Annandale Ski Chalets

Cottage
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like-icon10.0
Exceptional
(8 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
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US $408/Night 7 Nights - US $2,853
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House
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like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 3 Baths 9 Guests 2152.78 ft²
  • View
    View
  • Air Conditioner
    Air Conditioner
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US $493/Night 7 Nights - US $3,452
Hotel
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like-icon7.8
Very Good
(319 Reviews)
1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
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US $105/Night 7 Nights - US $735
Condo
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like-icon9.6
Exceptional
(75 Reviews)
2 Bedrooms 1 Bath 6 Guests 950 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
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US $246/Night 7 Nights - US $1,719
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House
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like-icon9.3
Exceptional
(3 Reviews)
2 Bedrooms 1 Bath 6 Guests 527.43 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
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US $273/Night 7 Nights - US $1,909
House
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like-icon9.4
Exceptional
(13 Reviews)
2 Bedrooms 1 Bath 6 Guests 530 ft²
  • Parking
    Parking
  • Pool
    Pool
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US $379/Night 7 Nights - US $2,652
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House
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3 Bedrooms 3 Baths 12 Guests 2798.62 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
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US $385/Night 7 Nights - US $2,695
House
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like-icon10.0
Exceptional
(93 Reviews)
4 Bedrooms 2 Baths 15 Guests 3100 ft²
  • Parking
    Parking
  • Ocean View
    Ocean View
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US $863/Night 7 Nights - US $6,041
New
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House
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3 Bedrooms 1 Bath 8 Guests 1399.31 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
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US $494/Night 7 Nights - US $3,459
House
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like-icon10.0
Exceptional
(51 Reviews)
4 Bedrooms 3 Baths 10 Guests
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
US $613/Night 7 Nights - US $4,292
Hotel
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like-icon6.8
Good
(56 Reviews)
5 Baths 340.14 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
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US $133/Night 7 Nights - US $931
Cabin
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like-icon10.0
Exceptional
(46 Reviews)
3 Bedrooms 1 Bath 6 Guests
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
US $349/Night 7 Nights - US $2,443

Discover & compare premier experiences around Monticello

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Annandale Ski Chalets?

What makes our Ski Chalets special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Annandale

When should you plan your Ski Chalets stay?

Choosing the optimal time to visit here ensures you experience the best skiing conditions and availability of trustworthy ski chalets in this region, making your vacation planning both seamless and enjoyable.

Peak Season Highlights

winter
Winter (December to February)

Experience the peak of winter here, when snowfall transforms this destination into a perfect setting for enjoying ski chalets. The region's cold temperatures and snow-covered landscapes create ideal conditions for skiing and snowboarding enthusiasts.

Average Temperature Daytime: 20°F to 30°F - Nighttime: 0°F to 15°F
spring
Spring Holidays (March to April)

During this period, the area attracts visitors seeking late-season skiing adventures. The weather begins to warm slightly, but the snow remains reliable for outdoor winter activities in the region.

Average Temperature Daytime: 30°F to 45°F - Nighttime: 10°F to 25°F

Off-Season Highlights

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Late Spring to Early Summer (May to June)

As the snow melts away and warmer weather arrives, this is a quieter time to enjoy the natural beauty of the area without the crowds. It's an excellent season for scenic views and outdoor exploration outside of ski season.

Average Temperature Daytime: 55°F to 70°F - Nighttime: 40°F to 50°F
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Fall (September to November)

During these months, the region offers stunning autumn foliage and cooler temperatures, making it suitable for peaceful retreats away from the busy ski season. This is an ideal time for those seeking tranquility and scenic drives.

Average Temperature Daytime: 50°F to 65°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Annandale

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

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

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 outdoor fire pits to cozy up during chilly evenings after a day on the slopes.
  • Take advantage of spacious decks or patios with stunning views of the surrounding landscape.
  • Make use of well-maintained gardens or landscaped yards perfect for relaxing outdoors.
  • Access private or shared docks if you're interested in water activities on nearby lakes.
  • Utilize outdoor grilling areas to prepare meals while enjoying the fresh air and scenic surroundings.
  • Benefit from ample parking space, often including designated spots for recreational vehicles or boats.
  • Explore nearby trails or paths suitable for hiking, biking, or snowshoeing, right from your accommodation.
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Family Activities

  • Explore Lake Annandale: Spend quality time with your family by enjoying the tranquil waters and scenic surroundings of Lake Annandale.
  • Visit Green Lantern Adventure Park: Engage in fun-filled outdoor activities suitable for all ages at this popular park in the area.
  • Discover local nature trails: Take a family hike along well-maintained trails that showcase the natural beauty of the region.
  • Enjoy fishing experiences: Cast your lines in nearby lakes and ponds, offering relaxing opportunities for both beginners and seasoned anglers.
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Adult Activities

  • Cross-Country Skiing Enjoy the peaceful, scenic trails for cross-country skiing that showcase the natural beauty of this region during winter.
  • Snowboarding Head to nearby snowboarding parks and slopes to experience adrenaline-filled days perfect for adventure seekers staying in cozy ski chalets.
  • Ice Skating Discover local outdoor ice skating rinks that offer a charming setting for adults to practice their skills or simply enjoy a leisurely glide.
  • Winter Hiking Explore well-maintained winter hiking trails which provide a tranquil way to appreciate the crisp winter landscape here.

Other Places to Stay in Annandale, MN

Whispering Pines Golf Course

Annandale Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Arrival and Departure Times: Coordinate your schedule to maximize your time on the slopes and enjoy the tranquility of this destination without last-minute rushes.
  • Explore Local Winter Activities: Take advantage of nearby snow-covered trails and outdoor pursuits to add variety and adventure to your stay in the region.
  • Book Early for Peak Season: Secure your preferred ski chalets well in advance during busy months to ensure a seamless and stress-free vacation experience.
  • Pack Appropriately for Cold Weather: Bring layered clothing, essential winter gear, and waterproof accessories to stay comfortable and safe while exploring here.

Transportation Options

  • Public Transit You can utilize the local bus services that connect the area with surrounding towns and cities, making it a convenient option for exploring the region without a car.
  • Rental Cars Renting a vehicle offers the flexibility to explore Annandale and its scenic surroundings at your own pace, especially useful for accessing nearby outdoor activities.
  • Taxi and Rideshare Services Taxi companies and rideshare options like Uber or Lyft provide quick, door-to-door transportation throughout this destination, ideal for short trips or when arriving at accommodations.
  • Private Shuttle Services Some providers offer private shuttle arrangements, allowing you to travel comfortably from major airports directly to your ski chalets in the nearby area.

Local Customs Options

  • Hmong New Year Celebrations: Participating in local Hmong New Year festivities offers a unique glimpse into the area's rich cultural heritage and community spirit.
  • Traditional Minnesotan Cuisine: Sampling regional dishes such as wild rice casserole and walleye fish fry reflects the area's culinary traditions rooted in local ingredients.
  • Ice Fishing Customs: Engaging in ice fishing customs during winter months provides an authentic experience of outdoor winter recreation in this region.
  • Community Events and Festivals: Attending local festivals showcases the friendly hospitality and communal values that define the area's social fabric.

Annandale Ski Chalets Frequently Asked Questions

2. How many Ski Chalets are available in Annandale?

Currently, the total number of properties listed by RBO in 2026 is over 69 in the Annandale area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Annandale. 

3. What is the cancellation policy for booking a ski chalet in this destination?

The cancellation policy varies depending on the individual owner and listing. You should review the specific cancellation terms outlined in the property listing or contact the owner directly for detailed information.

4. Are there any specific requirements or restrictions when booking a ski chalet here?

Restrictions such as age limits, minimum stay requirements, or pet policies are typically listed within each property's details. It's advisable to read these carefully or reach out to the owner to ensure your plans align with their rules.

5. How do I secure my reservation for a ski chalet in the area?

Reservations are confirmed through the booking process on the listing page. You may need to provide payment information and agree to the terms set by the owner. For any special requests or questions about the booking, contacting the owner directly can be helpful.

6. What amenities can I expect at a ski chalet in this region?

Amenities vary by property but often include essentials like Wi-Fi, parking, kitchen facilities, and heating. To find accommodations with specific features, review the property descriptions or contact owners for detailed amenities information.

7. What should I know about checking in and out of a ski chalet here?

Check-in and check-out procedures are specified in each listing. Usually, owners provide instructions for a smooth arrival and departure. If you have particular timing needs or questions, reaching out before your stay ensures a seamless experience.

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US $344/Night 7 Nights - US $2,405