
Holiday rentals in Winter
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Top-rated holiday rentals in Winter
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Cozy Trailside Nordic Forest Cottage
Welcome to the Trailside Gökotta Forest Cottage: a modern, minimalist and serene nature cabin on the Birkie Trail system. Gökotta means 'to get up early to listen to sounds of birds and the forest'. Located right on Birkie Ridge Trailhead with close access to vast CAMBA trails, this is a nature escape for outdoor enthusiasts who love to bike, ski, hike, and bird watch. Enjoy ski-in ski-out to groomed trails, bike-in bike-out right onto trails, then cozy up by the woodstove or fire-pit at night.

The Bunk House Lakefront Cabin in Birchwood, Wi
Newly remodeled Lakeside Cabin on beautiful, spring fed, Spider Lake chain. The cabin is 4 season with 3 bedrooms and 2 bathrooms. Enjoy brand new stainless steel Fridgaire Gallery appliances with a view of the lake from every window! Feel free to use the 2 person Canoe and three childrens Kayaks to explore the crystal clear chain of 6 Lakes. 75% of the lake is Ntl. Forest making it one of the most peaceful and quite lakes around. Great Crappie, Blue Gill, Bass and Northern fishing. ENJOY!

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.

Seeley Oaks A-Frame | Secluded Retreat on 40 Acres
This is a cabin-in-the-woods experience! The Seeley Oaks A-Frame is our slice of the peaceful Northwoods experience. It's on 40 private, tranquil acres (no neighbors!) with great access to all the Hayward-Cable area has to offer. It's small - intended for two adults, with the option of 2 addtl kids. It's a total of 700 sq ft, with a queen bed in the loft, in-floor heat, full kitchen, and washer and dryer. Less than 2 mi from Highway 63, 8 mi from Cable, and 10 mi from Hayward. IG: @Seeleyoaks

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

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. Dogs are welcomed but we do have a pet fee that will need to be added under the guest section.

Hemlock Haven Resort 2
Our small resort is reminiscent of the gems that are largely gone in the Northwoods. A quiet, peaceful cabin on the shore of a sportsmen's lake. Barker Lake is a 240 acre lake set in the National Forest. Wildlife is more plentiful than people. Just 25 min southeast of Hayward gets you to the tourist action if you want it. A 14' rowboat comes with the cabin and motor can be rented. The lake is a class A musky lake with smallmouth and various panfish. Kayaks are available free of charge.

Bluegill Lake Rustic Cabin
Bluegill Cabin is the quintessential northern Wisconsin cabin; cozy, private, with lots of rustic charm. Situated on nearly 2 acres of land and over 100 feet of lake frontage, there is something for every outdoor enthusiast! The lake is 26 acres of spring-fed clear water; perfect for fishing, swimming, kayaking, floating, or watching the loons, turtles, and otters. This is a no-wake lake and motorized watercraft are prohibited, keeping our water and shoreline clean and pristine!

Lakeside Northwoods Retreat
Hand-crafted and full of charm, this eclectic cabin possesses all the comforts: a warm shower and cool sheets after a day in the sun. The quiet lakefront location provides unique fishing, swimming, and boating opportunities for you and your family. A morning cup of coffee on the deck and lakeside evening campfires are downright magical. This spacious cabin makes for a wonderful week-long retreat, weekend getaway, or a place from which to launch your Northwoods adventures.

Oxbo Resort - Cabin 1
Cozy up in an authentic log cabin at the Oxbo Resort! Cabin 1 is a sizeable one room cabin efficiency with a separate bathroom addition. The Oxbo bar/restaurant is located a hop, skip, and jump down the road and has a great food & full bar. The Oxbo Resort is located on the shores of the Flambeau River in the heart of the Flambeau River State Forest, is adjacent to Sawyer County ATV and sled trail #36, and is within walking distance to state game lands Checkin after 3pm!

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).
Popular amenities for Winter holiday rentals
Other great holiday rentals in Winter

Come relax at our Luxe Lake Cottage!

Connors Lake Cabin

Lakeview Lodge

JHGetaways

Cabin in the Pines

Cozy Cabin in the Woods with Wood Stove and Sauna

Gateway to the Great North Woods by DonBar

Cabin on Dam Road
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