Holiday rentals in Pearl Lake

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Top-rated holiday rentals in Pearl Lake

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Top guest favourite
A cozy log cabin is surrounded by a winter landscape, with a blanket of snow covering the ground. Several outdoor seating options, including a picnic table and benches, are visible amidst the snow. Firewood is stacked nearby, contributing to the inviting atmosphere.
Cabin in Adams
4.94 out of 5 average rating, 466 reviews

Cozy Log Cabin in the Woods

Adams County TRH License #7333 Welcome to the Lucky Dog Cabin! Nestled in the trees, our charming log cabin is located 25 minutes North of the Wisconsin Dells and less than 10 minutes from Castle Rock Lake, Wisconsin River, and Quincy Bluff State Park. Come relax, unplug, and get away from it all. Enjoy the fresh air, starry nights, and peaceful nature sounds. Our 9 acre property offers a beautiful trail that leads to gorgeous sunset views, through the forest. A true nature-lover's paradise!

Superhost
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
4.93 out of 5 average rating, 228 reviews

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!

Top guest favourite
A spacious studio apartment is highlighted by a large, unique chandelier above the bed. Natural light floods the area through multiple windows, illuminating the polished wooden floors and cozy seating arrangement. The open layout includes a kitchenette visible in the background, enhancing the inviting atmosphere.
Loft in Amherst
4.96 out of 5 average rating, 182 reviews

Tiny Town Bakery Flatlet

Ever wanted to see what goes on in a commercial bakery? Imagine waking to the aroma of baking bread and cinnamon rolls? Get a bird's eye view into the kitchen of the Village Hive Bakery Kitchen while staying in the newly renovated "flatlet". Salvaged & repurposed building supplies used to create a unique studio apartment above the bakery retail. Guests can enjoy the retail farmhouse table and comfortable seating space by the Main Street picture window. Cooking/baking classes available.

Top guest favourite
The exterior of the barn features a sleek black facade with white trim, including multiple windows that allow natural light to enter. A wooden fence provides privacy, and the entrance is marked by a simple white door. Lush greenery surrounds the barn, enhancing its rustic charm.
Cabin in Princeton
4.99 out of 5 average rating, 122 reviews

Private Riverfront, Converted Barn *EV Charger*

Fox River Barn is located in a picturesque setting with stunning views of the Fox River in Princeton, WI. This 1940s barn has been lovingly converted into a comfortable living space with modern features and amenities, making it the perfect retreat for a romantic getaway or a peaceful escape from the city. Inside, the bones of the barn are present. From beams and rafters on the main level to the tall, gable barn ceiling. Just imagine all the different ways the barn had been used over time.

Guest favourite
The A-frame cabin is surrounded by mature pines, featuring a spacious lawn with a fire pit and several blue adirondack chairs. A charcoal grill is visible, and the deck includes umbrellas for shade, offering an inviting area for outdoor relaxation.
Cabin in Princeton
4.97 out of 5 average rating, 231 reviews

A-frame in the Pines

"Up North" cabin decor with modern amenities. Cute A-frame cabin nestled amongst mature red & white pines. Outside space to run & play or relax by the campfire or fireplace inside. Chargrill available. Bring your own charcoal. Living room with TV, dining area, kitchen & pantry, bathroom, & bedroom with a queen size bed on main level. The "loft" upstairs has 2 bedrooms, 1 with 2 twin beds , & the other space with a queen size bed and a reading area that opens up to your own private balcony.

Top guest favourite
The exterior of a cabin is depicted, featuring large windows framed by wood. Warm light emanates from within, revealing a cozy interior with a lamp and seating. Snow covers the ground, and icicles hang from the roof, creating a serene winter scene.
Cabin in New London
4.99 out of 5 average rating, 111 reviews

Secluded Cabin with Sauna

Place yourself in nature. Put down your phone and pick up a book. Clear your mind, focus on your breath, connect with your inner self. Sleep like you’ve never slept before accompanied only by the sound of owls and wind in the pines. The Belden Farm offers land that is a true retreat. Enjoy the privacy and quiet of our cabin in the woods. Extensive, well-maintained trails for hiking, skiing or Fattire biking lead you through towering hardwoods, cathedral white pines, and golden meadows.

Top guest favourite
The cabin features a welcoming front porch with a swing and a picnic table. A charcoal grill is positioned nearby, set against a backdrop of lush greenery. The exterior is adorned with wood siding and large windows, creating a pleasant connection with the surrounding nature.
Cabin in Hancock
4.96 out of 5 average rating, 228 reviews

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.

Guest favourite
A cozy seating area showcases a wood-burning stove set against a rustic brick wall. A warm plaid blanket is draped over a plush sofa, while a small side table holds a book and a glass of wine. Soft light filters through large windows, highlighting the inviting atmosphere.
Cottage in Neshkoro
4.96 out of 5 average rating, 156 reviews

Pet Friendly Antique Schoolhouse with Fenced Yard

Pond Lily is truly a unique stay; a historic schoolhouse among tranquil surroundings. Beautiful traditional craftsmanship meets all the comforts of a modern home. Pet friendly with a fenced yard. A well-stocked kitchen makes for easy home-cooked meals. The layout is ideal for small groups looking to enjoy a peaceful getaway. Snuggle up by the wood-burning fireplace in the cold months or enjoy the firepit in the warm weather. For the outdoorsman, public lands are 5 minutes away.

Top guest favourite
The inviting interior features a wooden ceiling and walls, with a cozy wood-burning stove providing warmth. A comfortable seating area includes a traditional sofa, rocking chair, and two wooden chairs. A dining table sits adjacent, surrounded by patterned rugs and softly lit lamps.
Cabin in Coloma
4.95 out of 5 average rating, 148 reviews

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.

Top guest favourite
The modern exterior of the home is framed by tall pine trees, with a carport extending to one side. Clean lines and dark siding give the structure a contemporary look. A gravel driveway leads up to the entrance, inviting guests into a serene wooded setting.
Home in Waupaca
4.99 out of 5 average rating, 119 reviews

The Raven

Nestled in a quiet, wooded neighborhood, The Raven boasts all the comforts and conveniences of home while offering the peace that only comes when you get away from it all. We're just ten minutes from charming restaurants, local shops, the chain of lakes, and only five minutes from Hartman Creek State Park and the Ice Age National Scenic Trail. Whether to relax, to recharge, or to explore, welcome to your modern escape to the woods. Welcome to The Raven.

Top guest favourite
An outdoor fire pit area is surrounded by lawn chairs and hanging hammocks, offering a relaxing atmosphere by the lake. The calm water is visible in the background, complemented by lush greenery and a nearby dock with boats.
Home in Wautoma
4.96 out of 5 average rating, 142 reviews

Cozy Couples Escape | Hot Tub + Fireplace

Nestled by the lake, our cozy summer retreat sleeps 7 and offers sunny views, a hot tub, and an outdoor firepit with firewood. The pier is in for the season, and a pontoon boat is included May–September (weather permitting). Enjoy 2 kayaks, 2 paddleboards, & a pedal boat for fun on the water. With modern interiors and relaxing outdoor spaces, it’s the perfect place to unwind and enjoy lake life.

Guest favourite
The cabin's exterior showcases a dark wood facade with large windows framed by lush greenery. A welcoming porch is adorned with comfortable seating, offering a peaceful entry point into nature.
Cabin in Wisconsin Dells
4.96 out of 5 average rating, 228 reviews

Black Fox cabin with Barrel Sauna

Tucked in the peaceful Wisconsin woods, our three-cabin retreat offers the perfect blend of nature and comfort. Surrounded by towering trees, deer, and birdsong, you'll feel worlds away—yet just 10 minutes from downtown Wisconsin Dells. Ideal for couples, the cabin features a spacious deck for relaxing or dining outdoors. A perfect spot to unplug, recharge, and reconnect.

Popular amenities for Pearl Lake holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Waushara County
  5. Leon
  6. Pearl Lake