Pet-friendly holiday rentals in Land O'Lakes

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

Lands End at Edge Loft-Trees Trails Tranquility

Zenny, cozy, QUIET retreat in WI Northwoods near NHAL forest wilderness. Private screened-in deck in trees: birdwatch, swing, just BE. Gas grill, firetable.WIFI, adjustable qn bed, elect FP, full fridge, kitch. 2 kayaks. 15min to 52mi Heart of Vilas paved bike trl! Mtn bike Lumberjack St Trl & logging roads, kayak/paddleboard no motors Lost Canoe Lake, fish 10 lakes-all just 5 min away! Semi-secluded yet 8mi to Boulder Junction for bike rental on the trail, coffee, ice cream, restaurants, music!

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.

Cozy Cabin Secluded in the Woods-Abundant Nature!

Cozy home features warm lighting & paint colors and creative Northwoods decorating with a modern touch. Amenities include high speed internet, stainless appliances, coffee maker, front load washer and dryer, streaming services/Apple TV, 3 flat screen TV's, 2 fireplaces , central AC and a high efficiency furnace. The home is situated on 4 wooded acres (not lakefront) off a well maintained gravel road. Very private. No neighbors in sight. Wildlife is abundant. Dogs are OK w/approval & fee.

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.

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.

Lakefront, near downtown and trails! Dog-approved

Our Breakfast at Tiffany House sits on Yellow Birch, has dock/water access for your toys, is a short walk from downtown shopping and events. You'll find everything you need, including tons of extras to make you feel at home, with lake home themes and pops of Tiffany Blue throughout. Room for parking trailers, close to snowmobile/ATV trails and snowmobile/boat rentals! We supply 2 adult kayaks, 1 children’s kayak, 2 inflatable paddle boards, and life jackets. Come Getaway With Us!

3 BR | 7 bed | Trailside | Lake Haven escape

Nestled on the shores of a crystal-clear, non-motorized lake, this charming 3-bedroom 2 bath home is your perfect escape to peace and nature. Whether you’re seeking an adventurous weekend or a relaxing getaway, our spacious rental has everything you need for unforgettable moments with family and friends. Private dock great fishing and located on all the trails making this home your go to for adventure. Come make memories with us year-round. Your lakeside haven awaits—

"Bakery Bungalow" -Sweet Accommodations & Nature !

Completely remodeled from head to toe! Located within half mile of trail system, 2 miles from historic downtown shops, on the outskirt of town (Ironwood Township=great drinking water) minutes from Big Powderhorn Mountain & Copper Peak, walking distance to Gogebic College & Mount Zion, 17 miles from Lake Superior, large private wooded yard with fire pit in summer, private parking, 1 stall garage if needed in winter. A light Bakery breakfast included with your stay!

Gorgeous Lake Gogebic Home

Lake Gogebic cabin on east shore. Generator so you will never lose power! MB with queen bed, bedroom with 3 full beds and rollaway, loft w 2 single beds. AC, 2 full bathrooms. Full kitchen with dishwasher, stove and fridge/freezer/icemaker. Beautiful sunsets, Smart TV and internet. 2 Paddleboards and 2 kayaks. Boat launch, fire ring and firewood onsite. Perfect for families and fishing getaways. We do NOT have a boat lift.

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.