Places to stay near Chester Bowl Ski Resort

Relax like a local in the heart of Duluth

Relax like a local in the heart of Duluth. Kick back in this 3 bedroom, 6 beds, 1.25 bath house in a family friendly neighborhood. Conveniently centered amongst everything Duluth has to offer! Jake and I are fully committed to providing you the Home away from Home. No management company here, no cleaning fee, we do it all ourselves. Communication, laundry, cleaning and maintenance - our reviews show we take pride in the place. Now if we could only figure out how to provide the perfect weather!

Sunshine Studio w/ Beach Access

Welcome to Sunshine Studio, on the shores of Lake Superior. This window filled studio apartment is on the lake side of Park Point and feels as if you are in a sparkling clean, well appointed, tree-house. The 14" skylight between the units filters light into the other attached unit, but is high enough to assure your privacy. The recently remodeled kitchen is fully stocked with your basic essentials and a cozy queen bed welcomes you from beach adventures, a day exploring, or a night of live music.

NO cleaning fee- Boutique Guest Suite in Duluth

Welcome to your sweet escape at Allendale Orchard in Duluth! A perfect oasis for a couple or solo traveler. Relax on your private deck or in the soaking tub after a day of exploring all that Duluth and the North Shore has to offer. You’ll be close to an abundance of hiking and biking trails, minutes away from quaint coffee shops and award winning restaurants, and can pick your own seasonal fruit right on the property. We’re here to offer all of our guests a personalized and inviting experience!

One Bedroom Condo on Lake Superior

Beacon Pointe is Duluth’s premier waterfront getaway, offering stunning views of Lake Superior and unmatched comfort. Our spacious condos feature full kitchens, cozy fireplaces, and balconies or walk out patios. Enjoy direct access to the Lakewalk, explore Duluth’s top attractions, or unwind in our indoor pool and sauna. Beacon Pointe is your perfect retreat on the shores of Lake Superior 1 & 2 Bedroom Condos can be located on 1st, 2nd, or 3rd floors. Requests are accepted but not guaranteed.

Penrose House An English escape by Lake Superior

Penrose house is an original Edwardian home having a private and separate third floor suite. Guest access and entry to the suite is through two high security doors leading to a back stairway used exclusively by guests. Safe off-street parking is available at the rear of the property for guest use only. Our property is located in one of the most sought after streets in the heart of the Central Park area of Superior, Wisconsin. We are centrally located for tourist destinations in the Northland.

Matilda

Escape life, for a moment, to this enchanting vintage home with eclectic vibes. The spacious home has one king room, one queen room, and one full room, all curated in the coziest north woods elegance . Let the wind from lake superior slap you in the face as you sit on the back deck. The home is in a commercial part of town with a two minute walk to lake walk. If you take a right and you are a 10 min bike ride from Canal park . If you take a left your a 10 minute bike ride from Glensheen.

Arrowhead Garden Retreat

No matter the season, you'll enjoy my early 20th century home in Duluth, five minutes from both the University of Minnesota-Duluth Campus and The College of St. Scholastica. In summer you'll enjoy the private patio surrounded by gardens. On cool fall nights you'll want to gather by the fire-pit. In winter, you'll escape the snow in the warm living room lit by the fire-place. In all seasons, you'll gather in the fully updated white granite kitchen to cook and share stories of your day.

Bentleyville 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!

Private Lake View Hike/Bike Trail Access King Bed

View epic sunrises & sparkly city lights perched near the top of the city! Great Duluth Harbor view. You will sleep sound with a top reviewed King Tuft & Needle mattress with premium bedding & pillows. Join your friends on the Duluth Traverse hike, snowshoe & bike trail just 100 yards away. You will be a few blocks from the hip Lincoln Park Craft District, Canal Park, and Downtown. New to Duluth? Message us for our recently updated Guidebook! License: 760178. Permit: PLASH1904001

Executive Apt. 1BR 1BA, w/Q Bed

A charming, historical accommodation has prepared a place for you. This special place is close to everything, making it easy to plan your visit. One bedroom and one bath with immaculate, delightful decor. This home away from home is only blocks away from downtown Superior restaurants, vibrant nightlife, quaint coffee shops, and sweet, unique boutiques. Either that, or you might want to order in, put your feet up, relax, and watch a film. We look forward to your visit!

*Newly renovated Lakeview Barn

Our early 1900s renovated barn is an exceptional vacation rental that offers a truly remarkable experience. With expansive views of Lake Superior, easy access to North Shore hiking trails, and a quick 4 block walk to the Lakewalk, will bring you to all that the Canal Park’s Waterfront District has to offer. Whether you’re seeking relaxation, outdoor exploration or vibrant city life, our charming piece of history offers it all in one unforgettable package.

Cottage with Lake Superior & North Shore views

Tucked away on 1.5 acres in the middle of Duluth, this one-bedroom cottage has breath-taking panoramic views of Lake Superior, the Aerial Lift bridge and the St. Louis River. With the large property and surrounding trees, the home feels secluded but has wonderful access to hiking and biking trails, parks, beaches and all that downtown Duluth and Canal Park have to offer. License PL23-023