Holiday rentals in Lakeside

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Top-rated holiday rentals in Lakeside

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Top guest favourite
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 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 favourite
A comfortable living room is accented with large windows that provide a view of the surrounding woods. Several seating options, including a sectional couch and armchairs, are arranged around a central coffee table. A small wood stove sits against the wall, contributing to a cozy atmosphere.
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
A spacious kitchen area is highlighted by a central wooden island and a gas stove. Ample storage is available in light-colored cabinets, with a decorated wall adding a touch of character. A dining table with black chairs is arranged near large windows that provide natural light.
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 favourite
A modern kitchen and dining area features a large island with a dark countertop and a sink. Three pendant lights hang above the island, providing illumination. A dining table is visible, along with seating in the living area, and large windows allowing natural light to fill the space.
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!

Guest favourite
Cabin in Pequot Lakes
4.95 out of 5 average rating, 100 reviews

Private Up North Escape With Views | Dog Friendly

Welcome to Cabin au Nord; a Scandinavian inspired cabin near Pequot Lakes, MN perfect for cozy year round getaways . Impeccably designed, every detail has been thought of to promote relaxation. The cabin features one queen bedroom on the first floor, large king room with nature views on the upper level, modern kitchen, spa-like bathroom, work desk area for remote workers, living/dining area with floor to ceiling windows, and an outdoor Solo Stove. 5 mins to Pequot Lakes and 10 mins to Gull.

Top guest favourite
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 favourite
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 favourite
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
4.86 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 favourite
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 favourite
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 favourite
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 favourite
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.

Popular amenities for Lakeside holiday rentals

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