Holiday rentals in Winter

Hayward Haus, Modern Design w/ Classic Experience

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 This cabin was built in 2021 and host is 13 year "superhost" This is a default "no pets" cabin, however exceptions can be made with permission and a fee. Inquire with host. NEMA 15-40R outlet provided for level 2 EV charging. You bring chord and adapter.

Seeley Oaks A-Frame | Quiet, 40 Acres, Near Trails

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

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.

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. We do NOT have WIFI available. T-mobile/verizon have good service. We do ask that guests take their trash with them. There is space to park your trailer.

Gateway to the Great North Woods by DonBar

Enter the Gateway to the Northwoods with this 3 bedroom, 2 full bath vacation home rental that can sleep 8-10, and comes with a full kitchen, 2 TV's with Netflix & Hulu. It is located on the Tuscobia StateTrail, which is ranked the #1 ATV/UTV trail in the state! It is located within minutes of lakes for fishing and boating, as well as 40 minutes from Hayward and 30 minutes from Ladysmith. A pack and play, highchair, 2 booster seats and board games for children are provided.

Sunset Lake View Apt Callahan Lake

You’ll love my place because of the outdoors space, the view, use of pier. Inside we have all the comforts of home, TV, dishwasher, refrigerator with ice-maker, fireplace (gas),there is also a queen size sofa bed in the living room. Sunset Apartment" has a north woods modern feel with large Sunny windows facing the lake. Enjoy sunset apartment stay on beautiful Callahan Lake with excellent fishing, amazing sunsets. Pets are very welcome,$15 per day per pet fee.

Cable Rustic Yurt

Explore thousands of acres of public forest land and enjoy endless miles of some of the best recreational trails Wisconsin has to offer. Step out of the yurt, located in the middle of Bayfield County Forest land, and right onto CAMBA mountain bike trails and the North End ski trails (which connect to the American Birkebeiner ski trails). This is a rustic, minimally maintained yurt so come prepared to relax, unwind and explore the wonders of the north woods.

Avail Cheq. MTN Bike Fest!-Hot Tub, WIFI, King Bed

Escape to Chippewa River Cabin, a stylish Scandinavian retreat in the heart of Wisconsin's Northwoods. With 3 bedrooms, full coffee bar, a Pacman game console and a cozy double-sided fireplace, this chic cabin offers a perfect blend of comfort and luxury. Unwind in the open layout, surrounded by breathtaking views of the river and 10 acres of private property. Whether you're seeking peace and solitude or adventure and excitement, this place is for you!

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.