Holiday rentals in Ashland County

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Top-rated holiday rentals in Ashland County

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

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Superhost

Home in Ironwood Township

5 out of 5 average rating, 4 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

Guest favourite

Flat in Ironwood

4.76 out of 5 average rating, 55 reviews

Spring Promo - Minimalist living at its finest !

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, wateskiing or snowmobiling. Dual power leather recliner with power lumbar back support & headrests for movie night on 55" HD Samsung Smart TV Note: We request a picture on your profile and if you have limited or no ratings may request photo ID and greater information, also please add names of other guests as well if applicable when booking

Guest favourite

Townhouse in Bessemer

4.85 out of 5 average rating, 20 reviews

Sunrise Morning Townhome w/Sauna at Big Powderhorn

Welcome to our cozy town home nestled within steps to the Big Powderhorn Ski Resort, offering the perfect retreat for anyone seeking adventure and relaxation. With a private sauna to unwind after a day on the slopes, this retreat promises comfort and rejuvenation. Conveniently located near Lake Superior and Black River Falls, summer activities abound, making it an ideal destination year-round. Experience the beauty of the seasons in this perfect getaway. Book now for an unforgettable vacation!

Top guest favourite

Flat in Bayfield

4.96 out of 5 average rating, 71 reviews

The Blue Grotto in the heart of Bayfield

The Blue Grotto is an upper level, fully furnished, 1-bedroom, 3/4-bath luxury apartment with private entrance in the heart of downtown Bayfield within walking distance to the ferry, restaurants, shops and beaches. Private deck with lake view. Sleeps 4. Private bedroom has Cal king bed; living room has Murphy bed. Free designated alley parking. A/C available. In-floor heat. Hardwood floors and natural stone tile throughout. Reliable Wi-Fi. Available year round. Check in 3PM; check out 11AM.

Superhost

Apartment in Bayfield

4.92 out of 5 average rating, 12 reviews

Clean Modern Beach Front Condo with Lake Views

Enjoy stunning Lake Superior views in this clean and modern 1 bedroom + loft condo that is literally steps from the beach! The unit features clean and updated spaces throughout, a queen-size mattress in the bedroom, a loft with two additional twin beds, comfy living room furniture from which to enjoy the incredible lake views, and an electric fireplace that adds coziness to the space. You'll also be able to enjoy the private balcony overlooking the lake & beach, which are just steps away.

Top guest favourite

Townhouse in Bessemer

4.97 out of 5 average rating, 32 reviews

2 Min to Big Powderhorn Lodge & Lifts! ~ Lodge 2

What makes us special? ~ Pamper friendly - Stylish, modern amenities and decor with high quality king and queen sized beds so you can relax and feel pampered ~ Skier / OTV'er / Snowmobiler friendly - we have ski racks, boot trays, boot warmers, crock pots, fuzzy blankets ~ Family friendly - we have baby gear, board games, outdoor grill, and multiple TV's ~ Pet friendly - You are welcome to add a dog to your reservation, we have a pooch pouch of supplies for you to use during your stay

Guest favourite

Flat in Hurley

4.89 out of 5 average rating, 47 reviews

Hurley: location for all hobbies, holidays, events

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 sectional 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.

Top guest favourite

Home in Bessemer

5 out of 5 average rating, 19 reviews

Mountain Top Chalet ~ A/C & Close to Rec Trails!

Located right off Big Powderhorn's Lift 1, Mountain Top Chalet has everything you're looking for in a vacation rental! Tucked into the woods and fully remodeled with your comfort in mind, this private, beautiful home has everything you could want and more! There are 3 levels to this home, 2 living spaces each with a wood burning fireplace, 4 comfy bedrooms and a large loft area dedicated to hosting kids. This home is perfect for large group getaways at any time of the year!

Guest favourite

Chalet in Bessemer

4.95 out of 5 average rating, 246 reviews

Hot Tub! Fireplace! The Wüdenknipple - Powderhorn

My place is located at Big Powderhorn Ski Resort and close to Lake Superior, family-friendly activities, great views, restaurants and dining. You’ll love my place because of the location, the ambiance, the outdoor space, and the neighborhood. My place is good for couples, solo adventurers, and families (with kids). Dog friendly! Outdoor Hot Tub! Wood burning Fireplace with wood supplied! Great cell service! TV, Cable, Roku, WIFI....great entertainment! Washer/Dryer

Guest favourite

Home in Bayfield

5 out of 5 average rating, 14 reviews

Private Cabin: Sauna & Lake/Madeline Island Views

-Bayfield Hilltop Haven: Modern & Bright -1.56 Acres w/ Madeline Island Views -Spacious Main & Lower Levels -Private Dead-End Street; Ample Parking -TVs in Every Bedroom -Wood-Burning Fireplace -Fully Equipped Kitchen; Spacious Primary Suite -Near Downtown, Marina & Apostle Islands -Bonus lounge Room W/ IR Sauna, a 65-inch TV, Bean Bags & board games - Fully equipped kitchen - Spacious Primary Bedroom W/ en-suite Bathroom & Deck Access.

Guest favourite

Chalet in Wakefield

4.85 out of 5 average rating, 118 reviews

Indianhead Red Lodge by Ski Resort

We are offering our vacation home to rent. It is located right down the road from Indianhead Ski Resort. Our favorite place to be! 1500 sq ft of room to spread out. A perfect rental for a large family, a couple families, or adult time away without the kids. The property sits on 5 acres of wooded land scattered with seasonal wildflowers. The property has plenty of room to park snowmobile/ATV trailers. The trails are close by.

Guest favourite

Cabin in La Pointe

4.86 out of 5 average rating, 232 reviews

7 Pines La Pointe on Madeline Island

NEED ISLAND SERENITY? Instant Book 7 Pines La Pointe on Madeline Island today! Come see how this 2 bedroom/2 bath cabin offers tranquility and peace in one of the more far away desired destinations in all of the country. Beautiful high peaked windows and glass doors, with a very large deck located in a forest of trees on the picturesque/historic Madeline Island, allow guests the feeling of going back in time.