1. USA
  2. Oregon
  3. Portland
  4. Gresham
  5. Ski Chalets

Gresham Ski Chalets

10.0
Exceptional
(9 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Kitchen
  • Parking
US $173/Night For 7 Nights US $1,208
9.9
Exceptional
(7 Reviews)
139.93 ft² 6 Guests 1 Bedroom 2 Bathrooms
Family Friendly House
  • View
  • Parking
  • Air Conditioner
US $359/Night For 7 Nights US $2,513
7.0
Very Good
(1008 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Skiing
  • Fireplace/Heating
US $95/Night For 7 Nights US $664
10.0
Exceptional
(4 Reviews)
6 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
US $302/Night For 7 Nights US $2,113
9.6
Exceptional
(21 Reviews)
602.78 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $80/Night For 7 Nights US $561
9.8
Exceptional
(39 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly Bed & Breakfast
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $88/Night For 7 Nights US $617
9.5
Exceptional
(4 Reviews)
1926.74 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Balcony/Terrace
  • View
  • Parking
US $144/Night For 7 Nights US $1,008
9.6
Exceptional
(22 Reviews)
900 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $284/Night For 7 Nights US $1,990
New
2002.09 ft² 10 Guests 4 Bedrooms 2 Bathrooms
House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $451/Night For 7 Nights US $3,155
New
450 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Kitchen
US $92/Night For 7 Nights US $643
New
2884.73 ft² 12 Guests 5 Bedrooms 3 Bathrooms
Free Cancellation House
  • Hot Tub
  • Parking
  • Internet
US $760/Night For 7 Nights US $5,321
10.0
Exceptional
(5 Reviews)
6721 ft² 20 Guests 7 Bedrooms 5 Bathrooms
Family Friendly Villa
  • Private Pool
  • Hot Tub
  • Spa
US $1,231/Night For 7 Nights US $8,614

Why Choose Rent By Owner for your Gresham Ski Chalets?

What makes our Ski Chalets special?

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

Best Times to Visit Gresham

When should you plan your Ski Chalets stay?

Timing your visit to this destination is key to enjoying optimal skiing conditions, so consider planning your trip during the winter months when the region offers ideal weather for staying in cozy ski chalets amidst stunning winter scenery.

Peak Season Highlights

spring
December to February

This is the prime time when winter sports enthusiasts visit the area for excellent snow and skiing conditions. You can enjoy your stay in cozy ski chalets while taking advantage of the region's snowy landscape.

Average Temperature Daytime: 35°F to 45°F - Nighttime: 20°F to 30°F
spring
Late March to early April

The end of the peak season offers extended daylight hours and still reliable snow cover, making it ideal for those seeking a late-season ski experience in this destination.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F

Off-Season Highlights

image
May to September

During these months, the area sees fewer visitors, offering a peaceful retreat with pleasant weather perfect for exploring local scenery and enjoying quieter stays in your chosen ski chalet.

Average Temperature Daytime: 60°F to 75°F - Nighttime: 45°F to 55°F
image
October to November

Fall marks the off-peak season where you can find more affordable rates and tranquil surroundings while experiencing the area's beautiful autumn colors without the hustle of peak skiing months.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Gresham

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 spaces with private or shared decks and patios perfect for relaxing after a day on the slopes.
  • Take advantage of nearby hiking trails and scenic overlooks to explore the natural beauty surrounding the region.
  • Make use of outdoor fire pits or BBQ grills to gather with family and friends in the fresh mountain air.
  • Benefit from easy access to outdoor gear storage, ensuring your equipment stays organized and protected.
  • Relax in outdoor seating areas designed for enjoying the peaceful surroundings of this destination.
  • Capitalize on landscaped lawns or gardens that add to the charm of your accommodation experience here.
  • Utilize outdoor recreational facilities such as tennis courts or sports areas, often available within the property or nearby.
image
image

Family Activities

  • Oregon Historical Society Museum Explore the region’s rich history through engaging exhibits that are perfect for family members of all ages.
  • Gresham Golf Course Enjoy a family-friendly round of golf on well-maintained courses in the area, suitable for both beginners and seasoned players.
  • Blue Lake Park Spend quality time outdoors at this scenic park, featuring playgrounds, walking trails, and picnic areas ideal for family outings.
  • Mount Hood National Forest Discover outdoor adventures like hiking, wildlife viewing, and nature exploration within this expansive forest near your accommodations.
image

Adult Activities

  • Hiking and Nature Walks: Explore the scenic trails around this area, offering a peaceful retreat suited for outdoor enthusiasts seeking natural beauty.
  • Visit Local Wineries: Discover the region's wine scene with tastings at nearby wineries, perfect for those wanting to indulge in local flavors.
  • Shopping at Nearby Markets: Experience the local culture and pick up unique handcrafted items or fresh produce at bustling markets in the vicinity.
  • Golfing Opportunities: Enjoy a round of golf at one of the well-maintained courses that cater to both beginners and seasoned players alike.

Other Places to Stay in Gresham, OR

Gresham Golf Course
Gresham History Museum
Gresham Pioneer Museum
Mt Hood Community College - Gresham Campus
Mt Hood Community College Planetarium
Persimmon Country Club

Gresham Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead: Secure your accommodations early, especially during peak ski season, to ensure easy access to the region's top-rated ski chalets and avoid last-minute availability issues.
  • Explore Local Trails: Take advantage of the area’s scenic trails and outdoor activities to enrich your stay beyond skiing, making your trip more memorable.
  • Check Seasonal Weather: Stay informed about weather conditions to optimize your ski experience and pack appropriately for diverse weather patterns in this mountain destination.
  • Utilize Local Resources: Connect with local guides or rental shops to get the best equipment and insider tips on navigating the region’s ski slopes and surrounding areas.

Transportation Options

  • Personal Vehicles: Renting or using your own car offers the most flexibility to explore the area and access nearby ski destinations comfortably.
  • Public Transit: The local bus system connects you conveniently within Gresham and to surrounding regions, making it easy to reach key ski areas without the need for a vehicle.
  • Shuttle Services: Several private shuttle providers operate in this region, offering reliable transportation directly to popular ski slopes and resorts.
  • Rideshare Options: Ridesharing services like Uber and Lyft provide a flexible alternative for quick trips around the area and to nearby ski locations.

Local Customs Options

  • Native American Heritage: Embrace the area's rich Native American traditions, which are reflected in local art and cultural practices that you might observe during your stay.
  • Pacific Northwest Hospitality: Experience the warm hospitality unique to this region, where community gatherings and welcoming attitudes are an integral part of local customs.
  • Farmers Market Traditions: Engage with the vibrant farmers markets that highlight regional produce and artisanal goods, a perfect way to connect with the local lifestyle.
  • Outdoor Celebration Events: Participate in seasonal outdoor festivities and community events that celebrate the area's natural beauty and local heritage throughout the year.

Gresham Ski Chalets Frequently Asked Questions

2. How many Ski Chalets are available in Gresham?

Currently, the total number of properties listed by RBO in 2026 is over 70 in the Gresham area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Gresham. 

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

Cancellation policies vary depending on the individual property’s terms. You should review the specific cancellation policy listed on the property’s page or contact the owner directly for detailed information.

4. Are there any additional fees or deposits required when booking a ski chalet here?

Additional fees such as cleaning fees or security deposits may apply and are specified in the listing details. It’s recommended to review these details carefully before confirming your reservation.

5. Is it possible to modify or cancel my reservation once booked?

Modifications and cancellations depend on the property's policies. You should read the cancellation and modification policies on the listing or reach out to the owner for assistance with changes to your booking.

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, and heating. Details on available amenities are provided on each listing for your convenience.

7. How close are the ski chalets to popular ski resorts and outdoor activities?

Most properties are located within a convenient distance to local outdoor attractions. Exact proximity is listed on the property page, allowing you to choose accommodations that suit your plans.

More Rentals You May Like Near Gresham

New
8 Guests 1 Bedroom 3 Bathrooms
Free Cancellation House
  • Pet Friendly
  • Parking
  • Internet
US $561/Night For 7 Nights US $3,930
10.0
Exceptional
(5 Reviews)
1500 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $427/Night For 7 Nights US $2,987
10.0
Exceptional
(3 Reviews)
3800 ft² 8 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $404/Night For 7 Nights US $2,825
10.0
Exceptional
(2 Reviews)
3980 ft² 16 Guests 7 Bedrooms 4 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $835/Night For 7 Nights US $5,842
10.0
Exceptional
(1 Review)
6721 ft² 20 Guests 7 Bedrooms 5 Bathrooms
Family Friendly Villa
  • Private Pool
  • Hot Tub
  • Spa
US $1,121/Night For 7 Nights US $7,849
10.0
Exceptional
(1 Review)
1800 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $281/Night For 7 Nights US $1,967
10.0
Exceptional
(1 Review)
8 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Kitchen
US $265/Night For 7 Nights US $1,852
9.6
Exceptional
(7 Reviews)
1992 ft² 12 Guests 6 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $407/Night For 7 Nights US $2,849
9.6
Exceptional
(5 Reviews)
6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $241/Night For 7 Nights US $1,685
9.4
Exceptional
(13 Reviews)
1800 ft² 8 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $516/Night For 7 Nights US $3,613
9.0
Exceptional
(2 Reviews)
6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Kitchen
  • Parking
  • Air Conditioner
US $353/Night For 7 Nights US $2,468
8.6
Fabulous
(38 Reviews)
12 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Kitchen
  • Parking
US $301/Night For 7 Nights US $2,107