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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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, 521 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 favorite
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.
Apartment in Duluth
4.98 out of 5 average rating, 130 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 favorite
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.
Apartment in Duluth
4.92 out of 5 average rating, 308 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 favorite
The exterior of the bunkhouse features a vibrant, multicolored metal siding with shades of red, blue, and brown. A simple wooden deck leads to the front door, which is flanked by a small window. A single chair is positioned on the deck, inviting relaxation.
Farm stay in Wrenshall
4.96 out of 5 average rating, 180 reviews

AirB-n-Bawk! The ROOST @ Locally Laid Egg Company

Rustic, solar bunkhouse - The Roost! Glamping at it's best. Get away from it all in this simple bunkhouse made with recycled materials and wood siding from trees milled on site. Large window, covered deck, outdoor seating and fire ring give you space to commune with nature. With a full and twin mattresses, it is Bring Your Own Bedding so come with sheets, pillows and/or sleeping bag. The structure is heated. Private outhouse near-by, bring a flashlight. Come immerse in this working farm

Top guest favorite
A cozy living room features a classic leather sofa and a large area rug. A fireplace is centered beneath a mirror, while natural light enters through multiple windows. A framed art piece of a deer adorns the wall, contributing to the room's eclectic aesthetic.
Home in Duluth
4.98 out of 5 average rating, 121 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 favorite
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 favorite
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.
Apartment in Superior
4.94 out of 5 average rating, 207 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 favorite
Guest suite in Duluth
4.97 out of 5 average rating, 747 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 favorite
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, 185 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 favorite
A bedroom features a black metal bed frame with a plush, patterned bedspread and layered pillows. The decorative fireplace is highlighted by soft candlelight, and art pieces add a touch of elegance to the walls. Natural light is softly diffused through nearby fixtures.
Apartment in Superior
4.91 out of 5 average rating, 186 reviews

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!

Top guest favorite
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, 306 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 favorite
An open living area is highlighted by exposed brick walls and high ceilings, featuring a modern kitchen island and stainless-steel appliances. A spiral staircase leads to an upper level. Natural light floods the space through large windows, showcasing a cozy seating area by a contemporary fireplace.
Condo in Duluth
4.96 out of 5 average rating, 375 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.

Popular amenities for vacation rentals near Chester Bowl Ski Resort