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Places to stay in Ashland County

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Top-rated places to stay in Ashland County

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Home in Ironwood Township

5 out of 5 average rating, 3 reviews

Top Notch

Top Notch is the perfect vacation home for multiple families or multi-generational use. It offers 1 bedroom and 1 bathroom on the lower level, 1 bedroom and 1 bathroom on the main level and 2 bedrooms and 1 bathroom on the upper level. The lower level also offers a family room with a brick fireplace and foosball table as well as a room leading off with an indoor hot tub. *The hot tub is open from Dec. 1 - April 1 only.* The main level has a large living room with a large stone fireplace, the adj

Condo in Bayfield

4.97 out of 5 average rating, 109 reviews

Captain's Cabin

Centrally located in the heart of downtown Bayfield--this charming, ground-level condo is just steps away from restaurants, coffee shops, and a block from City Dock and the Lake. The 830 sq.ft condo sleeps 4. A spacious bedroom holds a king bed while the living room has queen sleeper sofa. Located in the historic George Crawford House on one of Bayfield's classic brick lined streets, private parking is provided at the rear of the building with a short walk to the best of everything in Bayfield.

Condo in Ironwood

4.93 out of 5 average rating, 101 reviews

The Green Room

NEW NEW NEW!! Village on Aurora is located in the heart of downtown Ironwood putting you steps away from Ironwoods City Square and the Historical Ironwood Theater. Lake Superior is only a short drive North of Downtown leaving you minutes away from waterfalls, and beaches. Our area has a multitude of different types of trails (hiking, biking, cross country, snowmobile, ATV) many just steps from your front door. Electric car chargers are also available in the downtown area making this the perfect

Home in Ironwood

4.99 out of 5 average rating, 205 reviews

Free Breakfast | Close to Ski Trails | Fast Wi-Fi

❖ PRIME LOCATION ❖ Steps away from Mt. Zion Ski Hill, minutes from ABR, Wolverine ski trails, & dining. Five blocks north of US2, nestled in serene surroundings, our cozy, immaculate and well-appointed home, embodies a blend of comfort & convenience, ensuring your stay feels like home. ❖ What our guests say ❖ “Sue provides extra touches we’ve never experienced at another stay." “This was the best Airbnb I’ve ever stayed in and I’ve traveled the world.” ❖ CONTACT US FOR OFF SEASON RATES ❖

Apartment in Ironwood

4.88 out of 5 average rating, 49 reviews

Frosted Lakes-Upscale Efficiency

An unforgettable smaller apt packs a punch for its size, hotel quality Perfect for single person or couple or traveling nurse to renew and relax, fishing, waterfalls, skiing or snowmobiling. Dual power leather recliner with power lumbar back support & headrests for movie night on 55" HD Samsung Smart TV Fresh towels always available at no additional cost. Total luxury renovation that may surprise you and want to visit again and again. Book for best fall availability. Dog weight restriction

Apartment in Bayfield

4.89 out of 5 average rating, 9 reviews

Bayfield Island View "Sevona" on Lake Superior

Island View Lodging has 2 suites with private coded entrances, sleeps 4, 1 Queen bedroom & 1 sofa sleeper, shower & mini kitchen. Enjoy peace and quiet at this private sanctuary just 1 mile north of Bayfield on Lake Superior from your private deck or lakefront seating. The large lawn area slopes down to Lake Superior, where you can laze away in the lawn chairs provided, fish off the bank, launch your kayak from the shore, take a dip in the lake or enjoy a fire in the fire pit in the evening.

Home in Bayfield

5 out of 5 average rating, 13 reviews

Serene Spot W/ Madeline Island/Lake Views & Sauna

-Modern, Spacious & Bright w/Great Vibes -Ideal Spot atop Bayfield on 1.56 Acres -Views of Madeline Island & Bayfield -Spacious lower level equally bright & airy -On a dead end street w/Ample parking -TV in each bedroom -Gateway to Apostle Islands -Near Downtown Bayfield & Marina - Wood-burning fireplace -Bonus lounge Room W/ a 65-inch TV, Bean Bags & board games - Fully equipped kitchen - Spacious Primary Bedroom W/ en-suite Bathroom & Deck Access **Special Pricing For Monthly/weekly stays

Guest suite in Bayfield

4.8 out of 5 average rating, 92 reviews

Chez Delmain in Bayfield

Simple private 3 room suite on 1st floor of our century old historic Bayfield house (2 bedrooms, living/dining room and full bath). The living/dining room has comfy chairs, table and chairs, mini fridge, microwave, coffee maker, toaster, electric tea kettle, plates, cups, silverware etc. Your space is private with private entrance, but closets and dressers contain our belongings. Guests can also use the shared porch, a comfortable place to relax and enjoy beautiful views of the lake n islands.

Condo in Bayfield

4.81 out of 5 average rating, 277 reviews

One Minute Walk to Lake Superior. Brookside #3

Amazing location! No cleaning fee! This Condo sleeps 4, King bed & Queen sofa sleeper. Full kitchen, balcony, AC, CableTV, WiFi, BBQ, fire pit, and bikes. Restaurant, bar and pool in July-Sept.Bayfield is a 2.3 mile hike or bike on the Brownstone Trail. Brookside is 5 minutes from Mt Ashwabay, Big Top, Bayview beach and multiple hiking trails. Ride a ferry ride to Madeline or cruise the Apostles. Sail, fish, kayak, golf, ski. Pool opens in July. $40 pet fee per stay. 🙂 No smoking allowed.

Condo in Bayfield

4.94 out of 5 average rating, 89 reviews

Lakeview Condo: Downtown Bayfield, Beach, Deck

Experience the charm of Bayfield in our spacious top-floor condo with breathtaking views of Lake Superior. Perfectly situated, it's an ideal spot for sunrise enthusiasts & offers quick access to downtown. Enjoy the comfort of modern living in a serene lakeside setting. Walk to shops, restaurants, & the island ferry, or relax on the deck overlooking the lake. • 3 bedrooms + loft, sleeps 8 • 2.5 bath, fully stocked kitchen • Deck w/ dining table • Smart TV w/ streaming • Washer/dryer

Apartment in Hurley

4.85 out of 5 average rating, 54 reviews

Hurley, 1 block from Famous Silver Street

Your family will be close to everything when you stay at this centrally-located place. Two bedroom rental unit with large parking area in back for trucks and trailers 2 queen beds 1 pullout couch. -1 block from silver street with many food and bar options. -On the ATV/ snowmobile trail -2 blocks from Iron Belle walking trail -Many cross country ski trails nearby -blackjack/Indianhead ski resort 13 miles. -Whitecap Mountain ski resort 13 miles - Powderhorn ski resort 10 miles.

Condo in Ashland

4.9 out of 5 average rating, 108 reviews

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.

Vacation rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Ashland County places to stay

Laptop-friendly workspace

Air conditioning

Other great vacation rentals in Ashland County

Home in Ironwood

4.82 out of 5 average rating, 219 reviews

Cheerful 2 bedroom home away from home

Home in Bayfield

4.95 out of 5 average rating, 20 reviews

Brickyard Lakeside Retreat

Condo in Ironwood Township

4.95 out of 5 average rating, 20 reviews

Cozy home away from home #4 Schnickelfritz

Cottage in Upson

4.95 out of 5 average rating, 62 reviews

Stunning 3 bed, 2 bath private lake front cottage.

Home in Ironwood

4.92 out of 5 average rating, 24 reviews

Cheerful 4-bedroom home with a hot tub

Home in Washburn

4.97 out of 5 average rating, 79 reviews

Explore Bayfield-Apostle Islands-BigTop-Northwoods

Townhouse in Bessemer

4.85 out of 5 average rating, 13 reviews

Sunrise Morning Townhome w/Sauna at Big Powderhorn

Home in Ironwood

4.85 out of 5 average rating, 110 reviews

Granite Upper

Destinations to explore