Holiday rentals in Westboro

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.

Hayward Haus, Modern Design w/ Classic Experience

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 This cabin was built in 2021 and host is 13 year "superhost" This is a default "no pets" cabin, however exceptions can be made with permission and a fee. Inquire with host. NEMA 15-40R outlet provided for level 2 EV charging. You bring chord and adapter.

Cozy Forest Cabin–Pooh’s Hideout @Friedenswald

Pooh’s Hideout is a unique, small cabin nestled beside Owl’s House. Fully insulated & heated, it stays cozy in winter & cool in summer with AC. Inside, you'll find a handcrafted futon that converts into a full-size bed with storage. The shared full bathroom with a shower is just 50 yards away in the barn. Relax indoors or unwind in the shared open-air pavilion. Enjoy evenings by one of our firepits or cook on the gas grill. A peaceful place with rustic charm—perfect for nature lovers!

Toad Hollow Loft

Looking for a quiet, private space to get away? Toad Hollow Loft is located in the woods of north central Wisconsin. Small, clean lakes for fishing and swimming are nearby. You will be surrounded by giant maples and will have a treetop view from your deck, which is a great spot for bird-watching! We offer a wood burning sauna upon request. Ski & snowshoe trails are out your back door! Our loft rental space is above our detached garage, separate from our home and completely private.

Come stay at Hazel Hill Co.

Enjoy a relaxing vacation at our newly built Timber frame Lake House. We are located right next to Timms Hill, the highest point in Wisconsin, with beautiful hiking trails. Visit the observation tower to get a view that stretches miles and miles. Hazel Hill is on Timms Lake which is a private no motor lake. Hazel Hill offers swimming, fishing, campfires, picnics, hiking trails, atvs trails, horse riding trails and family fun. We have available a few kayaks, 2 canoes and a paddle board.

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 outdoor recreational opportunity.

Cozy A-frame on Clear Lake

Relax and enjoy the slower pace of lake life. Catch pan fish from the dock or kayak the chain of lakes! Water not your thing? Use our Cozy A-frame as the base camp for your summer UTV trip or winter snowmobile fun, we sit right on the trail systems. This cozy A-frame built in 2005 features a fireplace, tile floor, full bath and loft area that sleeps 5. Located on Clear Lake near Medford in north central Wisconsin, just down the road from the High View supper club.

Cozy Cabin in the Woods with Wood Stove and Sauna

Spend time off the grid, exploring nature’s gifts. Roam the wooded acreage. Hike the Esker on the Ice Age National Scenic Trail/Timm’s Hill Trail, and look out over Stone Lake. Enjoy plenty of outdoor activities year-round as you are conveniently located to trails right out your door. Enjoy hiking, biking, snowshoeing, cross-country skiing, canoeing, and kayaking. You are 15 minutes away from gas station, grocery store, and restaurants.

Cozy A-Frame cabin on quiet lake

This location offers a beautiful, clean swimming and fishing lake, a private beach with a dock, sunrises on the water, hiking trails close by, 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, many people enjoy tubing, skiing, jet skiing, canoeing, and kayaking here.