Vacation rentals in Lakeside

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Top-rated vacation rentals in Lakeside

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Top guest favorite
A cozy tiny home is illuminated at night, revealing warm light from its windows. A stone pathway leads to an inviting front deck surrounded by greenery. Nearby, a decorative lantern can be seen in the foreground, enhancing the serene ambiance.
Tiny home in St. Croix Falls city
4.92 out of 5 average rating, 294 reviews

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!

Guest favorite
An A-frame cabin is framed by tall trees, featuring a black metal exterior. A circular patio is surrounded by wooden posts and includes a fire pit, outdoor seating, and a propane grill. Snow covers the ground, indicating a peaceful winter setting.
Tiny home in Brainerd
4.94 out of 5 average rating, 106 reviews

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

Top guest favorite
The kitchen is equipped with stainless steel appliances and wooden cabinetry. A large island with seating is present, complemented by a rustic dining table. Natural light streams through a large window, illuminating the space and highlighting the textured wood features and concrete flooring.
Guesthouse in Deerwood
4.95 out of 5 average rating, 60 reviews

Our Slice of Heaven

Enjoy time away from your busy life in our peaceful oasis. The thing that makes this place so special is that everything in it is recycled. All the doors, window's, cabinets, wood and tin is all reused. The kitchen table was once a waterbed. Almost all of the wood for framing of the walls, furniture and picture frames were all once a pallet. Even the wall boards are old discarded boards. Once you walk into this place, a certain peace overtakes you. I hope you love it here as much as we do.

Top guest favorite
The cabin is softly illuminated by warm lights, reflecting gently on the calm surface of the river. Surrounding trees create a natural framing, enhancing the private and tranquil atmosphere of the setting as dusk settles in.
Cabin in Grantsburg
4.96 out of 5 average rating, 786 reviews

Quiet Seclusion at Trade River Retreat Cabin

Remote, tranquil, quiet and exceedingly private getaway right on the banks of a protected river, only 1.5 hours from the Twin Cities! Even the beautiful drive there is relaxing. Enter a world of peace and calm deep in the woods. Make delicious meals in a well-stocked modern high-end kitchen, play in the river, relax in the sauna or enjoy a bonfire. This is not your typical cabin but a spiritual eco-oasis with a unique eclectic blend of modern, rustic, Native American and Japanese aesthetic.

Top guest favorite
The custom-built cabin is framed by tall pines, showcasing an angled roof and a combination of gray and wood siding. A wooden seating area is visible on the patio, inviting relaxation amidst the natural surroundings.
Cabin in Ironton
4.98 out of 5 average rating, 127 reviews

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.

Superhost
A screened-in porch features seating with a red cushion, accent pillows, and a wooden table. Two glasses and a bottle of wine rest on the table. The surrounding windows provide views of the lush green lawn and the lake beyond.
Cabin in Isle
4.85 out of 5 average rating, 199 reviews

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!

Top guest favorite
The cabin's exterior features warm pine siding complemented by a covered porch. Two adirondack chairs sit welcomingly on the porch, flanked by trees and landscaping. The front door is painted in a bright hue, and a small plaque adorns the wall beside it.
Cabin in Long Lake
4.98 out of 5 average rating, 126 reviews

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.

Superhost
The cozy cabin features an inviting wooden exterior with rustic log walls and a sloped roof. A small porch area is visible, outfitted with two chairs and a table, offering a welcoming space to enjoy the outdoors amid surrounding trees.
Cabin in Isle
4.76 out of 5 average rating, 45 reviews

Cozy Little Cabin at Mille Lacs Lake

Come enjoy the newly remodeled Cozy Cabin! We updated the sleeping area upstairs! Our family has enjoyed the area for generations. Enjoy the lake and the simple pace of Isle. Our cabin is down the street from Castles Resort where pontoons are available for rent (swimming and fishing at city park). If you have your own watercraft, there are 2 public access points just down the street (see pictures). All the amenities of home within 2 blocks~parks, grocery, spa, bakery, and tavern!

Guest favorite
The A-frame cabin showcases a wooden exterior with large glass doors, allowing a glimpse into the inviting interior. Surrounded by lush trees, a spacious front deck is visible, featuring outdoor seating and a propane grill, perfect for outdoor gatherings.
Cabin in Brook Park
4.9 out of 5 average rating, 308 reviews

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.

Top guest favorite
Cabin in Aitkin
5.0 out of 5 average rating, 36 reviews

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.

Guest favorite
Cabin in Isle
4.93 out of 5 average rating, 68 reviews

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

Guest favorite
The serene lake reflects a cottage surrounded by lush greenery and tall trees. The calm water showcases mirrored images of the landscape, enhancing the tranquil setting. A seating area is visible near the water's edge, inviting relaxation in nature.
Cottage in Deerwood
4.92 out of 5 average rating, 223 reviews

Quiet Lake Cottage and Cuyuna Mountain Bike Trails

Charming cottage located in the heart of Minnesota’s Up North vacationland! A relaxing retreat on one acre wooded lot, quiet 80 acre lake with no public access. Get out on the lake for a paddle with the canoe or kayak or fish from the dock, catch and release is best. Year round fun, abundant wildlife, and vivid starry skies. Located ten miles from Cuyuna Country State Recreation's excellent single track mountain bike trails and many other lakes.

Popular amenities for Lakeside vacation rentals