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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.

Family Favorite | Fire Pit & S’mores | Near Lake

Located in Ashland, right on Lake Superior, our home is walking distance to the beach, walking trail, coffee shops, restaurants, and more. Dog-friendly with a private patio, firepit, and full kitchen, it’s perfect for both relaxing and exploring the Northwoods. Spend crisp fall nights outdoors with movies on our big inflatable screen by the fire, or stay in for a game night with the games provided. We also stock coffee, hot chocolate, and apple cider for the Keurig to make your stay extra cozy.

Comfy Homebase for your Upper Peninsula Getaway

Centrally located 2 bed, 1.5 bath single family home all to yourself. Terrific floorplan with eat-in kitchen, large living + dining room with fireplace, 2 bedrooms and newly remodeled full bath. Powder Room on lower level. Just a few blocks to charming downtown Ironwood, Iron Belle Trail + close to Miners Park with trails for walking, mountain biking, snowshoeing, x-skiing. Quick access to all that’s amazing about the U.P.! If you love outdoor fun, this is the place to stay, relax + rejuvenate!

Park Place - Updated Home Close to Downtown

Enjoy our freshly renovated, boho themed home near the heart of downtown Ironwood, MI featuring 2 bedrooms (1 King, 2 Queen & 1 Twin bed) & 1 bath with a beautiful soaker tub. Great starting point for any local activity. Walking, biking, ATV & snowmobile trails only a few minutes away in any direction. Self check in, but always available for help. As loving pet owners, we do allow up to 2 well-behaved dogs. Group event? Book the house next door too (up to 13 guests): airbnb.com/h/greenhaveniwd

Cozy 1B/1B Condo w/ Massage Chair & Jetted Tub!

My clean, cozy, quiet, and Completely remodeled condo is located at Indianhead/Snowriver Resort. It's a brief walk to the Sky Bar/Jack's Cafe on site for food, drink, and the best views from the top of the ski hill in the Upper Peninsula. My condo is the perfect place for your romantic getaway, family trip, after hiking/camping refresh, ski vacation, or peace and quiet on the mountaintop. I provide exceptional communication and top notch responsiveness. You won't be disappointed with your stay!

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!

Trail View 2 Hot Tub/Theater/Massage/Sauna/Mt View

This luxury condo has it all. You can't beat the location & all amenities at this price. Next to Powderhorn's parking lot & Ottawa National Forest. 1700 sq ft condo in wooded area. Breathtaking views. All private. Indoor 24/7 8-person hot tub, cold punge, sauna, zero-gravity massage chair, central air, 4 HEPA air purifiers, infinite hot water, 4k 65" tv, high-end Atmos theater, memory foam beds, heated bidet, 400mb wifi, fireplace, smart grill, & stocked kitchen. 3 bedrooms and 2 full baths.

Renovated 19th Century UP Getaway in Ironwood

Enjoy a this late 19th century in this centrally-located and renovated home in Ironwood. 3 Bedroom/ 1.5 bath house in Ironwood, MI within walking distance of restaurants. Access to snow mobile trails across the street. Close to parks and trails. Cook your own meals in or dine locally. Park your trailer with your ATVs in the driveway or keep your equipment in the 2-car garage. Use the house as a launching pad for your UP adventures while you explore the entire UP or Northern WI.

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.

The Acorn of Little Sand Bay Dog Friendly

Modern, rustic, Aframe cabin on 10 wooded acres; beautiful, simple décor, fully equipped kitchen, all appliances, glass stove top, airfryer oven, filtered H2O/ice maker. Enjoy a luxurious bathroom, with a heated tile floor, walk-in shower. Towels, shampoo/conditioner/bodywash are provided. King bed in loft and NEW king bed on main floor. Smart TV, wifi. Books, games The Woodstove heats the cabin perfectly in the colder months. All wood provided. There is also a minisplit heat/ac unit.

Off grid glamping at a Rockhound Hideaway

A perfect glamping retreat awaits you at Rockhound Hideaway's Agate Grove Bell Tent. Situated on a private two acre lot with two other rentals and my private residence in the Ottawa National Forest, steps from the Black River, North Country Trail and a one mile walk to the Lake Superior Shore, this is an ideal getaway for those seeking the adventure of camping with the comforts of home. Fall asleep to the sound nature and wake up to deer passing by as you enjoy your morning coffee.

!!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!