
Holiday houses in Lakeside
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Top-rated holiday rentals in Lakeside
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Wolf Creek Luxury Eco-Tiny Home on the Ridge
Experience our custom-built eco-friendly tiny home perched on the top of the ridge above the majestic St Croix River Valley. Enjoy expansive views from the deck, loft or many windows looking over the valley. Enjoy our private barrel-sauna, fire-pit, gas grill, pond with canoes and kayak or Wolf Creek with a private crystal-clear swimming hole! Or just chill on the ridge watching the many birds and wildlife. Just over an hour drive from the Twin Cities, a romantic and memorable stay awaits you!
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A Frame-Sauna-Cold Plunge-Fire Pit-Seclusion
✔ Sleeps 4 – Lofted bedroom +pull-out couch (Both Queen Beds) ✔ Cozy & stylish – In-floor heating, A/C, 50” TV ✔ Fully equipped – Kitchen, Combo Washer/Dryer, fast WiFi ✔ Outdoor retreat – Sauna, Private patio, BBQ grill, firepit, string lights ✔ Secluded yet close to Brainerd Book now for the ultimate nature escape! -2 Miles from direct access to Paul Bunyon Trail -6 Miles from Northland Arboretum -7 Miles from Brainerd International Raceway -15 Miles from Crosby -20 Miles from Breezy Point
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The Getaway Cabin, Secluded + Boat Launch Near!
Escape to your next getaway just under two hours from the Twin Cities! Our modern cabin offers a serene escape with all the comforts of home and the charm of European architecture. Nestled in a tranquil neighborhood on Mille Lacs Lake, this spacious retreat boasts high ceilings and a sophisticated German-inspired design, perfect for families or groups of up to 9 people. -Boat launch 1 block away -Grocery store, pharmacy, shops, and restaurants within 10-minute drive -Fast WiFi for WFH
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Dragonfly Cabin | Near Cuyuna Recreation Area
Enjoy this design-forward cabin in the pines, just one mile from the Cuyuna Lakes Trailhead and historic downtown Crosby. Perched above 20+ acres of wetlands, the cabin offers peaceful views, wildlife sightings, and beautiful sunrises. Designed by a husband-and-wife team, it sleeps four with a queen bedroom on the main level and a cozy loft. Relax on the patio or warm up by the tiny wood stove for a quiet, nature-filled getaway—close to adventure, lakes, shops, and great places to eat.
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Quaint modern cabin set in private woodland
Escape into the forest at the Ursa Minor cabin. Built in 2017, this comfortable and tranquil getaway includes a full kitchen, bathroom with a cedar-lined shower, electric in-floor heat, a wood stove, warm pine siding throughout, and a spacious sleeping loft. A covered porch, fire pit and fully-stocked woodshed are right outside the door. Your stay includes access to more than ten kilometers of trails traversing hundreds of acres of private woodland originating steps from your door.
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MilleLacs Lakeside Getaway-SAUNA-Hot Tub-Fish
The perfect getaway for any occasion! Located on 110 feet of stunning Mille Lacs Lakeshore-this private cabin will allow you to relax and enjoy all that MN has to offer no matter the season. From Fishing to ice fishing, ATV riding to snowmobiling-swimming & campfires-6-person Barrel sauna, and a Hot tub! Located between Isle and Malmo with close access to 8 restaurants and bars, boat launches, ATV/snowmobile rentals -you have it all! Boat lift at the cabin included in your stay!
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Stylle Hytte ///\ Northern Cabin Retreat
Our Nordic inspired A-Frame is known as the Stylle Hytte which is Norwegian for ‘Quiet Cabin’. Here you can take in 5 secluded acres of woods with trails winding down to the private riverfront. Only an hour north of the Twin Cities, enjoy modern conveniences like WIFI (60mbps), smart TV, complete kitchen, full bathroom, a bedroom and loft both with queen beds, a cozy living room with a real wood fireplace and an outdoor electric barrel sauna. Calendars are open 9 months in advance.
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Restored Cozy 1894 School House on serene lake
Long Lake School house is nestled atop a wooded hill overlooking the shores of pristine Long Lake, this beautifully restored lake house is ready to be your home away from home. Originally built in 1894 as a one room log schoolhouse, this one-of-a-kind property has been lovingly renovated into a charming lake side oasis. Featuring original stamped tin ceilings, circle sawn pine flooring, and beautiful hand-hewn logs. You're sure to be transported back in time while staying here.
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Cozy Lakefront Cabin, Beach & Private Scenic Trail
It’s the kind of place families and friends return to, year after year. Spend your days kayaking, fishing off the docks, or relaxing on the sugar sand beach. Take a peaceful walk along the private nature path, then end the day with sunset views and quiet evenings under the stars around the firepit. While visiting us: 2 min drive to Nitti's Hunters Point 10 min drive to Dollar General 11 min drive to Teals Market (Grocery Store) 12 min drive to Father Hennepin State Park
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Nature's Getaway
Escape to Nature's Getaway, a modern guesthouse on a 180-acre farm with rolling hayfields, lush wetlands, and stunning views of a 57-acre conservation easement full of wildlife. Enjoy fresh well water, peaceful seclusion, and nature trails just off I-35—perfectly located halfway to Duluth from the Twin Cities and 15 miles from Grand Casino. Lots of parking space for snowmobile trailers, or a boat! Located a short ride from snowmobile trails (Munger Trail).
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Amazing Home- Beach, Dock, Water Toys, Firepit
Check out the onsite rentals below! This modern home blends elegance with a touch of rustic charm. Lake Home 18 is a truly remarkable retreat offering awe-inspiring views of Mille Lacs Lake. This lake home invites you to savor morning coffee with sunrise views and unwind in the evening by the firepit, basking in magnificent sunsets. Perfect for an angler eager to explore Mille Lacs Lake or a traveler seeking a 30-minute drive to Cuyuna.
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Scandinavian Lake Cabin Ideal for Romantic Getaway
Peace and relaxation await at this newly-renovated lake cabin where modern amenities meet Scandinavian simplicity. With 150’ of private lakeshore on Goose Lake, it’s the perfect getaway for couples, small families, or outdoor enthusiasts. After a day of enjoying the lake, spend your evenings listening to records next to the fireplace, or enjoy a bonfire and watch the sunset while roasting S’mores. Only 1-hour from the Twin Cities.
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Popular amenities for Lakeside holiday rentals
Other great holiday rentals in Lakeside

Mille Lacs sugar sand retreat & ice fishing, etc.
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NEW Cabin | Sauna, Hot Tub, 40+ Acres & Beach
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The Treetop Tiny House at Silvae Spiritus
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Cozy A-frame with Sauna + Indoor Fireplace
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Lakefront on Mille Lacs | Relax, Views & Game Room
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Mille Lacs Cozy Cabin: Sandy Beach, Dock, Casino
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Lakeside Sunset cabin on beautiful Serpent Lake
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Mille Lacs Lake/ Soo Line Retreat
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