Vacation rentals in Town of Bennett

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Top-rated vacation rentals in Town of Bennett

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Top guest favorite

Clear water of a small lake is visible, surrounded by lush greenery and trees. The shoreline features lily pads, and the tranquil landscape is adorned with a blue sky dotted with clouds, creating a serene natural setting.

Place to stay in Webster

4.98 out of 5 average rating, 108 reviews

Privacy, Lakeside, Rustic Cabin

Our website has lots of information about our area. A long driveway to the only cabin on a tiny peninsula connected by a very narrow driveway. A small, shallow private lake (no fish or motorcraft) crystal clear water. A row boat is available. Several marked walking trails throughout the property. An ideal place for reflection and enjoying nature. You will be off the beaten path. Out of respect for those who are looking for a natural retreat with lots of wildlife: No Pets, Children, Smoking

Top guest favorite

Sunlight filters through clouds, casting radiant beams over the still surface of Lake Minnesuing. The surrounding trees provide natural framing, enhancing the serene landscape. Reflections of the sky and foliage ripple gently in the water, creating a peaceful atmosphere.

Cottage in Lake Nebagamon

5 out of 5 average rating, 147 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.

Top guest favorite

A private deck features a glass table surrounded by two chairs with cushions, complemented by vibrant planters. In the background, a lush garden blooms with various flowers and greenery, creating an inviting outdoor retreat.

Guest suite in Brule

4.97 out of 5 average rating, 190 reviews

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.

Top guest favorite

A tranquil cabin is nestled among tall trees, with soft lighting emanating from its windows. A wooden walkway leads to the entrance, inviting guests into a harmonious natural setting. The roof features a classic red color, complementing the surrounding greenery.

Cabin in Grantsburg

4.95 out of 5 average rating, 710 reviews

Quiet Seclusion at Trade River Retreat Cabin

Remote, tranquil, quiet and exceedingly private getaway right on the banks of a protected river, only 1.5 hours from the Twin Cities! Even the beautiful drive there is relaxing. Enter a world of peace and calm deep in the woods. Make delicious meals in a well-stocked modern high-end kitchen, play in the river, relax in the sauna or enjoy a bonfire. This is not your typical cabin but a spiritual eco-oasis with a unique eclectic blend of modern, rustic, Native American and Japanese aesthetic.

Guest favorite

A jetted tub is positioned in a wooden alcove, surrounded by beige tiles. Two towels hang above the tub, and a basket containing toiletries is placed nearby. Soft lighting highlights the tub's gentle curves, creating a relaxing atmosphere.

Apartment in Billings Park

4.94 out of 5 average rating, 186 reviews

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!

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, 174 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.

Guest favorite

A spacious room features a comfortable king-size bed with a blue and gray bedding arrangement. A modern gray sofa is positioned next to a marble-top coffee table. Soft lighting illuminates the area, complemented by dark curtains on the windows.

Apartment in Spirit Valley

4.87 out of 5 average rating, 447 reviews

Grand Getaways Apt. 2

Welcome to our charming Airbnb, nestled just 1 mile away from the exhilarating Spirit Mountain ski resort, hiking, and the zoo. Experience a restful retreat in our cozy space featuring a luxurious king-size bed. Immerse yourself in the pristine cleanliness of our accommodations, ensuring a comfortable and enjoyable stay. Conveniently located, you're only 10 minutes from the vibrant attractions of Canal Park. Discover the perfect blend of relaxation and adventure during your visit!

Guest favorite

A charming red cabin is situated amidst lush greenery. It features a screened porch with large windows, allowing natural light to fill the space. Stairs lead to the entrance, and nearby seating arrangements are visible for outdoor enjoyment.

Cabin in Superior

4.87 out of 5 average rating, 341 reviews

“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!

Top guest favorite

A cozy fireplace room features a comfortable sofa adorned with a checked blanket. Natural light streams in through multiple windows, illuminating the wood-paneled walls. A decorative rug with nature motifs adds warmth to the space, with a fireplace providing a focal point.

Home in Poplar

4.96 out of 5 average rating, 358 reviews

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!

Top guest favorite

The tiny house sits elevated among evergreen trees, featuring a wooden deck that extends outward. Large windows allow natural light to flood the interior, while a red front door adds a vibrant focal point to the contemporary exterior.

Farm stay in Wrenshall

4.98 out of 5 average rating, 128 reviews

AirB-n-BAWK! The PERCH @ Locally Laid Egg Company

A stay for the Farm Curious! Enjoy a contemporary /rustic tiny house for a glampin’ experience with acres of berries and 100s of chickens Space includes: - Kitchenette with microwave, frig and coffee maker. - Full-sized bed & futon (sleep 4) - Overflow bunkhouse for additional fee (sleeps 3) - Deck, outdoor seating, fire ring / BBQ - Private outhouse, fire ring and hammock - Access to outdoor rinsing station (think shower), Earn field cred by joining in for chores

Guest favorite

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

4.91 out of 5 average rating, 391 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 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, 429 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!