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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Top guest favorite
The home is framed by lush greenery and a variety of trees, surrounded by vibrant flower beds. Natural light filters through the leaves, casting gentle shadows on the yard. The house, two stories tall, is partially visible through the foliage, adding to the tranquil rural setting.
Home in Sheldon
5 out of 5 average rating, 16 reviews

Country paradise

Brand new home. Amish built kitchen cabinets and stairs, balcony overlooking the living room. Take it easy at this unique and tranquil getaway located in a rural setting surrounded by crop fields and wildlife. Marked UTV town roads and trails Marked snowmobile trails. Many hunting and fishing opportunities are prominent throughout the area. located close to the Chequamegon National Forest and Miller dam Flambeau river. Flambeau River state park. The Jump River and Lake Holcomb, seasonal fun

Guest favorite
Cabin in Westboro
4.96 out of 5 average rating, 23 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, 122 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
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 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, 215 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
The rustic log cabin is framed by green grass and a curved stone pathway leading to a covered porch. An American flag gently waves in the breeze. Seating is provided with several black chairs arranged around a firepit near the water's edge, surrounded by trees.
Cabin in Sheldon
4.93 out of 5 average rating, 103 reviews

Lincoln Log Cabin perched along the Jump River.

Welcome to The Lincoln Log! You'll love the log details, large deck, stamped patio, quiet river mornings, & firepit nights! Shallow river is home to bass, crawfish, frogs, & turtles w/eagle sightings! Cabin is a loft design with a queen bed, & two twins (not a lot of privacy). Close to ATV trails with Country store & bar/food about 1 mile. Near Lake Holcombe, & surrounding areas. Base price is for 2 guests. The Eagle's nest is an adjacent unit (sleeps 6). Inquire w/host to book both units.

Guest favorite
A tranquil lake is depicted, showcasing smooth, mirror-like waters reflecting surrounding trees and sky. The image is taken from a kayak, with the front of the kayak in view, leading the gaze towards the peaceful shoreline and lush greenery.
Tiny home in Medford
5 out of 5 average rating, 11 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
Cabin in Ogema
4.93 out of 5 average rating, 27 reviews

The Prayer Cabin 60 Acres Most Incredible View

This serene cordwood timber-frame cabin perched high on a hill near Timm's Hill is pure magic. The winding driveway bordered by massive stones sets the tone for total tranquility on 60 private acres. Step inside to gorgeous natural woodwork, radiant in floor heat and a cozy loft overlooking the open lower level with jaw dropping views in every direction. Tucked away in the quiet town of Hill, this unique north-woods gem feels worlds away yet right next door to Wisconsin's highest point.

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
5 out of 5 average rating, 19 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, 106 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.

Superhost
Home in Rib Lake
4.9 out of 5 average rating, 10 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
Cabin in Brantwood
4.99 out of 5 average rating, 79 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

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Taylor County
  5. Westboro