Vacation rentals in Town of Drummond

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Top-rated vacation rentals in Town of Drummond

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Top guest favorite
The cabin features a modern design with a contrasting black and wood exterior, nestled among tall trees. Large windows allow natural light to brighten the space, while a stone pathway leads to outdoor seating, showcasing the serene forest surroundings.
Cabin in Hayward
4.96 out of 5 average rating, 102 reviews

Cozy Trailside Nordic Forest Cottage

Welcome to the Trailside Gökotta Forest Cottage: a modern, minimalist and serene nature cabin on the Birkie Trail system. Gökotta means 'to get up early to listen to sounds of birds and the forest'. Located right on Birkie Ridge Trailhead with close access to vast CAMBA trails, this is a nature escape for outdoor enthusiasts who love to bike, ski, hike, and bird watch. Enjoy ski-in ski-out to groomed trails, bike-in bike-out right onto trails, then cozy up by the woodstove or fire-pit at night.

Top guest favorite
The cabin exterior features logs and a screened porch, offering shaded seating. A wooden deck wraps around, and steps lead up to the entrance. A propane grill is visible, and greenery surrounds the space, providing a secluded atmosphere.
Cabin in Bayfield
4.98 out of 5 average rating, 358 reviews

The Copper Squirrel of Little Sand Bay DogsWelcome

A mature forest and a beautiful pond are what you'll see when you arrive at this cozy, secluded, full log cabin. The cabin was recently completely renovated (Mar/April 2025)from log to log and is stocked with everything you'll need for your stay. It has all new appliances, furniture, fixtures, bathroom, cabinetry. 💚 It is the perfect homebase to relax after a long day of hiking Frog Bay, Houghton Falls, Lost Creek Falls, Meyers Beach, or shopping in nearby Bayfield, Washburn, or Cornucopia.

Top guest favorite
The kitchen features a modern design with a large island and four high-backed chairs. Stainless steel appliances are visible, alongside warm wood cabinetry. Natural light filters through the window, highlighting the rustic wooden floor and surrounding living area.
Cabin in Cable
4.98 out of 5 average rating, 327 reviews

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.

Guest favorite
A charming cabin is set amidst lush greenery, featuring a wooden exterior and a sloped roof. A stone pathway leads to the entrance, surrounded by neatly landscaped flower beds. The structure includes a porch area and a rustic outdoor shed nearby.
Cabin in Iron River
4.93 out of 5 average rating, 108 reviews

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!

Top guest favorite
An outdoor seating area showcases comfortable green adirondack chairs arranged around a stone firepit, with a fire actively burning. A wooden structure is visible in the background, surrounded by lush greenery and tall trees, creating a serene natural setting.
Chalet in Hayward
4.96 out of 5 average rating, 109 reviews

Sylvan Chalet, Modern, Lakefront, Close to Trails

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. Cabin is brand new as of January 2024. Host is 14 year "superhost" This is a default "no pets" cabin, however certain sizes and breeds are allowed by permission only. We have a NEMA 15-40R outlet for level 2 EV charging. You bring chord and adapter

Top guest favorite
A modern two-story cabin is set amidst autumn foliage, featuring a wooden exterior with a green roof. A stone pathway leads to the front door, framed by multiple windows that allow natural light into the interior. A small wooden structure is visible to the right.
Cabin in Cable
4.99 out of 5 average rating, 106 reviews

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.

Top guest favorite
Yurt in Cable
4.97 out of 5 average rating, 175 reviews

Perry Pines Yurt | Lakefront - Near CAMBA & Birkie

The Perry Pines Yurt is a 4-season yurt on Perry Lake less than 2 miles from Cable. With quick access to CAMBA mountain bike trails (4 miles to the North End Trailhead), the Birkie Start Area (5 miles), and on an ATV route, it's a great basecamp for your outdoor activities. Sit on the deck and listen to the loons in the summer or warm up next to the woodstove or in the barrel sauna in the winter. Enjoy a full kitchen, bathroom w/shower, lake views, and a fun little unique cabin option!

Top guest favorite
Home in Solon Springs
4.96 out of 5 average rating, 82 reviews

Secluded lake cabin in Barnes on 38 acres

This property on Kelly Lake has been in the family for generations, and just shifted into our possession recently. We've spruced up the house, and will continue to make improvements, but it's more than ready for renters! This property is 38 acres on 810 feet of frontage. You'll be renting the house, but you'll also see there's a small cabin and barn that are both in the process of being restored. You can use the beach, and we won't be hammering while you're here:) 25 miles from Cable.

Top guest favorite
Cottage in Drummond
5 out of 5 average rating, 26 reviews

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".

Guest favorite
Cabin in Drummond
5 out of 5 average rating, 6 reviews

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.

Top guest favorite
A newly constructed cabin sits nestled among trees, featuring large picture windows and a screened porch. Nearby, a barrel sauna adds a rustic touch to the serene forest setting, with soft sunlight filtering through the treetops.
Cabin in Cornucopia
5 out of 5 average rating, 134 reviews

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.

Top guest favorite
The exterior of the storage container unit is showcased in a serene setting, featuring large windows and a sleek black facade. The surrounding area is landscaped with grass and bordered by a stone path, under a sky painted with soft hues of sunset.
Shipping container in South Range
4.98 out of 5 average rating, 212 reviews

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.

Popular amenities for Town of Drummond vacation rentals