Vacation rentals in Westboro

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Top-rated vacation rentals in Westboro

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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 exterior of the suite features a welcoming entrance adorned with flower planters overflowing with colorful blooms. A pathway leads to the door, surrounded by lush greenery and garden plants, providing a peaceful and inviting approach to the accommodation.
Guest suite in Rhinelander
4.98 out of 5 average rating, 228 reviews

Quiet Family Suite on River near Lakes and Trails

This family-size, fully-enclosed suite with a separate entrance from the host's attached house offers all the comforts of home within 15 min. of Minocqua, Rhinelander, and premier outdoor experiences- hiking, biking, fishing, boating. Inside find bright spaces, full log beams, and a hobbiton feel; open concept living area with fully stocked kitchen, table, bunk beds, large couch, TV and Wi-Fi; bedroom with queen bed and stowed air mattress; full bath; play room. The entire suite space is yours.

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
Cabin in Merrill
4.98 out of 5 average rating, 45 reviews

Cabin Glamping Retreat– Owl’s Nest @Friedenswald

Owl's Nest is a, small cabin nestled in a park like setting. Fully insulated & heated, it stays cozy in winter & cool in summer with a fan, windows, and shade trees. (no A/C). You'll find a full-size futon bed, mini fridge, & microwave. Relax indoors or unwind in the shared open-air pavilion. The shared full bathroom with a shower is just 50 yards away in the barn. Enjoy evenings by one of the firepits or cook on the gas grill. A peaceful place with rustic charm—perfect for nature lovers!

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, 220 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
Tiny home in Medford
5 out of 5 average rating, 22 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 cottage is surrounded by lush greenery, featuring a charming exterior with white siding. A small deck presents a seating area furnished with two chairs and a grill, inviting outdoor relaxation amidst the tranquil setting.
Cottage in Phillips
4.94 out of 5 average rating, 159 reviews

Charming Cottage on Wilson Lake

With a queen bedroom, sitting room/guest room with a futon and cable tv, bathroom with shower, and a complete kitchen, it is a cozy retreat for a couple or single traveler looking for privacy and relaxation. The cottage is located on Wilson Lake, part of Phillips Chain of Lakes. There is a small beach area with a wonderful fire pit with free fire wood, picnic bench and swim raft located on the property. We offer use of our Canoes, Kayaks and a paddle board free of charge to all guests.

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.

Guest favorite
An aerial view of the living space highlights wood-paneled walls and natural light from multiple windows. A comfortable sofa faces a wood stove, while blue accent chairs are positioned nearby. A dining table and clock are visible, complementing the open layout.
Home in Chippewa Falls
4.95 out of 5 average rating, 319 reviews

Moon Bay Getaway: 2BR on Lake Wissota with Hot Tub

Come stay on a calm and quiet section of the lake. This newly renovated home on Lake Wissota makes for the perfect lake getaway any time of year. Our 2 bedroom, 1.5 bath home comes with a full kitchen, a deck overlooking the lake, private dock, fire pit, 2 queen beds, a hot tub, and a 4 season room. Explore Lake Wissota State Park or tour the Leinie Lodge. If you want to get out on the water, canoe, kayaks and paddles are included. Chippewa County Zoning Permit #09-ZON-20200667

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.

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
4.93 out of 5 average rating, 14 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!

Top guest favorite
A covered patio area features a round metal table surrounded by four chairs. The table holds a potted plant filled with vibrant purple flowers. Green grass and trees can be seen in the background, enhancing the peaceful outdoor setting.
Cabin in Brantwood
4.99 out of 5 average rating, 85 reviews

Woodland Retreat Countryside Cabin

Rural Setting 2-1/2 Miles of Wide Hiking Nature Trails: Marked ATV Roads on Town Roads & County Roads 9 miles to Ice Age Trail & Tim's Hill Huge yard for Parking Easy Access into Cabin, No Steps Wifi Roku Two Sources of Heat 1. Wall Furnace 2. Pellet Stove Window air-conditioner Please, No pets allowed. 9 Miles to Tim's Hill (Highest Peak in Wisconsin) Prentice- 9 Miles Phillips - 25 Miles Tomahawk - 25 Miles Ogema - 25 Miles Willow Lake - 13 miles

Popular amenities for Westboro vacation rentals