Pet-friendly holiday rentals in Ashland County

Cozy Game Room+PetsI Near Lakes Waterfalls Trails

Cozy, fully stocked Ironwood retreat near Lake Superior—perfect for families & pets. Minutes to waterfalls, hiking trails, beaches & downtown. Sleeps 8 comfortably w, fast WiFi, smart TV & fully equipped kitchen. Enjoy a game room with ping pong, Pac-Man & darts, w/ private deck w/ wooded views, playhouse, creek & deer and turkey in backyard! Clean, spacious, and thoughtfully equipped for the ultimate getaway. ⭐ Guests consistently say this is the best Airbnb they’ve stayed in—come see why!

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

Cute & Cozy 1B/1B Condo w/ 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 Acorn of Little Sand Bay Dog Friendly

Modern-rustic, Aframe on 10 wooded acres; beautiful, simple décor, fully equipped kitchen, glass stove top, air-fryer 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 gel memory foam bed on main floor. Smart TV, wi-fi. Woodstove heats the cabin perfectly as the main heat source. All wood is provided for woodstove and firepit. There is a minisplit heat/ac unit.

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.

"Bakery Bungalow" -Sweet Accommodations & Nature !

Our Bakery Bungalow (owned by a baker) is a peaceful retreat in a semi rural, prime location near snow trail system, 2 miles from historic downtown shops, hiking / biking trails, on the outskirt of town (Ironwood Township) minutes from Big Powderhorn Mountain & Copper Peak, walking distance to Gogebic College & Mount Zion, 17 miles from Lake Superior beaches, large private wooded yard with fire pit, private parking, 1 stall garage if needed in winter. P.S. Bakery Treats provided !!!

Trail Riders Haven-Heated Garage-1 Block ATV Trail

Ultimate fall getaway! Cozy 4-bedroom home is just 1 block from heart-pounding ATV trails! Leave straight from the driveway - your choice MI or WI fun adventures! Spacious interior & OVERSIZED garage- a perfect getaway for outdoor enthusiasts. Ample room for trailers. Step inside and find comfort at its best! Fully equipped kitchen-ready, delightful coffee bar. You'll rest easy on dreamy pillowtop beds with cozy duvet covers, creating a heavenly retreat. BBQ grill! A/C, Poker table

Parker Creek Tiny House

Come stay on our hobby farm with us! We are in a great central location to multiple hiking trails and gorgeous falls. We have had many guests visit the sea caves in Cornucopia, spend the day in Bayfield, or hike the Porcupine Mountains. We also are only a few miles from the ATV trails if you would rather spend the day riding the trails. We have multiple places to mountain bike or kayak. We have more things to do listed in our details section! Feel free to message me with questions.

Lake Superior Hillside Suite 1 • Walk Downtown

Relax in this peaceful hillside suite overlooking Lake Superior and Madeline Island. Wake to beautiful sunrise views and enjoy a short walk to downtown Bayfield’s restaurants, shops, marina, ferry, parks, and hiking trails. This cozy cottage-style apartment is the perfect home base for exploring the area while enjoying a quiet coastal retreat. 1 dog allowed (up to 60 lbs). Pets may not be left unattended in the suite. Please review house rules for details.

The Campfire Lodge @ Big Powderhorn with Hot Tub

Welcome to the Campfire Lodge at Big Powderhorn Ski Resort. This spacious 3 bedrom, 2 bathroom A-Frame chalet is located just 3 blocks from the Mountain and just a short drive to Black River Harbor, The Waterfalls, Copper Peak, and much more. We are in the heart of the Western UP vacation country. Our lodge features a hot tub, nice WiFi, 58" smart TV, dry sauna, books and games galore, and most importantly a space to make great memories.

Hot Tub • Fireplace • Dog Friendly•Big Powderhorn

Located in the Village area of Big Powderhorn Ski Resort, this cozy A-frame offers comfort and convenience. Features include a covered HOT TUB to soothe your muscles at the end of a day of hiking, skiing or sledding. Close to Copper Peak, Lake Superior, waterfalls, bike trails and more. Inside you will find a wood FIREPLACE, 2 loft bedrooms with 4 beds, 1 full bath, fully equipped kitchen, Smart TV and WIFI. No cleaning fee!!!

Romantic Vineyard Cabin, Sauna, Plunge Pool

Come and celebrate all that Bayfield has to offer at this quiet vineyard and forest getaway, just 2 miles from downtown. Located in Bayfield's charming Fruit Loop, you'll be surrounded by vines, forest, orchards, and berry farms. The Scandinavian cabin, forest facing sauna with plunge pool, and vineyard sit within acres of secluded woods. The cabin has an occupancy limit of 2 adults and one dog. There is a $40 pet fee.