
Pet-friendly holiday rentals in Ashland County
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Ashland County
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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
4.95 out of 5 average rating, 194 reviews
Cozy Home onTrail|Sauna|PetsI Lakes Trails Falls
Welcome to Little House on The Trail!—perfectly located near the Porcupine Mountains, Lake Superior, waterfalls and hiking trails. This spotless, thoughtfully designed home blends vintage charm with modern comfort, featuring a fully stocked kitchen & coffee bar. Unwind in the cedar sauna or gather around the firepit. Pets ok, spacious, and packed with amenities, it’s the perfect Northwoods getaway year-round. ⭐ Guests consistently say this is the best Airbnb they’ve stayed in—come see why!
4.99 out of 5 average rating, 226 reviews
The Shell Cabin at Rockhound Hideaway
An outdoor enthusiasts dream awaits at Rockhound Hideaway's Shell Cabin, with opportunities for skiing, snowshoeing, hiking, and all the outdoor adventures. 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.
4.96 out of 5 average rating, 603 reviews
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.
4.99 out of 5 average rating, 228 reviews
"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 !!!
4.99 out of 5 average rating, 349 reviews
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.
4.97 out of 5 average rating, 315 reviews
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
4.97 out of 5 average rating, 159 reviews
Hot Tub | Sauna | King Bed | AC | Pets |Micro Farm
Welcome to Timbuktu Chalet, your Scandinavian-inspired retreat in Bessemer, Michigan. This 4 bedroom, 2 bathroom ski chalet features a private 7 person hot tub and cedar sauna, perfect for unwinding after an active day. Just 2 minutes to Big Powderhorn, and close to Snowriver, Lake Superior beaches, and the Porcupine Mountains. Set on a peaceful micro-farm with on-site hosts, you can enjoy a seasonal variety of fresh eggs, jams, syrups, and local produce for purchase. Pets welcome!
4.97 out of 5 average rating, 135 reviews
One Minute Walk to Lake Superior. Brookside #3
Amazing location! Strong Wifi updated in May 2026. This Condo sleeps 4, King bed & Queen air matress. Full kitchen, balcony, AC, CableTV, fire pit wood povided. Restaurant, bar and pool in July, Aug, Sept. Bayfield is a 2.3 mile hike or bike on the Brownstone Trail. 5 minutes from Mt Ashwabay, Big Top, Bayview beach and multiple hiking trails. Ride a ferry ride to Madeline or cruise the Apostles. Sail, fish, kayak, golf, ski. $50 pet fee per stay. 🙂 No smoking allowed.
4.79 out of 5 average rating, 309 reviews
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.
4.84 out of 5 average rating, 149 reviews
Quinn-A-Witz Cozy Cabin
Our cabin is very cozy and we want you to feel at home!! We are a dog friendly property (maximum 2) and we have a large yard for games, campfires, and more. There’s a sauna to enjoy and if it’s raining we have a ping pong table in the basement. Walmart is a straight shot up the road for shopping. The beautiful Black River Parkway is located 20 minutes away where there are hiking trails to 5 different falls, Copper Peak ski jump and Lake Superior beach.
4.74 out of 5 average rating, 140 reviews
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!!!
4.92 out of 5 average rating, 265 reviewsPopular amenities for Ashland County pet-friendly home rentals
Pet-friendly house rentals

The Red Onion House near Bayfield
4.74 out of 5 average rating, 399 reviews
Hemlock House
4.79 out of 5 average rating, 146 reviews
Adventure Homebase
4.93 out of 5 average rating, 73 reviews
Walk to Shops & Lake/Hiking, EV Charger, Fire Pit!
5.0 out of 5 average rating, 67 reviews
The Baron on 4th Street
4.92 out of 5 average rating, 36 reviews
Sundance at Little Girl's Point
5.0 out of 5 average rating, 21 reviews
Private lakefront retreat
4.78 out of 5 average rating, 23 reviews
Walkable To Murals - Sleeps 6 - Dog-Friendly
4.83 out of 5 average rating, 77 reviewsPrivate, pet-friendly home rentals

Woodlands Wild Cabin on 35 Acres - dog friendly
4.96 out of 5 average rating, 230 reviews
Rocky Pines U.P ~ Ski Area, Sauna, & Pets Allowed
4.86 out of 5 average rating, 51 reviews
Ideal Northwoods cabin on Long Lake
4.84 out of 5 average rating, 82 reviews
Trailside Retreat w/ Sauna+Game Room+Dog Friendly
5.0 out of 5 average rating, 47 reviews
Haven House on Madeline Island
4.96 out of 5 average rating, 69 reviews
Artists Secluded Country Home
4.75 out of 5 average rating, 96 reviews
Moss Creek Cabin in the Woods on Madeline Island
4.97 out of 5 average rating, 37 reviews
UTV/ATV Lodge w/Games + Firepit: Schnickelfritz #4
4.97 out of 5 average rating, 31 reviewsPet-friendly home rentals with a hot tub

Hot Tub • Fireplace • Dog Friendly •Big Powderhorn
4.93 out of 5 average rating, 305 reviews
Indianhead duplex chalet with a hot tub 2376
4.87 out of 5 average rating, 170 reviews
Cozy & Clean 2B/2B Condo w/ Jetted Tub!
4.97 out of 5 average rating, 214 reviews
The Campfire Lodge @ Big Powderhorn with Hot Tub
4.89 out of 5 average rating, 102 reviews
TrailView2CentralAir/HotTub/Theatre/Massage/MtView
4.86 out of 5 average rating, 131 reviews
*HOT TUB* 6 Mile Hideaway
4.98 out of 5 average rating, 58 reviews
Piper Haus Unit 1 Chalet 18 guests
4.93 out of 5 average rating, 41 reviews
Hot tub, pet friendly, walk to lake and downtown
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