
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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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!
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.

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!

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.

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.

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!

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

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.

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

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.

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.

*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
Apartment rentals with wifi

#1 Lakeside

Main Street apt 2 blocks from Lake Superior!

Beachfront Condo -Stunning Views & Convenience All

One Minute Walk to Lake Superior. Brookside #11

The Fireside at Silver Creek B&B w/ SAUNA

Superior Hideaway

One Bedroom Condo on Lake Superior

Lakeview Condo: Downtown Bayfield, Beach, Deck
Family-friendly house rentals

Matilda

★Lake Superior Style★7 miles to Canal Park!★

Original Hillside Home

Cozy Cabin with Fireplace! River, Trails, Private!

Enjoy Duluth's best trails with Outdoor Sauna

Two Harbors Area Wild Grape Cottage

Cozy Bungalow for Adventurers: Nature in the City

Spirit Mountain/Riverside stay
Apartment rentals with air conditioning

Large 2 Bedroom near Lake Superior

Where You Wanna BnB

Executive Apt. 1BR 1BA, w/Q Bed

Burlington View Stays License#1472

Superior Bay Boutique Motel Suite #11

3rd Avenue comfortable apartment In Two Harbors

Studio Apartment at Lake Superior Brewing Brewtel

Historic Modern 10 min across bridge to Duluth
Other great holiday rentals near Chester Bowl Ski Resort

Tranquility on Island Lake

Bayfield Rustic Yurt 2 (Terra Cotta)

2 Acres of Tiny

Craft District Lofts-Superior Street Loft

Entire home sleeps 7, convenient location

Luxurious house for nature-lovers by Hartley Park

House on the Hill Duluth-Epic Lake Superior Views

The ReTreet House




