Downtown Bend holiday rentals

We found 264 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.

Holiday rentals with weekly discounts - Downtown Bend

Showing deals for:13 Feb - 20 Feb

Image gallery for Award winning Downtown Cottage Retreat-Fall stays available. EV charger-

Secluded, quiet, and peaceful luxury in a retreat like setting
10 out of 10, Exceptional, (208 reviews)
Exceptional
(208 reviews)

Award winning Downtown Cottage Retreat-Fall stays available. EV charger-

Bend, OR

8% off
Price is AU$2,688
for 7 nights, 1 cottage
AU$384 per night
includes taxes & fees
Award winning Downtown Cottage Retreat-Fall stays available. EV charger-

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, laundry, 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 Central Bend.
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.