Smoking friendly holiday rentals in Wisconsin

4.96 out of 5 average rating, 112 reviews

Cabin in Benton

Our cabin's a win-win

In 1834, it was a chicken coop nestled between the house and barn. Today, it's a cozy cabin just a stone's throw away from the villa and venue. From the private, rural setting to the rustic decor, you'll feel as though you've traveled back to simpler times. It's unique, refreshing and oh-so tranquil. If you're looking for a little hush and a lot less rush, you're going to fall in love with this little home away from home. While you're visiting, get the scoop on how we transformed this coop.

4.9 out of 5 average rating, 137 reviews

Home in Manitowoc

Neighborhood home in Manitowoc

Guests must check-in in person. 4 bedroom ranch home with deck and backyard in a pleasant neighborhood with sidewalks. 3 full bathrooms, one with an oversized jacuzzi tub. Large entertaining areas both on the main floor and the fully finished basement with wet bar, wine cellar and waterfall feature. There’s two fireplaces and an outdoor fire pit. This house is not suitable for children between the ages of 2 and 12. No internet. Easy access to I-43 approximately 25 miles to Green Bay or Kohler.

4.88 out of 5 average rating, 165 reviews

Tent in Bayfield

Twisting Twig Gardens and Orchard Wall Tent

Our wall tent offers a sweet retreat in the woods about 10 miles outside of Bayfield. We are located on a small working organic farm with vegetable and perennial gardens, apple trees, and rustic accommodations. We are located near Lake Superior and are about 6 miles from Meyers Beach in the Apostle Islands National Lakeshore. Our property is located on 40 acres and has a distant, but beautiful view of Lake Superior. We are on the edge of thousands of acres of county land. The perfect escape!

4.9 out of 5 average rating, 284 reviews

Barn in Hixton

A Suite Getaway

You'll love this place because of the spectacular views, horses, wildlife, fishing, hiking and hot tub for relaxing, a romantic getaway or simply just girl time. This spot is perfect for couples or solo adventurers! A unique suite is attached to an elegant vintage peg barn. Space for bringing horses, snowmobiles or ATV's since we have trails. A mile away from snowmobile trails and 25 mins from a State Park. Also, perfect for snowshoeing and cross country skiing. Fire pit available as well.

4.91 out of 5 average rating, 269 reviews

Guest suite in Racine

Racine theme Airbnb at the Red Birch on Erie

Home is set in a quiet neighborhood with a working vegetable farm for a backyard where deer, squirrels, geese and birds entertain. You will enjoy unobstructed, amazing sunsets along with Racine themed artwork and memorabilia, all retro and eclectic in design. It's a short drive to the Lake Michigan shoreline and just minutes away from downtown and the finest beaches! You're host has props from his Old Times photo studio that are available for photography on the grounds in special settings.

Tiny home in New Richmond

4.92 out of 5 average rating, 373 reviews

Dick's Cabin at the Eagles Roost Trout Farm

Our unique cabin on Hennessy Creek sits pond-side at the Eagles Roost Trout Farm. Relax to trickles of our clear waters, hike on 100’s of pristine acres & trails, fly fish for Rainbow Trout, enjoy campfires or take a hot sauna, then let dreams become lasting memories, while you sleep like a baby. Rustic & perfect for kids or couples, bikers & hikers, a haven for birdwatchers, nature lovers, & stress busters. Our cabin is a “destination” unto itself regardless of plans beyond your stay.

4.94 out of 5 average rating, 100 reviews

Farm stay in Oostburg

Blue Barn on the Green and Farmhouse Retreat

Imagine your perfect countryside escape. Nestled on five acres of farmland, this serene retreat offers tranquility and breathtaking views. Enjoy fishing, paddle boarding, or simply relaxing by the pond. For the golf enthusiasts, we're just a short drive from downtown Kohler and other top-rated courses. Our property is ideal for families, couples, or groups seeking a peaceful retreat. We also host unforgettable weddings in this idyllic setting. Contact us today to book your dream getaway!

Tiny home in Richland Center

4.95 out of 5 average rating, 173 reviews

Walnut Cabin w/Sauna-Dog Friendly

We designed this space for a cozy getaway. The overall goal of the design was a connection with nature and with the one you love, highlighting the beauty of the Driftless region. Use the onsite sauna or outdoor tub for a unique experience. Connect with nature in the Driftless Area of SW Wisconsin, drive to one of the attractions from this central location including the House on the Rock, Taliesin, Devil’s Lake Park, and more. Bring your canine companion as well, there is acreage to roam.

4.94 out of 5 average rating, 278 reviews

Home in Menomonie

The Luxe Chalet on Red Cedar River, with Hot Tub!

Welcome to The Luxe Chalet. Romantic, tranquil, modern luxe river chalet on the Red Cedar River. Secluded sanctuary with spectacular views. Wood burning fireplace inside, 2 bonfires out. Enjoy the modern kitchen with granite counters. In-floor heat to keep you cozy & warm. Relax in the deep jacuzzi bath or outdoors in the year-round hot tub. For more sleeping privacy, there is a queen bed/futon/bath/kitchen apt above garage (see last 5 pictures) which is a one time additional $150 fee.

4.84 out of 5 average rating, 128 reviews

Cabin in Holcombe

Piece of Paradise/Hot Tub/ATV trail/Kayaks

●Some new recent additions ● *Luxurious Hot Springs Hot Tub* ~~~~~~3 Patio Heaters~~~~~~ ◇Complete Outdoor Kitchen◇ *Two pizza ovens 9 Assorted Snow Sleds Cabin decked out with game tables, a bar, breakfast bar, kitchen with all the amenities, 5 televisions (including a big screen 75"). *There is a large deck *Covered Pavilion *Wood Fire Pit *Gas Fire Pit * two Patio Heaters . Plenty of firewood and LP gas provided. Enjoy the outside even when it's a bit cold. Chippewa River access...

4.98 out of 5 average rating, 264 reviews

Cottage in Brule

The Cottage: No cleaning fees! Access to trails!

We are an event center but do not have events or weddings during your stay. This cozy one-bedroom cottage is set against the tree line. In the morning, enjoy coffee on the private porch, go snowshoeing, hiking, fishing, or canoeing in and around Brule River State Forest in the afternoon, and watch a few movies in the evening. Are you traveling with a group? Check out our other listing, The Farmhouse at Brule River Barn, a four-bedroom, two-bath home that can accommodate 11 guests.

4.91 out of 5 average rating, 138 reviews

Home in Stoddard

The River Shack

Available year round. Perfect for a family get away or for hunters and fishermen. Full kitchen, 2 tables set up for eating. Large carport for parking under or sitting under if it is raining, you don't have to be trapped inside. Enclosed porch that looks out over the Great Mississippi River. Every sunset is beautiful!! Seating outside, firepit (bring your own firewood), swingset and sandbox for little ones. Also has your very own bar & TV. FYI. Property is by the rail road tracks.

Holiday rentals for every style

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Kick off your hiking boots at these rustic lodgings

Popular amenities for smoke-friendly rentals in Wisconsin

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Smoke-friendly flat rentals

Flat in Milwaukee

New place to stay

Happy Hideaway

KristinaRating, 5 stars1 week ago

This was probably my best Airbnb experience to date. The apartment is better than the description, it’s super conveniently located too. Charlene was amazing. It was quiet, comfortable, and honestly we hated leaving. Awesome stay with incredibly kind and accommodating hosts!!

4.79 out of 5 average rating, 97 reviews

Flat in Cornell

Pet Friendly* The Stacker Apt* State Park *Ice Age

JohnRating, 5 stars5 days ago

Usually I camp when I'm in the area, but the rainy forecast didn't allow for that. It was nice to be warm and dry in a cozy place. We really enjoyed our stay. Dog friendly too so that is a plus!

4.86 out of 5 average rating, 58 reviews

Flat in Hurley

Hurley, 1 block from Famous Silver Street

DarylRating, 5 stars3 months ago

Great location right off the snowmobile trail and close to downtown. Nice big parking lot for a snowmobile trailer. House was clean and comfortable. Everything was as described.

4.89 out of 5 average rating, 75 reviews

Flat in Menomonie

Downtown Abbey - One of kind apt. with lake view.

ElizabethRating, 5 stars2 weeks ago

The place was beautiful, clean, and pet friendly. Our cats loved the stay. The hosts were very flexible with the check in time, they actually cleaned early for us. Overall the stay was amazing.

5 out of 5 average rating, 6 reviews

Flat in West Allis

Quaint, Comfortable, Convenient. Long Term too!

DavidRating, 5 stars17 months ago

Anne’s place is perfect for a short stay or a very long stay. She’s a great host and very very helpful. The apartment was very clean and just like the ad says. I had an issue booking since it was my first time renting Airbnb and she went above and beyond to do whatever she could to help get it taken care. So great full she did that for me. I would recommend her place to anyone looking.

Flat in Milwaukee

New place to stay

Avenir's Best

MarisolRating, 5 stars1 week ago

Great place. Beautiful view !

Flat in Appleton

4.75 out of 5 average rating, 4 reviews

Paws & Relax: Cozy Furnished Pet-Friendly Spot

KathleenRating, 5 stars4 days ago

This a great upstairs unit that comfortably fit myself, my son and his girlfriend for 5 nights. It is located a block off of the west end of College Avenue and within easy walking distance to all of the places we wanted to go to including a restaurant, the YMCA, and a convenience store. The unit was very clean and looks just like the pictures. It was great to have a washer and dryer in the unit which we used several times. Yes, there is a train track that goes by a couple times a day but it is a "no horn" area so we weren't bothered by every day sounds of the city. Timothy was highly responsive to my messages before and during our stay. The check-in and out process is straightforward. I recommend this unit for singles, couples, and small families up to 5 people in total. While the unit is open to people with dogs, the unit smelled and looked very clean. I would stay here again.

4.83 out of 5 average rating, 12 reviews

Flat in De Pere

Pelican Place

GriffinRating, 5 stars5 months ago

Great place, great area, affordable, great host and all around great experience!

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Smoke-friendly house rentals

4.92 out of 5 average rating, 62 reviews

Home in Ashwaubenon

2101 Marlee Lane (minutes from Lambeau Field)

KevinRating, 5 stars1 week ago

Three bedroom one bath, I was by myself so it was very roomy, though I could see how one bath with six people might be difficult. It looked like what I expected and had the amenities I needed. I enjoyed my stay. Would recommend. Easy walk or drive to many things in green bay and right off the highway. Easy checkout.

4.89 out of 5 average rating, 109 reviews

Home in Baraboo

Wild Rose Ranch Guest house

ChristyRating, 5 stars5 months ago

The house was very spacious for our family of 6. We loved the location, view, and short drive to everything we wanted to do.

4.93 out of 5 average rating, 30 reviews

Home in Hayward

The Little House, walking distance to Main Street

MarisaRating, 5 stars2 weeks ago

The Little House was one of the best places I have stayed! The location was so quiet, you wouldn’t expect it to be just a few minute walk from everything in town! There were so many amenities provided, including many options to brew my morning coffee and lots of the softest blankets ever. I’m allergic to animals and I would never know if there have been any animals inside because the place was SOOO clean. I can tell the Little House is run by people who love doing this. The owners have thought of everything just in case you didn’t! I come up to the area twice a year to see my family and plan on booking this spot (if available) every time now!

5 out of 5 average rating, 32 reviews

Home in Pepin

The Alton House - Experience tiny house living

EmilyRating, 5 stars2 days ago

Charles was so thoughtful even allowing me to check in a day early when I had an unexpected schedule change. The home was immaculate and so quiet. I loved sitting on the porch and watching the birds, even saw a pair of Baltimore Orioles! I stayed here twice and would love to come again if I’m back in the area.

5 out of 5 average rating, 32 reviews

Home in Salem

Lago Amore - Channel house, pier, kayaks

GregoryRating, 5 stars1 week ago

Wish we had time to book a longer stay! Regardless, it was a perfect place for my son and I to stay and do some kayaking and fishing on Paddock Lake. The deck was really a nice touch with the cafe lights. It was really nice to have access to a dock to launch our kayaks and fish from.

4.84 out of 5 average rating, 38 reviews

Home in Luck

Lake House

CynthiaRating, 5 stars2 months ago

Very comfortable and beautiful lake view! Can not wait to reserve again when it is not so cold!

4.83 out of 5 average rating, 12 reviews

Home in Albany

Sunset retreat. Pool n hottub and tubing river.

GrantRating, 5 stars1 month ago

Wonderful place to stay! Very clean and comfortable. Also, it has blackout curtains in the bedroom, so sleeping was wonderful. Host was very responsive to questions, and incredibly welcoming! Will likely be staying here again. Highly recommend!