Holiday rentals in Town of Drummond

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Top-rated holiday rentals in Town of Drummond

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Top guest favourite
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.

Top guest favourite
The cabin's exterior displays a modern A-frame design, surrounded by a lush forest. The patio area features blue adirondack chairs and a small table, inviting relaxation amidst nature. A circular window enhances the aesthetic, creating a connection between indoor and outdoor spaces.
Cabin in Bayfield
4.99 out of 5 average rating, 203 reviews

The Acorn of Little Sand Bay Dog Friendly

Modern, rustic, Aframe cabin on 10 wooded acres; beautiful, simple décor, fully equipped kitchen, all appliances, glass stove top, airfryer oven, filtered H2O/ice maker. Enjoy a luxurious bathroom, with a heated tile floor, walk-in shower. Towels, shampoo/conditioner/bodywash are provided. King bed in loft and NEW king gel memory foam bed on main floor. Smart TV, wifi. Books, games Woodstove heats the cabin perfectly in the colder months. All wood provided. There is a minisplit heat/ac unit.

Guest favourite
A charming log cabin is nestled among tall trees, showcasing a sloped roof and warm wooden exterior. The porch area features a small seating arrangement and decorative stone pathways. A cozy shed is located to the side, surrounded by lush greenery and natural landscaping.
Cabin in Iron River
4.92 out of 5 average rating, 105 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 favourite
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, 105 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

Guest favourite
The cabin, constructed of wooden logs, is set among lush greenery, with a patio area featuring a fire pit and a high-top table. The structure is complemented by a green metal roof and windows that provide views of the surrounding nature.
Cabin in Gordon
4.93 out of 5 average rating, 160 reviews

The Gordon Flowage Cabin

This beautiful, quaint cabin nestled in Gordon WI includes all the perks that Northern WI has to offer. Enjoy the views, sounds, and smells of the majestic St. Croix waters. Admire the various types of wildlife and relax on the patio with a fire pit feet away from a hightop table where you’ll sit and enjoy the summer sun or linger by a fire after dark. This property truly offers a unique opportunity to step away from your busy, everyday lifestyle and melt into a blissful vacation oasis.

Guest favourite
Yurt in Cable
4.97 out of 5 average rating, 170 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 favourite
Cottage in Drummond
5 out of 5 average rating, 25 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".

Top guest favourite
The spacious studio apartment features polished concrete floors and high ceilings. A round dining table with black chairs is positioned near the kitchen. A comfortable sofa and a king size bed are arranged to create a cozy living area, with natural light filtering through large windows.
Flat in Duluth
4.93 out of 5 average rating, 273 reviews

Studio Apartment at Lake Superior Brewing Brewtel

Newly rebuilt in a historic brick building, this charming 600 foot apartment is spacious, comfortable and so unique. A new organic king size bed and a comfy sofa allow this studio sleep 2+ if desired. Polished original concrete floors, high ceilings, luxury terrazzo tiled walk in shower, reclaimed Victorian era oak throughout make these apartments so special. Steps from Duluth’s Lakewalk and located near Lester River Park, Brighton Beach, the North Shore and Lake Superior Brewing!

Top guest favourite
A wooden deck extends along the side of the cottage, furnished with multiple seating options, including white adirondack chairs and lounge chairs. Planters with flowers adorn the railing, and a grill is positioned nearby. The deck overlooks a grassy area surrounded by trees.
Home in Iron River
4.94 out of 5 average rating, 115 reviews

the Cottage on Long Lake

Whether you are looking for a quiet get-away or unlimited outdoor activities, our four bedroom cottage will meet your needs! It is located on Long Lake just east of Iron River, WI, in Bayfield County. Fishing, bird watching, biking, cross-country skiing and hiking are great "silent sports" but the cabin is also only a few blocks from the Tri-County Corridor (the start of the Whistlestop Marathon) for exceptional dirt biking, four-wheeling and snowmobiling.

Top guest favourite
A charming cabin with wooden siding is surrounded by colorful autumn foliage. The exterior features large green windows and a decorative quilt pattern on the front wall, indicating a welcoming atmosphere. A slight lawn leads towards the porch, offering a view of the nearby lakeside.
Tiny home in Lake Nebagamon
4.96 out of 5 average rating, 443 reviews

Berrywood Acres Cabin

Berrywood Acres is located on the eastern shores of Lake Nebagamon. We are known for beautiful sunsets with quiet surroundings and located minutes from the famous Brule River, great hiking trails nearby and a 35 minute drive from Duluth/Superior or a bit further east to the Bayfield/Ashland area. The cabin is simple with all you need for a little RnR. Come relax on the porch and enjoy the view. We look forward to welcoming you to Berrywood Acres Cabin!

Guest favourite
Cabin in Cable
5 out of 5 average rating, 7 reviews

Cozy King Suite, Perfect Base for Trail & Lake Fun

The adorable Birch Suite is a 1 bedroom, 2 bath cabin suite conveniently located next to Four Seasons Bar! The charming getaway has a large, tiered wooden deck with built-in benches and beautiful custom log and wrought iron posts and railings with covered entryway. The single level cabin features a beautiful Northwoods rustic décor, spacious bedroom suite, full gourmet kitchen, 2 full baths and a custom-built stone, wood burning fireplace.

Top guest favourite
A rustic cabin is nestled among tall pine trees, featuring a dark wooden exterior that complements the natural surroundings. The main entrance is accessible via a small wooden staircase, with windows providing glimpses of the serene landscape and nearby lake.
Cabin in Cable
4.93 out of 5 average rating, 56 reviews

Charming Cabin on Beautiful Lake Owen

Lake Owen is known for crystal-clear water and stretches 9 miles long in Southern Bayfield County. The cabin has 2 bedrooms. The first bedroom has a Queen Bed and the second bedroom has two twin beds. There is a TV and internet is available. The cabin is about 2 feet from the lake and the view off the porch is one of my favorite anywhere on the lake. Get ready for Beautiful Sunsets.

Popular amenities for Town of Drummond holiday rentals