Rent a Ski Chalet in Sunnyside:【 PREMIUM 】Rent By Owner

Sunnyside Ski Chalets

10.0

Exceptional

(36 Reviews)

Crossroads Country Cottage

2 Guests 1 Bedroom 1 Bathroom

Family Friendly Cottage

Fireplace/Heating
Balcony/Terrace
Kitchen

GB £90/Night For 7 Nights GB £628

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Hilltop Hideaway, Pacific Northwest charm & luxury

10.0

Exceptional

(2 Reviews)

Hilltop Hideaway, Pacific Northwest charm & luxury

1194.79 ft² 6 Guests 2 Bedrooms 2 Bathrooms

House

Oceanfront
Fireplace/Heating
Ocean View

GB £112/Night For 7 Nights GB £784

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Highly Rated

9.0

Exceptional

(100 Reviews)

Scott Creek Farm

1 Bedroom 1 Bathroom

Family Friendly Bed & Breakfast

Balcony/Terrace
Kitchen
Parking

GB £92/Night For 7 Nights GB £643

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Price Dropped

10.0

Exceptional

(32 Reviews)

All the Views: A Private BnB with VIEWS

2 Guests 1 Bedroom 1 Bathroom

Family Friendly Apartment

Fireplace/Heating
Balcony/Terrace
Kitchen

GB £115/Night For 7 Nights GB £804

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The Owls Nest with Hot Tub and Forest Views!

10.0

Exceptional

(1 Review)

The Owls Nest with Hot Tub and Forest Views!

1399.31 ft² 4 Guests 2 Bedrooms 1 Bathroom

Family Friendly House

Hot Tub
Fireplace/Heating
Parking

GB £222/Night For 7 Nights GB £1,553

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Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard

10.0

Exceptional

(13 Reviews)

Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard

4 Guests 2 Bedrooms 2 Bathrooms

Family Friendly House

Fireplace/Heating
Balcony/Terrace
Kitchen

GB £155/Night For 7 Nights GB £1,085

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9.2

Exceptional

(9 Reviews)

The Place To Be; With A Hot Tub!

1603.82 ft² 8 Guests 3 Bedrooms 2 Bathrooms

House

Hot Tub
Fireplace/Heating
Parking

GB £155/Night For 7 Nights GB £1,082

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Simply Chic townhome 15 mins to PDX airport.

10.0

Exceptional

(7 Reviews)

Simply Chic townhome 15 mins to PDX airport.

1725 ft² 4 Guests 2 Bedrooms 2 Bathrooms

Family Friendly House

Fireplace/Heating
Balcony/Terrace
Pet Friendly

GB £154/Night For 7 Nights GB £1,077

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Peaceful and Elegant Cottage with Riverside View

9.0

Exceptional

(5 Reviews)

Peaceful and Elegant Cottage with Riverside View

2454.17 ft² 8 Guests 3 Bedrooms 2 Bathrooms

House

Fireplace/Heating
Parking
Internet

GB £190/Night For 7 Nights GB £1,327

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Hilltop Hideaway, cozy forest retreat, Portland

9.8

Exceptional

(38 Reviews)

Hilltop Hideaway, cozy forest retreat, Portland

1200 ft² 6 Guests 2 Bedrooms 2 Bathrooms

Ocean View House

Fireplace/Heating
Ocean View
Balcony/Terrace

GB £201/Night For 7 Nights GB £1,410

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8.3

Excellent

(82 Reviews)

Scott Creek Farm

279.86 ft² 2 Guests 1 Bedroom 1 Bathroom

Bed & Breakfast

Oceanfront
Fireplace/Heating
Ocean View

GB £82/Night For 7 Nights GB £575

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Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

Highly Rated

9.6

Exceptional

(111 Reviews)

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

4 Guests 2 Bedrooms 2 Bathrooms

Family Friendly House

Fireplace/Heating
Balcony/Terrace
Kitchen

GB £257/Night For 7 Nights GB £1,797

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More Top-Rated Ski Chalets in Sunnyside Area

Why Choose Rent By Owner for your Sunnyside Ski Chalets?

What makes our Ski Chalets 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.

Popular Areas for Sunnyside Ski Chalets

Where are the best neighborhoods to stay in Sunnyside?

When choosing where to stay in Sunnyside, Oregon, consider neighborhoods that offer easy access to outdoor activities and stunning mountain views. Staying in areas close to the ski slopes ensures a convenient and enjoyable experience during your visit. These neighborhoods provide a peaceful retreat while still being near the main attractions of Sunnyside.

Southgate

Situated in the heart of Milwaukie, this neighborhood offers convenient access to a variety of outdoor activities and local amenities, making it an ideal choice for those seeking comfort close to natural beauty. Here, you can find a selection of reliable ski chalets that enhance your stay in the region, ensuring a seamless booking experience.

View 232+ Rentals in Southgate

Best Times to Visit Sunnyside

When should you plan your Ski Chalets stay?

Understanding the optimal time to visit here can help you enjoy the best skiing conditions and ensure your stay in the area’s welcoming accommodations, making it ideal for planning your trip to this destination’s sought-after ski chalets.

Peak Season Highlights

Winter (December to February)

This is the most popular time to visit for winter sports enthusiasts looking to enjoy the best snow conditions.

Average Temperature Daytime: Around 30°F to 40°F - Nighttime: Below freezing, often 20°F or lower

Spring Break (March to April)

A favored period for those seeking late-season snow activities combined with milder weather.

Average Temperature Daytime: Mid 40s°F to low 50s°F - Nighttime: High 30s°F to 40°F

Off-Season Highlights

Late Spring (May to June)

During this period, the area experiences reduced crowds and warmer temperatures, ideal for off-season stays.

Average Temperature Daytime: High 50s°F to mid 60s°F - Nighttime: In the 40s°F

Early Fall (September to October)

This quieter season offers cooler weather and fewer visitors, perfect for a peaceful retreat in the region.

Average Temperature Daytime: Mid 60s°F to low 70s°F - Nighttime: In the 50s°F

Weekly Weather Forecast for Sunnyside

How to Book Your Sunnyside Ski Chalets

What's our booking process?

Our platform allows you to browse a curated selection of ski chalets. 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 Sunnyside

More Top-Rated Ski Chalets in Sunnyside Area

Common Ski Chalets Amenities

What amenities can you expect?

Our Ski Chalets 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 spacious outdoor patios or decks, perfect for soaking in the mountain views after a day on the slopes.
Make the most of covered or open-air grilling areas to host cookouts during your stay.
Take advantage of private or shared fire pits for cozy evenings under the stars.
Benefit from accessible exterior parking spaces, ensuring convenient arrivals and departures.
Experience well-maintained walking trails or pathways surrounding the property for outdoor exploration.
Relax in lush landscaped gardens or outdoor seating areas designed for rest and socializing.
Utilize storage areas for outdoor gear like skis, snowboards, or bikes to keep your equipment organized and secure.

Top Attractions Around Sunnyside

What attractions are nearby?

In this area, you can enjoy a variety of outdoor activities such as skiing, snowboarding, and scenic winter hikes just moments from your cozy ski chalets, providing the perfect setting for an active and memorable stay.

Family Activities

Family skiing adventures: Enjoy a day on the slopes suitable for all skill levels, making it an ideal activity for families staying in Sunnyside's cozy ski chalets.
Snowshoeing and winter hikes: Explore the scenic winter trails nearby, offering a fun outdoor experience that allows everyone to appreciate the area's natural beauty.
Local ice skating rink: Spend quality time at the community ice skating rink, providing entertainment and active fun during your stay here.
Visit to local parks and playgrounds: Discover the accessible parks and playgrounds perfect for children, giving families a relaxing place to unwind after a day of outdoor adventures.

Adult Activities

Hiking and Nature Walks: Explore scenic trails that wind through the surrounding region, offering breathtaking views and a peaceful escape into nature.
Local Dining Experiences: Enjoy a variety of dining options in the area, where local cuisine provides a perfect way to unwind after your outdoor adventures.
Snow Sports and Winter Activities: During the winter months, take advantage of nearby slopes for snowboarding, cross-country skiing, and snowshoeing to make the most of the season.
Wildlife Watching: Discover opportunities to observe native wildlife in their natural habitat, making for a memorable experience during your stay here.

Other Places to Stay in Sunnyside, OR

Kaiser Permanente Sunnyside Medical Center

Explore 141 Properties

More Places to Stay Near Sunnyside

Sunnyside Travel Tips

How Can You Make the Most of Your Stay?

Arrive Early to Enjoy the Serenity: Planning your trip to the area early in the day allows you to settle into your Sunnyside, Oregon accommodation and start exploring before the crowds arrive.
Take Advantage of Local Winter Activities: Make the most of your stay by engaging in the region's winter sports and outdoor pursuits, ensuring a memorable experience in this scenic destination.
Explore Nearby Dining Options: Although your ski chalet provides comfort, venturing out to local eateries offers authentic flavors and a taste of the area's hospitality.
Plan Your Transportation Ahead: To maximize your time here, arrange for reliable transportation options, especially during peak skiing season when accessibility can be affected.

Transportation Options

Personal Vehicle: Having your own car offers the flexibility to explore the region at your own pace, especially convenient when traveling to and from ski chalets in Sunnyside, Oregon.
Public Transit: Local bus services provide an economical way to reach key spots around this destination, making it easier to access nearby amenities and ski areas.
Shuttle Services: Shuttle options are available for direct transfers between popular points and your ski chalet, ensuring a comfortable journey during your stay.
Taxis and Rideshares: Taxis and ride-hailing apps offer quick, reliable transportation throughout here, perfect for spontaneous trips or when convenience is a priority.

Local Customs Options

Respect for Nature: Visitors typically observe a strong local ethic of preserving the natural landscape, emphasizing trash disposal and minimal environmental impact during your stay.
Community Hospitality: Warm welcomes and friendly interactions are customary here, making your visit to the region feel more like an invitation into a close-knit community.
Local Food Traditions: The area values traditional food practices, so trying regional dishes and supporting local markets enhances your cultural experience.
Reverence for Outdoor Activities: Engaging in outdoor pursuits like skiing and snowboarding is deeply rooted in the local customs, encouraging respectful enjoyment of nature’s winter beauty.

Frequently Asked Questions About Sunnyside Rental Ski Chalets

1. What are the top Ski Chalets in Sunnyside?

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

2. How many Ski Chalets are available in Sunnyside?

Currently, the total number of properties listed by RBO in 2026 is over 143 in the Sunnyside area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Sunnyside. 

3. What is the cancellation policy for booking ski chalets in this area?

Cancellation policies vary depending on the individual property listing. It is recommended to review the specific rental terms and conditions directly on the listing page or contact the property owner for detailed information.

4. Are there any age restrictions or requirements when reserving a ski chalet here?

Age restrictions, if any, are specified within each property listing. You should check the details on the listing or reach out to the host to ensure your reservation complies with all requirements.

5. How do I find available dates and secure my booking for a ski chalet in this region?

Availability calendars are provided on each listing. To secure your stay, follow the booking process outlined there and confirm your reservation by submitting all required information through the platform.

6. What amenities are typically included in a ski chalet here?

Amenities vary by property but often include features such as fully equipped kitchens, heating systems, Wi-Fi, and parking. Check each listing carefully to see the specific amenities offered for your selected stay.

7. Is it possible to make special requests or accommodations for a ski chalet booking in this destination?

Special requests can sometimes be accommodated; however, you should communicate directly with the property owner or manager before confirming your reservation to discuss any specific needs.