Holiday rentals in Midway

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Top-rated holiday rentals in Midway

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

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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
4.93 out of 5 average rating, 467 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
A spacious deck surrounds the cabin, featuring outdoor seating and string lights illuminating the area. Surrounding foliage displays vibrant fall colors, while a well-maintained lawn provides an inviting space for relaxation. The cabin's winterized exterior contrasts with the warm hues of the sunset.
Cabin in Duluth
4.99 out of 5 average rating, 180 reviews

Cozy Cabin - HotTub - Game Room - Pet Friendly

Take it easy at this unique and tranquil getaway just 10 minutes outside of town! Enjoy relaxing in the hot tub or playing a game of pool, foos ball, or Big Safari Hunter in the game room. We have all you need and more at this beautiful cabin getaway! Also, please let us know if you are staying for a special occasion and if we can do anything to help prepare the cabin for your stay (proposals, anniversary, birthdays, etc.,!), we love helping our guests make special memories when possible!

Superhost
A two-story building is presented, featuring a combination of dark green roofing and beige siding. Windows are positioned on each level, offering natural light. The front entry doors are framed by minimal landscaping, with an expanse of green grass and a gravel pathway leading to the building.
Home in Duluth
4.92 out of 5 average rating, 209 reviews

Beautiful home or 2 apartments Duluth/Spirit Mtn

This unique building offers an enormous amount of outside space and privacy nestled in a wooded area. The huge yard gives plenty of outdoor space for kids and adults alike to enjoy the view. Optimal for 1-7 people, for a variety of uses from business travel, to the perfect family vacation with instant access to all of Duluth's attractions and events. Parties of 2+ have access to both floors, open concept. Parties of 1-2 the bottom studio provides a full apartment! We are next to Spirit Mt!

Top guest favourite
Home in Esko
5 out of 5 average rating, 158 reviews

Jay Cooke/Spirit Mtn Retreat with Game Room/Sauna

Enjoy this gorgeous one-level, 3 bedroom/2 bath home located on a beautiful setting on 3 wooded acres at the end of a dead-end road close to I-35. The home is located near many great activities, such as 3 miles from the Willard Munger State trail, 4 miles from the Duluth Traverse bike trails, 3 miles from the Superior Hiking trail, 4 miles from Jay Cooke State Park, and 9 miles from Spirit Mountain. The home is only a short 15-minute drive to the Craft District and Lake Superior.

Guest favourite
A rustic cabin sits atop a grassy hill surrounded by a vibrant landscape. Several horses graze calmly in the foreground, with deciduous trees and a clear blue sky in the background, providing a serene and natural setting.
Farm stay in Carlton
4.96 out of 5 average rating, 100 reviews

The Cabin @ Ru-Ridge (The perfect place to relax)

This beautiful Amish built cabin sits high above Jay Cooke State Park and surrounding areas. Stunning views of the park and beyond. Enjoy miles of private trails. We are a working farm so don't be surprised to see livestock in your front yard. No on-grid power or water but there is a solar generator and drinking water is supplied. The solar can run a CPAP and charge cell phones easily. There's an outdoor shower and a very clean outhouse to use. Come relax and enjoy yourselves!

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, 206 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!

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, 162 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!

Guest favourite
A spacious living area features a large sectional sofa positioned near a wooden coffee table. Light wood floors enhance the ambiance, while a dining area with a table for six is visible in the background. A kitchen can be seen through an open doorway, complemented by a cozy fireplace.
Home in Proctor
4.8 out of 5 average rating, 243 reviews

Kingsbury Creek Vacation Home - Entire 4 BR House

Come enjoy our vacation rental! All new in 2019. 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! This fantastic home is great for families on the go. There are 4 private bedrooms - each with a queen bed, a full kitchen, 2 full bathrooms, and 2 living rooms! The dining room seats 8. We have a foosball table, two 50” TVs, and a PlayStation 3 to keep you having fun!

Guest favourite
An outdoor patio is highlighted, featuring a fire pit surrounded by four white Adirondack chairs. Lush green grass extends around the patio, while two houses are visible in the background, framed by trees. A cozy atmosphere is created for relaxation and gatherings.
Home in Superior
4.88 out of 5 average rating, 384 reviews

*EV Friendly*Pets Welcome * Canal Park 5 mins

Road construction won’t be an issue when you book this listing-adjacent to the Bong Bridge. Cleanliness and accommodation is priority. Fire pit with patio and a variety of seating arrangements. Off street parking. Conveniently located next to Duluth, Municipal Forest, Dog Park and Millennium Trail Head. And just minutes from the parks, trails and beaches, Canal Park, Bayfront Park, Park Point Beach, WI Point Beach, Hawks Ridge, Munger Trail, Ely's Peak.

Top guest favourite
Home in Proctor
4.96 out of 5 average rating, 438 reviews

Canal Park-11 minutes!

2 for the price of 1!! Looking for privacy when traveling with friends or extended family? This home offers two complete apartments for one price. Each unit can be accessed from its own driveway and entrance, or from inside the building. Upstairs you’ll find three bedrooms, bath, kitchen, living and dining rooms. Downstairs you’ll find the laundry room (complete with soap and softener), and another complete unit. 2 min to Spirit Mt. 10 min to Canal Park!

Guest favourite
An open living space features light-colored walls, a comfortable seating area with two armchairs, and a dark couch. A wooden coffee table sits on a patterned area rug. The dining area includes a round table with grey chairs, while a kitchen space is visible in the background.
Home in Superior
4.87 out of 5 average rating, 129 reviews

The Itty-Bitty Inn

Discover The Itty-Bitty Inn, a stylish 1BR/1BA family friendly retreat in South Superior. Embrace cozy comfort and modern charm in our perfect little hideaway. Great for a relaxing getaway or exploring the beauty of the area. Duluth/Canal Park --- 18 minute drive Spirit Mountain ... 20 minute drive Nemadji Golf Course ... 2 minute drive Children's Park ... 1 minute walk Barkers Marina ... 12 minute drive

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, 423 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 Midway holiday rentals