Upson, WI Resort Rentals

Upson Resorts

Million Dollar View! Whitecap Mtns Ski Resort Home

House

Million Dollar View! Whitecap Mtns Ski Resort Home

2 Bedrooms 1 Bath 6 Guests 990.28 ft²

US $420/Night 7 Nights - US $2,942

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Condo

Ski-In/Ski-Out Condo in Upson - Walk to Lake

10.0

Exceptional

(2 Reviews)

2 Bedrooms 1 Bath 5 Guests 800 ft²

US $232/Night 7 Nights - US $1,622

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Upson Ski-In/Ski-Out, End-Unit Cabin w/Fireplace!

House

Upson Ski-In/Ski-Out, End-Unit Cabin w/Fireplace!

10.0

Exceptional

(2 Reviews)

4 Bedrooms 3 Baths 12 Guests 1625.35 ft²

US $438/Night 7 Nights - US $3,064

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Hotel

Davos Chalet

8.8

Fabulous

(96 Reviews)

1 Bath

US $147/Night 7 Nights - US $1,026

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House

Million Dollar View! Whitecap Mtns Ski Resort Home

10.0

Exceptional

(1 Review)

2 Bedrooms 1 Bath 6 Guests 988 ft²

US $396/Night 7 Nights - US $2,774

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House

Ski-In/Ski-Out Condo in Upson - Walk to Lake

10.0

Exceptional

(1 Review)

2 Bedrooms 1 Bath 5 Guests 796.53 ft²

US $221/Night 7 Nights - US $1,547

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House

Ski-in ski-out 1 Bdrm Chalet w sauna on slopes & lake - sleeps 2

9.6

Exceptional

(5 Reviews)

1 Bedroom 1 Bath 2 Guests

US $257/Night 7 Nights - US $1,797

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Hotel

Davos Chalet

8.0

Excellent

(48 Reviews)

3 Baths 161.46 ft²

US $133/Night 7 Nights - US $930

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House

LAKEFRONT 2-bedroom Chateau Getaway at Whitecap Mountains Resort Unit 4

2 Bedrooms 1 Bath 6 Guests

US $281/Night 7 Nights - US $1,969

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House

LAKEFRONT 2-bedroom Chateau Getaway at Whitecap Mountains Resort Unit 3

2 Bedrooms 1 Bath 6 Guests

US $281/Night 7 Nights - US $1,969

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Ski Chalet

Ski-in ski-out 3 Bdrm Chalet w sauna on slopes & lake - Sleeps 8

10.0

Exceptional

(20 Reviews)

3 Bedrooms 3 Baths 8 Guests

US $355/Night 7 Nights - US $2,485

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House

Twin Peaks - House 2

10.0

Exceptional

(19 Reviews)

4 Bedrooms 2 Baths 10 Guests

US $514/Night 7 Nights - US $3,600

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More Top-Rated Resorts in Upson Area

Why Choose Rent By Owner for your Upson Resorts?

What makes our Resorts 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 Upson

When should you plan your Resorts stay?

Choosing the optimal time to visit here can enhance your experience, as different seasons offer unique opportunities for relaxation and outdoor activities in this destination's charming surroundings.

Peak Season Highlights

Summer (June to August)

During the warm summer months, this destination experiences its peak visitation period, ideal for enjoying outdoor activities and exploring scenic views.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F

Fall (September to October)

Autumn attracts visitors seeking vibrant foliage and pleasant weather, making it a perfect time to relax and enjoy the region's natural beauty.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Off-Season Highlights

Spring (April to May)

In spring, the area sees fewer visitors, offering a tranquil atmosphere and an excellent opportunity for peaceful retreats amidst blooming landscapes.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 30°F to 40°F

Winter (December to February)

Winter months tend to be quieter, providing a cozy environment for those looking to enjoy winter sports or escape the crowds.

Average Temperature Daytime: 20°F to 30°F - Nighttime: 0°F to 10°F

Weekly Weather Forecast for Upson

How to Book Your Upson Resorts

What's our booking process?

Our platform allows you to browse a curated selection of resorts. 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 Upson

More Top-Rated Resorts in Upson Area

Common Resorts Amenities

What amenities can you expect?

Our Resorts 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

Enjoy private access to scenic hiking and nature trails nearby, perfect for exploring the region’s natural beauty.
Take advantage of outdoor fire pits or BBQ areas for cozy evenings under the stars.
Relax in a spacious outdoor seating area or patio, ideal for soaking up the fresh air and tranquil views.
Make use of on-site picnic tables and playgrounds to enhance family outings and outdoor gatherings.
Benefit from boat docks or lakeside access if your stay is near water, offering opportunities for fishing or boating.
Experience outdoor sports amenities such as volleyball courts or tennis facilities, available at select properties.
Utilize well-maintained parking spaces with easy access to outdoor amenities, ensuring convenience during your visit.

Top Attractions Around Upson

What attractions are nearby?

In this area, you can enjoy a variety of outdoor activities such as hiking, fishing, and exploring scenic trails, making it an ideal destination for nature enthusiasts seeking a relaxing stay in nearby Upson, Wisconsin.

Family Activities

Upson Lake: You can enjoy family-friendly activities like boating, fishing, and swimming in this scenic local lake, perfect for outdoor fun.
Upson Community Park: Spend quality time exploring playgrounds, picnic areas, and walking trails designed to entertain children and relax parents alike.
Wildlife Watching: Discover the region's diverse flora and fauna with guided or self-guided wildlife viewing experiences suitable for all ages.
Nature Trails: Embark on family-friendly hikes through well-maintained trails that showcase the natural beauty of this peaceful destination.

Adult Activities

Fishing Excursions: Experience the tranquility of the region's lakes and rivers with guided fishing trips that cater to all skill levels.
Hiking Adventures: Explore scenic trails through lush forests and enjoy breathtaking views that showcase the natural beauty of this destination.
Wildlife Watching: Observe native wildlife in their natural habitat, offering a peaceful retreat for nature enthusiasts visiting here.
Boating Activities: Rent a boat or join a cruise to take in the area's stunning waterways from a unique perspective.

Other Places to Stay in Upson, WI

Whitecap Mountains

Explore 27 Properties

More Places to Stay Near Upson

Upson Travel Tips

How Can You Make the Most of Your Stay?

Plan Ahead: Research and book your preferred resorts in Upson, Wisconsin early to secure the best accommodations and gain access to exclusive amenities.
Explore Local Outdoors: Take advantage of the region's natural beauty by engaging in outdoor activities that showcase the area's scenic landscapes.
Connect with Local Experts: Seek advice from hosts or local guides to uncover hidden gems and authentic experiences during your stay.
Pack Smart: Pack appropriate gear for varying weather conditions and outdoor pursuits to ensure a comfortable and enjoyable visit here.

Transportation Options

Personal Vehicles: Traveling by your own car offers the most flexibility and convenience to explore Upson and its scenic surroundings at your own pace.
Rental Cars: Renting a vehicle in the region provides easy access to remote areas and ensures comfortable transportation during your stay.
Regional Bus Services: Local bus networks connect key points within this destination, making it a practical option for short trips and daily commuting.
Taxi and Rideshare Services: Available for on-demand transportation, these options provide quick and reliable mobility around the area whenever you need it.

Local Customs Options

Community Gatherings: Locals in this area often participate in traditional community events that foster a strong sense of camaraderie and shared history.
Festivals and Celebrations: Annual festivals highlight regional music, crafts, and local cuisine, offering visitors an authentic cultural experience here.
Respect for Nature: A deep appreciation for the surrounding wilderness encourages sustainable practices and outdoor customs among residents and visitors alike.
Traditional Crafts: Handcrafted items reflecting regional artistry are valued and often showcased at local markets and gatherings.

Upson Resorts Frequently Asked Questions

1. What are the top Resorts in Upson?

There are a lot of options in Upson. If you plan on staying in the Upson area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Resorts in Upson:

2. How many Resorts are available in Upson?

Currently, the total number of properties listed by RBO in 2026 is over 1 in the Upson area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in Upson. 

3. What is the cancellation policy for resorts in Upson, Wisconsin?

Cancellation policies vary depending on the specific resort you choose. To understand the terms and any potential fees, please review the reservation details or contact the property owner directly.

4. Are there any additional fees or charges when booking a resort in this area?

Additional fees such as cleaning, service charges, or taxes may apply. For comprehensive details, check the listing information or reach out to the host before confirming your reservation.

5. How do I make a secure reservation at a resort in Upson, Wisconsin?

Reservations are made through a trusted booking platform that ensures your information remains protected. Follow the process outlined on the listing to complete your booking securely.

6. What amenities can I expect during my stay at a resort here?

Amenities vary by property but often include essentials like Wi-Fi, parking, and outdoor spaces. Specific offerings are listed in each resort's description-review these details or contact the owner for more information.

7. Is there a minimum night stay requirement for booking resorts in this destination?

Minimum stay requirements depend on the individual property. Please refer to the specific resort listing to confirm if there are any restrictions before making your reservation.