Family-friendly holiday rentals in Waushara County

Lakefront Home on quiet sandy lake! All seasons

Alpine Cottage, LLC is a Beautiful lakeside home. A wall of windows facing the lake. Giant 2-acre lot feels like you're entering the wilderness, with huge lake frontage. 40-foot deck overlooking Lake Alpine, a sand-bottom lake full of fish. Swim next to the dock (shallow). Gentle sloping path to lake- no steps. Gas fireplace to stay cozy on cool nights. Your own dock, pedalboat, canoe, kayaks, toys and forest to explore. Summer fun and 5 min. to skiing, tubing, snowshoeing, snowmobiling.

Lakefront retreat on 7 Acres! Kayak! Canoe! Spa!

Escape to the enchanting Blackberry Lodge, a rustic PET FRIENDLY Amish-built log cabin nestled in the beauty of central Wisconsin. This idyllic lakefront retreat offers a serene getaway surrounded by nature's wonders. Nestled on seven acres of pristine nature, embark on adventures along the lighted trails that wind through the property. Kayak, canoe, paddleboat, paddle board, fish, swim, EXPLORE! At night, bask in the starlight under our custom limestone firepit, and relax in our steam sauna.

Nature Getaway - Escape Room, Speakeasy & Hot Tub

This fully remodeled a-frame style cabin sits in the old forest of Lake Alpine: perfect for a family or couple getaway. Lake Escape has all the things you’d expect from a lake house getaway: lake/beach access, kayaks, canoe, swimming, fishing, hot tub, board games, yard games, dock. But, Lake Escape has so many bonus secrets hidden within! You'll discover a built in escape room, bookshelf doors, tricky puzzles, underground speakeasy, put-put golf, 90s video games, private forest, and more!

Whispering Pines of Pleasant Lake

Summer Lake Life! Large private yard. Firepit & grill. Wifi. Kitchen fully equipped. Ice Age Trail, swim, fish, canoe, bicycle routes. - comfortable mattresses with linens -fully furnished kitchen -4k flat screen tv to stream using your subscription -hike the ice age trail - Fishing -Swimming -Canoe provided -fire ring with chairs for campfire and smores -Grill, picnic table - Pleasant Lake is just 100 steps away, right out your door! -State licensed Just minutes from I-39 and Hwy. 21

Peaceful Cabin in the Woods

🌲 Welcome to Your Secluded Cabin Getaway 🌲 Escape the city and enjoy a peaceful retreat on 5 private acres in Hancock, Wisconsin, just minutes from downtown Wautoma. Surrounded by woods, our cabin offers the perfect setting to: Sip your morning coffee or an evening glass of wine on the front porch swing ☕🍷 Relax around the crackling fire pit 🔥, roasting marshmallows, and enjoying the stars ✨ This cabin is designed for comfort, relaxation, and creating unforgettable memories.

Mt. Morris Chain Waterfront Lake House

Relax with the whole family on the beautiful Mt. Morris Chain of Lakes. This 4 bedroom farmhouse style home is freshly remodeled with everything you need for a great time on the water. The property is conveniently located across the street from the Mt. Morris Mill Coffee Shop and Trading Post Bar & Restaurant. The Mt. Morris Chain of Lakes features 5 connected lakes. Water sports are permitted on multiple lakes. An optional pontoon rental can be added to the rental.

Hunter's Drift - a cozy cabin in the woods

Our quaint log cabin overlooks a small pond and is situated on 40 acres of woodland; the only other development on the property is a charming farmhouse down the lane (our home). Cozy up with a good book next to the wood-burning stove. Watch the local wildlife from a rocking chair on the covered porch. Gaze at the stars on a clear night. Visit nearby trout streams, antique stores, and local sights, then come back to this simple, well-appointed respite in the woods.

Cozy A-Frame w/a View: Fishing, Boating, Hot Tub!

Relax in peace and experience “Up North” vibes without the long drive. Perfect for families, a girls’ getaway, or a romantic retreat. ⛷️ 15 minutes to skiing & tubing at Nordic Mountain 🌊 Panoramic views of Little Hills Lake 🛁 Hot tub 🐾 Pet-friendly 🛶 Private dock and raft on crystal clear lake 🚤 Motorboat rentals available (with dropoff) 🍽️ Great dining and shopping minutes away in Wautoma 🚗 1.5 hrs from Madison | 2 hrs from Milwaukee | 3.5 hrs from Chicago

Morris Lake Summer Cottage

Fully renovated, sun-filled, open concept, super clean cottage is located on the northern shore of beautiful Mount Morris chain of lakes. This 163 acre chain of 5 lakes affords endless opportunities to swim, kayak, paddle board or fish. Water skiing and tubing are allowed only on the largest of the lakes, but there are plenty of quiet, no wake hours for fishing or a relaxing boat ride. Included are 2 kayaks, paddle board, and a rowboat with a trolling motor. . .

Shilo Woods * Escape - Restore - Reconnect

🌲 Shilo Woods – Where the Forest Heals Welcome to Shilo Woods, your serene escape tucked deep within a 95-acre private forest. This peaceful cabin sits at the end of a quiet dead end road, surrounded by towering trees, abundant wildlife, and unforgettable sunset views over a private kayaking lake. Whether you're here for a cozy retreat, outdoor adventure, or the simple joy of being away from it all, this space invites you to slow down, breathe, and reconnect.

Peaceful Bayside Cottage

Soak up the modern and vintage charm of our recently updated cottage. Cozy yet open floor plan with large windows and patio doors allow you to enjoy the peaceful view of the water and wildlife right outside your door .Our upstairs loft has 2 beds and serves as our third bedroom. Downstairs fully stocked kitchen spacious dining living area two bedrooms with plenty of closet space a laundry room with washer and dryer so you can enjoy all the comforts of home.

Pet Friendly| Lakefront| Fire Pit| Kayak| Arcade

Escape to a pet-friendly lake house with year-round adventure! 200 ft of frontage with dock, kayaks, and fire pit. Fishing is great. Inside, cozy up by the fireplace, enjoy the beverage station, or play arcade games, foosball, and pool. The family room is stocked with board games and movies for laid-back evenings. Two decks overlook the lake. Minutes from restaurants, shopping, and Nordic Mountain skiing — the perfect mix of comfort and fun!