Holiday rentals in Bennett

4.94 out of 5 average rating, 284 reviews

Cabin in Hayward

The Timberjack

Although it's a rustic homage to the lumberjacks and jills of yesteryear, this cabin includes many of the comforts we now enjoy including a queen bed, kitchenette with fridge, hot water, AC/heat, a Keurig coffeemaker, smart TV and charcoal grill. The Timberjack is surrounded by trees right on Lake Hayward and close to downtown Hayward. Launch your canoe just steps from the cabin, walk into town for lunch, or go hiking or skiing on the nearby trails, this cabin is nestled in the ideal location!

Cottage in Lake Nebagamon

5 out of 5 average rating, 138 reviews

Guest House at the Lake

GUESTS 6 MONTHS & UP MUST BE FULLY VACCINATED & BOOSTED TO RESERVE. Be our guest in this lovely guest house on Lake Minnesuing! It features a spacious sleeping loft for up to 5 people. Next door is a public access for launching boats. A county park with quiet beach is across the lake & a golf course is just down the road. In 10 minutes you can be fishing, canoeing/kayaking the famous Brule River. Duluth/Superior along the shores of the world's largest fresh water lake is 30 minutes away.

4.97 out of 5 average rating, 167 reviews

Guest suite in Brule

The Bee's Balm

You'll find us tucked in the quiet woods of northern WI near the Brule River. We're remote enough to experience star-filled skies & fireflies, but not far from many premier attractions. Your space is a self-contained apartment on the lower level of our 2.5 story home. It features a private entry, queen-sized bed, kitchenette, lower level private deck, access our beautiful grounds & more! We're a family of artists who love to travel & to introduce others to our beautiful part of the world.

4.97 out of 5 average rating, 127 reviews

Farm stay in Wrenshall

AirB-n-Bawk! The ROOST @ Locally Laid Egg Company

Rustic, solar bunkhouse - The Roost! Glamping at it's best. Get away from it all in this simple bunkhouse made with recycled materials and wood siding from trees milled on site. Large window, covered deck, outdoor seating and fire ring give you space to commune with nature. With a full and twin mattresses, it is Bring Your Own Bedding so come with sheets, pillows and/or sleeping bag. The structure is heated. Private outhouse near-by, bring a flashlight. Come immerse in this working farm

4.99 out of 5 average rating, 102 reviews

Cabin in Hayward

Seeley Oaks A-Frame | Quiet, 40 Acres, Near Trails

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

4.95 out of 5 average rating, 129 reviews

Flat in Billings Park

Sweet Jacuzzi Suite

Whether you're in the Twin Ports for work or play, our little getaway is the perfect place to unwind. (Let us know if you're bringing the kids! ❤️) Fix up a snack in the kitchenette or relax on the full-size futon. After that, settle into a comfy queen-sized bed after a luxurious soak in the jetted tub! Amble down to nearby, kid-friendly Billings Park, or we're just a short drive away from anything in Superior or Duluth, including shopping, the arts, and our gorgeous Lake Superior!

Shipping container in South Range

4.98 out of 5 average rating, 147 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.

4.98 out of 5 average rating, 264 reviews

Cottage in Brule

The Cottage: No cleaning fees! Access to trails!

We are an event center but do not have events or weddings during your stay. This cozy one-bedroom cottage is set against the tree line. In the morning, enjoy coffee on the private porch, go snowshoeing, hiking, fishing, or canoeing in and around Brule River State Forest in the afternoon, and watch a few movies in the evening. Are you traveling with a group? Check out our other listing, The Farmhouse at Brule River Barn, a four-bedroom, two-bath home that can accommodate 11 guests.

4.86 out of 5 average rating, 333 reviews

Cabin in Superior

“The Bunk House” on Lake Amnicon. Pet Friendly!

Only 20 mins from Duluth/ Superior. We are Dog Friendly! We are Covid and social distance perfect. Brand new queen memory foam hideabed with twin bunk above. Firestick tv,wireless internet, attached shower room with electric sauna, outhouse. Attached screen porch looks over the lake, fire pit, dock and swimming beach. Canoe, kayaks, LP & charcoal grills. Charcoal & gas included We follow Airbnb’s guidelines for cleaning and disinfecting. We adhere to AIRBNB’s party ban policy!

4.96 out of 5 average rating, 341 reviews

Home in Poplar

Cozy Cabin with Fireplace! River, Trails, Private!

Timber Trails Cabin is a small country home ideal for a relaxing getaway! It is centrally located in the heart of Northern Wisconsin’s recreational opportunities. Enjoy our trails on 60 acres or take a short drive to local lakes, the Brule River, or Lake Superior. Within walking distance is the Poplar Golf Course and Bar/Grill. At the end of the day, you can relax around a fire under the starry sky. If it is chilly outside enjoy the fireplace and some games, books, or movies!

Tiny home in Lake Nebagamon

4.97 out of 5 average rating, 412 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!

4.84 out of 5 average rating, 169 reviews

Home in Brule

Cabin in the Pines

We are just an hour from the Apostle Islands, Bayfield, Hayward, Ashland, Wi or Duluth, Mn. As you head north to Lake Superior surrounded by the silence of the forest, you can relax , away from the bustle of everyday life. The famous Bois Brule River is a short walk down the hill. Our cabin is very quiet. We are on 3 acres. Our place is a cabin. Not a house. We aren't fancy but comfortable. Get set for a beautiful peaceful time in the pines.

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5 out of 5 average rating, 49 reviews

Home in Iron River

Guest House

JessicaRating, 5 stars1 day ago

Wonderful place to stay while up in the North Woods, only 30 minutes to Ashland and 50 to Bay Field. Iron River had restaurants that were actually pretty good and I am overall very happy with the stay. Perfect place for the four of us.

4.6 out of 5 average rating, 10 reviews

Home in South Range

Amnicon Oasis | Your Peaceful Retreat

ColleenRating, 5 stars1 month ago

Troy is a fantastic host. He was a great communicator and very hospitable. Our dogs and kids felt welcome, safe and comfortable. Troy helped us have a better stay with our parents knowing we were secure in our lodging.

4.79 out of 5 average rating, 53 reviews

Cabin in Brule

Trout Camp

MichelleRating, 5 stars2 days ago

This cabin was a perfect location between visiting Pattison/Amicon State Parks and the Bayfield area. The cabin was clean and extremely cozy. And it was pet friendly to be able to bring our lab with exploring all this area has to offer!

5 out of 5 average rating, 19 reviews

Cabin in Gordon

Newly built, wooded privacy with screen porch.

AlyssaRating, 5 stars4 weeks ago

The cabin was GORGEOUS! It was a perfect get away for a long weekend! Elizabeth was fantastic, she was so helpful with local recommendations and was an amazing host! E.g., I had asked her if there was a blender at the cabin — there wasn’t there originally but she brought a blender over before we arrived to make sure we had one during our stay! I HIGHLY RECOMMEND! We definitely will be booking again!

4.87 out of 5 average rating, 61 reviews

Home in South Superior

The Itty-Bitty Inn

TerryRating, 5 stars1 week ago

Was very charming and well put together. It felt very comfortable and was what we needed.

4.76 out of 5 average rating, 34 reviews

Home in South Range

Hidden Pond Junction - Dog-Friendly! Sleeps 5

LukeRating, 5 stars3 weeks ago

Hidden Pond Junction was our home during an unexpected event for our family. Tom and Cindy went out of their way to make us comfortable. We had the most enjoyable stay we could have dreamed of. The home was set up for us to live in and the kitchen was fantastic! Many cookies were baked, birthdays had and relaxing like we have never experienced. Our family would highly recommend this place to everyone looking for a great getaway place. We will go back for sure!! We will never forget our time at Hidden Pond Junction. -The Olsons

4.97 out of 5 average rating, 30 reviews

Cabin in Iron River

Hart Haven A-frame on Lake Millicent

CarrieRating, 5 stars2 months ago

This was my second stay at Hart Haven, it was so nice the first time that I knew I wanted to see if it was available for this trip. Emily and Derek are wonderful hosts! The home is always so inviting and homey. Very clean (and I'm a picky person) and they have thought of everything you could need for your stay away from home. So peaceful and relaxing. I will definitely be checking the availability of Hart Haven for my future stays in Iron River. Thank you Emily and Derek!