Waterfront holiday rentals in Ashland County

Bayfield Studio | Lake Superior View

This charming condo has everything you could want in your Bayfield getaway and more! This second floor (top floor) studio condo unit features panoramic lake views, a crisp & modern interior, new gas fireplace, fully-equipped kitchen, and even a private deck overlooking the lake (perfect for dining al fresco or enjoying a sunset cocktail). There's even a sandy beach for swimming literally steps from the condo! The condo is located an easy walk to Bayfield's myriad charming shops & restaurants as

"Our Cabin" on Lake Superior

FISHERMEN/FAMILIES/FRIENDS “Our Cabin” is perfect for your getaway or for fishing and boating, less than 1 min from a no-fee boat launch. Private boat parking with circle driveway. Located on Chequemegon Bay, less than 10 min from Ashland, built in the 50's, our family of 6 spent 33 summers in this 600 sq ft cabin. Two twin beds in the br and a queen sized murphy bed pulls down in the living area. Recently remodeled, completely updated, conveniently located to Bayfield and the Apostle Islands.

Off grid Shasta trailer at Rockhound Hideaway

An outdoor enthusiasts dream awaits at Rockhound Hideaway's Sodalite Shasta with opportunities for snowshoeing, skiing, hiking, and ending the day with a steamy sauna. This off grid, cozy 14' trailer is situated on a two acre lot with two other rentals and my full time residence on the edge of the Ottawa National Forest. A short walk to Black River Harbor, the North Country Trail & Lake Superior, this is a perfect getaway for those seeking a rustic yet comfortable stay with a campy feel.

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.

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.

!!Private Beach Access!! ~Cozy Lake Superior Cabin

This cozy Lake Superior cabin sleeps up to 7 guests. Enjoy your own private beach (a rock collector's paradise!) or head over to Little Girls Point, Superior Falls, & Saxon Harbor all located within ~6 miles! 20 min from downtown Ironwood/Hurley. Take the paddle board for a spin and enjoy a bonfire with beautiful sunset views like you've never seen before. This stay is perfect for a relaxing couple's getaway or a lively family vacation. Keyless entry makes for quick & easy access!

North Channel Cabin on Madeline Island

Welcome to North Channel Cabin on Madeline Island, a small cabin with big views of Lake Superior and Apostle Islands National Lakeshore. Just a mile from Big Bay Beach, the cabin is thoughtfully finished to provide a comfortable place to relax while serving as the perfect basecamp for adventures in the area. Whether you’re exploring Madeline Island, visiting Bayfield, or discovering the Apostle Islands, North Channel Cabin is a welcoming spot to return to at the end of the day.

Lakeshore Retreat on Lake Superior, Bayfield

Enjoy Lake Superior views for days from this beautifully appointed home just south of downtown Bayfield, complete with expansive wraparound deck. The main level features a full kitchen that overlooks a formal dining room and a sprawling living room. Second level features a king lakeside bedroom, full bedroom, full bathroom, office/den and a twin trundle bedroom. Third level for a lofted style king suite overlooking the lake and its own en suite bathroom with shower.

Ideal Northwoods cabin on Long Lake

Perfect for your next Northwoods getaway! Ride cabin to trails in minutes on your snowmobile or ATV/UTV. Plenty of parking for vehicles/trailers plus a boat launch and Lucky’s - a historic on-site bar. Access to an oversized shared dock to tie your boat, catch some fish or just dip your toes in the water - all just steps from your cabin. Kayaks, life jackets and firewood available on site for all guests. Come see why this is one of the best loved places up north!

Creekside Chalet | Largest Hot Tub in Western UP

Pack your crew and your gear — ORV Trail 2 starts right outside the door, Powdermill Creek winds through the back 1.5 acres, and the largest hot tub in the western UP is already heated and waiting. Creekside Chalet is 2,800 sq ft of rustic-modern adventure base camp in Michigan's Upper Peninsula: vaulted ceilings, exposed beams, a stone fireplace, an outdoor fire pit, and enough beds for 15. Summer in the UP doesn't get better than this.

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.

River Cabin

Built in 2022/2023 this cabin is located right on the Manitowish River with 750 ft 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.