Best Vacation Rentals For A Fall Trip To Central Oregon

Tisha Kelly • August 8, 2025

🍂 Cozy Vacation Rentals for a Fall Getaway in Central Oregon

Bedroom decorated in Western theme in one of the best vacation rentals for a fall trip to Central Oregon


🍂 Top 5 Vacation Rentals for a Fall Getaway in Central Oregon

Fall in Central Oregon is something truly special. The days are crisp, the nights are chilly, and the golden light makes the pine trees and lava rock glow. Whether you're sipping cider by the fire, soaking in a hot tub under the stars, or watching the leaves fall outside your window, there's no better time to escape to the high desert. We've rounded up five of our favorite vacation rentals for a fall trip to Central Oregon. These rentals are perfect for your next autumn getaway whether its a long weekend with friends or week long family gathering.


1. Buckboard Lodge – Sunriver Serenity

Tucked into a quiet corner of Sunriver, Buckboard Lodge is the definition of fall comfort. With a gas fireplace, plush sectional sofa, and open-concept kitchen, it's ideal for evenings spent cooking, playing games, or just relaxing after a day on the trails. Step out to the back patio to enjoy a soak in the private hot tub beneath a canopy of stars and you'll see why this is one of our favorite vacation rentals for a fall trip to Central Oregon. 


Why You’ll Love It in Fall:

  • Gas fireplace for cozy nights in
  • Surrounded by bike paths and walking trails
  • Hot tub with forest views and brilliant fall colors


Book Buckboard Lodge In Sunriver


2. Broken Bow Getaway– Mountain Lodge Vibes

This Mid-Town Bend retreat offers that classic feel, perfect for families or friends looking to unwind and reconnect. With vaulted ceilings, warm wood accents, and a wood burning fireplace, Broken Bow Getaway feels like a true escape, one of the reasons it's on our list of the best vacation rentals for a fall trip in Central Oregon. After a day exploring the trails or golfing in the crisp fall air, come back to a spacious home where comfort comes easy.


Why You’ll Love It in Fall:

  • Wood-burning fireplace and cozy leather furniture
  • Private pet-friendly back yard with firepit for cool fall evenings
  • Close to Bend restaurants, but tucked away for peace and quiet


Book Broken Bow Getaway In Bend


3. Oregon Loop Getaway – Wooded Luxury in Sunriver

Surrounded by tall pines and golden brush, Oregon Loop Getaway offers the best of modern luxury and natural beauty. The living room is made for fall lounging with a gas fireplace, oversized windows, and warm lighting. Whether you’re hosting a fall dinner in the dining room or reading a book on the deck, you’ll feel right at home in this peaceful setting.


Why You’ll Love It in Fall:

  • Light-filled interiors with tree views
  • Spacious living area and plenty of space to unwind
  • Steps away from nature trails with access to Benham Falls


4. Ogden Cottage – Downtown Bend Charm

Just a short stroll from Bend’s historic downtown and the scenic Deschutes River Trail, Ogden Cottage is perfect for travelers who want walkability and charm all in one. This lovingly restored home blends vintage character with modern comforts, making it an ideal vacation rental for a fall trip to Central Oregon. Wake up to cool, crisp mornings and spend your evenings exploring local eateries or curled up with a blanket and a good book.


Why You’ll Love It in Fall:

  • Prime location near downtown Bend, Drake Park, and fall foliage walks
  • Fenced backyard—great for traveling with your dog
  • Perfect for couples or a small family looking to enjoy Bend without the crowds


Book Ogden Cottage In Bend


5. Lone Pine Lodge – Luxe Group Getaway in Sunriver

With seven king suites, a double-sided fireplace, and lodge-style touches throughout, Lone Pine Lodge is your fall escape for the whole crew. Whether you're hosting a multi-family gathering, planning a retreat, or just want to treat yourself to a little luxury, this home checks every box. Located near the Deschutes River and all that Sunriver has to offer, it's the perfect blend of seclusion and access and one of the top vacation rentals for a fall trip to Central Oregon.


Why You’ll Love It in Fall:

  • Room for everyone, with privacy built in
  • Gorgeous fireplace for cozy communal spaces
  • Great for game nights, bike rides, and scenic walks


Book Lone Pine Lodge In Sunriver


🍁 Ready to Get Away To Central Oregon This Fall?

Fall dates are booking fast—and these cozy homes are even better when the leaves start to change. Whether you're planning a couples' weekend, a family break, or a solo escape, we're here to help you find the perfect place to relax and recharge.

Browse all of our available  vacation rental homes and find your fall favorite.


Need help choosing the right home? Just
reach out—we're happy to help! Get ideas on things to do in Central Oregon during your fall stay using our fall travel guides.


Take Advantage of Our Fall & Winter Specials!


Now is the perfect time to plan your fall or early winter escape!
Book 4 nights or more and enjoy an exclusive 15% discount on your stay. Whether you're coming for a cozy long weekend this fall or an extended stay in the high desert, we’ve got you covered.

✅ Valid for all guests staying 4 nights or more during Fall & Winter 2025- Holidays Excluded.
✅ Applies to all homes!


Book Your Stay

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