Holiday rentals near Downtown Bend Business Association
We found 3,315 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:3 Oct - 10 Oct
Image gallery for Gather! A Welcoming Home - King Beds - Pool Table!
1010 out of 10 rating
Exceptional
(9 reviews)
Gather! A Welcoming Home - King Beds - Pool Table!
Bend, OR
8% off
Price is AU$2,931
AU$2,931
AU$419 per night
includes taxes & fees
Image gallery for High desert home with mountain views
1010 out of 10 rating
Exceptional
(58 reviews)
High desert home with mountain views
Powell Butte, OR
10% off
Price is AU$3,532
AU$3,532
AU$505 per night
includes taxes & fees
Image gallery for 5 Minute Drive to Downtown Bend, Dog Friendly
9.69.6 out of 10 rating
Exceptional
(78 reviews)
5 Minute Drive to Downtown Bend, Dog Friendly
Bend, OR
8% off
Price is AU$5,724
AU$5,724
AU$818 per night
includes taxes & fees
Image gallery for Ironstone Lodge - Luxury Living and Mountain Views
1010 out of 10 rating
Exceptional
(5 reviews)
Ironstone Lodge - Luxury Living and Mountain Views
Redmond, OR
8% off
Price is AU$7,617
AU$7,617
AU$1,088 per night
includes taxes & fees
Image gallery for 10 Acres of privacy near Sunriver
9.49.4 out of 10 rating
Exceptional
(32 reviews)
10 Acres of privacy near Sunriver
Bend, OR
8% off
Price is AU$1,841
AU$1,841
AU$263 per night
includes taxes & fees
Image gallery for 2 Bd/ 2 Bth, Eagle Crest Resort, Resort Amenities!
9.69.6 out of 10 rating
Exceptional
(20 reviews)
2 Bd/ 2 Bth, Eagle Crest Resort, Resort Amenities!
Redmond, OR
7% off
Price is AU$2,577
AU$2,577
AU$368 per night
includes taxes & fees
Image gallery for Eagle Crest Spacious Retreat - HOT TUB, Dogs OK
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Eagle Crest Spacious Retreat - HOT TUB, Dogs OK
Redmond, OR
8% off
Price is AU$3,126
AU$3,126
AU$447 per night
includes taxes & fees
Image gallery for Wow Holy Cow Chalet 3 Bed/2 Bath #WowHolyCowChalet
1010 out of 10 rating
Exceptional
(75 reviews)
Wow Holy Cow Chalet 3 Bed/2 Bath #WowHolyCowChalet
Redmond, OR
7% off
Price is AU$2,203
AU$2,203
AU$315 per night
includes taxes & fees
Image gallery for Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK
1010 out of 10 rating
Exceptional
(17 reviews)
Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK
Redmond, OR
8% off
Price is AU$2,951
AU$2,951
AU$422 per night
includes taxes & fees
Image gallery for Cozy Sunriver Cabin Near Mt. Bachelor
9.69.6 out of 10 rating
Exceptional
(15 reviews)
Cozy Sunriver Cabin Near Mt. Bachelor
Bend, OR
8% off
Price is AU$4,384
AU$4,384
AU$626 per night
includes taxes & fees
Image gallery for Panoramic Cascade Views from a Sprawling Residence in Brasada Ranch
1010 out of 10 rating
Exceptional
(6 reviews)
Panoramic Cascade Views from a Sprawling Residence in Brasada Ranch
Powell Butte, OR
7% off
Price is AU$7,255
AU$7,255
AU$1,036 per night
includes taxes & fees
Image gallery for Eagle Crest Retreat, HOT TUB, Dogs OK, EV Charger
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Eagle Crest Retreat, HOT TUB, Dogs OK, EV Charger
Redmond, OR
8% off
Price is AU$2,910
AU$2,910
AU$416 per night
includes taxes & fees
Image gallery for FAMILY REUNION or corp retreat - 6 rm/4 bathrm, pool, hot tub, trampoline + more
9.89.8 out of 10 rating
Exceptional
(27 reviews)
FAMILY REUNION or corp retreat - 6 rm/4 bathrm, pool, hot tub, trampoline + more
Bend, OR
15% off
Price is AU$11,782
AU$11,782
AU$1,683 per night
includes taxes & fees
Image gallery for Starview at Brasada Ranch Resort by AvantStay |HotTub & Close To Golf!
9.49.4 out of 10 rating
Exceptional
(24 reviews)
Starview at Brasada Ranch Resort by AvantStay |HotTub & Close To Golf!
Powell Butte, Oregon
8% off
Price is AU$6,531
AU$6,531
AU$933 per night
includes taxes & fees
Image gallery for Perfect Family Getaway HotTub - sleeps 10
1010 out of 10 rating
Exceptional
(56 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 ☀️ Sunny Central Or. Creekside Water Front 🦮 Friendly Townhome @ Eagle Crest
9.89.8 out of 10 rating
Exceptional
(56 reviews)
☀️ Sunny Central Or. Creekside Water Front 🦮 Friendly Townhome @ Eagle Crest
Redmond, OR
7% off
Price is AU$2,018
AU$2,018
AU$288 per night
includes taxes & fees
Image gallery for Cabin at Brasada Ranch Resort/ 2 Master BD/2.5Ba w/golf course Views & Hot Tub
1010 out of 10 rating
Exceptional
(13 reviews)
Cabin at Brasada Ranch Resort/ 2 Master BD/2.5Ba w/golf course Views & Hot Tub
Powell Butte, OR
16% off
Price is AU$3,605
AU$3,605
AU$515 per night
includes taxes & fees
Image gallery for TheNest at Eagle Crest
1010 out of 10 rating
Exceptional
(24 reviews)
TheNest at Eagle Crest
Redmond, OR
8% off
Price is AU$3,920
AU$3,920
AU$560 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
(24 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 Luxury Eagle Crest Condo- Private Hot Tub, Fireplace, Free WiFi!
9.89.8 out of 10 rating
Exceptional
(77 reviews)
Luxury Eagle Crest Condo- Private Hot Tub, Fireplace, Free WiFi!
Redmond, OR
8% off
Price is AU$2,446
AU$2,446
AU$349 per night
includes taxes & fees
Image gallery for Family-Friendly Home | Indoor Heated Pool & Hot Tub | Pets Welcome!
1010 out of 10 rating
Exceptional
(25 reviews)
Family-Friendly Home | Indoor Heated Pool & Hot Tub | Pets Welcome!
Bend, OR
7% off
Price is AU$3,653
AU$3,653
AU$522 per night
includes taxes & fees
Image gallery for Brasada Ranch Panoramic Views - 4 Bdrm w/ Hot Tub and Activity Lawn
1010 out of 10 rating
Exceptional
(45 reviews)
Brasada Ranch Panoramic Views - 4 Bdrm w/ Hot Tub and Activity Lawn
Powell Butte, OR
8% off
Price is AU$6,010
AU$6,010
AU$859 per night
includes taxes & fees
Image gallery for Cozy Canterbury | Dog-friendly oasis in Bend
1010 out of 10 rating
Exceptional
(21 reviews)
Cozy Canterbury | Dog-friendly oasis in Bend
Bend, OR
8% off
Price is AU$3,864
AU$3,864
AU$552 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
(92 reviews)
Cozy Ranch Cabin, 6 SHARC Passes-- unlimited entry, Free WiFi, Air Conditioning
Bend, OR
6% off
Price is AU$2,318
AU$2,318
AU$331 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Downtown Bend Business Association
Showing deals for: 27 Sept - 30 Sept
Walk To Downtown & The Last Blockbuster from recently renovated home. 3 Bed/2ba
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
53 reviews(53 reviews)
The current price is AU$1,461
AU$1,461
for 3 nights, 1 home
AU$487 per night
includes taxes & fees
The Aerie Suites by AvantStay – Modern Comfort with Mountain Views
Sleeps 4 · 2 bedrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
The current price is AU$1,613
AU$1,613
for 3 nights, 1 apartment
AU$538 per night
includes taxes & fees
Ranc27 - Charming Cabin, Bikes, Community Pool
Sleeps 8 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
The current price is AU$1,310
AU$1,310
for 3 nights, 1 cabin
AU$437 per night
includes taxes & fees
NW Louisiana | Old Bend | pet (dog) friendly hot tub
Sleeps 4 · 2 bedrooms · 1+ bathroom
9.89.8 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
The current price is AU$1,953
AU$1,953
for 3 nights, 1 home
AU$651 per night
includes taxes & fees
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
92 reviews(92 reviews)
The current price is AU$1,690
AU$1,690
for 3 nights, 1 home
AU$563 per night
includes taxes & fees
Downtown Bend Vacation Cottage
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
The current price is AU$2,136
AU$2,136
for 3 nights, 1 home
AU$712 per night
includes taxes & fees
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