Holiday rentals in Winter

Stonehaven - The Birchview Suite Lower Level

The Birchview Suite lower level duplex is totally closed off from guests in upper level. It features two french doors that lead out to the large flagstone patio area, which is the main entrance. There's a full kitchen for you to prepare meals. We have a private dock 1/4 mile from the cottage and offer complementary use of kayaks, row boats, and canoes! We also have a pontoon for rent. Plenty of hiking and biking opportunities can be found on and off the resort. State Trails are also nearby.

Connor’s Lake, sleeps 6, Near UTV trails, WiFi

Take a break and unwind at this peaceful oasis on Connor’s Lake. 420 acre lake with excellent fishing. Quiet, beautiful lake front with gorgeous sunrises. Central air. 2 BR, one bath, fully stocked kitchen, washer/dryer, gas grill. 2 full bedrooms each with a queen size bed. 2 fold out futons in living room. Fire pit and firewood. 1/2 mile from UTV, snowmobile and hiking. Cocktail lounge on the lake. 2 restaurants nearby. No smoking/ pets. Newly remodeled guest house with bar, TV, futon.

Flaming Torch Lodge

This is a quaint little cabin on the Flambeau River just outside of Ladysmith, WI (flambeau translastes to flaming torch) It is a clean space with rustic charm. It has a fully equipped kitchen, stove and fridge. A gas fireplace is the centerpiece of the living room. Snuggle up on the sofa or recliner, turn on the fireplace, and relax. There is one bedroom with a memory foam mattress. A loft with a sleeper couch. Free amenities, including cleaning. No pets and no smoking at any time please.

Sylvan Chalet, Modern, Lakefront, Close to Trails

Built as a winter or summer escape for a couple or small group, this beautiful four season cabin is a great way to experience the Northwoods of Wisconsin in a modern, well-appointed, aesthetically rich space designed with relaxation in mind. Cabin is brand new as of January 2024. Host is 14 year "superhost" This is a default "no pets" cabin, however certain sizes and breeds are allowed by permission only. We have a NEMA 15-40R outlet for level 2 EV charging. You bring chord and adapter

Modern Lake House | Water, Woods, Relaxation

Scandi-style lake house is all set for your private relaxation. Completely painted and refreshed - now open for summer lakeside bookings! Nestled in bucolic, expansive woods and waters just 3 hrs from Twin Cities/4 from Madison. Barnes, Wis., swim off our dock (390 of private water frontage), boat on beautiful Middle Eau Claire Lake, wander the country lanes, relax in modern comfort. Bike the miles of trails. Blazing fast wifi (500+ Mbps). Modern, hygge space. 2.4 acres all yours.

Timber Pines

Located near the beautiful Chippewa Flowage, it offers easy access to fishing, boating, and stunning Northwoods scenery. Snowmobile and UTV trails are accessible directly from the property, making it an excellent choice for adventure seekers year-round. The home provides a comfortable and spacious setting to relax after a day on the trails or the water. Whether you're planning a weekend retreat or a longer stay! Plenty of room for parking your boat, UTV and snowmobiles.

The Lakeside: Hot Tub Ice Fishing Snowmobile Trail

Discover "The Lakeside" on Lake Winter! Perfect for 8 guests across 4 bedrooms, this retreat is your ideal escape. Unwind in the hot tub, fish from the dock, or lounge on the wrap-around deck. With direct access to the Tuscobia Trail, it's a haven for outdoor enthusiasts. Pontoon rental available for exploring the waters. Spacious interiors and ample parking ensure a comfortable stay for families and friends. Book now for an unforgettable lakeside getaway in Wisconsin!

Bobbers Cabin on Private Lake

This cozy cabin is tucked away in the woods and offers an easy approach and spectacular lake views of Perch Lake in Winter, Wisconsin. It is a modern renovation of a summer fishing cabin, with its wood-clad walls, exposed beams, and large windows that deliver amazing sunrises. While it maintains the original footprint and some of the rustic charm, it offers many modern comforts and amenities. Cabin sleeps 4. Children and dogs are welcome (limit 2 dogs - $25 per dog).

The Hideaway on Highland

Welcome to our newly constructed cabin. Our cabin features an open concept design, with tons of windows and natural light flooding the space. Whether you're snuggled up on the couch or cooking in the kitchen, you'll feel right at home. The basement has a game room, complete with an air hockey table, foosball table. After a long day of hiking, biking, or hanging out on the water unwind on the deck or catch your favorite movie on the flat-screen TV.

Cozy King Suite, Perfect Base for Trail & Lake Fun

The adorable Birch Suite is a 1 bedroom, 2 bath cabin suite conveniently located next to Four Seasons Bar! The charming getaway has a large, tiered wooden deck with built-in benches and beautiful custom log and wrought iron posts and railings with covered entryway. The single level cabin features a beautiful Northwoods rustic décor, spacious bedroom suite, full gourmet kitchen, 2 full baths and a custom-built stone, wood burning fireplace.

Reelaxation Cabin on Lake Winter

Reelax with the whole family at this peaceful reelaxation cabin on Lake Winter. Reel in the 'big one' fishing off the private dock, kayak, paddle board, canoe, or rowboat the lake, and then reelax on the patio with a fire watching the mystic Lake Winter. Reelaxation cabin is a two-bedroom one large bath cozy cabin in Northern Wisconsin with an open floor plan all on one level with no steps.

Cozy Northwoods Getaway

Our cozy, updated, one-bedroom cottage in Northwestern Wisconsin is the perfect place from which to launch your Northwoods adventures. It is located very close to several lakes and rivers which are great for boating, kayaking, and fishing. The home is within a few miles from several highways that lead to all the adventures that northwestern Wisconsin has to offer.