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, 787 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 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!

Superhost
A cozy bedroom features a spacious bed adorned with soft linens, flanked by two bright windows with natural light filtering through. A modern wood wall accent is centered above the bed, while a love seat is positioned nearby, completing the inviting space.
Loft in Duluth
4.93 out of 5 average rating, 517 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
A cozy igloo-style dome is illuminated by warm lights, nestled in a snowy landscape. The structure features a transparent exterior that showcases the interior seating area, surrounded by a thick layer of snow. Nearby, the red exterior of the house provides a contrasting backdrop.
Flat in Duluth
4.98 out of 5 average rating, 127 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!

Guest favourite
A cozy bedroom is presented, featuring a spacious bed adorned with floral-patterned pillows and a textured blanket. A wooden tray with a journal and pen is placed on the bed. Soft lighting from a bedside lamp complements decorative heart-shaped wall art.
Flat in Duluth
4.92 out of 5 average rating, 305 reviews

Cozy, Safe Area, Near Hiking & MTB, Dogs Welcome!

Cozy, clean apartment, safe area, dog friendly ($25 additional fee per dog). 1 bedroom w/king bed and 1 cot and couch available for 2 additional guests. Close to Lake Superior, Lester park (MTB biking, hiking, paddling, ski trails with lights till 10 PM), 5.5 miles to Bentleyville (biggest holiday attraction in MN), 2 blocks to lake walk, great for biking, running, walking & rollerblading. Pizza, coffee shop, park & gym all within 2-4 blocks in a beautiful, family friendly area neighborhood.

Top guest favourite
The exterior of the early 20th century home is showcased, featuring a welcoming entry with a red door and white columns. Lush green lawns and vibrant flower beds surround the house, while large windows allow natural light to fill the interior spaces.
Home in Duluth
4.95 out of 5 average rating, 344 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
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.
Flat in Superior
4.94 out of 5 average rating, 202 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 favourite
Guest suite in Duluth
4.97 out of 5 average rating, 745 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
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, 182 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 favourite
A bright living room features a comfortable seating arrangement with a tan sofa, blue accent chairs, and a wooden coffee table. Large windows allow natural light to fill the space, complemented by light-colored curtains. A television is mounted above a console, enhancing the cozy atmosphere.
Home in Duluth
4.87 out of 5 average rating, 102 reviews

Buffalo Bliss-Near Universities-Large Deck/Yard

Welcome to our newly furnished Duluth retreat, where every detail has been carefully curated to ensure a memorable stay. Located in a quiet neighborhood, our property is a true gem, just minutes away from universities, scenic trails, and hiking adventures. This charming house is fully-stocked with all the amenities and extras to make your stay comfortable and relaxing. -Only a few blocks from University of MN-Duluth and St. Scholastica -10 minutes to downtown Duluth and Canal Park

Superhost
A spacious room featuring a queen-size bed with soft bedding, positioned next to a cozy fireplace. A Smart TV is mounted on the wall, and a wooden table with chairs is set in the center. Natural light enters through multiple windows, enhancing the inviting ambiance.
Guest suite in Duluth
4.78 out of 5 average rating, 123 reviews

Mayors Chamber Suite | Jacuzzi & Sauna

This stately suite is named for Mayor Fedo who lived in the mansion in the late 1980's while serving as Duluth's youngest Mayor yet elected, a controversial figure, he brings intrigue to this already fascinating mansion. The room is adorned with a queen-size bed, armoire, gas fireplace, A/C, whirlpool tub, Smart TV, refrigerator, microwave, coffee maker and so much more. This property is intended for adult getaways, no persons under the age of 16 are permitted.

Top guest favourite
The living area features a modern television on a dark media console. Two armchairs and a sectional sofa surround a central ottoman on a large area rug. Natural light enters through a nearby window, illuminating the warm wood flooring.
Home in Duluth
4.99 out of 5 average rating, 304 reviews

Entertainment & Outdoor Activities - Hub

Stay in the heart of Duluth—your ideal base for both vacations and business trips. Just minutes from Lincoln Park’s Craft District, Downtown, and Canal Parks local breweries, cider houses. Adventure awaits with quick access to Spirit Mountain, the Munger State Trail, hiking, mountain biking, paddling, boating, fishing, birdwatching, and more. Experience the perfect blend of comfort, convenience, and outdoor fun in one of Duluth’s most exciting neighborhoods.

Top guest favourite
A comfortable living area features a brown sofa with decorative pillows, paired with a blue armchair. A wooden coffee table sits on a patterned rug, while a light floods in through large windows. The space connects to a kitchen area, enhancing the open feel.
Flat in Duluth
4.97 out of 5 average rating, 107 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.

Popular amenities for holiday rentals near Chester Bowl Ski Resort