 out of 5 average rating, 219 reviews

The Bee's Balm

You'll find us tucked in the quiet woods of northern WI near the Brule River. We're remote enough to experience star-filled skies & fireflies, but not far from many premier attractions. Your space is a self-contained apartment on the lower level of our 2.5 story home. It features a private entry, queen-sized bed, kitchenette, lower level private deck, access our beautiful grounds & more! We're a family of artists who love to travel & to introduce others to our beautiful part of the world.

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
A spacious deck surrounds the cabin, featuring outdoor seating and string lights illuminating the area. Surrounding foliage displays vibrant fall colors, while a well-maintained lawn provides an inviting space for relaxation. The cabin's winterized exterior contrasts with the warm hues of the sunset.
Cabin in Duluth
4.98 out of 5 average rating, 185 reviews

Cozy Cabin - HotTub - Game Room - Pet Friendly

Take it easy at this unique and tranquil getaway just 10 minutes outside of town! Enjoy relaxing in the hot tub or playing a game of pool, foos ball, or Big Safari Hunter in the game room. We have all you need and more at this beautiful cabin getaway! Also, please let us know if you are staying for a special occasion and if we can do anything to help prepare the cabin for your stay (proposals, anniversary, birthdays, etc.,!), we love helping our guests make special memories when possible!

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
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, 608 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
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
4.99 out of 5 average rating, 134 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.

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
Home in Saginaw
5.0 out of 5 average rating, 136 reviews

Relax & Unwind | Cozy Waterfront Oasis Near Duluth

Discover serenity at our Waterfront Oasis, a cozy lakefront retreat perfect for any season. Fish off the dock, explore the great outdoors, or unwind with stunning lake views. Gather around the fire pit for s’mores under the stars, or enjoy winter activities like ice fishing and snowmobiling. Just a short drive from Duluth, this updated getaway offers the ultimate mix of relaxation and adventure. Make your next vacation unforgettable—book your stay today!

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.

Popular amenities for Lakeside vacation rentals