Holiday rentals with beach access in Ashland County

Camp on Main Street

2017 28ft Jayco Camper. Located downtown La Pointe; walking distance to shops, cafes, restaurants, bars, ferry boat, museum, golf course, marina, boat rentals, swimming pool, playgrounds. 2 min walk to Joni's beach. Tucked in our beautiful back yard (private to renter, not used by owner) behind the house we live. So close to everything but yet in the quietest part of Main Street. Ideal for families or couples. Max occupancy 4-6. Every person above 4 (approved only by host) is $30.00 a night.

The Eclectic Apartment on Broad Street

Perfect for a rejuvenating week or weekend getaway! Rest and relax in this amazing space, one block from the public sauna and pool, where you will wake up to sunrises over Lake Superior and end your day on the deck with a glass of wine or a good book. The bedroom and living room have amazing natural lighting. Local coffee and a full kitchen, as well as laundry, free parking, Roku TV and a custom tile shower offer all of the comforts of home. The perfect romantic getaway, or a retreat for one!

The Copper Squirrel of Little Sand Bay DogsWelcome

A mature forest and a beautiful pond are what you'll see when you arrive at this cozy, secluded, full log cabin. The cabin was recently completely renovated (Mar/April 2025)from log to log and is stocked with everything you'll need for your stay. It has all new appliances, furniture, fixtures, bathroom, cabinetry. 💚 It is the perfect homebase to relax after a long day of hiking Frog Bay, Houghton Falls, Lost Creek Falls, Meyers Beach, or shopping in nearby Bayfield, Washburn, or Cornucopia.

The Shell Cabin at Rockhound Hideaway

An outdoor enthusiasts dream awaits at Rockhound Hideaway's Shell Cabin, with opportunities for hiking, biking, fishing, boating and everything in between. Take in the views from your back deck, relax around the bonfire, enjoy walk to Lake Superior, hike or snowshoes the North Country Trail to waterfalls or take a day trip to the Porkies. Don't forget to visit Downtown Ironwood and experience its charm for yourself. Amazing star gazing and Northern Lights potential! 420 Friendly for 21&up.

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.

Modern Chalet -AC, hot tub, sauna + pets welcome

No hidden cleaning fees! A recently updated chalet in the village at Big Powderhorn Mountain. Timbuktu is located at the end of a private cul-de-sac and within a short 10-minute walk to Big Powderhorn Lodge and ski lifts. Uniquely, Timbuktu is also a small farm and is powered by an on-site solar system which is supplemented by other renewables. Timbuktu is a duplex with the owners living next door. Who are happy to assist with questions and advice. Pets welcome at $20/pet/night.

Superior Sunset Cabin

A cabin on a bluff overlooking Lake Superior, with staircase to your own beach access. Sunsets every night (weather permitting...) Technological detox in a pristine area. Just a 25 minute walk from the Presque Isle Scenic Area, the most beautiful part of the Porcupine Mountains. PLEASE NOTE: This is an OFF-GRID cabin, intended for those seeking to reconnect with Nature and with themselves. Read on for full details. *** If bringing pets, please pay the pet fee ***

Lupine Cottage 34

Our Lupine Cottage is located at Brickyard Creek, a 100 acre development on Lake Superior with access to our sandy beach; views of Basswood and Madeline Islands, part of our Apostle Islands. Walking trails. Walk or drive to sandy beach from our cottage. 2 vehicle parking in driveway. Strict Policy: NO smoking, NO pet, and NO pets allowed at ALL Brickyard Creek rental cottages. No exceptions. Please confirm you agree to our strict rules. Thank you.

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.