Holiday rentals in Midway

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Top-rated holiday rentals in Midway

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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 Spirit Valley
4.93 out of 5 average rating, 523 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 fire pit surrounded by a circle of stones is positioned on a gravel patio. Two white Adirondack chairs provide seating, while lush greenery and a distant view of the landscape are visible in the background under a partly cloudy sky.
Home in Duluth
4.92 out of 5 average rating, 444 reviews

Becks Bungalow

Every room has everything you need so just pack your personal belongings & come relax. 3 Bedrooms, 2.5 bathrooms, living room, Fully equipped kitchen with BUNN & Keurig coffee makers, dining room, family room, patio, deck, yard, Private parking, quiet & close to everything. 4 miles, to Spirit Mountain, 7 miles (14 minutes) to Mont Du Lac, and direct access to the trail system from the house. Please visit the guidebook here for links to great local restaurants and must see local attractions

Top guest favourite
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, 181 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 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 Billings Park
4.94 out of 5 average rating, 214 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
The exterior of the cabin is showcased, featuring a wooden deck with two colorful chairs positioned at the entrance. Surrounding foliage adds a natural backdrop, while a gravel pathway leads to the entrance. The cabin's log construction is prominent, creating a rustic charm.
Cabin in Duluth
4.99 out of 5 average rating, 194 reviews

Beautiful house in the woods!

Upon your arrival to Buffalo Valley you will receive a warm welcome with an escort to your house by the host, in the beautiful north woods. At check in you will receive a key to the cabin. (Please note that the house capacity is 6 guests, no exceptions. We also have a NO pet policy.) There is a guide book that gives you all the information you will need. You will love how remote you are, yet so close to town. Enjoy the fire pit and sauna in the comforts of the wilderness!

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, 190 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
An outdoor patio area features wooden furniture including a rectangular table and several chairs. A grill is positioned to one side against the blue-gray house, surrounded by greenery and stone pathways that blend with the natural surroundings.
Tiny home in Proctor
4.96 out of 5 average rating, 143 reviews

2 Acres of Tiny

Sitting on 2 acres, on the outskirts of Duluth our 360 square foot tiny home provides the outdoor experience loved by us Duluthians and is just a short drive to many attractions including: - Spirit Mountain for skiing, mountain biking, tubing, etc (2 min) - Craft Brewery District (8 min) - Hiking, Biking, and Snowmobile Trails (2 min) - Downtown Duluth and Canal Park (12 min) - Miller Hill Shopping Mall (20 min) - And much, much more outlined in our guide book!

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 Denfeld
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.

Guest favourite
A spacious living room is illustrated, featuring two large sofas with cushions and a light-colored coffee table at the center. Overhead beams and recessed lighting create a welcoming ambience. The kitchen and dining area are visible in the background, showcasing wooden furniture and appliances.
Flat in Hermantown
4.77 out of 5 average rating, 517 reviews

Spacious vacation space!

Come enjoy our vacation rental! We're in a great neighborhood - close to Duluth's Spirit Mountain skiing & biking, the retail district, and lots of things to do and see! The apartment has a large living room, huge deck, full kitchen, full bath, and two separate bedrooms. This is the upper unit in the building. As such, this isn't an appropriate space for anyone with little kids that run around - as it would detract from the experience for the guests below.

Top guest favourite
The exterior of a single-story home is surrounded by mature trees and greenery. A spacious parking area is visible in front, with a white fence providing privacy. Sunlight illuminates the scene, highlighting the charming façade of the house.
Home in Billings Park
4.91 out of 5 average rating, 590 reviews

★ Mid Century Modern!★7 miles to Canal Park★

LICENSE- FACILITY ID #TBES-AW7P46, Approved - Douglas County Health Inspection. This retro house will host your Twin Ports experience. Kitchen amenities provided are cookware, dishes, glasses, silverware, coffee, tea, granola bars. Kitchen appliances include dishwasher, oven, stove, refrigerator, microwave, coffee pot, and toaster. Bathroom linen, toilet paper, shampoo, conditioner, body wash, and hand soap are all provided. Parking off the street - 2 spots.

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 cozy living area features a gray sectional sofa with decorative pillows, a light area rug, and a small wooden table. Natural light enters through a window with soft curtains, and a door leads outside. A chair and wall-mounted television add to the comfortable space.
Home in Cloquet
4.96 out of 5 average rating, 187 reviews

Cozy, farmhouse-style 1-bedroom apartment

Enjoy your stay at this centrally-located apartment close to many shops, restaurants, trails and more! Only a 20-minute drive from Duluth, MN and beautiful Lake Superior. Hosts conveniently live on the premises in the home attached to the apartment. Parking for up to one vehicle is included during winter months (off-street), and more than one vehicle in summer months (on-street parking).

Popular amenities for Midway holiday rentals

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  4. Saint Louis County
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