Places to stay near Chester Bowl Ski Resort

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Top-rated holiday rentals near Chester Bowl Ski Resort

Guests agree: these stays are highly rated for location, cleanliness and more.

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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.
Flat in Duluth
4.98 out of 5 average rating, 131 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
The inviting living room features warm wooden paneling and a gas fireplace centered on a stone facade. Comfortable seating includes a gray sofa and blue chairs, complemented by decorative pillows. Natural light filters through the windows, enhancing the cozy ambiance of the space.
Home in Duluth
4.96 out of 5 average rating, 207 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
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, 124 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, 346 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, 213 reviews

Bentleyville 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, 753 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

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.
Flat in Superior
4.91 out of 5 average rating, 188 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, 308 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 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, 284 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!!!

Superhost
A spacious living area is furnished with a gray sectional sofa, accented by throw pillows. A wooden coffee table sits in front, while natural light floods through multiple windows. An open transition leads to the dining area, which features a wooden table and chairs.
Flat in Superior
4.82 out of 5 average rating, 361 reviews

Stay and Slay in Superior

This cute updated 2 bedroom apartment has everything you need! Whether your'e on a short business trip or taking a lengthy vacation to enjoy the beautiful Twin Ports, my apartment provides the perfect location. Only blocks away from restaurants and bars on the famous Tower Avenue and less than 10 minutes from Canal Park in Duluth. Pattison Park and Amnicon Falls are also only a short drive away!

Top guest favourite
A firepit surrounded by four wooden chairs is set on a gravel area, offering panoramic views of Lake Superior and the surrounding landscape. Lush greenery frames the scene under a clear blue sky, creating a peaceful outdoor space for relaxation.
Cottage in Duluth
4.98 out of 5 average rating, 566 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

Superhost
A comfortable living area features a gray sofa with decorative pillows facing a wall-mounted television. A wooden coffee table sits in front, while a dining area with a round table and four chairs is visible in the background. Neutral-colored walls complement the modern decor.
Flat in Duluth
4.81 out of 5 average rating, 403 reviews

Grand Getaways Apt. #1

Welcome to your secure and cozy haven! Our Airbnb boasts cleanliness, a super comfy bed, and is conveniently located just a mile from Spirit Mountain ski resort, hiking trails, and the zoo. Fuel up for your adventures at our family-owned restaurant downstairs, offering healthy breakfast or lunch options. Your comfort and safety are our priorities – your perfect getaway starts here!

Popular amenities for holiday rentals near Chester Bowl Ski Resort