Holiday houses in Pearl Lake

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Top-rated holiday rentals in Pearl Lake

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A modern cabin exterior features a striking combination of black and natural wood finishes. Large glass panels illuminate the interior, reflecting warm light. A covered patio with seating options and a stylish hanging chair is set against a backdrop of surrounding trees.
Cabin in Wisconsin Dells
4.96 out of 5 average rating, 101 reviews

Black sheep cabin with barrel sauna. New build!

Discover peace and style in this brand-new cabin tucked away in the woods—just minutes from the Dells. Modern aesthetic and thoughtful details, this secluded retreat blends natural beauty with upscale comfort. Wake up to birdsong, sip coffee on the private patio, and unwind in a space that feels serene & sophisticated. Whether you're seeking a romantic getaway, a quiet workcation, or a base for Dells adventures, this peaceful woodland hideaway offers the perfect balance of privacy and proximity

Top Guest favourite
The dome structure glimmers in the moonlight, surrounded by tall trees that create a serene ambiance. A warm glow from a nearby fire pit reflects off the dome's surface, enhancing its unique design. The wooden platform adds a cozy touch to the natural setting.
Dome in Wisconsin Dells
4.97 out of 5 average rating, 179 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
A spacious deck extends from the a-frame cabin, surrounded by lush green trees. The deck features various seating options, including colorful chairs and a hammock. Sliding glass doors lead into the cabin, and a putt-putt green is visible on the deck.
Home in Wautoma
4.89 out of 5 average rating, 170 reviews

Quiet Lake Retreat: Speakeasy, HotTub, Escape Room

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!

Guest favourite
Cottage in Princeton
4.96 out of 5 average rating, 235 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
An A-frame cabin showcases its sloped, maroon roof amidst tall green pine trees. A wooden deck is seen at the front, featuring seating and a grill, while a shaded umbrella stands beside a stone patio for outdoor dining.
Cabin in Princeton
4.97 out of 5 average rating, 236 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
An open-concept living space is captured, featuring a modern kitchen, a dining table, and a stone fireplace. The cozy seating area invites togetherness. An inviting hot tub sits on a covered deck, surrounded by trees. A sauna made of warm wood offers an additional relaxation option.
Cabin in Baraboo
5 out of 5 average rating, 100 reviews

Sauna | Hot Tub | EV+ | Luxury | Cozy | Private

Nestled in the country, this luxurious home offers a serene escape from the hustle of city life. Enjoy two spacious bedrooms and two meticulously designed bathrooms featuring indulgent amenities, such as a deep soaking tub. A cozy living area with a stone fireplace invites relaxation, while a gourmet kitchen beckons culinary adventures. Outside, soak in the hot tub, grill up some dinner, share stories around the fire, or watch the sunset from the sauna, all amidst nature's embrace.

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, 128 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
Cottage in Neshkoro
4.96 out of 5 average rating, 168 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
A long, private pier extends over calm waters, with a small boat docked nearby. Two children are joyfully leaping from the edge of the pier. A foam swimming raft is visible on the water, surrounded by lush greenery lining the lakeshore.
Cabin in Wautoma
4.98 out of 5 average rating, 107 reviews

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. 🌊 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 ⛷️ 15 minutes to skiing & tubing at Nordic Mountain 🚗 1.5 hrs from Madison | 2 hrs from Milwaukee | 3.5 hrs from Chicago

Top Guest favourite
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
4.93 out of 5 average rating, 106 reviews

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.

Top Guest favourite
An aerial view of the outdoor space showcases a landscaped area featuring a grassy lawn, a firepit with swings, and a gravel path. A dining table is set with chairs, inviting outdoor meals surrounded by trees, and the serene lake can be seen in the background.
Home in Wautoma
4.97 out of 5 average rating, 119 reviews

Lakefront Retreat + Water Toys + Hot Tub!

Escape to Sunrise Vista, a serene 3BR/2BA lakefront retreat on Porters Lake for 10 guests. This Wautoma, WI home features a year-round hot tub, speakeasy game room, and private pier. Enjoy peaceful water views, a fully stocked kitchen, and a dedicated fitness room. Perfect for family getaways, with seasonal watercraft and close proximity to Nordic Mountain for year-round fun. Your ultimate lakeside connection and relaxation await!

Top Guest favourite
The exterior of a modern home is framed by tall pine trees, dusted with snow. A car is parked under an attached carport on one side, while large windows provide a glimpse into the interior. The sleek design complements the serene wooded environment.
Home in Waupaca
4.99 out of 5 average rating, 156 reviews

The Raven | Modern Escape To The Woods

Welcome to The Raven, a modern escape to the woods tucked among towering pines near Hartman Creek State Park. Soak in the private hot tub beneath the stars, gather around the fire pit, hike nearby trails, or unwind with records, movies, and woodland views. Just minutes from the Chain O' Lakes, restaurants, and shops, The Raven combines contemporary comfort with the peace and privacy of the Wisconsin woods.

Popular amenities for Pearl Lake holiday rentals

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