Vacation rentals in Upsala

Cozy Cabin in Krons Bay on the Horseshoe Chain

This cabin is ideal for a getaway year round. Set in a peaceful, wooded, quiet bay on Horseshoe Lake on the Chain of Lakes. This cozy, inviting cabin has a gorgeous shoreline with a sandy beach, stunning sunset views, a dock that is perfect for fishing (or jumping in!), a raft to swim to, hammocks to lounge in, and a large bonfire area to end your day. Endless outdoor activities year round! This cabin has everything you need for a memorable, relaxing vacation! No detail has been overlooked.

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.

Retreat on Mound Lake

Come relax at this lovely retreat on Mound Lake! You can easily spend all day in the outdoors enjoying the lake, hiking, fishing, kayaking, paddle boarding or lounging on one of the decks. Enjoy the outdoors well into the evening using the outdoor fire pit, new barrel sauna, or relaxing inside the large screened porch. Dock, kayaks & paddle board will be available from May through September. A 2019 Bennington Pontoon (50hp) is available to rent during your stay. Please inquire separately.

O'Halloran House-Feathered Acres Learning Farm

Come visit Feathered Acres Learning Farm + Inn. Immerse yourself in real farm life at Feathered Acres Learning Farm + Inn! Stay in our beautifully renovated milking barn and experience the charm of a working regenerative farm. We have baby animals year-round and pasture-raise sheep, hogs, and chickens! Farm Tours: - Included with stays of 2 or more nights - Available as a $45 add-on for one-night stays Meet our friendly pigs, sheep, chickens, ducks, geese, and farm cats on your tour!

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.

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.

Bayside Hideaway on the River

Wake up to tranquility and wildlife at this bayside location on the Mississippi River. Uniquely perched at the water’s edge, the fresh bright interior design provides modern comfort and stunning views of the private bay and river through expansive windows. If you are looking for a quiet respite and a change of scene, this cozy gem shuts out the noisy world and allows nature to remind you how important it is to rest and reset.

A Rustic Cabin on Long Lake

This rustic cabin is tucked away on 2 acres on Long Lake. The original log structure dates to 1858 with a new addition built out of repurposed barn wood. Enjoy a quiet retreat or a romantic getaway by the fireplace. Spend some time by the lake enjoying the fresh air and wildlife, or reconnect with family around the table playing games. Our cabin is the perfect place to re-energize and reconnect.