Holiday rentals in Ladysmith

The Timberjack

Although it's a rustic homage to the lumberjacks and jills of yesteryear, this cabin includes many of the comforts we now enjoy including a queen bed, kitchenette with fridge, hot water, AC/heat, a Keurig coffeemaker, smart TV and charcoal grill. The Timberjack is surrounded by trees right on Lake Hayward and close to downtown Hayward. Launch your canoe just steps from the cabin, walk into town for lunch, or go hiking or skiing on the nearby trails, this cabin is nestled in the ideal location!

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.

Thornapple Cottage

This peaceful country home is conveniently located close to town with fishing, hiking, snowmobiling, and skiing opportunities nearby. The perfect place to unwind during your family vacation to the northwoods! THINGS TO DO: Visit Maple Hill Farm (1 mile) Access snowmobile trails (¼ mile) Flambeau River public boat access (2 miles) Sisters Farm Hiking/skiing trails (3 miles) Shopping & Dining in Ladysmith Christie Mountain Ski Hill (20 minutes) Blue Hills Hiking opportunities (30 minutes)

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.

The Glass House on Lake Holcombe

Beautiful hilltop home sitting on a private 4.5 acre wooded lot on Lake Holcombe. Perfect for gatherings or a weekend getaway. Features open concept and wall of windows facing the water with 3500 sq ft. 3 bedrooms and 3 full baths, game room with a pool table and a Foosball table adjoining. Chain of lakes/rivers offer almost 4000 acres of water recreation and great fishing. Dogs are welcome. Lake water can be a green in August . Several stairs in the home ranging from 2 steps to 12.

THE SUNROOM SUITE @Loon Loon Lake Guesthouse

Only 10 minutes and a world away from Hayward, the stylishly appointed SUNROOM SUITE is part of Loon Lake Guesthouse. Take in the view of gardens, tall pines and glimmering Loon Lake through windows and skylights that overlook this picturesque setting. Summertime brings swimming, canoeing, bird watching and walking the loop. Venture out for some day tripping or work remotely with Starlink WiFi. And be sure to make time for luxuriating in the soaking tub. Life is sweet in The Sunroom.

The Bunkhouse, a Northwoods Escape

Escape to the Northwoods! The Bunkhouse is the perfect place to stay if you’re looking for a true Northwoods experience. Our cozy guesthouse is close to town, yet far enough away where you can clear your mind and enjoy nature in peace. Relax in front of the fireplace, sit around the campfire, or watch the stars from the covered porch. We're on the snowmobile trail and near the Ladysmith golf course & Dairyland Reservoir boat landing. We have plenty of parking so bring your toys!

Fall Colors & Luxury Lakeshore Cottage!

October dates still available! Come watch the Fall Colors melt away. You won't have to travel far to experience the tranquility of nature paired with sophisticated design. 6-Star hospitality awaits in this 3 bed, 2 bath lakefront cottage with private dock. Sneak away from all the hustle and bustle and sleep under the stars in our luxurious beds with soft linens! Cottage on Lakeshore was created to be a place to unplug and relax or a getaway base camp to the great outdoors.

Stonehaven Cottages on Tuscobia Lake LLC.

The "Gatekeeper" cottage has a natural gas stone fireplace in the living room, Full size sofa sleeper, full kitchen, full bath on the main floor and a half bath in the sleeping loft. (Need to be able to climb ladder stairs to lofted bedroom). A spiral staircase leads you down to the lower level which has an additional bedroom, queen sofa sleeper in the extra living room space, and full bathroom. The lower level also has a walk out french door to the patio area.