Holiday rentals in Town of Barksdale

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Top-rated holiday rentals in Town of Barksdale

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Guest favourite
A bright living area features a comfortable blue sofa and a wooden dining table with bar stools. Large windows provide views of the outdoors, while light-colored curtains allow natural light to enter. A potted plant adds a touch of greenery to the space.
Apartment in Ashland
4.89 out of 5 average rating, 107 reviews

1 bedroom apartment with Lake Superior views!

STELLA South Shore Stay is a gorgeous, one bedroom apartment just two blocks from Lake Superior with beautiful lake views. Located on Main Street in Ashland. Enjoy amenities like memory foam mattresses, high-quality bedding, Wi-Fi, all natural skin care, Duluth Coffee Co. coffee, and much more. Walk to Lake Superior in minutes, get a coffee at the Black Cat or a pastry at the bakery, or enjoy the many restaurants and shops on Main Street. Also enjoy the many local hikes or the Apostle Islands.

Guest favourite
Place to stay in Washburn
5 out of 5 average rating, 11 reviews

Fir Grove Pod - Wedal Woods

**If this Pod is booked for the dates you're seeking, please note we have THREE other Pods to check out! ** Welcome to Wedal Woods, a small lodging business hosting four comfortable Pods near the shores of Lake Superior, close to the amenities offered by the towns of Washburn and Ashland. We love our wooded property and want to share it with you! We aim to offer guests a unique lodging experience that is comfortable and easily accessible, blending a taste of nature with some creature comforts.

Top guest favourite
The cabin exterior features logs and a screened porch, offering shaded seating. A wooden deck wraps around, and steps lead up to the entrance. A propane grill is visible, and greenery surrounds the space, providing a secluded atmosphere.
Cabin in Bayfield
4.98 out of 5 average rating, 369 reviews

The Copper Squirrel of Little Sand Bay DogsWelcome

A mature forest and a beautiful pond are what you'll see when you arrive at this cozy, secluded, full log cabin. The cabin was recently completely renovated (Mar/April 2025)from log to log and is stocked with everything you'll need for your stay. It has all new appliances, furniture, fixtures, bathroom, cabinetry. 💚 It is the perfect homebase to relax after a long day of hiking Frog Bay, Houghton Falls, Lost Creek Falls, Meyers Beach, or shopping in nearby Bayfield, Washburn, or Cornucopia.

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, 116 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, 408 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.

Guest favourite
A small wooden dining table is positioned against the wall, accompanied by two white, spindle-back chairs. A light plaid table runner is placed across the table. Natural light filters in through a nearby window, creating a warm and welcoming dining space.
Home in Ashland
4.87 out of 5 average rating, 184 reviews

Bungalow (House) on Chequamegon Bay.

This newly renovated fully furnished home is located within one block from beautiful Chequamegon Bay, Ashland's Oredock Pier, walking and bike trail, boat ramp, and beach. Grab a pole and head down to fish off the Ashland Oredock pier, or pack up for picnic at the beach, launch your boat, kayak or canoe. Take a walk, bike, or run on the walking trails. It is short walk to a few local restaurants and the downtown area. Access snowmobile trails. No pets are allowed.

Guest favourite
A rustic red yurt is surrounded by a forest of trees. A large wooden deck offers a welcoming entrance and is equipped with a sturdy railing. Natural ground covers and underbrush can be seen nearby, creating a serene and natural setting.
Yurt in Bayfield
4.95 out of 5 average rating, 396 reviews

Bayfield Rustic Yurt 2 (Terra Cotta)

Nestled in the middle of the Bayfield County Forest, this rustic, minimally maintained yurt has direct access to miles of non-motorized rec trails (mountain bike, cross-country ski and hiking). Enjoy panoramic views of Lake Superior including; Pike's Bay, four of the Apostle Islands (Madeline, Basswood, Stockton and Michigan) and the Upper Peninsula of Michigan. Come prepared to relax, unwind and explore the wonders of the north woods.

Top guest favourite
The image depicts a sandy shoreline bordered by smooth, dark stones along a calm bay. Lush greenery lines the water’s edge, with scattered trees in the background. The overcast sky creates a serene atmosphere, inviting peaceful walks along the beach.
Guest house in Ashland
4.92 out of 5 average rating, 75 reviews

Beach Front Hideaway

Private beach with spectacular views. Kayaks available for a paddle out in the bay or enjoy a sunset from the deck. Also 2 bikes, fishingpoles, deck heaters, gas grills and a fire pit w/wood. Or Curl up with a good book in front of the indoor fireplace. 1 bed, 1 high end sofa sleeper. TV and Wifi, and a complimentary bottle of wine. A great retreat for 2 couples or a small group of friends. Only 8 minutes from downtown Ashland.

Top guest favourite
Historic buildings line the street, showcasing a blend of architectural styles with colorful facades. A clear blue sky complements the vibrant storefronts, which feature signage and awnings. Local shops are visible, highlighting the charm of Ashland's Main Street Historic District.
Flat in Ashland
4.97 out of 5 average rating, 221 reviews

The Garland City Downtown Apartment

1920s, craftsman and art-deco-inspired apartment, furnished with antiques, located in the heart of Ashland’s Main Street Historic District. Ditch the car and walk to local amenities like the grocery store, brewpub, bars, restaurants, shops, library, and movie theater. View Ashland’s downtown murals. The Lake Superior waterfront is steps away...where you can stroll the shoreline path or bicycle the 9-mile town loop.

Guest favourite
A wooden dock extends over calm waters, reflecting a beautiful array of colors in the sky during sunset. Soft clouds scatter across the horizon, adding depth to the serene lakeside view.
Cabin in Ashland
4.97 out of 5 average rating, 69 reviews

Coveside Cottage Waterside Pet Friendly Retreat

Your summer oasis awaits! Enjoy 8 private acres with sandy beach access on the quiet south shore of Lake Superior. Relax on the patio with a book or explore the lake with our kayaks and paddleboards. Minutes from Ashland, Washburn, and Bayfield, the cabin is an ideal home base for your group, featuring a well-appointed kitchen, Weber gas grill, covered patio, outdoor shower, and original charm with modern updates.

Top guest favourite
A view of Lake Superior is captured from a spacious deck, showcasing snow-covered ground and a table at the center. Pine trees are present in the foreground, framing the tranquil water and a pastel sky at dusk. The setting offers a peaceful ambiance.
Home in Ashland
4.91 out of 5 average rating, 46 reviews

Water Street Retreat by The Lake

Relax by Lake Superior! Small but spacious newer home on quiet dead end street In Ashland within view of Chequamegon Bay. Access to the lake and Ashland's lakeshore trail just around the corner. Go one block to walk to the end of the iconic Ashland Ore Dock. Other Ashland amenities only a short distance away. Large deck and backyard with lake view. Comfortably eclectic furnishings. Peaceful. Great neighbors.

Top guest favourite
The exterior of the house is presented at dusk, highlighted by string lights creating a warm ambiance. A picnic table is positioned on a paved area, accompanied by a grill. Lush greenery surrounds the property, enhancing the tranquil forest setting.
Flat in Washburn
4.98 out of 5 average rating, 277 reviews

Palma Lodge

You will be staying in a private apartment within our main house. The apartment has a private entrance, upstairs bedroom with a full size bed, downstairs sitting room with a full size futon, kitchenette and private bathroom. The apartment is located in the forest between Washburn and Ashland, one mile from Lake Superior. Bayfield County B&B License #AMCY-AKPNZM

Popular amenities for Town of Barksdale holiday rentals