
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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Cuyuna Wattage Cottage. Modern, Clean, Relaxing.
Welcome to the Cuyuna Wattage Cottage! We built this ultramodern cabin to be an energy-efficient retreat for you to enjoy after biking, hiking, snowmobiling, or otherwise exploring this beautiful area. You’ll love viewing a sunrise through two story windows in the main living space or warming up by the fireplace. Located a 1/2 mile away from the Cuyuna mountain bike trail system Yawkey trails. 1/2 to the beach, 2 mi. to Crosby. It is the only house on the street, on seven acres. Great privacy!
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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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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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Hot Tub + Sauna Tiny Pine A\ Cuyuna Matata
NEW TWO PERSON HOT TUB! Relax and unwind with your closest friends or loved ones in this newly built 500 sqft A Frame. The Tiny Pine A\\ is one of the three Cuyuna Matata Cabins on 8.5. acres overlooking the peaceful Pine River. An ideal nature getaway far enough away from town yet a short 10 minute drive to Cuyuna State Rec biking trails. Enjoy the new cedar wood barrel steam sauna and complimentary items such as snowshoes for the winter and kayaks in the summer!
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Lakefront on Mille Lacs | Relax, Views & Game Room
🌊 Your Mille Lacs Lakefront Retreat Awaits! ✨ Enjoy panoramic lake views from this beautifully designed lakefront cabin with new furnishings and a bright sunroom 🌅 🛋️ Living space with futons and water views 🍽️ Dine overlooking the lake 🍳 Full Kitchen 🛶 Lake gear included 🕯️ Comfortable space for cozy evenings 🚤 Private dock plus 100 ft of sandy beach shoreline for walking, fun, and fishing. Perfect for relaxation and adventure right on the lake!
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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

NEW Cabin | Sauna, Hot Tub, 40+ Acres & Beach
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Mille Lacs sugar sand retreat & ice fishing, etc.
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The Treetop Tiny House at Silvae Spiritus
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Lakeside Retreat at Izatys (#230) - 3BR / 3BA
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Cozy A-frame with Sauna + Indoor Fireplace
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Our Slice of Heaven
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Lakefront Cabin w/ Private Beach, Hot Tub & Sauna
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Private Beach • Firepit• Kayak • Family Lake Cabin
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