Downtown Bend holiday lettings

We found 322 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Downtown Bend that are perfect for your trip. Whether you’re staying in a holiday home with family or friends, you'll have the amenities that you expect and more, which might include Wi-Fi and a pool. Whatever you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Can I find a holiday rental in Downtown Bend?
Yes, there are holiday rentals close to the most popular sights in Downtown Bend, or you can select a more secluded option if you're looking for a relaxing stay.
What can I see and do in Downtown Bend?
Enjoy the outdoors at Deschutes River and Drake Park, or simply take in cultural attractions like Tower Theater and Des Chutes Historical Museum. In the wider area, you'll find Bend Farmers Market and Hayden Homes Amphitheater.
What are holiday rentals like in Downtown Bend?
Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Downtown Bend. Holiday rentals feature extras like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a family trip.