Pet-friendly holiday rentals in Boulder Junction

Lakefront Chalet w/Pontoon

Perfect year-round family getaway! Luxurious 3-story chalet sits on 15+ acres with 770’ of lake frontage on Lucy Lake. 2 kitchens to accommodate large families, dog run/kennel, private walking trails, sandy lake bottom ideal for wading, private dock for fishing, basketball hoop, swimming & kayaking. In winter there's snow shoeing, ice fishing, and sledding (bring your own equipment) on property. Close to cross country skiing/skijoring trails & snow mobile trails. EV Charging Station (NEMA 14-50)

Hemlock Heaven

Following all CDC and Airbnb cleaning procedures for Covid-19. Come enjoy this cozy secluded cottage on the beautiful crystal clear 4-Lake Presque Isle Chain. Class A muskie fishing along with trophy walleye, small and large mouth bass. Plenty of pan fish for the kids too. The place is nestled into one of the last Virgin stands of 100' hemlocks left in the state, part of the Van Vliet Hemlock States Natural Area. The area is great for hiking, biking and any outdoor activity you can think of.

Cottage on High Lake

Dog-Friendly Lakefront Cottage w/ Dock, Kayaks, Canoe, and Snowshoes Experience everything the Boulder Junction area has to offer at this cottage located on beautiful High Lake in Land O’ Lakes. This rental is ideally situated at the gateway to year-round outdoor adventures, whether you're looking to get out on the water, explore the woods, or race through the snow. This home features lakefront access with level fisherman frontage and a private dock. At night, enjoy the wood-burning fireplace.

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.

4 Bedroom Lake Cabin w 2 Stone Fireplaces

Relax year round on beautiful, 520 acre full recreation Oxbow Lake in this 2,200 SF retreat on nearly 3 acres. 200 ft. of lake frontage with easy access to Snowmobile, CC ski and snow shoeing trails for winter and summer fun. Plenty of wildlife in the area to see as well. New Appliances/Mechanicals so you'll have a worry-free stay. Everything you need including fully supplied kitchen and 2 flatscreens. Simply show up and enjoy. 30 min north of Minocqua and just 45 min from ski resorts ⛷.

Carter Northwoods Escape Cabin

Super Quiet place in the Northwoods!This rustic cabin built in the 1950’s has it owns quirks and charm. The cabin is nestled on a private lake is exactly what you’re looking for. Privacy around cabin;untouched nature, bald eagles, deer, loons and hummingbirds. Complimentary row-boat, kayak, canoe, paddle boat and stand up paddle board for use. These 2 acres, surrounded only by trees, boasts a perfect experience of Northern Wisconsin vibes. Very quick access to the Heart of Vilas bike path.

Singwakiki - Guest Cabin on Nichols Lake

Relax with the whole family at this peaceful place to stay. The Guest Cabin is a 2 bedroom, 1 bathroom cabin on Nichols Lake 2 miles north of Boulder Junction, WI. In addition to the 2 bedrooms there is a loft (reachable by ladder) which has 5 additional beds. The Guest Cabin also has a fireplace and large screened porch facing the lake. The Guest Cabin is one of 3 cabins situated on 320 acres of family property known as Singwakiki with hiking trails and 1 mile from paved bike trails.

Spacious Pet-Friendly Lake Home with 2 Kitchens –

Charming lakefront home in Lac du Flambeau with 4 bedrooms, 4 bathrooms, private beach, and stunning lake views. Easily sleeps 13+, perfect for families and groups, it features 2 kitchens, cozy living area with gas fireplace, upper-level bunk room with 5 beds, futons, and gaming/movie area, plus a lower-level game room with foosball, Pac-Man, and air hockey. Amenities include WiFi, central AC, and firepit. Starter kit of basic supplies provided; stock up on groceries for a relaxing stay.

Charming Cabin on Manitowish Chain of 10 Lakes

This waterfront respite on the beautiful chain of lakes in Manitowish Waters, WI offers a relaxing and adventure-filled visit during any season. In summer enjoy swimming, fishing, and boating. Visit in fall for gorgeous foliage, and gear up for winter activities like ice fishing, snowmobiling, snowshoeing, and skiing. Enjoy miles of paved bike path, hiking, and wildlife throughout the year. The owner/manager lives down the street and responds quickly should any unexpected issues arrive.

Retreat B 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.

'Cedarwood' Cozy Luxury Yurt with Sauna & Wi-Fi

Our luxury yurts are fully insulated and equipped with heat, electricity, piping hot water, a full kitchen, bathroom, and a spacious living area. Relax in the 6–8 person sauna just steps away, enjoy the bonfire pit, s’mores, HBO Max, nearby trails, and free delivery for gear rentals. We’re happy to help with reservations, rentals, and personalized recommendations to make your Northwoods stay unforgettable. Furry Friends Allowed! - $40 per pet Inquire about seasonal or group discounts!

Condo on Plum Lake

We are on a 3 acre plot of land set back from Highway N with a dock on Plum Lake . We are 2 miles west of Sayner. There is a wonderful hiking and biking trail right across Hwy N in front of our place. The snowmobile trail runs there too and also down on the lake in front of us. There is a golf course up town, tennis courts and children's playground. The Sayne r Pub , uptown serves excellent food. There are several unique shops, 3 different churches and a fantastic museum.