Places to stay near Chester Bowl Ski Resort

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Top-rated holiday rentals near Chester Bowl Ski Resort

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Top guest favourite
Home in Duluth
4.95 out of 5 average rating, 779 reviews

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 bed, 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!

Top guest favourite
Flat in Duluth
4.98 out of 5 average rating, 122 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
Home in Duluth
4.97 out of 5 average rating, 204 reviews

Entire home sleeps 7, convenient location

Just 10 minutes (or less) away from so many wonderful things Duluth has to offer. Walking distance to restaurants and frozen yogurt bar! Living room features a gas fireplace. Dining room table great for games and dining! You will find charm in every corner of this 1938 home. Located in a quaint neighborhood with easy access to main roads. It is a great launching point for all your sightseeing activities, or to just kick back and relax. It's your vacation, we hope you enjoy it! Duluth PL 23-001

Top guest favourite
Home in Duluth
4.97 out of 5 average rating, 113 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, 340 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
Flat in Superior
4.94 out of 5 average rating, 192 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
Guest suite in Duluth
4.97 out of 5 average rating, 736 reviews

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

Top guest favourite
Shipping container in South Range
4.98 out of 5 average rating, 178 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.

Top guest favourite
Flat in Duluth
4.97 out of 5 average rating, 104 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
Apartment in Duluth
4.96 out of 5 average rating, 368 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.

Top guest favourite
Home in Duluth
5 out of 5 average rating, 109 reviews

House on the Hill Duluth-Epic Lake Superior Views

Welcome to House on the Hill Duluth! This incredible home offers some of the best views of Lake Superior, the Duluth Lift Bridge and the greater downtown right from the comfort of your own private deck or cozy sofa indoors. This spacious, 5-bedroom 5-bathroom home, complete with full master kitchen and multiple gathering spaces, is the perfect place for friends and family to come together. Duluth Rental Permit Number PL 21-166

Guest favourite
Cottage in Duluth
4.98 out of 5 average rating, 550 reviews

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

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