Devil’s Head Ski Resort Vacation Rentals

Discover Your Perfect Devil's Head Ski Resort Vacation Homes

Best Vacation Homes in Devil's Head Ski Resort

Best Vacation Homes in Devil's Head Ski Resort

Rustic View Cottage in beautiful Baraboo Bluffs! Perfect for a private getaway!

Highly Rated

Cottage

Rustic View Cottage in beautiful Baraboo Bluffs! Perfect for a private getaway!

10.0

Exceptional

(158 Reviews)

2 Bedrooms 1 Bath 8 Guests 1800 ft²

US $289/Night 7 Nights - US $2,022

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Waterfront Lodi Vacation Rental on Lake Wisconsin!

House

Waterfront Lodi Vacation Rental on Lake Wisconsin!

10.0

Exceptional

(3 Reviews)

3 Bedrooms 2 Baths 8 Guests 1001.04 ft²

US $258/Night 7 Nights - US $1,806

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Wisconsin River Valley Farmhouse: Fire Pit & View

Cottage

Wisconsin River Valley Farmhouse: Fire Pit & View

1 Bedroom 1 Bath

US $237/Night 7 Nights - US $1,659

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Little House in the Big Woods on the Prairie

Highly Rated

Cottage

Little House in the Big Woods on the Prairie

10.0

Exceptional

(112 Reviews)

1 Bedroom 1 Bath 2 Guests 200 ft²

US $193/Night 7 Nights - US $1,351

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‘Happy’s Haven’ Cabin w/Gas Grill & Fire Pit!

House

‘Happy’s Haven’ Cabin w/Gas Grill & Fire Pit!

10.0

Exceptional

(1 Review)

2 Bedrooms 2 Baths 6 Guests 1097.92 ft²

US $386/Night 7 Nights - US $2,700

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Price Dropped

Hotel

Thunderbird Motor Inn Baraboo

7.6

Very Good

(491 Reviews)

1 Bath

US $68/Night 7 Nights - US $477

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Secluded Cottage with Beautiful Views on Lake Wisconsin!

Highly Rated

Cottage

Secluded Cottage with Beautiful Views on Lake Wisconsin!

10.0

Exceptional

(72 Reviews)

2 Bedrooms 1 Bath 4 Guests 700 ft²

US $277/Night 7 Nights - US $1,941

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House

Forest Escape - Quiet and Private

10.0

Exceptional

(1 Review)

1 Bedroom 3 Baths 6 Guests

US $325/Night 7 Nights - US $2,275

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House

Pinehaven Country Inn

1 Bedroom 1 Bath

US $117/Night 7 Nights - US $818

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Devils Lake, hiking & Dells near peaceful retreat

Highly Rated

Apartment

Devils Lake, hiking & Dells near peaceful retreat

10.0

Exceptional

(66 Reviews)

2 Bedrooms 2 Baths 5 Guests

US $196/Night 7 Nights - US $1,374

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House

Pinehaven Country Inn

9.8

Exceptional

(40 Reviews)

6 Bedrooms 5 Baths 12 Guests 290.62 ft²

US $158/Night 7 Nights - US $1,109

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Highly Rated

Cabin

‘Happy’s Haven’ Cabin w/Gas Grill & Fire Pit!

10.0

Exceptional

(64 Reviews)

2 Bedrooms 2 Baths 6 Guests 1100 ft²

US $331/Night 7 Nights - US $2,320

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See More Devil's Head Ski Resort Vacation Rentals

Why Choose Rent By Owner for your Devil's Head Ski Resort Vacation Rental Homes?

What makes our Vacation Rentals special?

Verified Listings

Book with confidence knowing every property meets our quality and safety standards.

Unbeatable Value

Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.

Diverse Options

From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Devil's Head Ski Resort

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as seasonal conditions at this destination influence the overall enjoyment of your stay and outdoor activities in the region.

Peak Season Highlights

Winter (December to February)

During the winter months, the region transforms into a premier destination for snow enthusiasts seeking thrilling ski experiences and cozy stays in the area.

Average Temperature Daytime: Below freezing, averaging around 20°F to 30°F - Nighttime: Typically between 0°F to 15°F

Spring Break (March to April)

As the weather begins to warm, this time attracts visitors looking to enjoy late-season skiing and outdoor activities amid scenic surroundings.

Average Temperature Daytime: Ranging from 40°F to 55°F - Nighttime: Between 20°F to 35°F

Off-Season Highlights

Early Fall (September to October)

In the early fall, the area offers peaceful retreats with fewer visitors, perfect for exploring the outdoor beauty and finding quiet vacation rentals.

Average Temperature Daytime: Between 60°F to 70°F - Nighttime: Around 45°F to 55°F

Late Spring (May to June)

With the arrival of warmer weather, the region sees fewer travelers, providing an ideal opportunity for relaxation and outdoor activities in less crowded accommodations.

Average Temperature Daytime: Ranging from 65°F to 75°F - Nighttime: Approximately 45°F to 55°F

Weekly Weather Forecast for Devil's Head Ski Resort

How to Book Your Devil's Head Ski Resort Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

Search Properties

Use our filters to find the right property that fits your needs.

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Devil's Head Ski Resort

More Top-Rated Vacation Rentals in Devil's Head Ski Resort Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

Fully-equipped kitchens with modern appliances
Comfortable living areas with flat-screen TVs
Free Wi-Fi for staying connected
Air conditioning and heating for year-round comfort
In-unit washers and dryers for convenience
Luxurious bedrooms with premium bedding
Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

Access to picturesque outdoor areas perfect for relaxing after a day on the slopes or exploring the scenic region.
Private balconies or patios with views of the surrounding forest or mountains, ideal for enjoying morning coffee or evening sunsets.
Outdoor fire pits or fireplaces to gather around and unwind in the crisp mountain air.
Well-maintained gardens or landscaped yards that enhance your overall outdoor experience.
Convenient parking areas for easy access when arriving or departing from this popular destination.
Proximity to hiking or biking trails that allow you to explore the natural beauty of the area directly from your rental.
Spaces designed for outdoor dining or barbecues, perfect for savoring meals in the fresh air with family or friends.

Top Attractions Around Devil's Head Ski Resort

What attractions are nearby?

While staying here, you can enjoy nearby skiing, snowboarding, and other winter sports at Devil's Head Ski Resort, offering plenty of outdoor activities to make your visit memorable in this scenic region.

Family Activities

Skiing and Snowboarding: Experience the thrill of hitting the slopes at this destination’s renowned ski area, perfect for family members of all skill levels.
Snowshoeing and Cross-Country Skiing: Explore scenic winter trails suitable for snowshoeing and cross-country skiing, offering a peaceful way to enjoy the region's natural beauty.
Indoor Recreation Center: Keep everyone entertained at the on-site indoor facilities, which often include arcades, game rooms, or swimming pools for year-round fun.
Family-Friendly Events and Activities: Participate in seasonal events, mountain tours, or craft workshops hosted here that create memorable experiences for families visiting the region.

Adult Activities

Snowboarding and Skiing: Experience thrilling slopes and well-maintained trails that make this destination a premier spot for snow sports enthusiasts staying in nearby vacation rentals.
Snowshoeing and Cross-Country Skiing: Embark on peaceful journeys through scenic cross-country trails that showcase the tranquility of the surrounding landscape.
Night Skiing and Snow Tubing: Enjoy exhilarating night-time activities that let you extend your adventure under the starry sky, perfect for those seeking lively entertainment in this area.
Spa and Wellness Services: Unwind after a day on the slopes with relaxing spa treatments offered at local resorts, providing a rejuvenating experience near your vacation rental.

Devil's Head Ski Resort Travel Tips

How Can You Make the Most of Your Stay?

Plan Ahead for Ski Season: Schedule your visit during the peak winter months to enjoy optimal snow conditions at this popular Wisconsin ski destination.
Choose the Right Accommodation: Opt for spacious vacation rentals nearby to have convenient access to the slopes and amenities of the area.
Explore Local Dining Options: Take advantage of nearby restaurants and cozy eateries after a day on the snow, immersing yourself in the regional culinary scene.
Utilize On-Site Activities: Make the most of the available winter activities beyond skiing to enhance your stay at this renowned Wisconsin destination.

Transportation Options

Personal Vehicle: Traveling by car offers flexibility and convenience for exploring the region surrounding this scenic destination.
Shuttle Services: Local shuttle options provide easy transportation to and from the area, making it simple to access popular spots without hassle.
Public Transportation: Bus routes serve key points in the region, offering an affordable and reliable way to get around the destination.
Taxi and Rideshare Services: Taxis and rideshare apps present a quick and convenient way to navigate here without the need for personal transport.

Local Customs Options

Welcoming Community Spirit: Locals here value friendliness and often greet visitors with warmth, reflecting the region’s close-knit atmosphere.
Respect for Nature: It’s customary to honor the scenic beauty of this destination by practicing eco-friendly habits and preserving outdoor spaces.
Traditional Seasonal Celebrations: Participating in seasonal festivals and local events is a common way to embrace the area’s rich cultural heritage.
Enjoying Local Cuisine: Sharing meals at community gatherings or dining at regional eateries offers a taste of the area's distinct culinary traditions.

Devil's Head Ski Resort Vacation Rental Frequently Asked Questions

1. What are the top vacation rentals in Devil's Head Ski Resort?

There are a lot of options in Devil's Head Ski Resort. If you plan on staying in the Devil's Head Ski Resort area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Devil's Head Ski Resort:

2. How many Rentbyowner vacation rentals are available in Devil's Head Ski Resort?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 114 in the Devil's Head Ski Resort area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Devil's Head Ski Resort. 

3. What is the cancellation policy for vacation rentals near Devil's Head Ski Resort?

The cancellation policies vary by property, so it's important to review the specific listing details or contact the owner directly to understand the terms applicable to your booking.

4. Are there any additional fees I should be aware of when booking a rental in this region?

Additional fees such as cleaning fees, service charges, or security deposits are typically outlined in the property listing. For exact details, it’s best to consult the listing or reach out to the host.

5. How do I secure my reservation at a vacation rental close to Devil's Head Ski Resort?

Reservations are confirmed once you complete the booking process and payment. To ensure your stay, follow the instructions provided in the listing and communicate with the property owner if needed.

6. What amenities can I expect from vacation rentals in this destination?

Amenities vary per property but often include essentials like Wi-Fi, kitchen facilities, and parking. For specifics, always review the property listing or contact the host directly.

7. Is there a minimum stay requirement for bookings during peak ski season?

Minimum stay requirements may apply during busy times or holiday periods. Check the individual listing details or contact the owner to confirm the length of stay needed.