Downtown Bend holiday rentals
We found 320 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:1 Jan - 8 Jan
Exceptional
(43 reviews)
Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby
Bend
AU$2,435
for 7 nights, 1 home
AU$348 per night
includes taxes & fees
Excellent
(8 reviews)
Location! Historical District Downtown - Walk everywhere, new 4 Bedroom, 3 Bath
Bend
AU$7,749
for 7 nights, 1 home
AU$1,107 per night
includes taxes & fees
Exceptional
(46 reviews)
Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
Bend
AU$3,168
for 7 nights, 1 home
AU$453 per night
includes taxes & fees
Exceptional
(201 reviews)
Riverfront Cottage -Near Drake Park, Walk to Town.
Bend
AU$2,167
for 7 nights, 1 home
AU$310 per night
includes taxes & fees
Exceptional
(119 reviews)
Wren's Nest Updated Historic Home In The Heart Of Bend.
Bend
AU$1,763
for 7 nights, 1 home
AU$252 per night
includes taxes & fees
Exceptional
(16 reviews)
Downtown cottage with hot tub and fenced yard
Bend
AU$3,926
for 7 nights, 1 home
AU$561 per night
includes taxes & fees
Wonderful
(29 reviews)
Heart of Bend-Walkable, Ping Pong, Billards
Bend
AU$2,332
for 7 nights, 1 home
AU$333 per night
includes taxes & fees
Exceptional
(172 reviews)
Bends Westside Kaleana's Garden Cottage
Bend
AU$2,668
for 7 nights, 1 home
AU$381 per night
includes taxes & fees
Exceptional
(28 reviews)
Hillside Haven: Tranquil NW Studio Near the River
Bend
AU$2,105
for 7 nights, 1 home
AU$301 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Downtown Bend
***NEW*** Charming home located in Downtown Bend!
Sleeps 6 · 2 bedrooms · 1 bathroom
Elderberry- Salt Hot Tub, Wood Fireplace, 100+mbps Wifi, Walkable to Downtown
Sleeps 8 · 3 bedrooms · 1 bathroom
Mirror Pond - Cozy Cabin Directly on Mirror Pond - Deschutes River!
Sleeps 6 · 2 bedrooms · 2 bathrooms
Luxury Rooftop Condo in the Heart of Downtown Bend, Cascade Mountain views
Sleeps 4 · 2 bedrooms · 2 bathrooms
Located on Bend's most sought after historic district street, provides the perfe
Sleeps 8 · 4 bedrooms · 3+ bathrooms
Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
Sleeps 4 · 1 bedroom · 1 bathroom
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore 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.