Holiday rentals near Downtown Bend Business Association
We found 3,291 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:15 Aug - 22 Aug
Image gallery for Spacious & Rustic Lodge Cabin. 4 Bedroom Kid & Pet Friendly w/ Private Hot Tub!
9.89.8 out of 10 rating
Exceptional
(15 reviews)
Spacious & Rustic Lodge Cabin. 4 Bedroom Kid & Pet Friendly w/ Private Hot Tub!
Redmond, OR
8% off
Price is AU$9,156
AU$9,156
AU$1,308 per night
includes taxes & fees
Image gallery for Peaceful chalet with hot tub and fire pit
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Peaceful chalet with hot tub and fire pit
Bend, OR
8% off
Price is AU$6,117
AU$6,117
AU$874 per night
includes taxes & fees
Image gallery for Powell by AvantStay | Secluded Home only 10 Mins from DT Bend w/ Hot Tub
9.89.8 out of 10 rating
Exceptional
(50 reviews)
Powell by AvantStay | Secluded Home only 10 Mins from DT Bend w/ Hot Tub
Bend, OR
10% off
Price is AU$17,004
AU$17,004
AU$2,429 per night
includes taxes & fees
Image gallery for Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
1010 out of 10 rating
Exceptional
(29 reviews)
Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
Bend, OR
12% off
Price is AU$4,987
AU$4,987
AU$712 per night
includes taxes & fees
Image gallery for Modern cottage charm & walk to Downtown Bend
9.29.2 out of 10 rating
Wonderful
(17 reviews)
Modern cottage charm & walk to Downtown Bend
Bend, Oregon
8% off
Price is AU$5,273
AU$5,273
AU$753 per night
includes taxes & fees
Image gallery for Luxury & Comfort-Lowest 4 bedroom rate, SHARC passes 7th night free!
9.89.8 out of 10 rating
Exceptional
(88 reviews)
Luxury & Comfort-Lowest 4 bedroom rate, SHARC passes 7th night free!
Bend, OR
11% off
Price is AU$4,028
AU$4,028
AU$575 per night
includes taxes & fees
Image gallery for Home Centrally Located Near Old Mill Downtown
1010 out of 10 rating
Exceptional
(8 reviews)
Home Centrally Located Near Old Mill Downtown
Bend, OR
8% off
Price is AU$4,299
AU$4,299
AU$614 per night
includes taxes & fees
Image gallery for 21 Quelah Lane Adventure Lodge - 4BR/3.5BA, 2 Master suites, A/C, Bikes, & SHARC
1010 out of 10 rating
Exceptional
(20 reviews)
21 Quelah Lane Adventure Lodge - 4BR/3.5BA, 2 Master suites, A/C, Bikes, & SHARC
Bend, OR
8% off
Price is AU$9,211
AU$9,211
AU$1,316 per night
includes taxes & fees
Image gallery for Golf and Outdoor Getaway!!
9.89.8 out of 10 rating
Exceptional
(80 reviews)
Golf and Outdoor Getaway!!
Redmond, OR
8% off
Price is AU$2,884
AU$2,884
AU$412 per night
includes taxes & fees
Image gallery for Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown
1010 out of 10 rating
Exceptional
(73 reviews)
Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown
Bend, OR
8% off
Price is AU$5,363
AU$5,363
AU$766 per night
includes taxes & fees
Image gallery for Spacious Mountain Retreat: Spacious Home, Fireplaces & Gourmet Kitchen
1010 out of 10 rating
Exceptional
(39 reviews)
Spacious Mountain Retreat: Spacious Home, Fireplaces & Gourmet Kitchen
Bend, OR
8% off
Price is AU$6,038
AU$6,038
AU$863 per night
includes taxes & fees
Image gallery for Luxury open concept Vacation Home. Close to downtown ,Old Mill trails & parks.
1010 out of 10 rating
Exceptional
(50 reviews)
Luxury open concept Vacation Home. Close to downtown ,Old Mill trails & parks.
Bend, OR
7% off
Price is AU$4,568
AU$4,568
AU$653 per night
includes taxes & fees
Image gallery for Wanderlust Condo Bend - Mt Bachelor Village - BRAND NEW
1010 out of 10 rating
Exceptional
(5 reviews)
Wanderlust Condo Bend - Mt Bachelor Village - BRAND NEW
Bend, OR
8% off
Price is AU$4,857
AU$4,857
AU$694 per night
includes taxes & fees
Image gallery for River Front Oasis! Hot Tub, Firepit, Move Room!
1010 out of 10 rating
Exceptional
(19 reviews)
River Front Oasis! Hot Tub, Firepit, Move Room!
Bend, OR
8% off
Price is AU$6,985
AU$6,985
AU$998 per night
includes taxes & fees
Image gallery for Wooded river retreat near Mt. Bachelor and Bend
9.29.2 out of 10 rating
Wonderful
(9 reviews)
Wooded river retreat near Mt. Bachelor and Bend
Bend, OR
9% off
Price is AU$2,923
AU$2,923
AU$418 per night
includes taxes & fees
Image gallery for Lodge Vibes in the City - Large Log Home
1010 out of 10 rating
Exceptional
(18 reviews)
Lodge Vibes in the City - Large Log Home
Bend, OR
12% off
Price is AU$5,200
AU$5,200
AU$743 per night
includes taxes & fees
Image gallery for HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK
1010 out of 10 rating
Exceptional
(12 reviews)
HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK
Redmond, OR
8% off
Price is AU$3,508
AU$3,508
AU$501 per night
includes taxes & fees
Image gallery for NEW family friendly private guesthouse in mid town
1010 out of 10 rating
Exceptional
(5 reviews)
NEW family friendly private guesthouse in mid town
Bend, OR
8% off
Price is AU$4,577
AU$4,577
AU$654 per night
includes taxes & fees
Image gallery for Blissful Westside Bend location, the best of Bend and near many amenities.
1010 out of 10 rating
Exceptional
(15 reviews)
Blissful Westside Bend location, the best of Bend and near many amenities.
Bend, OR
12% off
Price is AU$4,476
AU$4,476
AU$639 per night
includes taxes & fees
Image gallery for Adorable Tiny Home │East Side Near Park │Extended Stays Welcome │ Private Home
1010 out of 10 rating
Exceptional
(14 reviews)
Adorable Tiny Home │East Side Near Park │Extended Stays Welcome │ Private Home
Bend, OR
8% off
Price is AU$2,643
AU$2,643
AU$378 per night
includes taxes & fees
Image gallery for Mountain Haus - Pinnacle Lodge: Near Pine Nursery Park & Town
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Mountain Haus - Pinnacle Lodge: Near Pine Nursery Park & Town
Bend, OR
8% off
Price is AU$3,071
AU$3,071
AU$439 per night
includes taxes & fees
Image gallery for Nest at Eagle Crest Resort + Hot Tub + Golf+ Fireplace
1010 out of 10 rating
Exceptional
(5 reviews)
Nest at Eagle Crest Resort + Hot Tub + Golf+ Fireplace
Redmond, OR
7% off
Price is AU$4,542
AU$4,542
AU$649 per night
includes taxes & fees
Image gallery for Two Master Suites - SHARC Passes Included- Sleeps 10
9.89.8 out of 10 rating
Exceptional
(67 reviews)
Two Master Suites - SHARC Passes Included- Sleeps 10
Bend, OR
8% off
Price is AU$5,102
AU$5,102
AU$729 per night
includes taxes & fees
Image gallery for 2 Bedroom Dog friendly cabin in Sunriver. 6 SHARC passes included.
9.89.8 out of 10 rating
Exceptional
(135 reviews)
2 Bedroom Dog friendly cabin in Sunriver. 6 SHARC passes included.
Bend, OR
8% off
Price is AU$4,113
AU$4,113
AU$588 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
1123 Aerie Buyout | 2 Units, 5BDR w/ Hot Tub | Mins to Old Bend
Sleeps 10 · 5 bedrooms · 3 bathrooms
Rock Bluff | South West Bend | pet (dog) friendly
Sleeps 10 · 5 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
31 reviews(31 reviews)
Luxury Rooftop Condo in the Heart of Downtown Bend, Cascade Mountain views
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
NW Louisiana | Old Bend | pet (dog) friendly hot tub
Sleeps 4 · 2 bedrooms · 1+ bathroom
9.89.8 out of 10
Exceptionalexceptional
21 reviews(21 reviews)
Walk To Downtown & The Last Blockbuster from recently renovated home
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
50 reviews(50 reviews)
Downtown Bend Vacation Cottage
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
6 reviews(6 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