Holiday rentals in Land O'Lakes

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Top-rated holiday rentals in Land O'Lakes

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Cabin in Phelps
4.99 out of 5 average rating, 134 reviews

Lakeside Loft, Roof Deck + Sauna

Wanderloft, designed by architect David Salmela, combines modern Scandinavian design with the natural beauty of Wisconsin's Northwoods. Located on one of Vilas County's highest points, this cabin offers stunning 360-degree views from multiple levels, overlooking Manuel Lake and 9.4 acres of land. Beyond its striking design, Wanderloft is defined by its profound sense of peace and quiet - where natural beauty and thoughtful architecture create space for rest, creativity, inspiration, and renewal.

Guest favourite
The living room features a comfortable seating arrangement, including a spacious sofa and two accent chairs. A coffee table is positioned centrally. Large windows allow natural light to fill the room, while plush carpeting covers the floor. Table lamps provide additional lighting.
Cottage in Conover
4.97 out of 5 average rating, 156 reviews

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

Top guest favourite
A single-story cottage is nestled amongst tall green trees. A wooden deck leads to the entrance, which is framed by a modest ramp. The exterior features light-colored siding and a sloped roof, with a grassy yard and a wooden fence partially surrounding the property.
Cottage in Watersmeet
4.93 out of 5 average rating, 120 reviews

Cozy home located amidst area sights & activities

Our cottage is a base camp from which to enjoy the beauty of the north woods. Plan your winter to snowmobile, ice fish, downhill or cross-country ski and hike. In summer make it a get-a-way for fishing, kayaking, canoeing, or ATVing. Venture out to the numerous waterfalls, hike the Ottawa National Forest or Sylvania Wilderness, view the scenic Porcupine Mountains, drive through the Keweenaw peninsula. Autumn is the time to take fall color tours, ATV, & hunt. Slow internet - high speed coming

Top guest favourite
An aerial view captures the log cabin nestled among lush trees. The exterior features warm wood tones and a spacious deck with seating. A well-maintained gravel driveway leads to the entrance, with landscaped areas surrounding the home, enhancing the tranquil Northwoods setting.
Cabin in Harshaw
4.98 out of 5 average rating, 232 reviews

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.

Top guest favourite
The exterior of the cabin showcases a spacious wooden structure set against a backdrop of trees. A large lawn extends before the building, with a welcoming porch area and a two-car garage visible on the right side.
Cabin in Watersmeet
4.97 out of 5 average rating, 114 reviews

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.

Top guest favourite
A lakeside deck features a wooden table surrounded by four chairs, with views of the water and trees in the background. The serene setting invites relaxation and offers a peaceful spot to enjoy the natural surroundings.
Guest house in Land O' Lakes
4.94 out of 5 average rating, 86 reviews

North Woods Pristine Lake Paradise!

** Note - This wonderful northwoods cabin rents for a minimum of 3 consecutive nights. ** Your own private guest cabin on 6 private acres overlooking crystal clear Big Portage Lake. Sand beach, canoes, kayak, great lake views! Refrig, coffee maker, microwave and toaster, but no kitchen (great restaurants nearby). Come and go as you please. Host is usually on property, residing in main house. Kids over 8 years welcome. NO pets, jet-skis, ATVs, fireworks, loud music or powerboats, please.

Top guest favourite
The exterior of the home is surrounded by trees, showcasing a wooden deck with steps leading down to the yard. Large glass doors provide access to the interior from the deck, while sunlight filters through the leaves overhead.
Home in Hazelhurst
4.96 out of 5 average rating, 178 reviews

Country Serenity Within Miles of Many Activities

This is a two-bedroom, two-bath home in a serene setting with close access to many local amenities. One bedroom has a king, one a queen, and there's a queen and twin sleeper sofa in the living room. Fully remodeled kitchen. Large deck facing the woods with a grill and fire pit. Located on the Bearskin Trail for walking, biking, and snowmobiling! Close to many lakes and attractions. Easy access from the highway, but on a quiet dead end road. Free WIFI/Smart TV. Ready to make memories!

Top guest favourite
Yurt in Boulder Junction
5 out of 5 average rating, 13 reviews

'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!

Top guest favourite
A sitting area features a futon draped with a cozy blanket, complemented by colorful accent pillows. A spacious bed with a patterned coverlet is positioned nearby, while a countertop with bar stools creates an inviting space for dining or gathering.
Tiny home in Saxon
4.97 out of 5 average rating, 296 reviews

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.

Guest favourite
A rustic cabin is showcased among tall trees, featuring a stone facade and a welcoming covered porch. Sunlight filters through the leaves, creating a serene outdoor environment. A separate storage shed is visible nearby, enhancing the property’s charm.
Cabin in Phelps
4.98 out of 5 average rating, 47 reviews

La Vita e Bella (Life is Good) Dogs welcome

View of N Twin Lake, walking distance to bar/restaurant & convenience store. Around the corner from boat landing with small swimmable beach with picnic table & bench. Bring your boat, fishing poles, kayaks or snowmobiles for year round fun. N Twin Lake is famous for large Walleye, Musky, Bass & Panfish. Full rec lake. Boat rental available nearby. Fish cleaning station, kayaks/stand up paddleboard (seasonally), beach towels and coolers to use. Free parking with room for boat.

Top guest favourite
A spacious living area features a comfortable sofa adorned with a textured throw and an accent pillow. A patterned armchair complements the decor. Natural light enters through large windows, enhancing the warm wood tones of the cabinetry and illuminating the artistic wall hanging.
Flat in Boulder Junction
4.97 out of 5 average rating, 104 reviews

Lively Lofts at Aqualand - Apt #1

A unique getaway experience awaits you. The lively Lofts of Aqualand are located above the Ale House overlooking the outdoor patio. These unique lofts feature an elegant bedroom with a full kitchen, living room, and bathroom with a jacuzzi tub for relaxation. Located in downtown Boulder Junction with a bike path and snowmobile trails outside your window for easy access. Shopping, art, and other restaurants are within walking distance. Good times await you!

Top guest favourite
A charming house with a warm wood exterior sits nestled among tall trees. An American flag is displayed at the front, and a well-maintained garden with colorful flowers enhances the inviting appearance. A gravel driveway leads up to the entrance, providing easy access.
Cabin in Eagle River
4.98 out of 5 average rating, 135 reviews

Cozy Northwoods Getaway

All the comforts of home away from home. Outdoor patio with grill and fire pit, just minutes away from historical downtown Eagle River, Minutes away from Eagle River Chain of Lakes. Property located on snowmobile/ATV trail. Plenty of room for parking vehicles/trailers/boats and whatever else you decide. Beautiful quite setting on 2.5 acres of wooded land. Perfect place to unwind and relax. Great house for family vacation, guys weekend or girls night out.

Popular amenities for Land O'Lakes holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Vilas County
  5. Land O'Lakes