Holiday rentals near Downtown Bend Business Association
We found 3,319 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 NZ$3,145
NZ$3,145
NZ$449 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 NZ$3,829
NZ$3,829
NZ$547 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 NZ$6,185
NZ$6,185
NZ$884 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 NZ$8,403
NZ$8,403
NZ$1,200 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 NZ$1,955
NZ$1,955
NZ$279 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 NZ$2,757
NZ$2,757
NZ$394 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 NZ$3,413
NZ$3,413
NZ$488 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 NZ$2,354
NZ$2,354
NZ$336 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 NZ$3,196
NZ$3,196
NZ$457 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 NZ$4,743
NZ$4,743
NZ$678 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 NZ$8,004
NZ$8,004
NZ$1,143 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 NZ$3,151
NZ$3,151
NZ$450 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 NZ$13,095
NZ$13,095
NZ$1,871 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 NZ$7,196
NZ$7,196
NZ$1,028 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 NZ$2,199
NZ$2,199
NZ$314 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 NZ$6,602
NZ$6,602
NZ$943 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 NZ$3,910
NZ$3,910
NZ$559 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 NZ$4,242
NZ$4,242
NZ$606 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 NZ$3,420
NZ$3,420
NZ$489 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 NZ$2,616
NZ$2,616
NZ$374 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 NZ$3,961
NZ$3,961
NZ$566 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 NZ$6,485
NZ$6,485
NZ$926 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 NZ$4,187
NZ$4,187
NZ$598 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 NZ$2,477
NZ$2,477
NZ$354 per night
includes taxes & fees
Find spaces that suit your style
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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 NZ$1,586
NZ$1,586
for 3 nights, 1 home
NZ$529 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 NZ$1,739
NZ$1,739
for 3 nights, 1 apartment
NZ$580 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 NZ$1,418
NZ$1,418
for 3 nights, 1 cabin
NZ$473 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 NZ$2,159
NZ$2,159
for 3 nights, 1 home
NZ$720 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 NZ$1,833
NZ$1,833
for 3 nights, 1 home
NZ$611 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 NZ$2,313
NZ$2,313
for 3 nights, 1 home
NZ$771 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