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
Tiny home in Saint Croix Falls
4.92 out of 5 average rating, 272 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!

Top guest favorite
A spacious living area showcases a grey color palette with large windows providing natural light. A compact wood stove offers warmth, complemented by a plush area rug and comfortable seating arrangements featuring low, soft cushions. Accent tables are positioned beside the seating for convenience.
Guest suite in Finlayson
4.97 out of 5 average rating, 263 reviews

The Gather Guesthouse at Silvae Spiritus

Nestled in the Minnesota Northwoods halfway between Minneapolis / St. Paul and the scenic North Shore of Lake Superior, this inviting guesthouse is part of a quiet nature retreat close to charming small towns, as well as Banning State Park, Willard Munger state bicycle trail, and Robinson Park (rock and ice climbing). Whether for deep relaxation, rejuvenation, a romantic getaway, or simply connecting with nature, these 30 acres provide woods, ephemeral ponds, and meadows with trails throughout.

Superhost
Home in Wahkon
4.9 out of 5 average rating, 109 reviews

THE REFRESH CABIN - Lake Mille Lacs - Renovated!

Need to be refreshed? You found the perfect place! THE REFRESH CABIN is large enough for the whole family. Featuring 3 bed, 2 bath & sleeping accommodations for up to 11! Located in the SE corner of Lake Mille Lacs near Wahkon Bay. Situated at the end of a quiet dirt road w/ the privacy & seclusion you desire. Equipped w/ a full kitchen, wifi, a/c, pedal boat, washer/dryer, gas grill & more! Sit on the deck & enjoy the gorgeous sunset. Leave your worries at home! Relax. Renew. Refresh. Repeat.

Guest favorite
Home in Deerwood
4.94 out of 5 average rating, 179 reviews

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!

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
4.97 out of 5 average rating, 109 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.

Top guest favorite
The cabin is nestled among tall, leafy trees in a serene forest setting. A gravel path leads to the entrance, framed by wooden chairs positioned on a porch. Soft sunlight filters through the canopy, illuminating the rustic wooden structure.
Cabin in Long Lake Township
4.98 out of 5 average rating, 115 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.

Guest favorite
A circular stone fire pit surrounded by several chairs is situated on lush grass overlooking Mille Lacs Lake. Tall trees provide shade, while a distant view of the water reveals boat docks. The peaceful setting invites relaxation and outdoor gatherings.
Cabin in Isle
4.86 out of 5 average rating, 192 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 open living area features large floor-to-ceiling windows, allowing natural light to fill the space. A modern kitchen with stainless steel appliances is complemented by wooden cabinetry. Comfortable seating arrangements include a sleek sofa and a chair, arranged around a glass coffee table.
Cabin in Frederic
5 out of 5 average rating, 287 reviews

Nordlys Lodging Co. - MetalLark Tower

Perched high among the trees with breathtaking views of the hidden lake and wildflower meadows, MetalLark Tower is the perfect getaway. This two-story, 800 sq.ft. cabin has one king bed, one hide-away bunk bed, and one bathroom. We put the living area high up on the second floor to give our guests a bird’s eye view. Floor to ceiling glass brings the outdoors inside, and each season brings its own unique perspective. Staying in MetalLark tower is truly a one-of-a-kind experience.

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
4.89 out of 5 average rating, 292 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.

Guest favorite
A stone patio surrounds a fire ring with a crackling fire, accompanied by two chairs. A propane grill is visible nearby, and a two-story black cabin features large windows and a wooden overhang, set amidst lush greenery.
Cabin in Aitkin
4.97 out of 5 average rating, 111 reviews

The Escape at Deer Lake, Crosby, MN

Kick back and relax in this peaceful, stylish space. Every piece of this home is custom finished by local expert craftsmen! Enjoy all that Cuyuna country has to offer or simply unwind and enjoy the tranquility of up north living. With a spacious kitchen, master loft, custom tile rainfall shower, and cozy woodburning stove, you won't want to leave the house! Come for a couple's getaway or bring a group, there's plenty of room for all at the Escape at Deer Lake.

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, 213 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.

Top guest favorite
A stone fire pit is filled with glowing flames, surrounded by a grassy area. Trees frame the scene, with views of Lake Mille Lacs and a boat visible in the distance, under a soft twilight sky.
Home in Isle
4.98 out of 5 average rating, 42 reviews

Mille Lacs Stunning Sunset Cabin Retreat

This home offers perfect sunsets and views of Lake Mille Lacs. This home away from home is a 1 level home that is perfect for relaxing by the lake. It offers 99 ft. of lake shore, deeded access to a private harbor and boat dock. It comes with Wifi 6 and a home office. The home features custom brick, lakeside patio, and well landscaped yard. It comes with an insulated 3 car garage. This home can sleep up to 4 guests comfortably.

Popular amenities for Lakeside vacation rentals

  1. Airbnb
  2. United States
  3. Minnesota
  4. Aitkin County
  5. Lakeside