Holiday rentals in Montreal

Gile Trailside Inn

New Listing! Welcome to the Gile Trailside Inn. A cozy and quaint, two bedroom, one bathroom vacation home with a garage in Gile, WI. You will have access to year round ATV/Snowmobile trail located directly in the front and back of the home. It is minutes away from the Montreal and Uller Ski Trails and less than a mile away from the Gile Flowage. It is also located behind Eagle Allsports for all of your outdoor rental and service needs. There is also plenty of room to park trucks with a trailer.

Mapleleaf Loft | Stylish 2BR walk to Silver St

Experience the perfect blend of comfort and convenience at Village on Aurora, a downtown Ironwood retreat! Nestled steps from the City Square and the historic Ironwood Theater, this charming condo offers easy access to Lake Superior, stunning waterfalls, and beautiful beaches. Outdoor enthusiasts will love the nearby trails for hiking, biking, and more. With a stylish interior featuring local Upper Peninsula decor, a queen bed in the master, and a sofa sleeper, this is the ideal base for your ad

Cozy Home onTrail|Sauna|PetsI Lakes Trails Falls

Welcome to Little House on The Trail!—perfectly located near the Porcupine Mountains, Lake Superior, waterfalls and hiking trails. This spotless, thoughtfully designed home blends vintage charm with modern comfort, featuring a fully stocked kitchen & coffee bar. Unwind in the cedar sauna or gather around the firepit. Pets ok, spacious, and packed with amenities, it’s the perfect Northwoods getaway year-round. ⭐ Guests consistently say this is the best Airbnb they’ve stayed in—come see why!

Parker Creek Tiny House

Come stay on our hobby farm with us! We are in a great central location to multiple hiking trails and gorgeous falls. We have had many guests visit the sea caves in Cornucopia, spend the day in Bayfield, or hike the Porcupine Mountains. We also are only a few miles from the ATV trails if you would rather spend the day riding the trails. We have multiple places to mountain bike or kayak. We have more things to do listed in our details section! Feel free to message me with questions.

Powdermill Place | Updated Condo

Our freshly renovated, boho ski themed condo near the heart of Big Powderhorn Mountain in Bessemer, MI is a perfect place for your Gogebic County getaway. We offer everything you need for a comfortable and enjoyable visit. Take a quick 1 minute car ride to have a full day of skiing, eating and enjoying time with family & friends. With your own private place, you can come and go as you please. Our spacious condo is set up for two with a great king bed in a lofted bedroom.

"Bakery Bungalow" -Sweet Accommodations & Nature !

Completely remodeled from head to toe! Located within half mile of trail system, 2 miles from historic downtown shops, on the outskirt of town (Ironwood Township=great drinking water) minutes from Big Powderhorn Mountain & Copper Peak, walking distance to Gogebic College & Mount Zion, 17 miles from Lake Superior, large private wooded yard with fire pit in summer, private parking, 1 stall garage if needed in winter. A light Bakery breakfast included with your stay!

Hilltop Acres - Hike-Bike-Ski-Sled-ATV-Hunt-Fish

Hilltop Acres located in Historic Montreal, WI, just 3 miles from Hurley, WI, is in a quiet location on Trimble Hill. The backyard is adjacent to acres of woods containing the Historic Montreal Ski Trails in winter. For snowmobile & ATV enthusiasts, trails are accessible from the house. Plenty of parking for trailers. Hunting, fishing, alpine skiing & golf nearby as well as the Gile Flowage, many water falls, rivers & lakes to explore!

Cozy 2BR Retreat Near Hurley/Ironwood

Charming 2-bedroom home in Montreal, WI, just 2 miles from Hurley/Ironwood. Enjoy year-round outdoor adventure with waterfalls, fishing, and scenic country roads nearby. Lake Superior is only 15 miles away. Snowmobile/ATV trails are just 2 blocks away, cross-country ski trails are across the street, and 5 ski hills are within 15 minutes. Includes high-speed internet, cable, Netflix, and Alexa. Note: Garage not included.

The Saari House on the ABR Ski Trails

The Saari House is a fully updated farmhouse located on the ABR ski trails. Ski on the freshly groomed trails right out the front door. (Trail passes required.) It's a perfect location for families skiing in and out on a winter getaway or as home base for local waterfall hiking or biking. Guests will have full kitchen, bathroom with tub/shower, washer/dryer, TV with collection of DVDs, various video games and board games.

Dog Friendly • On the ATV Route • Fireplace

Welcome to Grandpa Jim’s Cabin! This popular cabin is ideal for a couple or small family. Disconnect and enjoy all the Northwoods has to offer. Launch your boat into the Gile Flowage just a block from the cabin. We may not have cable, internet or perhaps the best cell service, but you’ll see the stars at night and nature at it’s best. 13 miles to Hurley. No cleaning fee!!!

Cheerful 2 bedroom home away from home

Your family will be close to everything when you stay at this centrally-located place. Super easy to find right off US2. Close to any and all adventures in the area. There are 2 separate bedrooms and a pull out bed in the couch if needed. Fully stocked kitchen, extra blankets and pillows, games and a kids version of pool, air hockey, and foosball table in the basement.

Hurley Penthouse Trailside (17B)

This Downtown Penthouse is above a Vintage Pub circa 1886 and is located trail side (17B) for both ATVs and Snowmobiling. 10 Minutes from 3 ski and snowboarding Mountains.Walking distance to the world famous Lower Block. Many waterfalls and other nature at activities are close by. We are also located next to a grocery/liquor store.