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

A rustic cabin is framed by lush greenery and vibrant foliage, with a winding path leading to the lake. Soft clouds drift across the sky, reflecting warm hues of sunset, creating a serene backdrop within a natural setting.

Cabin in Hayward

4.95 out of 5 average rating, 129 reviews

Glamping Cabin at Loon Lake Guesthouse

Rustic Elegance + Northwoods Flare + Island View Panorama + Fully Electric + Front Porch 10 minutes from Hayward, The Glamping Cabin's spacious semi-open floor-plan has 2 beds, full kitchen, dishes, utensils and a thoughtfully designed camp-style water system. Winter days are warm+cozy with the Row-0-Flames heater. Showers are outdoors when temperatures are above 32 degrees or next door at Loon Lake Guesthouse when its cold out. Your "toilet" is a colorful outdoor privy. Fully electric with WiFi

Top guest favorite

A log cabin situated amidst tall trees features a spacious deck equipped with a dining table and four red chairs. A propane grill is positioned nearby, allowing for outdoor cooking. The cabin's wooden exterior blends harmoniously with the natural surroundings.

Cabin in Hayward

4.96 out of 5 average rating, 423 reviews

"Das Blockhaus" - cozy, authentic German log cabin

Studio sized log cabin with direct access to Hayward Lake and located just 3.5 miles from the Hatchery Creek Trailhead (Birkie Trail and CAMBA mountain bike trail access at this trailhead). Or you could go hang out at the city beach just half a mile away or launch your boat at the public launch (same place). Also just a short walk to downtown for great coffee, food and drink. Great location! Perfect home base for your Hayward area adventure!! Welcome to the great northwoods - enjoy your stay!!

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, 322 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 spacious yard is shown, featuring a single-story house with large windows, alongside a red shed. Green trees provide shade, and a vehicle is parked in the gravel driveway. A propane tank is visible near the edge of the property.

Home in Iron River

4.86 out of 5 average rating, 140 reviews

Wade Inn Iron River

The Wade Inn Iron River is a great place to relax and enjoy the quiet beauty of nature and be less than a half mile from town! Very peaceful setting on a quiet wooded lot with lots of shade trees and outdoor table and chairs with a Grill!! Iron River is also a great location, close to National Forests, the World famous Brule river, and Lake Superior all within a fifteen minute drive!! Bayfield and the Apostle Islands are also not too much further, and are great easy day trips to enjoy.

Guest favorite

A studio space features a spacious bed and a queen sofa sleeper, accented by neutral-colored walls. Natural light enters through a nearby window, illuminating the cozy sitting area with its black couch. A small dining table and kitchenette are seen in the background.

Condo in Bayfield

4.8 out of 5 average rating, 382 reviews

One Minute Walk to Lake Superior. Brookside #11

Amazing location! Updated Wifi in 2026. This Comfy Studio Condo sleeps 4, Whirlpool tub/shower,King bed & Queen sofa sleeper. AC, CableTV and fire pit wood provided. 1 minute walk to the marina. Bayfield is 2.3 mi from Brookside. Hike or bike the Brownstone trail along the lake. Take the ferry to Madeline, cruise the apostles, Sail, fish, kayak, golf, orchards, ski and more!! The pool and restraunt opens July 1st. 5 minutes from Bayview beach, Mt Ashwabay, Big top and Adventure Brewery.

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, 102 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 spacious kitchen features wooden cabinetry and a large central island with a dark countertop. A stylish clock adorns the wall among neutral-toned tiles. Modern appliances, including an oven and microwave, enhance functionality. Natural light promotes a bright ambiance.

Home in Iron River

4.98 out of 5 average rating, 116 reviews

Driftwood/Trails End Lodging/Entire Home

Set in the Northwoods small-town of Iron River. *15 mins to Lake Superior *50 mins to Bayfield *50 mins to Duluth Spend time hiking, boating, kayaking, fishing, canoeing, bicycling, swimming and more. Iron River/Bayfield county is famous for its ATV/UTV and Snowmobile trails. Located at the heart of the trail system, with easy access to the corridor, and a large parking area for trucks and trailers. Walking distance from most shops, restaurants and the local brewery and winery.

Guest favorite

A bright living area features a comfortable gray sofa complemented by a round area rug. A wooden coffee table sits in front of a TV mounted on the wall. Natural light streams through a large bay window, enhancing the welcoming atmosphere.

Condo in Ashland

4.89 out of 5 average rating, 148 reviews

Main Street apt 2 blocks from Lake Superior!

STELLA South Shore Stay is a new, gorgeous, one bedroom apartment just two blocks from Lake Superior, located on Main Street in Ashland, WI. Enjoy amenities like memory foam mattresses, high-quality bedding, Wi-Fi, all natural skin care, and much more. Walk to Lake Superior in minutes, get a coffee at the Black Cat or a pastry at the bakery, or enjoy the many restaurants and shops on Main Street. You can also enjoy the many local hikes or check out the Apostle Islands.

Guest favorite

The living area features warm wooden walls and a cozy seating arrangement. A TV is mounted on the wall opposite a coffee table, with a soft lamp illuminating a nearby chair. A doorway leads to the kitchen and dining area, enhancing the cabin's inviting layout.

Cabin in Cable

4.95 out of 5 average rating, 212 reviews

Parking, Walk to Town, King Bed - The Cable Cabin

Locally owned and managed. Our cabin is tucked behind pines right on Highway 63 in Cable. Full off street, private parking w/ room for trailers and toys, plus full locked gear room in basement. Easy walking distance to everything in Cable. It can sleep 5-6, but makes a great space for 2-4. 3 mi from the Birkie start, 2.5 mi from the North End Cabin. ATV & Snowmobile right from the driveway. Full furnace for heat and central air conditioning for those hot summer days!

Superhost

A rustic yurt is surrounded by trees, showcasing a wooden deck with railings. The exterior is covered in green fabric, and a wooden door with a window invites entry. Natural stones are positioned around the base, blending the structure with the forest environment.

Yurt in Cable

4.9 out of 5 average rating, 401 reviews

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.

Guest favorite

A cozy interior features a sleeping loft accessed by a ladder, with a spacious couch in the foreground. The kitchenette showcases modern appliances and reclaimed wood accents, while natural light streams through large windows adorned with light-colored curtains.

Tiny home in Lake Nebagamon

4.98 out of 5 average rating, 388 reviews

Cozy Fireplace in a Northwoods Tiny House

Deer Haven is a tiny house (192 sq feet) located in my backyard, overlooking acres of woodland. The space is small and simple. Get to the queen bed in the sleeping loft by climbing the ladder. Bathroom has a toilet and stock tank shower. The kitchen has basic amenities - fridge, microwave, hot plate, griddle, dishes, etc. Best spot in the house is on the couch, where you can see the fireplace and the gorgeous woods out the patio door.

Guest favorite

A warm and inviting bedroom features a wooden wall design with natural light streaming through multiple windows. A queen-size bed, adorned with a patterned quilt, sits prominently in the space. Nearby, a small dining table and chair complement the cozy decor.

Guesthouse in Cable

4.87 out of 5 average rating, 154 reviews

The Bear Den

The Bear Den is a beige/green trim home with a perfect location for all your outdoor ventures, located on the corner of Hwy 63 and Leonard School Rd between Seeley and Cable, WI. This 2- bedroom, 1 1/2 bath unit features Northwoods decor. Relax in private backyard with firepit, free firewood, a gas grill and outdoor furniture. Convenience cooking only with restaurants, gas and grocery shopping nearby Cable, WI, or Seeley, WI.