Top Cottages in Dickinson County in 2026

A cascading waterfall surrounded by rocks and lush greenery.

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A river surrounded by autumn-colored trees.

Our top choices for Dickinson County cottages

A lakeside cabin with a deck, a chair, and a door leading to the interior.

1. Waterfront Cottage on Private "Farmer" Lake, Sleeps 12, Swim, Fish, Boat, ATV

Skandia

Lindsay P.

A wooden deck with a view of a lake and forest.

2. Lakeside Hideaway: Full-Home Retreat on the Remote Boney Falls Basin

Cornell

Amit S.

A row of log cabins by a lake with a dock and a boat.

3. Elemental Resort

Gwinn

Shantell

A lakeside cabin with a dock, surrounded by tall trees and a Canadian flag.

4. Escape To The Lake With All The Comforts Of Home!

Gwinn

Sandra T.

A wooden cabin with a porch, a welcome sign, and a Christmas tree decoration.

5. Cozy & Private Upper Michigan Riverfront Cottage With 970 ft. Of River Frontage!

Republic

Sandra O.

A small, single-story cabin with a front door, windows, and a small porch.

6. Private Deluxe Lakeside Cottage, Fishing, Snowmobiling, Hunting, Boats, Hot Tub

Gwinn

J B.

A covered outdoor area with wicker furniture and a view of a lake.

7. Beautiful Cottage on Spread Eagle Chain of Lakes

Florence

Donovan K.

8. Wooded Lakeside Cottage ,Fishing, Snowmobiling, Hunting, Boats, Hot Tub

Gwinn

Katherine C.

HK$1,545 total

includes taxes & fees

1 Nov - 2 Nov

A cozy living room with a sofa, a coffee table, a TV, and a table with a striped tablecloth.

9. Convenient, cozy, and colorful 2 Bed/1 Bath Home

Negaunee

Matthew

HK$1,248 total

includes taxes & fees

18 Oct - 19 Oct

A small, single-story cabin with a gabled roof, a front door, and a large window on the left side.

10. Wooded Lakeside Cottage ,Fishing, Snowmobiling, Hunting, Boats, Hot Tub

Gwinn

Robert A.

HK$1,545 total

includes taxes & fees

1 Nov - 2 Nov

11. Wooded Lakeside Cottage ,Fishing, Snowmobiling, Hunting, Boats, Hot Tub

Gwinn

Candice D.

HK$1,545 total

includes taxes & fees

1 Nov - 2 Nov

A single-story building with a garage, a front door, and a driveway.

12. Relax and Unwind

Iron Mountain

shane c.

A white log cabin with a large window and a smaller attached structure, surrounded by trees.

13. Wooded Lakeside Cottage ,Fishing, Snowmobiling, Hunting, Boats, Hot Tub

Gwinn

Lani S.

HK$1,553 total

includes taxes & fees

7 Nov - 8 Nov

A two-story building with a red roof and a blue exterior. It features a covered deck with a railing and several windows.

14. Charming 3-bedroom cottage in welcoming Florence with AC

Florence

Will L.

A red house with a porch and a brick pathway.

15. Lakefront Michigan Retreat w/ Private Dock

Channing

Priscilla B.

A modern house with a large garage, a covered porch with red Adirondack chairs, and a grill on the porch.

16. Charming 3 bedroom cottage retreat

Stephenson

"My family and I booked “tall pines” last minute. Shannon was great with making sure everything was confirmed, that we found the cabin and arrived safely. The home is set back from the road making it feel like we were the only people in the world. To say “relaxing” is an understatement(it was so incredibly peaceful). The house is brand new and no details were missed. If I could give it 10 stars, I would!! My kids and I will definitely be back again. Thanks, Shannon! "

Brian P.