Vacation rentals in Westboro

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Top-rated vacation rentals in Westboro

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

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Guest favorite
A vintage cabin is presented with a light green exterior nestled among trees. A patio area features a picnic table and a barbecue grill, surrounded by a spacious yard of green grass. Large windows invite natural light into the cabin.
Cabin in Westboro
4.94 out of 5 average rating, 32 reviews

North Harper Lake Heaven

Take a break and unwind at this peaceful vintage lake cabin. Nestled in the Northwoods of Wisconsin on North Harper Lake, a deep 55-acre private lake. The clear water is ideal for swimming, kayaking and paddle boarding, with many amenities included in your stay. Fish include panfish, bass, walleye, northern pike, and a few musky. Located near thousands of acres of federal, state, and county public lands, this area offers an abundance of wildlife and year-round outdoor recreational opportunity.

Top guest favorite
The cabin is set among lush greenery, featuring a sturdy wooden exterior and a welcoming front deck adorned with railings. A staircase leads to an inviting entrance, while a neatly stacked firewood pile is visible underneath. The large yard provides a spacious area for outdoor activities.
Cabin in Medford
4.98 out of 5 average rating, 127 reviews

Cozy two bedroom log cabin on a peaceful lake

Relax with the whole family or some friends at this peaceful place to stay. Kayak, fish, and swim in the lakes. Sit around the fire, play yard games, rest in the hammock, or watch a movie. There are plenty of ways to keep the kids active inside and outside. This cabin includes a game table, sandbox, board/card games, art supplies, kayaks, row boat, and fishing poles. Make many memories together skipping rocks, catching fireflies, eating smores, taking in the beautiful views, and sharing laughs.

Top guest favorite
A calm lake view is captured from the dock, featuring clear blue water reflecting the bright sky. Lush trees line the opposite shore, creating a serene backdrop for outdoor activities.
Home in Merrill
4.99 out of 5 average rating, 219 reviews

Big Bear’s Den - On Lake Alexander

This spacious home is located on beautiful Lake Alexander just west of Merrill, Wisconsin. Enjoy the tranquil view year-round as you plan the many activities that this location offers. You bring the boat, and we'll supply the dock. Throw in your ski's or wakeboard, and don't forget your fishing poles! Three pound small mouth bass are not uncommon and the monster's of fresh water fish, the musky, are plentiful. Add in walleyes, crappies, northern pike and this location is a fisherman's dream!

Top guest favorite
A log cabin is situated amidst a snowy landscape, framed by tall trees. A wide staircase leads up to the spacious front deck, featuring wooden railings and an inviting entrance. Large triangular windows accentuate the upper level, reflecting the muted light of a cloudy sky.
Cabin in Tripoli
5 out of 5 average rating, 29 reviews

Relaxing Log Cabin on Willow Lake WiFi, AC

Willow Lake Retreat is a secluded get away with modern conveniences of WiFi and AC. Willow Lake offers a sandy shoreline for swimming, fishing, and kayaking. Located in the heart of the North woods, enjoy snowmobiling and riding ATV/UTVs directly from the cabin. Hike the trails of the Chequamegon National Forest. Cook and enjoy dinner on the back deck overlooking Willow Lake while experiencing the sights and sounds of nature. Willow Lake is only a short drive from Minocqua and Tomahawk.

Top guest favorite
Tiny home in Medford
5 out of 5 average rating, 21 reviews

Luxury Lakefront Tiny Home with WiFi & Kayaks

Escape to a romantic lakefront tiny home (est. 2025) on peaceful Sackett Lake, perfect for couples, quiet getaways, remote work, and unplugged weekends. Wake to lake views from the queen bed, sip coffee by the water, paddle the calm non-motorized lake, and relax by the fire pit under the stars. Inside, enjoy Starlink Wi‑Fi, a full kitchen, heated bathroom floors, self check-in, and the comforts you need. Outside, enjoy kayaks, a private dock, fire pit, and peaceful lakefront surroundings.

Top guest favorite
The charming log cabin features a combination of natural wood and painted siding, showcasing a welcoming entrance door. A covered porch extends to one side, accompanied by outdoor seating and a lush green landscape, inviting guests to relax in the natural surroundings.
Cabin in Westboro
4.96 out of 5 average rating, 27 reviews

Cabin Between the Lakes

Reconnect with nature, history, & yourself as you explore central Wisconsin in this adorable log cabin nestled in between two lakes. Available all year round, this property includes access to a private 55-acre lake (North Harper Lake) with a screened-in deck, two piers, multiple watercraft, and a raft. Directly across Rustic Road 1 is a public boat launch and beach on South Harper Lake. Countless hiking, cross-country skiing, snowshoeing, UTV, & biking trails are only a few miles away.

Top guest favorite
A modern cabin is set among tall trees, featuring a spacious wooden deck with stairs leading up to it. Large windows offer views into the interior, while warm lighting creates a welcoming atmosphere as dusk approaches.
Cabin in Park Falls
4.91 out of 5 average rating, 114 reviews

National Forest Lakeside Retreat

Escape to this beautiful cabin nestled in the woods on a serene lake. With its cozy layout and large windows, you'll feel right at home surrounded by nature's beauty. Enjoy breathtaking views of the dark sky at night and wake up to the peaceful sounds of the National Forest. Explore endless adventures with hiking, ATV, and snowmobile trails just steps away. Unwind on the deck and take in the tranquility of this hidden gem. Book your getaway now and experience the ultimate retreat.

Top guest favorite
A spacious living room is characterized by vaulted ceilings and large windows that provide ample natural light. A stone fireplace serves as a focal point, complemented by comfortable seating arranged around a decorative area rug. Wood paneling enhances the cozy atmosphere.
Home in Tomahawk
4.96 out of 5 average rating, 118 reviews

Spacious Lakefront Lodge, Kayaks/Canoes Included!

Escape to your own piece of the serene Tomahawk Northwoods at the Eagle Waters Lodge! Nestled on the tranquil Spirit River Flowage, this stretch of water has almost nine miles of premier fishing, boating, and kayaking (kayaks and canoes included with your stay). Endless family memories are waiting right out the back door! If relaxing is in your itinerary, unwind in the 3400 sqft. lodge in our theater room or our screened-in porch. Enjoy the best of Tomahawk in comfort!

Guest favorite
The exterior of a spacious yellow house is surrounded by greenery, with an expansive deck visible on the upper level. Large windows allow natural light to enter, and the entryway is flanked by ferns and landscaped features, offering a welcoming appearance to guests.
Home in Rib Lake
4.92 out of 5 average rating, 13 reviews

The Gasthaus

Spacious, comfy home provides the perfect setting to enjoy all the beauty of the Northwoods! A serene pond wraps around the house and wildlife abounds! With easy accessibility to the Ice Age National Scenic Trail as well as many other hiking trails, this property is ideal for those who love the outdoors! If fishing is your passion, fish are plentiful in area lakes, just a short drive away. Spend some time outdoors and then relax in comfortable surroundings!

Guest favorite
A cozy living area features comfortable leather seating arranged around a glass-top coffee table. Large sliding doors lead to a lakeside deck, allowing natural light to brighten the space. Wood paneling and beams create a warm atmosphere, complemented by a ceiling fan.
Cabin in Tomahawk
5 out of 5 average rating, 29 reviews

Lakeside Cottage on the Water-Lake Nokomis

Relax with your family or as a couple at this peaceful place to stay. Water access to Restaurants and an Ice Cream shop Campfire by the Lake Kayaks included for the whole family Fish off the private dock Less than 0.5 miles to the Bear Skin Trail for hiking/running/biking Easy access to snowmobile and ATV trails Less than 1 mile to three outstanding restaurants - Bootleggers Lodge (Supper Club) - Tilted Loon Saloon - Billy Bob’s Sports Bar and Grill

Top guest favorite
The cabin exterior features a rustic wooden façade with a maroon metal roof. A stone pathway leads to the front door, flanked by charming flower pots. Framed by lush greenery, two windows on either side allow natural light to illuminate the entrance.
Cabin in Birnamwood
5 out of 5 average rating, 100 reviews

Spruce Haven

Enjoy your vacation in this lovely, open concept cabin tucked away in the northwoods! There is a half mile lane winding through the woods that leads to it. It comfortably sleeps 6 guests in its two bedrooms, and full size mattress in the cozy, low-ceiling loft. This cabin is surrounded by a large yard, with a gazebo and firepit. The gazebo has a grill, with a table and 6 chairs. If you love the quiet woods setting, this will definitely be a favorite!

Guest favorite
A rustic A-frame cabin is situated among lush trees, overlooking a quiet lake. A spacious wooden deck leads down to a sandy beach area. A gathering of people is seen near the cabin, enjoying the outdoor setting, with several steps connecting the various levels.
Cabin in Rib Lake
4.83 out of 5 average rating, 42 reviews

Cozy A-Frame cabin on quiet lake

This location offers a beautiful, clean lake for swimming and fishing, a private beach with a dock, sunrises on the water, nearby hiking trails, and a rustic cabin. The cabin is located on South Harper Lake, known for wonderful swimming and great fishing for musky, largemouth bass, walleye, and panfish. While the lake is only 72 acres and generally very quiet, people enjoy tubing, skiing, jet skiing, canoeing, and kayaking here.

Popular amenities for Westboro vacation rentals