Places to stay near Chester Bowl Ski Resort

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Top-rated vacation rentals near Chester Bowl Ski Resort

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Guest favourite

Loft in Duluth

4.93 out of 5 average rating, 508 reviews

Experience Duluth Arts in the BB Makers Loft

The BB Makers Loft vacation rental is the newly renovated studio apartment above the BB Event Gallery. Charming, unique, and locally furnished, visitors of the BB Makers Loft experience Duluth’s local and vibrant arts community first hand. Unlike any other hotel or vacation rental, the BB visitors can stay, sleep, shop, and support local artisans right from the comfort of the loft. The home is located in the Spirit Valley neighborhood in West Duluth. Canal Park and Downtown is a 10 min drive.

Top guest favourite

Apartment in Duluth

4.98 out of 5 average rating, 117 reviews

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!

Top guest favourite

Guest suite in Superior

4.97 out of 5 average rating, 786 reviews

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.

Guest favourite

Home in Duluth

4.97 out of 5 average rating, 109 reviews

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.

Top guest favourite

Home in Duluth

4.95 out of 5 average rating, 336 reviews

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.

Top guest favourite

Apartment in Superior

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!

Guest favourite

Apartment in Duluth

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!

Top guest favourite

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

Top guest favourite

Apartment in Duluth

4.97 out of 5 average rating, 102 reviews

*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.

Guest favourite

Cottage in Duluth

4.9 out of 5 average rating, 154 reviews

Cozy Cottages with a Superior View Cottage #6

These charming, rustic duplex cottages offer a peaceful retreat just steps from Lake Superior, with beach access right across the street. You’ll feel a world away, yet you're only minutes from all that Duluth has to offer. Enjoy lake views, outdoor seating, and a shared fire pit. Inside, unwind on a high-quality mattress in a space that’s simple, welcoming, and full of character. Pet-friendly and the perfect North Shore base to relax or explore.

Guest favourite

Condo in Duluth

4.96 out of 5 average rating, 367 reviews

Condo steps away from Lake Superior/Canal Park

Incredible views of Lake Superior, Canal Park, and the Aerial Lift Bridge. 4 bdrm/3 bath, fully furnished penthouse with two FREE parking passes for lot next to the building. The Borealis House is located on Superior St. in Downtown Duluth with a pedestrian bridge path and garden directly behind the building connecting you to Canal Park and the Duluth Lake Walk. All rooms are on the main level - except the rooftop sunroom and deck.

Guest favourite

Home in Duluth

4.99 out of 5 average rating, 248 reviews

The 5 West Bungalow

Relax and kick back in this 2 bed/1 bath, pet friendly home 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 FEES, we do it all by 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!!!