Pet-friendly holiday rentals in Waushara County

The rustic log cabin is illuminated warmly by outdoor lights, nestled among tall trees in a tranquil forest setting. A pathway is visible, leading toward the inviting entrance, which features wooden accents and a spacious porch. The scene captures the peaceful ambiance of the surroundings at dusk.

5 out of 5 average rating, 20 reviews

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.

4.96 out of 5 average rating, 24 reviews

A hot tub is positioned on a stone patio overlooking Big Silver Lake, surrounded by lush greenery and tall trees. Nearby, outdoor seating options are visible, along with a table set for dining, all with inviting views of the tranquil water.

Home in Wautoma

Luxury Lakefront! Hot Tub & Arcades! Sleep 24!

Silver Lake Estate is a stunning mansion on Big Silver Lake's shores in Wautoma. With amazing views & spanning 6,300 sq ft, it's ideal for family, friends, or corporate retreats. Up to 24 guests w/ 7 bedrooms, 8 bathrooms, 2 chef's kitchens, 2 wet bars, 2 cozy living spaces, game & music rooms, luxurious amenities, it promises comfort. Outside, enjoy private sandy beachfront/lakefront, patio, pier, hot tub & fire-pit! Boating, skiing, fishing, and more await - your perfect vacation destination!

The lake house exterior is set against a backdrop of trees and a clear blue sky. A stone walkway leads to an entrance, while a deck is visible on the upper level. Snow blankets the ground, creating a serene winter scene.

4.96 out of 5 average rating, 76 reviews

Pet Friendly | Lakefront |Near Nordic | Fireplace

Now booking cozy winter and holiday stays! Enjoy skiing and tubing at nearby Nordic Mountain (Opening Nov 28) or try ice fishing on peaceful Alpine Lake before warming up by the fire. This spacious, pet-friendly lakefront cabin features a fully stocked kitchen with island seating, two living areas, fireplace, a fun game room with pool table, foosball & arcade games, and a large yard with beautiful lake views—comfort and adventure in every season. Decorated for Christmas in December & January.

4.95 out of 5 average rating, 223 reviews

A welcoming living area features a large circular table in the center, surrounded by comfortable seating. Natural light streams through multiple windows, highlighting the wooden accents and beams in the ceiling. A bookshelf displays various items, adding warmth to the space.

Cottage in Neshkoro

Nostalgic Lakehouse with VHS, Nintendo & Hot Tub

This thoughtfully restored 1960s cottage sits on peaceful Spring Lake: perfect for swimming, fishing, and creating nostalgic memories lake with your family. Outside you'll enjoy a beautiful private backyard with a hot tub, paddle/solar-powered pontoon boat, yard games, fire pit, fishing poles, and dock. Inside you'll make lifelong nostalgic memories with the huge selection of 1980/90s video games, Goosebumps books, board games & VHS films. Centrally located in an activity-filled area of WI!

4.95 out of 5 average rating, 88 reviews

A spacious cabin is visible, featuring a large porch and multiple windows that reflect the surrounding nature. A lush garden with colorful flowers frames the property, while tall grass and trees create a serene backdrop. The structure includes a detached garage, suggesting ample space.

Cabin in Fremont

Wisconsin Waterfront Getaway

Cabin on Lake Poygan channel! Direct access to the lake, with two boat lifts and docks for all your water toys. Kayak, stand up paddle board, or just relax by the fire (indoors or out) while the lake life washes over you. All modern furnishings, one king bed, one queen, three bunks and a trundle. Fish from the dock or take the water toys out to the lake. Lake Poygan is over 14000 acres of fun. Winter offers ice fishing, ice skating, and snow mobiling (snow mobile trail accessable by lake).

Superhost

A serene view is offered of Deer Lake, framed by tall pine trees. The tranquil water reflects the blue sky, creating a peaceful atmosphere. The shoreline is visible in the distance, with a gentle slope leading to the water's edge.

4.84 out of 5 average rating, 49 reviews

Whispering Pines on Deer Lake in Wautoma

Lake home on Deer Lake! Beautifully updated and furnished 4 BR, 2 BA lake home in charming Wautoma. Situated on a large, wooded lot with a wrap around deck overlooking the lake. Relax with the whole family at this spacious lake home with access to Hills Lake, (full wake) for additional boating fun. Enjoy the large deck, fire pit and grilling out. Close to restaurants and bars, as well as 2 golf courses. Kayaks, row boat, and small fishing boat with electric motor included!

A cozy A-frame home is surrounded by a winter landscape, blanketed in fresh snow. Soft yellow light spills from a window, illuminating the walkway and patio area. The structure features stone accents and is framed by leafless trees, creating a serene winter atmosphere.

4.98 out of 5 average rating, 91 reviews

A-Frame on Lake w/Hot Tub. Close to Shops&Dining

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 Nordic Mountain for skiing & tubing (Open for Dec 2025) 🌊 Panoramic views of Little Hills Lake 🐾 Pet-friendly 🛁 Hot tub 🛶 Private dock and raft on crystal clear lake 🚤 Motorboat rentals available 🍽️ Great dining and shopping minutes away in Wautoma 🚗 1.5 hrs from Madison | 2 hrs from Milwaukee | 3.5 hrs from Chicago

4.94 out of 5 average rating, 94 reviews

A spacious kitchen and dining area feature wooden cabinetry and a large island with bar seating. Stainless steel appliances are present, along with a dining table that accommodates several chairs. Natural light fills the space through nearby windows, enhancing the warm wood tones throughout.

Home in Wautoma

Lakefront property/Downhill skiing/Hot tub!

We are Jonathan and Gail Steidl, the owners of Lakeside Escape. We have found the perfect vacation home and would like to share it with you! This has been a vacation home for many years and hundreds of families have left wonderful reviews, we love hearing about your awesome memories. Please follow us on our page on F.B. at "Lakeside Escape" for daily news. Update! Kitchen remodeling project is complete and we could not be more happier with the outcome. Enjoy!!

4.94 out of 5 average rating, 102 reviews

A firepit area is surrounded by several chairs, with strings of warm lights illuminating the space. Tall trees provide shade, while the river view showcases greenery along the banks, creating a serene outdoor setting ideal for gatherings.

Cottage in Wautoma

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.

4.88 out of 5 average rating, 43 reviews

A dining table with four chairs is situated on the deck, accompanied by a charcoal grill. The backdrop features mature trees and a clear view of the lake, enhancing the outdoor dining experience.

Home in Wild Rose

Wild Rose Retreat

The perfect relaxing getaway. A quiet location with mature trees, a hot tub, lake view, & lake access within walking distance. The property offers 2 bedrooms; one with a master bed & the other with two twins. We offer 2 TV's with high speed internet & streaming services. Large deck of the front of the home to enjoy a view of the lake. A 2nd deck at the rear of the homes leads to the forest & the hot tub. Come ready to relax and enjoy the lake.

5 out of 5 average rating, 35 reviews

A charming A-frame cabin is surrounded by winter scenery, displaying a spacious deck with railing. The yard features cut wooden logs arranged in a circular fire pit area, and patches of snow cover the ground among fallen leaves. Tall trees border the property, enhancing the natural setting.

Cabin in Wild Rose

Peaceful getaway fenced yard lots of space a-frame

Relax with the whole family at this light and bright peaceful place to stay! For the adventuring family and friends bring your water toys so you can enjoy the surrounding lakes and boat, waterski, swim or hike. Pinecone Place is a quick 10 minute drive to Nordic Mountain, perfect for winter skiing or tubing! When your done playing for the day relax by the campfire and enjoy the stars or enjoy an evening in gathered around the fireplace.