Holiday rentals near Downtown Bend Business Association
We found 3,325 holiday rentals — enter your dates for availability
Scroll through and discover holiday rentals close to Downtown Bend Business Association that provide the perfect home base for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the best amenities for spending time at your holiday home, including parking and a TV. At the end of the day, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Downtown Bend Business Association
Showing deals for:14 Nov - 21 Nov
Image gallery for Gather! A Welcoming Home - King Beds - Pool Table!
1010 out of 10 rating
Exceptional
(12 reviews)
Gather! A Welcoming Home - King Beds - Pool Table!
Bend, OR
8% off
Price is AU$2,291
AU$2,291
AU$327 per night
includes taxes & fees
Image gallery for High desert home with mountain views
1010 out of 10 rating
Exceptional
(63 reviews)
High desert home with mountain views
Powell Butte, OR
12% off
Price is AU$3,683
AU$3,683
AU$526 per night
includes taxes & fees
Image gallery for Clint by AvantStay | Within Brasada Ranch Community | Golf Course,Pool & Hot Tub
8.88.8 out of 10 rating
Excellent
(27 reviews)
Clint by AvantStay | Within Brasada Ranch Community | Golf Course,Pool & Hot Tub
Powell Butte, OR
8% off
Price is AU$4,004
AU$4,004
AU$572 per night
includes taxes & fees
Image gallery for Private, serene, & supremely comfortable…and dog friendly too!
1010 out of 10 rating
Exceptional
(124 reviews)
Private, serene, & supremely comfortable…and dog friendly too!
Redmond, OR
7% off
Price is AU$2,106
AU$2,106
AU$301 per night
includes taxes & fees
Image gallery for Perfect Family Getaway HotTub - sleeps 10
1010 out of 10 rating
Exceptional
(58 reviews)
Perfect Family Getaway HotTub - sleeps 10
Redmond, OR
8% off
Price is AU$6,120
AU$6,120
AU$874 per night
includes taxes & fees
Image gallery for Stunning mountain views, quiet, peaceful, unique, private attached guest suite
1010 out of 10 rating
Exceptional
(13 reviews)
Stunning mountain views, quiet, peaceful, unique, private attached guest suite
Bend, OR
12% off
Price is AU$1,343
AU$1,343
AU$192 per night
includes taxes & fees
Image gallery for ☀️ Sunny Central Or. Creekside Water Front 🦮 Friendly Townhome @ Eagle Crest
9.89.8 out of 10 rating
Exceptional
(59 reviews)
☀️ Sunny Central Or. Creekside Water Front 🦮 Friendly Townhome @ Eagle Crest
Redmond, OR
7% off
Price is AU$1,803
AU$1,803
AU$258 per night
includes taxes & fees
Image gallery for 6BR | 6 King Beds | EV | 10min Downtown
9.49.4 out of 10 rating
Exceptional
(10 reviews)
6BR | 6 King Beds | EV | 10min Downtown
Bend, OR
7% off
Price is AU$8,386
AU$8,386
AU$1,198 per night
includes taxes & fees
Image gallery for Newly Remodeled Condo on Golf Course, A/C, Pet Friendly, SHARC passes, Bikes.
1010 out of 10 rating
Exceptional
(28 reviews)
Newly Remodeled Condo on Golf Course, A/C, Pet Friendly, SHARC passes, Bikes.
Bend, OR
8% off
Price is AU$3,158
AU$3,158
AU$451 per night
includes taxes & fees
Image gallery for TheNest @Eagle Crest! Your gateway stop to R&R: Private Hot tub, deck & patios
1010 out of 10 rating
Exceptional
(28 reviews)
TheNest @Eagle Crest! Your gateway stop to R&R: Private Hot tub, deck & patios
Redmond, OR
15% off
Price is AU$3,789
AU$3,789
AU$541 per night
includes taxes & fees
Image gallery for Brasada Ranch High Desert Luxury Cabin
1010 out of 10 rating
Exceptional
(32 reviews)
Brasada Ranch High Desert Luxury Cabin
Powell Butte, OR
6% off
Price is AU$3,850
AU$3,850
AU$550 per night
includes taxes & fees
Image gallery for Near Fort Rock Park, Fast Wifi, Bikes, Ping Pong, Hot Tub! 8 Sharc Passes
9.69.6 out of 10 rating
Exceptional
(166 reviews)
Near Fort Rock Park, Fast Wifi, Bikes, Ping Pong, Hot Tub! 8 Sharc Passes
Bend, OR
11% off
Price is AU$2,325
AU$2,325
AU$332 per night
includes taxes & fees
Image gallery for Cozy Ranch Cabin, 6 SHARC Passes-- unlimited entry, Free WiFi, Air Conditioning
9.89.8 out of 10 rating
Exceptional
(95 reviews)
Cozy Ranch Cabin, 6 SHARC Passes-- unlimited entry, Free WiFi, Air Conditioning
Bend, OR
6% off
Price is AU$2,287
AU$2,287
AU$327 per night
includes taxes & fees
Image gallery for Eagle Crest Retreat w/ Great WiFi & Resort Access!
1010 out of 10 rating
Exceptional
(54 reviews)
Eagle Crest Retreat w/ Great WiFi & Resort Access!
Redmond, OR
10% off
Price is AU$2,485
AU$2,485
AU$355 per night
includes taxes & fees
Image gallery for Bend - Mt.Views/Hot Tub/Putting Green/Game Room
1010 out of 10 rating
Exceptional
(26 reviews)
Bend - Mt.Views/Hot Tub/Putting Green/Game Room
Bend, OR
11% off
Price is AU$2,722
AU$2,722
AU$389 per night
includes taxes & fees
Image gallery for Cozy, updated Sunriver cabin close to Village
1010 out of 10 rating
Exceptional
(5 reviews)
Cozy, updated Sunriver cabin close to Village
Bend, OR
8% off
Price is AU$3,158
AU$3,158
AU$451 per night
includes taxes & fees
Image gallery for Aazure Like It - Eagle Crest Resort, Fun & Relaxation Headquarters
9.09.0 out of 10 rating
Wonderful
(12 reviews)
Aazure Like It - Eagle Crest Resort, Fun & Relaxation Headquarters
Redmond, OR
7% off
Price is AU$1,506
AU$1,506
AU$215 per night
includes taxes & fees
Image gallery for Brasada Ranch | High Desert Modern Luxury | Sauna
1010 out of 10 rating
Exceptional
(8 reviews)
Brasada Ranch | High Desert Modern Luxury | Sauna
Powell Butte, OR
6% off
Price is AU$4,576
AU$4,576
AU$654 per night
includes taxes & fees
Image gallery for Spacious 7 bedroom, 4.5 bathroom, 5-7 minutes to downtown
1010 out of 10 rating
Exceptional
(18 reviews)
Spacious 7 bedroom, 4.5 bathroom, 5-7 minutes to downtown
Bend, OR
7% off
Price is AU$4,769
AU$4,769
AU$681 per night
includes taxes & fees
Image gallery for The Perfect Family Getaway
9.49.4 out of 10 rating
Exceptional
(148 reviews)
The Perfect Family Getaway
Redmond, OR
5% off
Price is AU$4,559
AU$4,559
AU$651 per night
includes taxes & fees
Image gallery for Visit Bend! Cozy, Pet Friendly, Secluded Yard!
9.89.8 out of 10 rating
Exceptional
(103 reviews)
Visit Bend! Cozy, Pet Friendly, Secluded Yard!
Bend, OR
7% off
Price is AU$1,787
AU$1,787
AU$255 per night
includes taxes & fees
Image gallery for Family fun for all ages. Hot Tub, Bikes, Arcade, Private, Pets ok, SHARC, AC.
1010 out of 10 rating
Exceptional
(108 reviews)
Family fun for all ages. Hot Tub, Bikes, Arcade, Private, Pets ok, SHARC, AC.
Bend, OR
8% off
Price is AU$3,330
AU$3,330
AU$476 per night
includes taxes & fees
Image gallery for Sunriver Cabin in Great Location near River and Village
9.69.6 out of 10 rating
Exceptional
(60 reviews)
Sunriver Cabin in Great Location near River and Village
Bend, OR
8% off
Price is AU$2,191
AU$2,191
AU$313 per night
includes taxes & fees
Image gallery for Cozy 3-bedroom home w/fireplace and outdoor patio
8.68.6 out of 10 rating
Excellent
(9 reviews)
Cozy 3-bedroom home w/fireplace and outdoor patio
Bend, OR
7% off
Price is AU$2,134
AU$2,134
AU$305 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Downtown Bend Business Association
Walk To Downtown & The Last Blockbuster from recently renovated home. 3 Bed/2ba
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
60 reviews(60 reviews)
Bluebird Day - Crater Retreat
Sleeps 6 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
63 reviews(63 reviews)
The Aerie Suites by AvantStay – Modern Comfort with Mountain Views
Sleeps 4 · 2 bedrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly
Sleeps 6 · 2 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
96 reviews(96 reviews)
NW Louisiana | Old Bend | pet (dog) friendly hot tub
Sleeps 4 · 2 bedrooms · 1+ bathroom
9.89.8 out of 10
Exceptionalexceptional
28 reviews(28 reviews)
Luxury Rooftop Condo in the Heart of Downtown Bend, Cascade Mountain views
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
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