Holiday rentals in Upsala

Cuyuna Wattage Cottage. Modern, Clean, Relaxing.

Welcome to the Cuyuna Wattage Cottage! We built this ultramodern cabin to be an energy-efficient, solar-powered 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 after a long day by the fireplace. Located a 1/2 mile away from the Cuyuna mountain bike trail system, in-between the Yawkey and Cruser’s Kettle trails. 1/2 to the beach, 2 mi. to Crosby.

Treehouse (LOTR) Stargazer Skycabin

Our LOTR themed treehouse, along with our LOTR Wizard's Cottage, have been described as a "love letter to Tolkien himself." We have been featured on PBS and WJON radio. Joan and I live on the acreage, about 200 ft. from the Wizard's Cottage and very far from the treehouse, which is located on the back part of the acreage. It has a fenced-in portion that makes up the Shire Garden. Down the hill is our nod to Mordor. Feel free to visit and dare to open the "Mor Do(o)r." Diversity is welcome.

Cozy Log Cabin at the Lake

***Maximum of 8 guests NO EXCEPTIONS. Kick back and relax in this calm, stylish space. Great for a big family looking to take an extended getaway. Great fishing, beautiful sunsets, good times on the water during the summer. Get away with your family and enjoy the lake with all the luxurious amenities needed to work remotely including Gigabit high speed internet, dedicated workspace with a beautiful view of the lake. *Note - onsite hot tub is explicitly off limits per county ordinance.

The Maynard Cabin, a Civil War era log cabin

The Maynard Log Cabin was erected by a homesteader after the civil war. We have moved and restored it and made it available for rent. It is off the grid, but it has a complete functioning kitchen, wood stove and sitting room downstairs. There are two antique beds with new mattresses upstairs. There is no electricity but the cabin is furnished with kerosene lanterns. The bathroom facilities consist of wash basins and outhouse. The cabin is surrounded by 40 acres of woods and meadows.

Sanders Lodge @Three Acre Woods

You can sleep well after a long day of snowmobiling, hunting, fishing or sight seeing at this peaceful and centrally-located place. Sit around the campfire in the evening and relax. This has a queen bed, twin trundle bed and comfy couch for sleeping. In the kitchenette there is a full size fridge, a two burner stove, microwave, coffee pot, blender and a toaster/pizza/convection oven. Be aware, you will have to share the party room side with some homeschoolers on Wednesday morning.

Cabin in Paradise with Gazebo & Hot Tub

The perfect solution for cabin fever! This romantic & private log cabin overlooks beautiful Diamond lake. Two queen size beds, one is adjustable w/massage. Hand-hewn rock gas fireplace, massage chair, fully stocked modern kitchen, wifi, YouTube TV (local channels & espn) & streaming. Enjoy the gazebo & hot tub next to the cabin throughout the seasons. I live across the street & clean and sanitize, so I know it is done properly. Note: Optional (additional charge) game room available.

Farmer's Cabin - Lake Views, Raft, LilyPad, SAUNA!

Nestled at the end of a quiet dead-end road, our newly renovated, farm-themed cabin offers the ultimate cozy lake escape. Wake to peaceful water views, sip coffee on the large patio, and enjoy a flat sandy shore perfect for swimming and playing. We provide a raft, lily pad, paddle board, tons of water toys, and a relaxing sauna. Inside, everything is fresh, bright, and filled with charm — a perfect private retreat to unwind, recharge, and make lasting memories.

The A-Frame on Lake Osakis

Welcome to the A frame on Lake Osakis. This charming cabin is an easy escape from the every day hustle and bustle. In warmer months, enjoy swimming, canoeing, paddle boating or playing yard games on our private 1 acre lot. Don’t forget about fishing; Lake Osakis is a premiere fishing lake & the cabin is located on a Walleye spawning creek with its own private bridge! In the winter, snow mobile right onto the ice for fishing, or check out the nearby trails!

Cozy Modern Cabin | Loon Overlook

Escape to this unique getaway and enjoy views of Bass Lake and a small pond that surrounds the property. This modern cabin sits up high on a hill and overlooks the water. Surrounded by nature, you will get a true sense of serenity. Inside, the space comfortably sleeps 3 with one private queen bedroom and a daybed in the main area. We have a firepit, chairs, and a BBQ grill for guest use. Kick back and relax in this calm, stylish space.