
Holiday rentals in Glidden
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Glidden
Guests agree: these stays are highly rated for location, cleanliness and more.

Park Place - Updated Home Close to Downtown
Enjoy our freshly renovated, boho themed home near the heart of downtown Ironwood, MI featuring 2 bedrooms (1 King, 2 Queen & 1 Twin bed) & 1 bath with a beautiful soaker tub. Great starting point for any local activity. Walking, biking, ATV & snowmobile trails only a few minutes away in any direction. Self check in, but always available for help. As loving pet owners, we do allow up to 2 well-behaved dogs. Group event? Book the house next door too (up to 13 guests): airbnb.com/h/greenhaveniwd

Harry's Hangar Apartment ** Glidden, WI.
This cozy apt is the lower level of a ranch house, off hwy 13 in Glidden. 4 rooms - a big bedrm w/ king & single beds, kitchenette with a table, refrig, dishwasher, microwave, dishes, coffee supplies and elect. skillet. The big bathrm has a large shower, & the "Garage Bar" (Aviation theme) is "Harry's Hangar." Walk downtown to the Bear Crossing Conven. Store, bakery, bars etc. Great location for snowmobiling, one block from snowmobile trail & 4 wheeling. Near Copper Falls, Apostle Islands

The Timberjack
Although it's a rustic homage to the lumberjacks and jills of yesteryear, this cabin includes many of the comforts we now enjoy including a queen bed, kitchenette with fridge, hot water, AC/heat, a Keurig coffeemaker, smart TV and charcoal grill. The Timberjack is surrounded by trees right on Lake Hayward and close to downtown Hayward. Launch your canoe just steps from the cabin, walk into town for lunch, or go hiking or skiing on the nearby trails, this cabin is nestled in the ideal location!

Carter Northwoods Escape Cabin
Super Quiet place in the Northwoods!This rustic cabin built in the 1950’s has it owns quirks and charm. The cabin is nestled on a private lake is exactly what you’re looking for. Privacy around cabin;untouched nature, bald eagles, deer, loons and hummingbirds. Complimentary row-boat, kayak, canoe, paddle boat and stand up paddle board for use. These 2 acres, surrounded only by trees, boasts a perfect experience of Northern Wisconsin vibes. Very quick access to the Heart of Vilas bike path.

Bolo's Landing (last home on peninsula)
Modern comfort meets rustic charm at Bolo’s Landing on Muskie Lake. With direct trail access, a private pier, kayaks, and stunning lake views, it's your perfect Northwoods getaway year-round. We have room for your trailer and are just off of Iron County Trail 8 and 8a. Enjoy the almost 100-acre PRIVATE lake with included kayaks and rowboat (with life jackets). Cooking your thing? Just bring your food we have the rest. If not, there are 7 restaurants (bar scene to gourmet) within 13 miles.

Adorable Northwoods cabin
Come enjoy the North woods in our beautiful little cabin. This cabin is a located in a perfect spot only 2 miles outside of Iron River. Close to tourist areas such as Duluth, Bayfield, Ashland and more. This cabin is the perfect get away. The Brule river is only 8 miles away and can make for the perfect day trip in a kayak or canoe. This cabin comfortably fits 2-4 people! You can enjoy the outdoors at the fire pit or the 3 season porch that gives you the perfect indoor/outdoor feeling!

Sylvan Chalet, Modern, Lakefront, Close to Trails
Built as a winter or summer escape for a couple or small group, this beautiful four season cabin is a great way to experience the Northwoods of Wisconsin in a modern, well-appointed, aesthetically rich space designed with relaxation in mind. Cabin is brand new as of January 2024. Host is 14 year "superhost" This is a default "no pets" cabin, however certain sizes and breeds are allowed by permission only. We have a NEMA 15-40R outlet for level 2 EV charging. You bring chord and adapter

Perry Pines Yurt | Lakefront - Near CAMBA & Birkie
The Perry Pines Yurt is a 4-season yurt on Perry Lake less than 2 miles from Cable. With quick access to CAMBA mountain bike trails (4 miles to the North End Trailhead), the Birkie Start Area (5 miles), and on an ATV route, it's a great basecamp for your outdoor activities. Sit on the deck and listen to the loons in the summer or warm up next to the woodstove or in the barrel sauna in the winter. Enjoy a full kitchen, bathroom w/shower, lake views, and a fun little unique cabin option!

Whole Cabin on the Trails!
Come visit our beautiful cabin in the woods. You will have access to Snowmobile and ATV trails right at the end of the driveway. After a long day on the trails, you can come home to a nice hot shower. We've seen deer and black bears passing through near the pond. You will see plenty of fish in our pond, however they are our pets. NO FISHING is allowed. Dogs welcome; no cats as I am very allergic. I added atv trail map pics for Ashland and Iron counties, but please check for updates.

Cozy Home (Hurley, WI/Ironwood, MI area)
Cozy 2 bedroom house in the city of Montreal, WI (2 miles from Hurley/Ironwood). Come to Northern Wisconsin and experience some breath taking views. Waterfalls, Fishing, quiet country roads, Lake Superior is only 15 miles away. Hundreds of miles of Snowmobile and ATV trails only 2 blocks away. Cross country ski trail access across street. 5 ski hills within 15 minutes of house. Something to enjoy all year long. High speed internet, Cable, Netflix, Alexa. Garage is NOT included.

National Forest Lakeside Retreat
Escape to this beautiful cabin nestled in the woods on a serene lake. With its cozy layout and large windows, you'll feel right at home surrounded by nature's beauty. Enjoy breathtaking views of the dark sky at night and wake up to the peaceful sounds of the National Forest. Explore endless adventures with hiking, ATV, and snowmobile trails just steps away. Unwind on the deck and take in the tranquility of this hidden gem. Book your getaway now and experience the ultimate retreat.

Cabin in the Pines
As you head north to Wisconsin and Lake Superior you are surrounded by the silence of the forest. You can relax , away from the bustle of everyday life. The famous Bois Brule River is a short walk down the hill. We are just an hour from the Apostle Islands, Bayfield, Hayward, Ashland, Wi or Duluth, Mn. Our cabin is very quiet. We are on 3 wooded acres. Our place is a cabin. Not a house. We aren't fancy but comfortable. Get set for a beautiful peaceful time in the pines.
Popular amenities for Glidden holiday rentals
Other great holiday rentals in Glidden

Butternut's Backyard Bliss

Lakefront Chalet w/Pontoon

C's Little Acre - Lake Gogebic ~ Newly Updated!

The Little House, walking distance to Main Street

Hidden Bay: Modern. Wild. Clean. Sunset Views.

Whispering Pines on Lake Siskiwit

Cozy Cottage: Year-Round Adventure Base

Authentic Log Cabin w/ Private Pond in Glidden
Destinations to explore
- Upper Peninsula Holiday rentals
- Platteville Holiday rentals
- Minneapolis Holiday rentals
- Wisconsin River Holiday rentals
- Milwaukee Holiday rentals
- Minnesota River Holiday rentals
- Twin Cities Holiday rentals
- Traverse City Holiday rentals
- Madison Holiday rentals
- Wisconsin Dells Holiday rentals
- Thunder Bay Holiday rentals
- Lake Geneva Holiday rentals




