Holiday 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.

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.

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

Adorable Northwoods cabin

Come enjoy the North woods in our beautiful little cabin. This cabin is a located in a perfect spot only 2 miles outside of Iron River. Close to tourist areas such as Duluth, Bayfield, Ashland and more. This cabin is the perfect get away. The Brule river is only 8 miles away and can make for the perfect day trip in a kayak or canoe. This cabin comfortably fits 2-4 people! You can enjoy the outdoors at the fire pit or the 3 season porch that gives you the perfect indoor/outdoor feeling!

Iron River, WI. Deer Trail Cabin #2 (Lake Delta)

Enjoy the peace and quiet of northern Wisconsin in this cute, comfortable cabin overlooking beautiful Lake Delta near Iron River Wi. Nice deck with a picnic table, charcoal grill, lawn chairs, and a view of the lake. Enjoy the evening in front of the fire pit telling stories , enjoying a beverage, or roasting marshmallows with the kids. Perfect for families, atv riders, snowmobilers, fisherman and hunters. This is an old resort with 10 cabins, it can be busy during the peak summer season.

Up North Gem on Diamond Lake in Bayfield County

Lakeside cabin on pristine Diamond Lake in the heart of the Chequamegon National Forest area just outside of Cable, Wisconsin. The Birkebeiner cross country ski trail and scores of other mountain biking, hiking, and snowmobiling trails are close by plus other public recreation opportunities (hunting, snowshoeing, bird watching, etc) abound in the nearby National Forest lands. Several other lakes, including Lake Namekagon and Lake Owen, are nearby for your boating and fishing pleasure.

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.

Romantic Forest Cabin, Sauna, Trail to Beach

Treat yourself to a deluxe stay in this quiet, newly constructed cabin with picture windows, screened porch and barrel sauna. Enjoy long days and sunsets at Corny Beach, a 10 min walk from the cabin along a nature trail. Visit Bayfield 20 min away or take in the quirky, small-town of Cornucopia and then come home and take a sauna in this peaceful forest! The cabin has an occupancy limit of 2 adults and one dog ($50 pet fee). A SUP board is stored near the beach for guests in summer.

Sölveig Stay: Shipping Container with Nordic SAUNA

Storage containers converted into a Nordic sauna and living space. Set in the woods half a mile from the sandy south shore of LAKE SUPERIOR. Our two-person occupancy and minimal design are curated to re-focus and re-fresh its inhabitants. Located on 80 acres of private land, you will fall in love with the peace and quiet. Whether you’re looking for a romantic couples getaway, spa weekend, or workspace as a digital nomad, Sölveig Stay was designed to spark creativity and relaxation.

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.

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.