Vacation rentals in Town of Drummond

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.

Sölveig Sentō: Private Forest Spa - Sauna & Plunge

Nordic soul meets Japanese ritual in a 100-year-old hunting shack, reborn. Cedar sauna, cold plunge, shower room, soaking tub and full, integrated living areas from a cohesive private retreat. Set on 55 secluded acres in South Range, Wisconsin—20 minutes from Duluth and 1.5 miles from the sandy shores of Lake Superior. More than accommodation, Sentō offers unhurried space for restoration: heat, cold, immersion, repeat. A deliberate pause. A private ritual. Zero time limits. Zero strangers.

Start Line Inn on Bike & XC Trails Powered by Sun

Silent Sport & outdoor enthusiasts. Rejuvenate in nature. Powered by Solar Energy. Couples getaway or fun with family/friends. Ski, Bike & Hike in/out. Trails for XC, mountain & fat biking & hiking. Scenic routes for road cyclists. 20% OFF at Start Line Services Bike & XC Shop, on property. Water access nearby. Located at American Birkebeiner Start. Cabin charm with modern comforts. Business grade WiFi Work & Play! Wish to reserve more than 6 months ahead? Please send message.

Cabin on Pine Cone Pond

Welcome to our Cabin, your year-round Northwoods retreat! Relax with the whole family in this newly built cabin that is nestled within a peaceful & private wooded community; a tranquil pond surrounded by 28 acres of woodlands. Minutes from Hayward, with convenient access to fishing, ski trails, & biking, hiking, ATV, & snowmobiling trails. Designed with guest comfort in mind, the cabin features a perfect blend of boho-chic furnishings creating a tranquil, cozy & natural yet stylish retreat.

Northwoods playground at your doorstep!

This cabin is set on beautiful Basswood Lake in Bayfield County, WI. The cabin faces West and offers beautiful sunsets. This lake has some of the best fishing around for panfish, bass, and pike. Right off the driveway is hundreds of miles of four wheeler, UTV, and snowmobile trails. The land is up against National Forest land that has some of the best hunting opportunities. There are many destinations a short drive away. True "up north" living. Please, no cats. We're allergic to them.

Cozy Lumberjack Cottage

Escape to our rustic Lumberjack cottage, a cozy 2-bed, 1-bath retreat for 5. Modern comforts like A/C, Wi-Fi, and a full kitchen meet charming wood-paneled interiors. Located one block from Drummond Lake and with access to Trail 63, it's an adventurer's paradise. Enjoy a private yard with a fire pit and bring your pet along! Perfect for couples or a small group seeking a comfortable base for outdoor exploration. Walk into the cottage, and the first word that comes to mind is "cozy".

Lundy's Black Bear Motel - Lemgrove

Multi-Room Daily Discounts - 3% (2 Rooms), 5% (3 Rooms). Weekly - 5% (2 Rooms), 8% (3 Rooms) Newly remodeled and nestled in the heart of the Chequamegon National Forest. Enjoy direct access to UTV and snowmobile trails, plus nearby fishing, hunting, skiing, and local events. Clean, comfortable rooms and true Northwoods charm make this the perfect base for your next adventure. Relax by the firepit, explore scenic trails, and experience the friendly small-town hospitality of Drummond.

Great outdoor retreat in the North Woods.

Valhalla Townhouse is just a few miles outside the cute town of Cable Wisconsin. This property sits adjacent to an old ski hill and walking distance from the American Birkebeiner Trail head. Miles of trails are just out your door for cross country skiing, mountain biking, snowmobiling, hiking and ATV's. There are also numerous lakes in the area and the beautiful Namekagon river for fishing or canoeing. There is something for everyone here at Valhalla! We hope you enjoy your stay!

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. At 700sq ft, it's intended for two adults, with the option of 2 addtl kids. A queen bed in the loft, in-floor heat, full kitchen, gas fireplace, and washer and dryer. Less than 2 mi from Highway 63, 8 mi from Cable, and 10 mi from Hayward. IG: @Seeleyoaks

Kayak/SUP/Fish at Hemlock Lodge on Spider Lake!

Experience quiet peacefulness at Hemlock Lodge on the shore of Spider Lake! 25 minutes out of Hayward, this property offers the best of all worlds. If you want the feel of a true Northwoods getaway, you can get it here! Bring your snow shoes or XC Skis to enjoy the world class American Birkebiener trails or your road or mountain bike to enjoy the CAMBA trails, or quiet meandering roads. Snowmobile friendly! With room for trailers, you can access the lake from the driveway.

Downtown Apartment Above Sweet Exchange Market

Enjoy a comfortable stay in this bright, centrally located upstairs apartment—perfect for groups and families. Located above Sweet Exchange Market and accessed by a staircase, the space sleeps up to 7 with one full bed, one queen bed, and a bunk bed with a full-size bottom. Includes a full bath with tile shower, kitchen, two bedrooms, and spacious living area. Walk to shops, cafés, restaurants, and more. Clean and convenient!

Sister Bay Getaway

Enjoy a relaxing, family friendly stay on the shores of Lake Owen. Our family owned resort is situated on the southern end of the lake, just four miles from Cable. Lake Owen boasts crystal clear waters and is listed as healthiest of Wisconsin’s 15,000 lakes. The Chequamegon-Nicolet National Forest surrounds most of the lake, limiting shoreline development and offering the finest fishing and recreational entertainment.