Holiday rentals in Cascade Mountain

*NEW OWNR SPECL Private Getaway w/ Sauna + Hot Tub

Atop the hills of the Town of Caledonia surrounded by woods, a true escape for some R&R. Some of the best skiing in the area, both Cascade Mountain & Devil's Head within minutes! Expansive floor-to-ceiling windows w/sunset views. Outdoor spaces surrounded by nature, indoor hot tub & sauna, plus rec area for enjoying games by the LL wet bar. Covered patio & firepit to warm up. Close to WI Dells, Baraboo, Portage, a perfect retreat for a peaceful getaway for the whole family or a romantic getaway!

Black sheep cabin with barrel sauna

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

Peaceful, Handcrafted Retreat on WI River

Find rest, quiet, & connection to nature in our contemporary approach to a rustic retreat, set on 2 acres w/ 250 feet of WI River waterfront. Cathedral-like ceilings invite sunny mornings & community around a massive slab table. The custom kitchen island, coffee-bar, hand-poured concrete sinks, amish shiplap, kid's nook, cozy loft, timber-built bunk bed, hardwood floors, & more were designed to create a comfortable, unique, & welcoming experience that leaves guests refreshed & excited to return.

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.

Comfy Nook, 20 Minutes From Wisconsin Dells

This apartment has two bedrooms and one bath. Located in downtown Portage, just 20 minutes from Wisconsin Dells easy access to the interstate. Cascade mountain just a few minutes away. There is a driveway for off-street parking for two cars. There is a private outside stairwell entrance and keypad door lock for access. This apartment is older construction and is on the 2nd floor. The floors are squeaky and noise will carry to the lower unit. Quiet time at 10:00pm. Just a short walk to downtown.

Secluded WI River Getaway w/ Hot Tub near Golfing

Get away from daily routines & refresh by the Wisconsin River at your private & peaceful retreat located near Devil's Lake, Cascade Ski & Devil's Head Ski/Golf Resorts & WI Dells. Perfect for families w/ 9 beds, 8 person Hot Tub, 6 Kayaks (May-Oct), Ping Pong, Foosball, Darts & Outdoor Games. The modern spacious design is filled w/ natural light, luxury comforts & new furnishings w/ Chef’s Kitchen, Weber Grill, Fireplace & Solo Stove. Ask us about nearby River Islands or day trips to ski/hike.

Summer Woods Retreat Near WI Dells & Devil’s Lake

Summer brings hiking trails, wildlife sightings, and evenings under the stars. This peaceful 2.5-acre retreat near Wisconsin Dells and Devil’s Lake is perfect for families, nature lovers, and creative escapes. Enjoy a Pac-Man arcade, electric fireplace, indoor/outdoor games, yoga mats, and a dedicated workspace. Baby-friendly amenities included. With 3 bedrooms (sleeps 6), high-speed Wi-Fi, and a private deck with BBQ grill and fire table, it’s the perfect home base for your next getaway.

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.

Modern Riverview Cabin Near Devil’s Lake

Reconnect w/ nature in this beautiful modern cabin set on 2 acres overlooking the WI River. Located near Devil's Lake, WI Dells, Devil's Head and Cascade ski resorts, it is the perfect place to unwind. Bedrooms have a king bed, queen bed and four bunk beds - each w/ ensuite bathrooms. Given the bedroom w/bunk beds, we approve 6 adults or up to 8 if 2 are children. Enjoy camp fires around a Solo Stove and grilling on the charcoal Solo Stove Grill. This cabin is new w/new furnishings.

Lakeview Cabin> Unique Mid-Century Tucked in Bluff

Nestled in the bluffs of Caledonia, this cabin offers a true Wisconsin experience! Floor to ceiling windows boast amazing water views of Lake Wisconsin, all while you reside in the charm of the mid-century architecture of this cabin. Minutes from the bluffs of Devil's Lake which offer some of Wisconsin's best hiking, biking, walking trails, and swimming! Plus, a short drive from Baraboo or Wisconsin Dells, where you can check out shops, restaurants and local attractions!

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.

Sweet Farmhouse Retreat - Sun-Drenched Porch!

Historic farmhouse on a working livestock farm! Enjoy river valley views, peaceful sunporches, and likely sightings of our Belted Galloway cows & sheep. Top Nearby: ~Devil’s Lake (13mi) & Wisconsin Dells (23min) ~Skiing: Cascade (9mi) & Devil’s Head (7mi) ~Wollersheim Winery & Lake Wisconsin Relax by the firepit under the stars. 3 cozy bedrooms (Queen on main; Double/2 Twins up). Historic charm meets modern comfort. Minutes from everything, yet worlds away!