Vacation rentals in Cascade Mountain

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Top-rated vacation rentals in Cascade Mountain

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Guest favourite
Aerial view of a house nestled among dense green trees, showcasing a red roof that contrasts with the surrounding foliage. The property is partially visible, with a patio area indicated by an outdoor table and chairs situated near the home.
Home in Portage
4.95 out of 5 average rating, 92 reviews

*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!

Top guest favourite
The contemporary kitchen features a large central island with a rustic wood countertop and ample seating. Expansive windows offer scenic views of the surrounding nature, while modern appliances and cabinetry provide functionality. The open layout promotes a spacious feel, complemented by polished concrete flooring.
Cottage in Portage
5.0 out of 5 average rating, 20 reviews

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.

Guest favourite
Apartment in Portage
4.9 out of 5 average rating, 183 reviews

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.

Top guest favourite
Home in Baraboo
5.0 out of 5 average rating, 53 reviews

Tree House Lodge, Baraboo Bluffs

Not just a place to stay but an experience! One of a kind, stunningly beautiful, peaceful retreat on a dead end road in the Baraboo Bluffs. Feel one with nature with more windows than walls. Listen to the owls talk to one another and see deer and turkey pass through daily. Numerous critters to see and hear whether sitting inside or out. Just minutes from Devils Lake, Devils Head, Durwards Glen, ice age trails, winery's and only 25 min from the Dells but you probably won't want to go anywhere!

Top guest favourite
The open living area features high ceilings and large windows that allow natural light to fill the space. A green sectional sofa and matching ottoman are arranged around a coffee table. A wooden dining table is visible in the background, along with a modern kitchen.
Cabin in Portage
4.95 out of 5 average rating, 132 reviews

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.

Top guest favourite
The exterior of a recently remodeled lake house showcases a modern green facade and wooden front steps leading to a welcoming porch. A large window offers glimpses of the lake, while a grassy area and utility pole are present in the foreground.
Home in Briggsville
4.93 out of 5 average rating, 198 reviews

The Lake House on beautiful Mason Lake

"The Lake House" is located on beautiful Mason Lake in Briggsville, WI. Our home is a freshly remodeled 2 bedroom, 1 bathroom lake house with 36 ft. of lake frontage. The property has a huge fenced in back yard, concrete patio and a new pier (2021) for outside fun. We can accommodate two vehicles on the black top driveway, public street parking and a large public parking lot for boat / rec. trailers right across the street. The property is also located on a ATV/UTV and snowmobile trail system.

Guest favourite
A spacious outdoor deck is furnished with a table, six chairs, and a fire table, all set beneath a large umbrella. Lush green trees surround the area, providing a private, serene atmosphere for relaxation and gatherings.
Home in Portage
4.93 out of 5 average rating, 41 reviews

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.

Top guest favourite
A spacious living area is highlighted by large glass doors that open to the outdoors, allowing natural light to fill the room. A plush green sofa complements mid-century chairs and a round coffee table. A patterned rug adds warmth beneath, while a modern ceiling fan circulates air.
Cottage in Portage
5.0 out of 5 average rating, 90 reviews

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.

Guest favourite
A spacious dining area features a wooden table set for six, adorned with lace placemats and a floral centerpiece. The open layout leads to a cozy living room, highlighted by comfortable seating and large windows allowing natural light to brighten the space.
Home in Portage
4.94 out of 5 average rating, 126 reviews

Grandma's House: Summer Vacation Time!

Welcome to Grandma's House, a single level home nestled in the beautiful hills of Caledonia, between Portage and Baraboo. Three bedrooms, sleeps 8, full kitchen, dining room, living room and an attached 2-car garage. Just 4 miles from I90/94, Grandma's House enjoys easy access to Portage, Baraboo and Wisconsin Dells. Renovations include, new vanity mirror in bathroom, new queen hide-a-bed with memory foam mattress (no bar at the back), and new queen bed with pillow- top mattress.

Guest favourite
Cabin in Merrimac
4.92 out of 5 average rating, 278 reviews

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!

Top guest favourite
Home in Portage
5.0 out of 5 average rating, 67 reviews

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!

Superhost
A cabin crafted from light wood is presented, featuring a covered porch with a railing. Two white outdoor chairs are positioned on the gravel surface in front. A fire pit is visible nearby, and greenery surrounds the cabin, providing a natural setting.
Cabin in Portage
4.75 out of 5 average rating, 16 reviews

Park Cabin 60

The newest addition to our resort, the Park cabins offer guests a fresh stay at Sky High Camping Resort. This cabin sleeps 6 in two bedrooms with one full and two twin beds as well as a pull out couch in the living area. The Park cabin has a kitchen complete with a full fridge, a cooktop, microwave, toaster, and coffee pot as well as dishes and utensils available for your use. Additionally, this cabin has a bathroom with toilet, sink, and shower.

Popular amenities for Cascade Mountain vacation rentals