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, 283 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 favourite
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, 98 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

Guest favourite
Cabin in Pequot Lakes
4.94 out of 5 average rating, 106 reviews

Up North Private Escape | Dog Friendly

Welcome to Cabin au Nord; a Scandinavian inspired cabin near Pequot Lakes, MN perfect for your up North summer getaway. Custom 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
The exterior of the custom-built cabin is shown, featuring a modern design with angled roofing and large glass doors. Two wooden chairs are positioned outside, complemented by a bicycle mounted on the side. The surroundings include lush greenery and gravel pathways.
Cabin in Ironton
4.99 out of 5 average rating, 106 reviews

Iron Owl 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'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 Township
4.98 out of 5 average rating, 120 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, 197 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!

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
4.9 out of 5 average rating, 300 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 favourite
Cabin in Aitkin
5 out of 5 average rating, 26 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.

Top guest favourite
Cabin in Isle
4.94 out of 5 average rating, 64 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

Top guest favourite
A serene outdoor space features a manicured lawn by the lake, with wooden steps leading up to the cabin. Cozy seating areas are arranged in a circle around a fire pit. Trees provide natural shade, while the sun sets over the water in the background.
Cabin in Harris
4.99 out of 5 average rating, 181 reviews

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.

Guest favourite
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.

Top guest favourite
An open living space is showcased with high wood-paneled ceilings and large windows, allowing natural light to fill the area. A spacious seating arrangement and wooden furniture create a relaxed atmosphere, while a view of the surrounding landscape is visible through the expansive glass doors.
Cabin in Mora
4.99 out of 5 average rating, 122 reviews

Private Log Home with Hot Tub and Sauna

Welcome to Keystone Lodge! Located just an hour north of the twin cities. Come enjoy this private log home tucked back on 10 acres. You will find Knife Lake just a ½ mile down the road. Bring your favorite outdoor gear or stay in and enjoy all of the amenities that we have to offer. There is something for everyone. There are lakes, restaurants, breweries, state parks, and trails close by. (Refer to guidebook.)

Popular amenities for Lakeside holiday rentals

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