Holiday houses in Westboro

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 provides stunning 360-degree views from various 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.

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.

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.

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.

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!

Sylvan Chalet, Modern, Lakefront, Close to Trails

Built as a winter or summer escape for a couple or small group, this beautiful four season cabin is a great way to experience the Northwoods of Wisconsin in a modern, well-appointed, aesthetically rich space designed with relaxation in mind. Cabin is brand new as of January 2024. Host is 14 year "superhost" This is a default "no pets" cabin, however certain sizes and breeds are allowed by permission only. We have a NEMA 15-40R outlet for level 2 EV charging. You bring chord and adapter

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.

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.

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.

Behind The Pines 2, Spacious Home Away From Home

This is a spacious, beautiful home away from home! We are located about a 1/4 mile away from gorgeous Lake Holcombe. Nestled away behind the pines :) The area offers plenty of out door activities, year round. Take a walk on the quiet, peaceful lakeshore, or jump on the trails just down the road for some OTR fun. There is also the well known ice age hiking trail close by. We do offer maps located on your welcome stand to help you navigate our great community.

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!

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