Discover Your Perfect Timberline Lodge Vacation Homes

Best Vacation Homes in Timberline Lodge

Cabin
Map-icon
like-icon10.0
Exceptional
(51 Reviews)
2 Bedrooms 1 Bath 8 Guests 1330 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $445/Night 7 Nights - CA $3,118
Apartment
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
2 Bedrooms 2 Baths 6 Guests 1700.7 ft²
  • Skiing
    Skiing
  • Pool
    Pool
More amenities
CA $729/Night 7 Nights - CA $5,102
Ski Chalet
Map-icon
like-icon10.0
Exceptional
(45 Reviews)
2 Bedrooms 2 Baths 6 Guests 1250 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
CA $484/Night 7 Nights - CA $3,386
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 8 Guests 2109.73 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $751/Night 7 Nights - CA $5,255
Condo
Map-icon
like-icon10.0
Exceptional
(40 Reviews)
2 Bedrooms 2 Baths 6 Guests 1395 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $501/Night 7 Nights - CA $3,509
Cabin
Map-icon
like-icon10.0
Exceptional
(33 Reviews)
1 Bedroom 1 Bath 2 Guests 330 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
CA $296/Night 7 Nights - CA $2,071
Condo
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
2 Bedrooms 2 Baths 6 Guests 1240 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
CA $468/Night 7 Nights - CA $3,279
House
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
2 Bedrooms 2 Baths 8 Guests 2110 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $500/Night 7 Nights - CA $3,498

Timberline Lodge Luxury Rentals

Cabin
Map-icon
like-icon9.8
Exceptional
(65 Reviews)
9 Bedrooms 5 Baths 44 Guests 9800 ft²
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
CA $3,638/Night 7 Nights - CA $25,467
New
Cabin
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6 Bedrooms 5 Baths 15 Guests
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
CA $3,138/Night 7 Nights - CA $21,966
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House
Map-icon
6 Bedrooms 5 Baths 15 Guests 4197.92 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
CA $3,015/Night 7 Nights - CA $21,107
New
star-icons-4
House
Map-icon
1 Bedroom 5 Baths 16 Guests 3401.4 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
More amenities
CA $2,727/Night 7 Nights - CA $19,088
New
House
Map-icon
6 Bedrooms 4 Baths 16 Guests 3400 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $2,549/Night 7 Nights - CA $17,840
House
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
6 Bedrooms 5 Baths 15 Guests 4200 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
CA $2,461/Night 7 Nights - CA $17,227
House
Map-icon
1 Bedroom 8 Baths 20 Guests
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
CA $2,060/Night 7 Nights - CA $14,422
House
Map-icon
7 Bedrooms 6 Baths 22 Guests 4000 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $1,962/Night 7 Nights - CA $13,736

Timberline Lodge Pet Friendly Vacation Rentals

Ski Chalet
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 7 Guests 1250 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $516/Night 7 Nights - CA $3,613
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 3 Baths 8 Guests 2120.49 ft²
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
CA $773/Night 7 Nights - CA $5,412
Ski Chalet
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 7 Guests 1250 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $513/Night 7 Nights - CA $3,589
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 3 Baths 18 Guests
  • Hot Tub
    Hot Tub
  • Pet Friendly
    Pet Friendly
More amenities
CA $1,261/Night 7 Nights - CA $8,829
Ski Chalet
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 8 Guests 1250 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $490/Night 7 Nights - CA $3,427
Cabin
Map-icon
like-icon9.8
Exceptional
(16 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $379/Night 7 Nights - CA $2,651
House
Map-icon
like-icon9.6
Exceptional
(40 Reviews)
2 Bedrooms 2 Baths 8 Guests 1200 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $510/Night 7 Nights - CA $3,569
Cabin
Map-icon
like-icon9.6
Exceptional
(5 Reviews)
3 Bedrooms 2 Baths 6 Guests 1750 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $476/Night 7 Nights - CA $3,335

Timberline Lodge Large Vacation Homes

House
Map-icon
like-icon9.6
Exceptional
(23 Reviews)
2 Bedrooms 2 Baths 10 Guests 1670 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
CA $391/Night 7 Nights - CA $2,736
star-icons-4
House
Map-icon
like-icon9.6
Exceptional
(18 Reviews)
4 Bedrooms 3 Baths 10 Guests 2195.84 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $684/Night 7 Nights - CA $4,786
Villa
Map-icon
like-icon9.6
Exceptional
(4 Reviews)
2 Bedrooms 2 Baths 6 Guests 1259 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
CA $830/Night 7 Nights - CA $5,810
star-icons-4
House
Map-icon
like-icon9.0
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 10 Guests 2098.96 ft²
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
CA $1,141/Night 7 Nights - CA $7,987
Ski Chalet
Map-icon
like-icon10.0
Exceptional
(142 Reviews)
5 Bedrooms 3 Baths 13 Guests
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $1,055/Night 7 Nights - CA $7,385
House
Map-icon
like-icon10.0
Exceptional
(84 Reviews)
3 Bedrooms 4 Baths 12 Guests 3300 ft²
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
CA $1,076/Night 7 Nights - CA $7,531
House
Map-icon
like-icon10.0
Exceptional
(63 Reviews)
4 Bedrooms 3 Baths 13 Guests 2492 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $832/Night 7 Nights - CA $5,828
House
Map-icon
like-icon10.0
Exceptional
(46 Reviews)
4 Bedrooms 4 Baths 10 Guests 3681 ft²
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
CA $1,185/Night 7 Nights - CA $8,295

Why Choose Rent By Owner for your Timberline Lodge Vacation Rental Homes?

What makes our Vacation Rentals 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 Timberline Lodge

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this destination ensures you enjoy optimal weather and outdoor activities, making your stay in the area truly memorable and well-suited to your travel plans.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you can enjoy warm weather and longer daylight hours, making it ideal for exploring outdoor activities in the region surrounding this destination.

Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F
winter
Winter (December to February)

The winter season transforms the area into a snowy retreat, perfect for winter sports enthusiasts seeking scenic views and crisp mountain air.

Average Temperature Daytime: 30-45°F - Nighttime: 20-30°F

Off-Season Highlights

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Fall (September to November)

As the leaves change color, this off-peak period offers a tranquil escape with fewer visitors and stunning autumn scenery in the region.

Average Temperature Daytime: 50-65°F - Nighttime: 40-50°F
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Spring (March to May)

Spring brings milder temperatures and blooming landscapes, providing a quieter time to experience the area's natural beauty without the crowds.

Average Temperature Daytime: 55-70°F - Nighttime: 40-50°F

Weekly Weather Forecast for Timberline Lodge

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 seating areas with scenic views of the surrounding forests and mountains.
  • Take advantage of nearby hiking trails for exploration right from your doorstep.
  • Relax in a spacious backyard or garden area perfect for outdoor gatherings.
  • Utilize designated barbecue or grilling stations for outdoor cooking experiences.
  • Make use of outdoor fire pits for cozy evenings under the stars.
  • Access to outdoor parking spaces conveniently located near your rental.
  • Benefit from easy proximity to winter sports facilities such as skiing and snowboarding, when visiting in season.
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Family Activities

  • Exploring Timberline Lodge Trails: Embark on family-friendly hikes along scenic trails right from the lodge, offering stunning mountain views and a chance to enjoy the region's natural beauty.
  • Participating in Winter Sports: Take advantage of the area’s renowned ski slopes and snowboarding opportunities, perfect for creating memorable winter adventures with your loved ones.
  • Visiting the Historic Timberline Lodge: Discover the architectural charm and rich history of the lodge itself, which provides an engaging cultural experience for visitors of all ages.
  • Enjoying Mountain Activities and Wildlife Watching: Experience outdoor fun through activities like wildlife viewing or simply relaxing amidst the serene mountain environment here in the region.
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Adult Activities

  • Hiking Heritage Trails: Explore the region's renowned trails to enjoy scenic views and the natural beauty characteristic of this mountain destination.
  • Guided Mountain Tours: Take part in guided excursions that reveal the area's rich history and stunning landscapes, ideal for outdoor enthusiasts seeking an authentic experience.
  • Photography Expeditions: Capture striking vistas and wildlife during dedicated photography outings in the picturesque surroundings of this locale.
  • Wildlife Observation: Observe local fauna in their natural habitat for an enriching experience that highlights the region's diverse ecosystem.

Timberline Lodge Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Weather: Check the local weather forecast before your trip to ensure you're prepared for the mountain conditions and make the most of your outdoor activities here.
  • Explore in Every Season: Take advantage of the region’s year-round beauty by engaging in seasonal activities, whether it's skiing in winter or hiking in summer.
  • Discover Unique Dining Options: Sample the local cuisine at nearby eateries or enjoy the lodge's renowned dining experiences to enrich your stay in this destination.
  • Utilize Nearby Amenities: Make full use of the available amenities and services around the area to enhance your comfort and convenience during your visit here.

Transportation Options

  • Shuttle Services: You can take advantage of local shuttle services that connect the area to nearby towns and ski slopes, providing convenient transportation in this mountain region.
  • Rental Cars: Renting a car is a flexible option for exploring the region at your own pace, especially if you're planning to visit multiple outdoor attractions here.
  • Public Transit: Public transit options are available, offering an economical way to navigate the area without the need for personal vehicle use.
  • Private Taxis and Rideshare: Private taxis and rideshare services provide on-demand transportation, ensuring you can easily reach Timberline Lodge and other scenic spots in the region.

Local Customs Options

  • Respect for Nature: Locals in this area value environmental conservation, so you'll find an appreciation for preserving the natural beauty surrounding Timberline Lodge, Oregon.
  • Mountain Hospitality Etiquette: Guests are encouraged to adhere to friendly and respectful behavior, reflecting the welcoming spirit of this mountain community.
  • Local Craftsmanship Appreciation: Appreciating handcrafted goods and local art is common here, offering a glimpse into the region’s rich cultural heritage.
  • Seasonal Traditions: Participating in seasonal festivals and outdoor customs allows you to immerse yourself in the authentic practices that define this mountain destination.

Frequently Asked Questions About Timberline Lodge?

2. How many vacation rentals have private pools in Timberline Lodge?

3. Which vacation homes in Timberline Lodge are best for families?

If you are looking for a family-friendly vacation home in Timberline Lodge, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Timberline Lodge:

4. How many Rentbyowner vacation rentals are available in Timberline Lodge?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 304 in the Timberline Lodge 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 Timberline Lodge. 

5. What is the cancellation policy for vacation rentals near Timberline Lodge?

Cancellation policies vary by listing, so it is important to review the specific rental's terms before booking. You can find detailed information in the listing description or contact the property owner directly for clarification.

6. Are there any specific check-in and check-out times I should be aware of when staying at a property close to Timberline Lodge?

Check-in and check-out times are set by each property owner. To ensure a smooth arrival and departure, refer to the individual rental details or communicate directly with the host for precise timings.

7. Can I find pet-friendly vacation rentals in this area?

Many rentals in the region accommodate pets, but availability depends on the individual property. It’s best to review the pet policies listed on each rental page or contact the owner to confirm if your furry friend can join your stay.

8. What amenities are typically included in vacation rentals near Timberline Lodge?

Amenities vary by property, but common features include Wi-Fi, parking, kitchens, and outdoor spaces. Check the specific listing for a complete list of available amenities to ensure it meets your needs.

9. How do I confirm my reservation at a vacation rental in the area?

Reservations are confirmed once your booking request is accepted and you complete the payment process. For additional confirmation or special requests, contact the property owner directly through the booking platform.

Timberline Lodge Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(88 Reviews)
3 Bedrooms 2 Baths 8 Guests 1248 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
CA $322/Night 7 Nights - CA $2,256
Cabin
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
4 Bedrooms 5 Baths 12 Guests 3100 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $1,281/Night 7 Nights - CA $8,967
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
3 Bedrooms 2 Baths 8 Guests
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
CA $670/Night 7 Nights - CA $4,688
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 7 Guests 1876 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $672/Night 7 Nights - CA $4,703
Cabin
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 3 Baths 10 Guests 2200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $989/Night 7 Nights - CA $6,924
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 3 Baths 8 Guests 2200 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $705/Night 7 Nights - CA $4,937
Ski Chalet
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 8 Guests 1250 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $516/Night 7 Nights - CA $3,610
Ski Chalet
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 8 Guests 1250 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $456/Night 7 Nights - CA $3,192