
Vacation rentals in Town of Bennett
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Town of Bennett
Guests agree: these stays are highly rated for location, cleanliness, and more.

Cozy Bungalow for Adventurers: Nature in the City
Take it easy at this unique and tranquil getaway. Nestled back in a quiet Superior neighborhood, this quaint, two bedroom bungalow with a large secluded yard, deck, and fire pit is between 5-15 minute drive away from pretty much anywhere you’d like to be: Lake Superior, waterfalls, biking trails, hiking trails, ATV trails, cross country & down-hill skiing, breweries, live music events, restaurants, shopping, Canal Park, Barkers Island, Wisconsin Point, Bikes, kayaks, lawn games. ID #ALED-CRFKS8

Architect-designed, net zero home w/ stunning view
Great for a couple's getaway or family excursion, perfectly located on the North Shore with a spectacular view of Lake Superior. Features stunning timber frame modern design, luxurious master bed and bath, spacious deck, and porch with fireplace. There's nothing else like it on the North Shore. It is perfectly located 20 minutes from Duluth and 5 minutes from Two Harbors, 5 from a boat launch. Our cabin is certified as Net Zero Ready through the DOE and was designed and built by Timberlyne.

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!

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.

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!

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

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!

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.

Bayfield Rustic Yurt 2 (Terra Cotta)
Nestled in the middle of the Bayfield County Forest, this rustic, minimally maintained yurt has direct access to miles of non-motorized rec trails (mountain bike, cross-country ski and hiking). Enjoy panoramic views of Lake Superior including; Pike's Bay, four of the Apostle Islands (Madeline, Basswood, Stockton and Michigan) and the Upper Peninsula of Michigan. Come prepared to relax, unwind and explore the wonders of the north woods.

Luxury Cottage 3 BR 1 BA, w/ King Bed, Wifi, & AC
Visualize yourself nestled in nature, laughing with friends and family, and roasting marshmallows by the fire. This experience will transport you into another time and place when you were carefree. Once inside, have a glass of Pinot Noir and savor who is sitting next to you. Prepare to leave bits of your heart at Conley Cottage. That is ok; we will keep it safe and warm for your next return.

Uncle Bob's Cabin (LTR)
A beautiful 2 bedroom lake home facing west onto Lake Nebagamon. A washer and dryer available at no cost. Digital TV, DVD player with free Netflix and WIFI included. Sheets and towels provided, bring your own food and drink and firewood, if you plan to use the fireplace. Available for long term rental, or weekend getaway. Licensed Tourist Rooming House (LTR) ID number TBES-ATLM8C.

Highland Hideaway
Quiet lake (canoe & kayak only). Fishing available. Close to numerous lakes with boat access. Adjacent to extensive ATV/snowmobile trail system. Restaurant/Bars nearby. If you enjoy shopping & sightseeing, Hayward is less than 30 min. away. 30 minutes or less drive to numerous golf courses. After your fun filled day, relax by the fire overlooking the lake.
Popular amenities for Town of Bennett vacation rentals
Other great vacation rentals in Town of Bennett

Sunrise Cabin on Upper Lake St Croix

Private Peaceful Getaway - New Cabin

Cabin & Treehouse by Jay Cooke State Park / Duluth

Norpine A-Frame Cabin

Colby Cottage - directly on Lake Dowling!

Northwoods Retreat

Half Moon Hideout

Dowling Lakefront Lodge: Dock, Game Room, Firepit
Destinations to explore
- Upper Peninsula of Michigan Vacation rentals
- Platteville Vacation rentals
- Minneapolis Vacation rentals
- Wisconsin River Vacation rentals
- Madison Vacation rentals
- Twin Cities Vacation rentals
- Duluth Vacation rentals
- Wisconsin Dells Vacation rentals
- Thunder Bay Vacation rentals
- Green Bay Vacation rentals
- Saint Paul Vacation rentals
- Rochester Vacation rentals