Holiday houses in Crystal Lake

Gray Gables Airbnb

Beautiful home built in 1904, newly remoldeled. Upstairs, 4 Bedrooms (Queen size beds)with full shared bathroom. Downstairs has living room, dining room /full kitchen. Half bath/laundry room. 2 Single beds downstairs on first floor, one is a trundle bed. 5 TV’s w/ Streaming Networks. WI_FI throughout. Huge porch w/ outdoor furnishings. Plenty of off road parking. Shopping and grocery store within walking distance. Base price for 1-4 people, after that $25.00 per guests, per night up total of 10.

Lakefront Chalet • Hot Tub • Game Room • Firepit

Welcome to Talihaven Chalet—your private lakefront escape in central Wisconsin. Spot eagles and wood ducks from the deck over a cup of morning coffee. Kayak, boat or fish on the lake by day, then unwind in the hot tub or play in the fabulous game room with shuffleboard, skee-ball, ping pong and more. Sleeping up to 14, with a fully stocked kitchen, stunning surroundings, and endless indoor/outdoor activities, Talihaven is ideal for families and friends to relax, reconnect, and make memories!

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.

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.

Silver Lake Home with Up North Panoramic Views

Enjoy sunrise to sunset views on gorgeous Silver Lake. Have fun skiing, paddle boarding, jet skiing, swimming, fishing or just a long day on the pontoon. This home is located in recreation heaven! Relax in the hot tub, gather by the camp fire and toss a bag or two! Located 2 hours north of Milwaukee gets you here in time for a Friday Fish Fry! Hunting, Snowmobiling, Golfing and Ski Hill just minutes down the road. This Lake home is the Ultimate Up North Get-A-Way. Pontoon for rent.

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.

The 505 at Horseradish

"So yes, there IS an Airbnb above Horseradish, and you will want to stay here…forever. 

We saw it all when it was a mere concept board, and now after 4 years of going back, it’s still one of the most magical places I know. It’s been especially fun watching these plants grow 🪴." - Andrew, Milwaukee, WI “This is the most charming place! ...from interesting books to vinyl records you can play. Excellent location, and all around awesome place to stay!” - Linda, Denver, CO

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.

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.

Cabin in the woods with a pond!

Escape to Nature on 20 Private Acres! Unwind at our peaceful cabin on 20 acres of Wisconsin woods. Enjoy the private stocked pond with a kayak and paddle boat, fishing, bonfires, and trails. The cabin has 3 private bedrooms (1 king, 2 queens) plus a loft queen bed open to the living room, 2 full baths, perfect for families or friends. 30 min to Wisconsin Dells, 10 min to downtown Montello, 30 min to Cascade Mountain, 40 min to Devil’s Head Resort.

Beautiful Lakeside Home on Silver Lake

Enjoy all that Silver Lake has to offer and stunning views in this 4 bedroom 3 bath house right on the water. The shallow sandy water out front is perfect for the family or try fishing off the end of the dock. The ability to sleep up to 11 people allows the entire family to spread out and sleep comfortably while having their own space. Depending on time of year and availability, a pontoon may be available for an additional fee.

Lakefront Hot Tub | Pet-Friendly + Fire Pit

• Lakefront with private pier • Hot tub • Fun bunk room with 4 queen beds • Kayaks, SUPs, pedal boat & Lily Pad included • Fire pit with complimentary firewood • Blackstone flat-top grill & propane grill • Game room • Workout room • Sunroom with beautiful lake views • Fully stocked kitchen • Fast Wi-Fi & Smart TVs • Outdoor dining • Pet-friendly • Great fishing • Perfect for swimming, boating & relaxing