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.

Creekside Chalet | Largest Hot Tub in Western UP

Escape to Creekside Chalet in Michigan's Upper Peninsula—a spacious 2,780 sq ft retreat on 1.52 acres, perfect for groups up to 15. Blend rustic charm with modern comforts: vaulted ceilings, stone fireplace, full kitchen. 4 bedrooms plus a loft via ladder, 2.5 baths. Unwind in the largest indoor swim spa in the western UP! Access Powdermill Creek for summer plunges & picnics. Prime for snowmobiling/ATVs. Amenities: Wi-Fi, laundry, fire pit, pet-friendly. Near Lake Superior, ski resorts.

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.

Lily Pad on Muskie Lake

The Lily Pad on Muskie Lake in Springstead is in the heart of the Northwoods. Come relax, slow down, and recharge. Muskie Lake is a private lake that is almost 100 acres. In the summer we have kayaks and in the winter we are less than a mile from Trail 8 and 8a. There are 7 restaurants within 13 miles, thousands of acres of water, millions of acres of woodlands, XC trails galore, 10 waterfalls in Iron Co, 7 ski hills within 90 minutes, or curl up in the newly remodeled cabin and unwind.

Beach Front Hideaway

Attention! G maps suggested route is incorrect. From Hwy 2 - left on 36th, right on Lake Park Rd. Private beach with spectacular views. Kayaks available for a paddle out in the bay or enjoy a sunset from the deck. Also deck heaters and gas grills and a fire pit w/wood. Or Curl up with a good book in front of the indoor fireplace. TV and Wifi too, and a complimentary bottle of wine. A great retreat for 2 couples or a small group of friends. Only 8 minutes from downtown Ashland.

!!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!

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!

Canoe Cabin in Mercer

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

Stunning 3 bed, 2 bath private lake front cottage.

Take it easy at this unique and tranquil getaway. All season property in wooded setting. Ski-in/ski-out access to Whitecap Mountain, snowmobile trails and ice fishing. Cottage is nestled on the hills of whitecap Mountain overlooking Weber Lake where you can kayak, swim or fish. Winter access requires 4 wheel drive. Public use of the indoor pool for a nominal daily fee in the Whitecap hotel is available nearby.