Vacation rentals in Town of Barksdale

4.82 out of 5 average rating, 72 reviews

A comfortable living room displays a blue sofa with decorative pillows, positioned across from a wooden dresser and a mirror. Natural light enters through large windows, with light curtains. A small round table sits in the center, and a rocking chair is placed nearby, enhancing the cozy atmosphere.

Cottage in Ashland

Cottage 12 - Mission Springs Resort

If you're looking for a relaxing getaway you've found it! We love this cottage because it sits right on top of the hill leading down to the lake-there is nothing like an early morning stroll, coffee in hand, down to the beach. The bedrooms have old-fashioned windows that hook to the ceiling when they are open--letting in the sound of the waves hitting the beach (one of which is just down the hill from your front door). You are 20 minutes from Bayfield and the Apostle Islands. Take a ferry ride to Madeline Island, rent kayaks and tour the sea caves, or watch the sunset while on an Apostle Islands boat tour. You have found the launching point for the vacation you will never forget! Eat in kitchen. Living room with Direct TV. Plenty of parking for boats or ATV's. Very close to the best little tourist town of Bayfield and the Apostle Islands. Perfect place to vacation. Fun for the whole family.

Superhost

The exterior of the farm-style house is shown, featuring a welcoming porch and multiple windows. A large tree is positioned to the right, contributing to the home's charm. The building's blue siding reflects a serene aesthetic under a partly cloudy sky.

4.87 out of 5 average rating, 259 reviews

Entire- Cozy Chequamegon Home

Escape suburbia at our quaint farm style house about a mile from Lake Superior and about 1/2 mile from Northland College. Guests describe our home as cozy & reminiscent of visiting their favorite coffee shop. The house offers 4 bedrooms, 1 full bathroom on the second floor & a half bath on the main floor. A portable crib is available for infants (30 1b max). Please note that we are in the process of having baseboards milled by a local crafts person who is also installing them when we are closed.

4.84 out of 5 average rating, 110 reviews

The MacArthur House

Four generations of our family have resided at The MacArthur House. Formally a farm house it is a quaint & charming home with many of its original features. The kitchen has a chalkboard that came from one of the local schools. The house is located in a quiet residential neighborhood in close proximity to the local schools,colleges & hospital. We are licensed. We love animals, but we do not invite pets to stay on our property. We also do not allow smoking, or tobacco anywhere on our property.

4.97 out of 5 average rating, 437 reviews

The exterior of an artisan-crafted lake home is shown at twilight, featuring large windows that reflect the soft evening light. Surrounded by greenery and wildflowers, a stone pathway leads to the entrance, enhancing the natural setting.

Home in Herbster

Stunning Bark Point Home on Superior's South Shore

One of a kind, open/loft-concept (see pics: it really is open) artisan-crafted lake home on Superior's south shore: paddle in summer/ice hike in winter. Breathtaking sunsets. 300+ feet of private shoreline or short walk to public beach. Great kitchen. Up to 8 people and most dogs welcome - PET FEE: pets are an extra $25 (there is a place to leave this next to the house manual on the kitchen counter) Scenic huge patio with built-in fire pit (BYO firewood) We hope you love it as much as we do!

4.98 out of 5 average rating, 54 reviews

The I Love Lake Superior House

Your family will be close to everything when you stay at this centrally-located home. The decor and furnishings highlight all the AMAZING things this region has to offer: woods, water, islands, history, sea caves, rock hunting, food, nature, and fun! This recently updated home will be the comfortable and spacious home-base for your Chequamegon Bay adventures with 3 bedrooms, 2 full baths, a huge bright kitchen, a warm dining room, central A/C, electric fireplace, and a fully stocked kitchen.

4.99 out of 5 average rating, 423 reviews

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.

Guesthouse in Ashland

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.

Superhost

A studio space features a spacious bed and a queen sofa sleeper, accented by neutral-colored walls. Natural light enters through a nearby window, illuminating the cozy sitting area with its black couch. A small dining table and kitchenette are seen in the background.

Condo in Bayfield

One Minute Walk to Lake Superior. Brookside #11

Amazing location! Strong Wifi updated in May 2026. This Comfy Studio Condo sleeps 4, Whirlpool tub/shower,King bed & Queen sofa sleeper. AC, CableTV and fire pit wood provided. 1 minute walk to the marina. Bayfield is 2.3 mi from Brookside. Hike or bike the Brownstone trail along the lake. Take the ferry to Madeline, cruise the apostles,sail, fish, kayak, golf, orchards. The pool an restraunt opens July 1st. 5 minutes to Bayview beach, Mt Ashwabay, Big top and Adventure Brewery.

4.79 out of 5 average rating, 396 reviews

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.

4.87 out of 5 average rating, 196 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.

4.88 out of 5 average rating, 178 reviews

A bright living area features a comfortable gray sofa complemented by a round area rug. A wooden coffee table sits in front of a TV mounted on the wall. Natural light streams through a large bay window, enhancing the welcoming atmosphere.

Condo in Ashland

Main Street apt 2 blocks from Lake Superior!

STELLA South Shore Stay is a new, gorgeous, one bedroom apartment just two blocks from Lake Superior, located on Main Street in Ashland, WI. Enjoy amenities like memory foam mattresses, high-quality bedding, Wi-Fi, all natural skin care, 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. You can also enjoy the many local hikes or check out the Apostle Islands.

4.92 out of 5 average rating, 90 reviews

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.

Guesthouse in Ashland

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.

A quaint house is framed by a brown picket fence, highlighting a welcoming front porch area. Colorful flowers and lush greenery are arranged along the flower bed, contributing to the home's charming exterior, while a large tree offers shade nearby.

4.96 out of 5 average rating, 67 reviews

A Cozy Getaway in Ashland

Welcome to your perfect getaway! This cozy 2-bedroom, 1-bath home is centrally located just a short walk from downtown, a bakery, brewery, and two blocks from Lake Superior. Enjoy direct ATV/snowmobile trail access, relax on the deck, or gather around the firepit. Take a walk or bike ride along the scenic lake trail or explore nearby shops. Only 30 minutes from Bayfield and 90 from Duluth-perfect for day trips or a relaxing retreat.