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
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, 125 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.
Apartment in Duluth
4.92 out of 5 average rating, 302 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
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
4.97 out of 5 average rating, 115 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
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, 343 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.
Apartment in Superior
4.94 out of 5 average rating, 198 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
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
The spacious studio apartment features polished concrete floors and high ceilings. A round dining table with black chairs is positioned near the kitchen. A comfortable sofa and a king size bed are arranged to create a cozy living area, with natural light filtering through large windows.
Apartment in Duluth
4.92 out of 5 average rating, 261 reviews

Studio Apartment at Lake Superior Brewing Brewtel

Newly rebuilt in a historic brick building, this charming 600 foot apartment is spacious, comfortable and so unique. A new organic king size bed and a comfy sofa allow this studio sleep 2+ if desired. Polished original concrete floors, high ceilings, luxury terrazzo tiled walk in shower, reclaimed Victorian era oak throughout make these apartments so special. Steps from Duluth’s Lakewalk and located near Lester River Park, Brighton Beach, the North Shore and Lake Superior Brewing!

Guest favourite
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, 181 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 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, 303 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.
Apartment in Duluth
4.97 out of 5 average rating, 106 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
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, 371 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
A comfortable living area features a sectional sofa adorned with various throw pillows and a round coffee table. A large window allows natural light to brighten the space, while a television is mounted on the wall, complementing the inviting green walls and wooden flooring.
Home in Duluth
4.99 out of 5 average rating, 269 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!!!

Popular amenities for holiday rentals near Chester Bowl Ski Resort