Timberline OR Vacation Rentals

Compare 146 vacation rentals.
USA > Oregon > Timberline OR

Make Timberline OR your next getaway

Set your sights on Oregon’s iconic peak and enjoy four seasons of adventure with a Timberline rental near Mount Hood. Whether you’re carving fresh powder or hiking alpine trails, our vacation homes and Timberline cabins place you close to the action—without staying at the lodge itself.

Explore Timberline OR house rentals, cabins, condo rentals, and more

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House rentals

View 59 House rentals
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Cabins

View 42 Cabins
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Condo rentals

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Popular amenities for Timberline OR vacation rentals

Popular
Dog-friendly Hot tub Internet
Creekside Cabin
1 Bedroom | 1 Bath | Sleeps 4

Creekside Cabin - Rhododendron, OR

$138 avg / night
(excludes fees and taxes)
4.65 (55)
Welches Mt Retreat
2 Bedroom | 1.5 Bath | Sleeps 6

Welches Mt Retreat - Welches, OR

$242 avg / night
(excludes fees and taxes)
4.45 (69)
Zoe's Log Cabin
1 Bedroom | 1 Bath | Sleeps 4

Zoe's Log Cabin - Brightwood, OR

$180 avg / night
(excludes fees and taxes)
4.7 (267)
Best Log Cabin
2 Bedroom | 2 Bath | Sleeps 6

Best Log Cabin - Brightwood, OR

$189 avg / night
(excludes fees and taxes)
4.83 (52)
Papa Bear Cabin
3 Bedroom | 2 Bath | Sleeps 6 (4 Adults Max)

Papa Bear Cabin - Welches, OR

$241 avg / night
(excludes fees and taxes)
4.5 (113)

View 141 more homes

Recent Timberline OR guest reviews

This beautiful well appointed home was the perfect location to gather family for a summer weekend. Excellent spaces for different groups to enjoy playing games, preparing meals or conversations. Kitchen was stocked with every implement to prepare and serve beautiful meals. Highly recommend this home:)
Marianne S. | Jul 2025
Biking was amazing and the place was great.
Shane W. | Jul 2025
Nice home on golf course. Great decks and very close to resort pool.
Rosa H. | Jul 2025
Timberline OR vacation rental FAQ

Yes, 51 of our Timberline OR homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 142 of our Timberline OR vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Timberline OR vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find the check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Timberline OR team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Timberline OR, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons cleaning
Professional cleaning

Where to stay near Timberline

While Timberline Lodge is a popular destination, many visitors choose to stay just outside the resort in areas like Government Camp, Rhododendron, or Welches. These nearby communities offer access to Timberline’s scenic slopes and trails, with a wide range of Timberline rental properties—from rustic cabins to modern Timberline condo rentals. Looking for space to connect with friends and family? Choose from Timberline ski house rentals that offer mountain views, easy resort access, and cozy fireplaces to wind down.

Ski areas around Timberline

The Mount Hood area offers several exceptional ski destinations for every skill level—each within an easy drive from your rental:

Things to do around Timberline

Your Timberline escape starts here

Whether you’re planning a ski retreat or a summer mountain getaway, Vacasa’s Timberline rentals offer flexibility and charm beyond the lodge. With pet-friendly options, hot tubs, and full kitchens, your stay combines comfort with alpine beauty. From romantic cabins to group-ready Timberline ski house rentals, there’s a perfect fit for every kind of mountaintop traveler.

Breathe in crisp mountain air—and let your next adventure begin, right at your Timberline rental doorstep.

Set your sights on Oregon’s iconic peak and enjoy four seasons of adventure with a Timberline rental near Mount Hood. Whether you’re carving fresh powder or hiking alpine trails, our vacation homes and Timberline cabins place you close to the action—without staying at the lodge itself.

Where to stay near Timberline

While Timberline Lodge is a popular destination, many visitors choose to stay just outside the resort in areas like Government Camp, Rhododendron, or Welches. These nearby communities offer access to Timberline’s scenic slopes and trails, with a wide range of Timberline rental properties—from rustic cabins to modern Timberline condo rentals. Looking for space to connect with friends and family? Choose from Timberline ski house rentals that offer mountain views, easy resort access, and cozy fireplaces to wind down.

Ski areas around Timberline

The Mount Hood area offers several exceptional ski destinations for every skill level—each within an easy drive from your rental:

Things to do around Timberline

Your Timberline escape starts here

Whether you’re planning a ski retreat or a summer mountain getaway, Vacasa’s Timberline rentals offer flexibility and charm beyond the lodge. With pet-friendly options, hot tubs, and full kitchens, your stay combines comfort with alpine beauty. From romantic cabins to group-ready Timberline ski house rentals, there’s a perfect fit for every kind of mountaintop traveler.

Breathe in crisp mountain air—and let your next adventure begin, right at your Timberline rental doorstep.