Explore Bend with comfortable short-term rentals
Trusted by over 342 guests · No Booking Fees · Secure Booking
About This Collection
As the vibrant colors of autumn blanket the landscape, Bend, Oregon, transforms into a picturesque getaway perfect for travelers seeking both adventure and relaxation. This fall, enjoy the crisp air and stunning views as you explore the nearby Cascade Mountains, where hiking trails and scenic drives offer a feast for the senses. Whether you're planning a family retreat or a romantic escape, our collection of cozy cabins provides the ideal base for experiencing the beauty of Bend during this enchanting season.
Perfect for families and groups, these cabins feature amenities that cater to your comfort and enjoyment. Many properties come equipped with fireplaces, perfect for cozy evenings after a day of exploring, while others offer spacious decks for soaking in the fall foliage. As you plan your trip, consider packing layers to adjust to the changing temperatures throughout the day, and don't forget your camera to capture the breathtaking autumn scenery that Bend has to offer.
Book Directly With Us And Save Up To 15%!
No Booking Fees
By booking directly with us, you can skip the middleman and avoid up to 15% in platform fees.
Support a Local Business
By choosing us, you are securing your dream vacation and contributing to the local economy.
Book with Confidence
Have a stress-free and enjoyable stay, backed by a 4.9 rating from thousands of guests.
What Our Guests Have To Say
Don't take our word for it - trust the 342 reviews from our guests.
Jean
Nov 2025
Other Properties
Frequently Asked Questions
Expert insights on finding and booking the best vacation rentals in Bend for your ideal getaway.
Consider proximity to outdoor activities such as hiking, biking, and skiing, as Bend is known for its stunning natural landscapes. Look for rentals with ample outdoor space and amenities like hot tubs to unwind after a day of adventure. Additionally, check for local guides or maps provided by hosts to enhance your experience.
The best time for outdoor activities in Bend is during the summer months, from June to August, when the weather is warm and trails are accessible. Fall offers beautiful foliage and fewer crowds, making it ideal for hiking and exploring. Winter is perfect for skiing and snowboarding at nearby resorts, so each season has its unique appeal.
A vacation home in Bend provides more space and privacy, allowing for a more relaxed stay. You'll often find kitchens to prepare meals, outdoor areas for gatherings, and unique local character that hotels may lack. This is particularly advantageous for families or groups looking to enjoy a home-like atmosphere while exploring the area.
Look for rentals that offer spacious living areas, safety features like childproofing, and proximity to family-friendly attractions such as parks and playgrounds. Amenities like game rooms, outdoor fire pits, and nearby hiking trails can enhance family bonding experiences. Consider the layout and accessibility to ensure a comfortable stay for all ages.
Consider neighborhoods like the Old Mill District for its vibrant atmosphere and access to shops and restaurants, or the Westside for a quieter, residential feel with close proximity to parks. The Eastside offers more affordable options while still being near outdoor activities. Each area has its charm, catering to different traveler preferences.
Get special offers and updates sent straight to your inbox by subscribing to our newsletter!