Holiday rentals in Glidden

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Top-rated holiday rentals in Glidden

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

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Top guest favourite
Cabin in Hayward
4.96 out of 5 average rating, 102 reviews

Cozy Trailside Nordic Forest Cottage

Welcome to the Trailside Gökotta Forest Cottage: a modern, minimalist and serene nature cabin on the Birkie Trail system. Gökotta means 'to get up early to listen to sounds of birds and the forest'. Located right on Birkie Ridge Trailhead with close access to vast CAMBA trails, this is a nature escape for outdoor enthusiasts who love to bike, ski, hike, and bird watch. Enjoy ski-in ski-out to groomed trails, bike-in bike-out right onto trails, then cozy up by the woodstove or fire-pit at night.

Top guest favourite
The front view of the cabin showcases a covered porch supported by wooden beams, with large glass doors reflecting the greenery from the surroundings. Two outdoor chairs and a picnic table are positioned on a grassy area, inviting relaxation amidst the natural landscape.
Cabin in Park Falls
4.98 out of 5 average rating, 55 reviews

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

Hidden Bay is aptly named as it is nestled in a water lily-filled bay with a beautiful west-facing island view. It feels private without being completely secluded. The cabin itself is small & manageable and the cathedral ceiling, open floor plan, & numerous windows give it a light, open feel. My family originally stayed at Hidden Bay as renters and we liked it so much we bought it & kept the name! Come see why we like it so much and enjoy what we think are some excellent additions & updates.

Guest favourite
The living area features a blend of seating options including a sofa, armchair, and daybed, enhancing comfort. Warm lighting highlights the space, while aviation-themed decor, including a vintage airplane mural, adds character. Natural wood flooring contributes to the cozy atmosphere.
Flat in Glidden
4.93 out of 5 average rating, 69 reviews

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

Top guest favourite
A wooden dock extends into a calm lake, bordered by lush greenery on both sides. A bench is positioned at the end of the dock, providing a place to relax and enjoy the serene water views. Clear skies reflect gently on the lake's surface.
Cabin in Winter
4.94 out of 5 average rating, 49 reviews

Connor’s Lake, sleeps 6, Near UTV trails, WiFi

Take a break and unwind at this peaceful oasis on Connor’s Lake. 420 acre lake with excellent fishing. Quiet, beautiful lake front with gorgeous sunrises. Central air. 2 BR, one bath, fully stocked kitchen, washer/dryer, gas grill. 2 full bedrooms each with a queen size bed. 2 fold out futons in living room. Fire pit and firewood. 1/2 mile from UTV, snowmobile and hiking. Cocktail lounge on the lake. 2 restaurants nearby. No smoking/ pets. Newly remodeled guest house with bar, TV, futon.

Top guest favourite
A circular fire pit area is surrounded by six red Adirondack chairs and a wooden bench, all set on a gravel base. The space is framed by trees, and daylight filters through the leaves, illuminating the cozy gathering spot.
Cabin in Park Falls
4.98 out of 5 average rating, 49 reviews

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.

Guest favourite
An outdoor seating area showcases comfortable green adirondack chairs arranged around a stone firepit, with a fire actively burning. A wooden structure is visible in the background, surrounded by lush greenery and tall trees, creating a serene natural setting.
Chalet in Hayward
4.96 out of 5 average rating, 112 reviews

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

Top guest favourite
A charming red cottage is nestled among tall trees, showcasing a welcoming front with two white Adirondack chairs placed on a natural surface. Decorative flower arrangements hang near the entrance, surrounded by lush greenery and plants.
Guest house in Ashland
4.99 out of 5 average rating, 407 reviews

Norrsken Scandinavian Cottage

The guest cottage is painted to resemble a Scandinavian retreat. Complete with separate bedroom, extra fold-out sofa queen bed, kitchenette, wood burning stove, WiFi (the best we can find but not great!!!) and large television (DirecTV), it is a great getaway for a couple or a family. Owners live on property if you need anything. If you are a bit adventurous, we can put up a tent right next to Lake Superior. The entire property is smoke free. For a quiet stay, no snowmobiles or ATVs.

Top guest favourite
A modern cabin is set among tall trees, featuring a spacious wooden deck with stairs leading up to it. Large windows offer views into the interior, while warm lighting creates a welcoming atmosphere as dusk approaches.
Cabin in Park Falls
4.91 out of 5 average rating, 107 reviews

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.

Top guest favourite
A serene lakeside view features a wooden dock extending over calm waters, surrounded by lush greenery. A floating platform is visible in the water, complementing the bright blue sky scattered with soft clouds.
Cabin in Stone Lake
4.98 out of 5 average rating, 65 reviews

Swim/Fish/Kayak-Summer Family Getaway!

You're going to love this place! Less than 4 miles from the sweet town of Stone Lake (coffee shop, wine shop, fun bars, bait, ice cream, and a cool hardware store) and only 18 miles south of Hayward, it's ideally situated. You'll find it's close to everything you want to see and do, but completely off the beaten path. Yes, it's a cabin-- complete with knotty pine and fireplaces-- but you won't be roughing it. Great beds with lovely linens, wonderful spaces for gathering.

Guest favourite
A spacious farmhouse exterior is presented, featuring a welcoming front porch adorned with wooden railings. Lush greenery and blooming white hydrangeas enhance the landscape, alongside a well-maintained lawn. The structure includes a combination of siding and a metal roof, surrounded by trees.
Home in Highbridge
4.92 out of 5 average rating, 37 reviews

Copper Falls Cabin

Copper Falls Cabin sits on 80 acres directly adjacent to Copper Falls State Park near Mellen, WI. The renovated rural farmhouse features 4 bedrooms and 1.5 baths. Copper Falls State Park is right out your door, and places like Bayfield and the Apostle Islands National lakeshore are within an hour’s drive. This is your perfect basecamp to explore the South Shore of Lake Superior in both Wisconsin and the western Upper Peninsula of Michigan.

Top guest favourite
The cabin exterior features a natural wood finish, accompanied by large windows that provide ample light. Decorative landscaping includes a stone border and a carved wooden tree sculpture, enhancing the welcoming entrance. An air conditioning unit is positioned discreetly on the side.
Cabin in Mercer
4.95 out of 5 average rating, 43 reviews

Wildlife Cabin in Mercer

Built in 2022/2023 this cabin is located right on the Manitowish River with 750ft of frontage right off Highway 51 about 3 miles south of Mercer and 7 miles north of Manitowish Waters. The Manitowish River runs into the Bear River which is why the resort is named Twin Rivers Resort. We are located right by the snowmobile, UTV/ATV and hiking/biking trails. You can easily visit small local towns with bars, restaurants and shopping.

Top guest favourite
Cabin in Bayfield
4.97 out of 5 average rating, 169 reviews

Romantic Vineyard Cabin, Sauna, Plunge Pool

Come and celebrate all that Bayfield has to offer at this quiet vineyard and forest getaway, just 2 miles from downtown. Located in Bayfield's charming Fruit Loop, you'll be surrounded by vines, forest, orchards, and berry farms. The Scandinavian cabin, forest facing sauna with plunge pool, and vineyard sit within acres of secluded woods. The cabin has an occupancy limit of 2 adults and one dog. There is a $40 pet fee.

Popular amenities for Glidden holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Ashland County
  5. Glidden