Pet-friendly holiday rentals in Town of Stephenson

Witt's End, a relaxing Northwoods Lakeside Retreat

Our property on Little Gillett Lake is a special place. The cottage is new, but exudes the charm and character of classic Northwoods Americana. The clear, beautiful lake allows access to Big Gillett Lake and a tributary of the Oconto River by paddle. The Nicolet National Forest offers trails while nearby larger lakes provide beaches and access for motor boats. Swim, paddle, fish, snowshoe, ATV, snowmobile, hike, eat, chill... come enjoy some worry free relaxation or step away for an adventure!

Sasquatch Hideaway A-Frame |Sauna| Lake-ATV Access

Tucked away in the woods, and steps away from the national forest, this tiny home offers the tranquility you need to completely decompress. The Sasquatch hideaway offers you direct access to the ATV trail, a 600ft walk to the crystal clear waters of Paya lake. New for 2025 is a Wood fired barrel sauna for to decompress. The main offers a queen sized bed and the guest room offers a Full/Twin Loft bed, as well as a twin Murphy bed. There is also a massive sectional couch as a sleeping option.

Hardwood Hideaway Cabin on the Peshtigo River

2 Bed 1 Bath cabin. On 2 wooded acres on Peshtigo River. Private road. Walking distance to Rustic Inn-Rapids Resort-Kosirs Rafting. Parking area for trailers/boats. Well lit outdoor space. Fire pit & wood provided. 2 boat launches within a mile. WiFi/Netflix/streaming apps included. Short trail to the river. All cotton bedding and towels. 4 individual beds. Quality cookware & many kitchen supplies. Breakfast/snacks provided. Fresh eggs. Dogs are welcome with restrictions. Freshly Remodeled.

Historic and quaint 2 bedroom 1 bath

You’ll have plenty to enjoy at this historic place in a picturesque setting. Location is on Main Street of the very tourist area of Lakewood, WI! Enjoy walking distance to the multiple enchanting shops and bars. Catch the 4 wheeler/snowmobile trail across the street to miles of amazing riding. Enjoy the multiple gorgeous lakes of Northern WI. This is an upper unit w/ full kitchen all to yourself and sleeps up to 6 with 2 bedrooms and pullout sofa. Pets are welcomed. Campfire area/grill

We Call It "The Farmhouse"

Relax and recharge with the whole family at our beautiful country estate! This unique and peaceful property is just minutes from shopping and restaurants, yet maintains the quiet charm and rural feel that is quintessential Wisconsin! Enjoy the tranquil view of a sunrise while horses pasture out back or deer browsing at the forest edge in the waning hours of daylight. Your children or pets will appreciate the fresh air, freedom to roam and safety provided by our fenced in back yard.

Hot Tub in the Forest Cozy Home on Peaceful Lake

Our Cottage atop of Big Gillette Lake(a quaint no gas motor lake) offers a unique Northwoods experience. Nestled on a dead end road in the middle of the 1.5 million acre Nicolet National Forest, enjoy panoramic views of the lake. Soak in the relaxing hot tub King/Queens chair with a birds eye view of the lake! Winter season is upon us! Watch the snow fall from the hot tub! Then enjoy the fireplace inside. We are on a ATV/Snowmobile route. 1 mile away from being on the trail!!

Winding River Cottages-Pine Cone Cottage

The Pinecone Cottage is one of the units at Winding River Cottages on the Menominee. There is one other cottage and one house also on the property. This cottage is directly on the Menominee River, very close to Marinette, WI/ Menominee, MI. It has 2 bedrooms and 1 bath, a full kitchen with full-size stainless steel appliances (stove/oven, refrigerator, over-the-stove microwave), and a living area with a 50" TV, chair, and futon, which can convert into a full-size bed.

Adorable Lakefront Cabin with HOT TUB!

Experience Wisconsin summer at Pine & Pier Retreat! Fish from the dock, paddle the peaceful lake, or swim to the floating dock. Unwind in the hot tub and gather around the fire pit for s’mores. This private cabin blends rustic charm with modern comforts—new kitchen, indoor fireplace, and Wi-Fi. Enjoy kayaks, a paddleboard, and pet-friendly stays. With a sandy shoreline and stunning lake views, it’s the perfect getaway to relax and recharge!

Star-gazing, quiet privacy in the forest

Relax in the silence of the forest at our dog-friendly cabin. Please note we welcome pet dogs - no other animals. Enjoy breathtaking star gazing and easy access to snowmobile and ATV trails/routes. Explore local cross-country, mountain bike and snowshoe trails, local restaurants, shops, wineries, and art. Also, check out our other animal-free Airbnb rental, Ott's Cozy Suite, located 1/2 mile away on this 60-acre property!

Peshtigo Ranch Experience

Venture north and experience a fabulous family getaway at this vacation rental in Peshtigo, Wisconsin! The house is situated on a lovely 13-acre lot, 5 minutes from Peshtigo River (lots of fishing). There is a fire pit and closed garage to store all your toys. The 3-bed, 2-bath house is updated with modern appliances, a smart TV with Netflix, along with a gorgeous wood burning fireplace, and extensive back deck.

Cecil two-bedroom home across from Shawano Lake

Your family will be close to everything when you stay at this centrally-located place. It is across the road from Shawano Lake next to the Cecil public boat landing, public beach, and Cecil Lakeview Park. It is also walking distance to many restaurants, bars, and ice-cream. There is a large, stamped patio with fire pit in the backyard. Ideal spot next to prime fishing, UTV, and snowmobile trails.

Family Friendly Cabin On The Bay!

Spectacular Bay view cabin located on Rileys Point between Little Sturgeon Bay and Rileys Bay. Great getaway for the family with Sturgeon Bay, Potawatomi state park and Haines Beach minutes away. Also great for fisherman's getaway with excellent smallmouth bass, walleye, and perch throughout the Little Sturgeon, Riley and Sand Bays. Walk out of the cabin to your ice shanty in winter!