Pet-friendly holiday rentals in Watersmeet Township

Eagle River/Conover House -Come Explore NearTrails

Newly furnished, carpeted and partially renovated cabin is nestled in the woods on the Wisconsin River, this spacious two bedroom, two bathroom home welcomes you to explore the North woods. Whether it's water sports, trail riding, biking, hiking swimming, fishing, day trips to local area communities; fun will be had by all. This two bedroom can easily accommodate 8 people comfortably without feeling overcrowded. The driveway can accommodate 6 parked vehicles or up to 3 vehicles with trailers

Mapleleaf Loft | Stylish 2BR walk to Silver St

Experience the perfect blend of comfort and convenience at Village on Aurora, a downtown Ironwood retreat! Nestled steps from the City Square and the historic Ironwood Theater, this charming condo offers easy access to Lake Superior, stunning waterfalls, and beautiful beaches. Outdoor enthusiasts will love the nearby trails for hiking, biking, and more. With a stylish interior featuring local Upper Peninsula decor, a queen bed in the master, and a sofa sleeper, this is the ideal base for your ad

Peaceful 3 bedroom cabin on UTV/snowmobile trails

Watersmeet cabin on UTV/snowmobile trail L3. Property only a few hundred feet from WI/MI border and Land o Lakes WI. Open the gate and have direct access to trail system or only a short walk or bike ride to Land O Lakes. Home away from home, Spacious living, downstairs recreation room with TV, DVD player and games, extra sleeping space if needed, enclosed 3 season room, 2 outdoor patios, gas grill, 2 car attached garage for automobiles during inclement weather. Only minutes from many lakes.

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!

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.

Rivers reach

Our cabin is located in the heart of the Nicolet national forest on 37.5 acres It boarders on two sides creating a beautiful and very peaceful setting. Once inside you will feel warm and comfortable while being able to see all the beauty nature has to offer through all the windows over looking the property. Plenty of space in the kitchen to prepare a meal or relax on the deck while grilling. Relax by the camp fire or cool off in the pond. Snowmobile and atv trails through back of property.

Retreat C on Little Spider Lake (Towering Pines)

Our property offers a Peaceful Getaway in a Resort Setting on a Quiet Lake. "Great Location", "Amazing Views", "Clean", "Cozy", "Perfect", "Peaceful", "Comfortable", and "Relaxing" are what we repeatedly hear from our guests after their stay. The Heart of Vilas County Bike Trails and numerous Hiking trails are just minutes away. The #5 Snowmobile/ATV trail runs across the front of the property along Hwy 51 and we are surrounded by many area lakes and the Northern Highland State Forest.

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.

MARO Hills

Direct access to ATV and snowmobile trails. Located a short distance from Rhinelander, Tomahawk and Merrill in the beautiful Harrison Hills. Home is fully furnished with all of the conveniences of your own home. Full kitchen, living room and dining area. 2 downstairs bedrooms and a third bedroom with its own bathroom located in the open loft area. Swim beach, fishing, hunting, hiking and unlimited recreational activities closeby. Garage available upon request.

Phelps Seclusion

Private setting in the woods close to Phelps. Great for hunting, fishing, snowmobiling, ice fishing, skiing, and snow shoeing or just hanging out with friends and family. A full bathroom with shower. 2 bedrooms with 2 queen size bunk beds sleeps 8. Pets welcome, especially hunting dogs. A circle driveway that accommodates 2 or more boat or snowmobile trailers. We even had a trucker with a 53 foot trailer park here.

Twin Lake A-Frame

A-frame cabin located in Wisconsin’s northwoods. Property has 3 bedrooms, 1.5 bathrooms, brand new heating and appliances, and is located directly on 600+ miles of snowmobiling trails. Perfect place to get away from city life, relax, and spend time outdoors. Great for snowmobile and ice-fishing trips this winter. Snow removal included for guests.

Comfy and Cozy by the Porkies

3 bedroom, 1 bath home with attached garage. Located in White Pine and only just a few miles from recreational areas. Lake Superior is about 6 miles to the north, Lake Gogebic is 12 miles to the south. The Porcupine Mountains Wilderness State Park is 9 miles away along Lake Superior, offering skiing, snowshoeing, hiking and waterfalls.