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 NZ$9,880
NZ$9,880
NZ$1,411 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 NZ$6,643
NZ$6,643
NZ$949 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 NZ$19,334
NZ$19,334
NZ$2,762 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 NZ$5,433
NZ$5,433
NZ$776 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 NZ$5,745
NZ$5,745
NZ$821 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 NZ$4,386
NZ$4,386
NZ$627 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 NZ$4,684
NZ$4,684
NZ$669 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 NZ$9,938
NZ$9,938
NZ$1,420 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
7% off
Price is NZ$3,143
NZ$3,143
NZ$449 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 NZ$5,843
NZ$5,843
NZ$835 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 NZ$6,557
NZ$6,557
NZ$937 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 NZ$4,975
NZ$4,975
NZ$711 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 NZ$5,291
NZ$5,291
NZ$756 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 NZ$7,611
NZ$7,611
NZ$1,087 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 NZ$3,185
NZ$3,185
NZ$455 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 NZ$5,665
NZ$5,665
NZ$809 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 NZ$3,829
NZ$3,829
NZ$547 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 NZ$4,987
NZ$4,987
NZ$712 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 NZ$4,875
NZ$4,875
NZ$696 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 NZ$2,882
NZ$2,882
NZ$412 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 NZ$3,346
NZ$3,346
NZ$478 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 NZ$4,946
NZ$4,946
NZ$707 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 NZ$5,543
NZ$5,543
NZ$792 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 NZ$4,481
NZ$4,481
NZ$640 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
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