Vacation rentals in Lakeside

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Top-rated vacation rentals in Lakeside

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Top guest favorite
Cabin in Hayward
4.96 out of 5 average rating, 105 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.

Top guest favorite
The interior space features a cozy sleeping area with a bed dressed in light blue and accented by a patterned wall hanging. A comfortable sofa occupies one side, while a dining area with a round table and chairs is positioned nearby. A well-equipped kitchen with wooden cabinets and decorative backsplash is visible in the background.
Cabin in Two Harbors
4.97 out of 5 average rating, 265 reviews

Riverwood Hideaway

This OFF-GRID, solar powered hideaway is on the Knife River just a few miles outside of Two Harbors, Minnesota. THERE IS NO RUNNING WATER and LIMITED ELECTRICITY. WE DO HAVE WI-FI. The kitchen has a propane refrigerator and gas oven/stove. Solar power is used for lights and some outlets. Propane fireplace / furnace for heat. The "bathroom" is an outhouse. You bring jugs of drinking water. Hand and dish wash water provided. We supply coffee with pour over utensils, dishes, spices and firewood.

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, 169 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, 211 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
Cabin in Hayward
4.99 out of 5 average rating, 149 reviews

Seeley Oaks A-Frame | Secluded Retreat on 40 Acres

This is a cabin-in-the-woods experience! The Seeley Oaks A-Frame is our slice of the peaceful Northwoods experience. It's on 40 private, tranquil acres (no neighbors!) with great access to all the Hayward-Cable area has to offer. It's small - intended for two adults, with the option of 2 addtl kids. It's a total of 700 sq ft, with a queen bed in the loft, in-floor heat, full kitchen, and washer and dryer. Less than 2 mi from Highway 63, 8 mi from Cable, and 10 mi from Hayward. IG: @Seeleyoaks

Guest favorite
An aerial view captures the expansive a-frame cabin, showcasing its unique triangular architecture and stone chimney. Surrounded by lush greenery, large decks extend from the structure, providing outdoor space. The soft glow from the windows hints at a warm, inviting interior.
Cabin in Two Harbors
4.99 out of 5 average rating, 239 reviews

Wild Pines Cabin: A-frame w/ Lake Superior views

Enjoy off-grid vibes while being right in the heart of the North Shore. Located 5 minutes from Split Rock Lighthouse, Wild Pines Cabin is a completely renovated 1974 a-frame that sits atop 40 private acres overlooking Lake Superior. During your stay, hike through the property, catch glimpses of wildlife, sip coffee by the fire while taking in the sunrise over the lake, or step out to nearby Gooseberry, Black Beach, or Tettegouche. A beautifully private north woods retreat any time of year!

Guest favorite
An outdoor seating area showcases comfortable green adirondack chairs arranged around a stone firepit, with a fire actively burning. A wooden structure is visible in the background, surrounded by lush greenery and tall trees, creating a serene natural setting.
Chalet in Hayward
4.96 out of 5 average rating, 117 reviews

Sylvan Chalet, Modern, Lakefront, Close to Trails

Built as a winter or summer escape for a couple or small group, this beautiful four season cabin is a great way to experience the Northwoods of Wisconsin in a modern, well-appointed, aesthetically rich space designed with relaxation in mind. Cabin is brand new as of January 2024. Host is 14 year "superhost" This is a default "no pets" cabin, however certain sizes and breeds are allowed by permission only. We have a NEMA 15-40R outlet for level 2 EV charging. You bring chord and adapter

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
4.97 out of 5 average rating, 116 reviews

Kitchigami Lodge - Lake Superior Beach, Hot Tub!

Secluded on 16 acres, with your own beachfront, 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 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, 224 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
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
4.97 out of 5 average rating, 397 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 or take a short 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 warm space is created with an orange bedspread covering a spacious bed, complemented by patterned pillows. A kitchenette with essential appliances and a small dining table is visible. Soft lighting highlights the natural wood beams of the yurt, enhancing the serene environment.
Yurt in Two Harbors
4.98 out of 5 average rating, 326 reviews

Hot Tub, Sauna, Glamping, Private, Wifi, Kayaks

* All are welcome here * Hot tub, sauna, shower * 4 miles to Superior Hiking Trail, 6 miles to Betty’s Pies, 9 miles to Two Harbors Lighthouse, 9 miles to Gooseberry Falls, 16 miles to Split Rock Lighthouse * Firewood provided * 2 folding kayaks (will fit in any vehicle) * 70 Mpbs Wifi * Pet friendly * 16.5 acres of secluded beauty * Sleeps up to 4 * Electricity * 1 mile of trails on site * Dark skies * Space heaters provided * See more @wildhavenmn on social media

Top guest favorite
Home in Duluth
4.94 out of 5 average rating, 600 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

Popular amenities for Lakeside vacation rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Douglas County
  5. Lakeside