Vacation rentals in Winter

Two bedroom cottage w/ access to trails!

Welcome! Come stay at this quiet retreat or headquarters for your weekend of trail riding! Private cottage with plenty of parking space for your trailers and recreational vehicles. Ride Tuscobia trail system with endless trails to neighboring towns/villages such as Winter, Radisson, Birchwood SxS, UTV, WHLR trl riding, great outdoors! Enjoy the outdoors and stay in the WI Northwoods. Several dining options with great fish fries. Hayward is just 30 miles west and Ladysmith is 23 miles south

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!

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.

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!

Hunt Hill's Rustic Log Cabin

Welcome to Hunt Hill Nature Center! We are a public, non-profit learning center and nature sanctuary. Our historic Log Cabin is nearly a century old and offers a peaceful retreat in the woods. All the furniture was updated in 2018. The Log Cabin is located just outside of the main camp, settled on top of a hill overlooking pristine forest habitat. Nearby towns offer additional entertainment or relax in our quiet setting while reading a good book in front of the stone fireplace.

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.

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).

Trap N' Fish Motel Room 9

Welcome everyone! We have plenty of trailer parking, ride snowmobile and ATV right up to your door, trail 5 just seconds away, and hot food at Trap N Fish Lodge across the road! Ask us how you can rent the entire motel for large groups for a discounted rate! Room 9 comfortably sleeps 4. 1 bedroom with full kitchen, and bathroom. Soap and towels included. 1 Bedroom includes 2 twin beds. Living Room contains a queen bed. Roku and Wifi included.

Charming home near Loretta

Get ready to relax in this recently remodeled house. There is 1 king bed, 1 queen bed, and a sofa bed perfect for a cozy getaway. We are conveniently located on Hwy 70. We are minutes from the Tuscobia Trail, 7 min. from Winter and 5 min. from Loretta. We have seen deer, turkey, grouse and other wildlife including bugs. FYI, We do ask that guests take their trash with them. There is space to park your trailer.

The Happy Porcupine Cottage

Welcome to The Happy Porcupine Cottage, your charming retreat nestled in the heart of Sawyer County, serving as the perfect gateway to the Northwoods experience. Come and experience the Northwoods lifestyle at The Happy Porcupine Cottage – where adventure, relaxation, and natural beauty converge to create unforgettable memories. Book your stay today!

The Bear Den

Pet, Family, Budget Friendly!!! Safe Fenced yard space. Convenient location on Main Street, walking distance to store, gas station, cafe, and several taverns (more within 5-10 miles) .Adequate parking for all your travelers, recreational vehicles, and trailers. Next to the amazing Tuscobia Trail, and close to over 10+lakes.