Holiday rentals in Pearl Lake

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Top-rated holiday rentals in Pearl Lake

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Top guest favourite

Home in Hancock

5 out of 5 average rating, 42 reviews

Sauna | Hot Tub | Cold Tub | 13 min to Sand Valley

Welcome to Cedar Sands, our A-Frame resort style oasis 10 miles (13 min drive) to Sand Valley Golf Club on 4 acres of forest. Our year-round outdoor sauna, ice bath, hot tub, and firepit are the perfect amenities to create a wellness spa atmosphere after a long day on the course, trails, or lake. The property nestles up to a trout stream you can fish at the back of the lot. Inside, enjoy our hardwood floors, electric fireplace, coffee bar, and more to make your time away as relaxing as possible.

Top guest favourite

Dome in Wisconsin Dells

4.98 out of 5 average rating, 113 reviews

Dells Domes - Riverview Escape - Glamping Dome 4

Staying in a dome amidst nature is a unique experience. The circular structure offers an amazing view of the surroundings, with peaceful sounds of rustling leaves, chirping birds, and a flowing river below. The cozy dome has a queen size bed, night stands, a seating area, mini fridge, and a k-cup coffee maker & heater/ac. At night, the starry sky and nature's sounds lull you to sleep. Waking up, you feel refreshed, and the peaceful surroundings and breathtaking views leave a lasting impression.

Guest favourite

Cottage in Princeton

4.97 out of 5 average rating, 201 reviews

RiverFront Cottage>Private Pier>Firepit & Wildlife

Cute little cottage located right on the Fox River overlooking the peacefulness nature has to offer. Enjoy your very own private dock as well as 200 feet of river frontage surrounded by tall mature trees. Be submerged by the community of fishermen (& women) located on Puckaway Lake, surround yourself with wildlife, or paddle down the Fox River. Soak up the sun on the dock or learn how to build the best fire in the fire pit! The adventure is all around you! Which one will you be choosing?

Guest favourite

Cottage in Neshkoro

4.96 out of 5 average rating, 191 reviews

Nostalgic Lakehouse with Ferry Pontoon & 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

Loft in Amherst

4.95 out of 5 average rating, 149 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.

Guest favourite

Cabin in Wisconsin Dells

4.98 out of 5 average rating, 181 reviews

Black Fox cabin with Barrel Sauna

In a small tranquil resort community (3 cabins) located in the Wisconsin Woods! Surrounded by nature and wildlife. Deer, butterflies, and the sound of birds in the surrounding towering oak and evergreen trees will make you feel a world away while only being 10 minutes away from the energy and excitement of downtown WI Dells with a plethora of fine dining and entertainment options. If you want to disconnect this is your cabin. Huge outdoor deck for dining/ relaxation! Great for couples

Guest favourite

Home in Wautoma

4.89 out of 5 average rating, 118 reviews

Lakefront Home on quiet sandy lake! All seasons

Beautiful lakeside home with 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.

Top guest favourite

Cabin in Montello

5 out of 5 average rating, 31 reviews

Haven on the Lake

Welcome to our unique A-Frame, Haven on the Lake! -1 hour from Madison -3 hours from Chicago -30 minutes from Cascade Mountain -40 minutes from WI Dells & Devil's Head Resort Nestled on a serene, five-acre lot overlooking Willams Lake, this renovated A-frame cabin is the perfect escape for families seeking peace, adventure, and natural beauty. The cabin offers a unique blend of modern amenities and old cabin charm, creating a cozy retreat in the heart of nature.

Guest favourite

Home in Wild Rose

5 out of 5 average rating, 9 reviews

Linda's Lake House

Cabin nestled privately to provide an instant get away feel. Ideal for a family retreat at one of Waushara County full recreational lakes with 125 acres of clean water, making this ideal for swimming, boating, skiing, tubing, fishing and a large pier for hot summer days. We welcome you to enjoy our little piece of heaven. There is a hill with steps down to cabin. You can see in attached pictures. Relax with family at this peaceful place to stay!

Top guest favourite

Cabin in Wautoma

4.97 out of 5 average rating, 68 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. 🌊 Panoramic views of Little Hills Lake 🛶private dock on crystal clear lake 🐾 Pet-friendly 🛁 Hot tub ⛷️ 15 minutes to Nordic Mountain for skiing & tubing 🍽️ Great dining and shopping minutes away in Wautoma 🚗 1.5 hrs from Madison | 2 hrs from Milwaukee | 3.5 hrs from Chicago

Guest favourite

Home in Wautoma

4.97 out of 5 average rating, 122 reviews

Lakefront, Hot Tub, Kayaks, Paddleboards, Pontoon

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.

Top guest favourite

Flat in Waupaca

4.97 out of 5 average rating, 174 reviews

Contemporary Retreat | Steps from Chain O' Lakes

Mid-century modern meets old-fashioned hospitality. A newly (and lovingly) remodeled duplex in the lakeside hamlet of King. Just steps from the pristine Chain O' Lakes, restaurants, boat-rentals, bars, shopping and more. Perfect for cottage overflow, an extended executive assignment, or road-trippers passing through Central Wisconsin to all points beyond.