Holiday rentals near Downtown Bend Business Association
We found 3,289 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:25 Jul - 1 Aug
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$8,560
NZ$8,560
NZ$1,223 per night
includes taxes & fees
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$10,672
NZ$10,672
NZ$1,525 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$6,274
NZ$6,274
NZ$896 per night
includes taxes & fees
Image gallery for 0.5 Acre Cozy Oasis, Family/Pet-Friendly, , Water Feature, River Trails
1010 out of 10 rating
Exceptional
(5 reviews)
0.5 Acre Cozy Oasis, Family/Pet-Friendly, , Water Feature, River Trails
Bend, OR
8% off
Price is NZ$7,841
NZ$7,841
NZ$1,120 per night
includes taxes & fees
Image gallery for Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby
1010 out of 10 rating
Exceptional
(24 reviews)
Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby
Bend, OR
12% off
Price is NZ$3,579
NZ$3,579
NZ$511 per night
includes taxes & fees
Image gallery for Luxury & Comfort-Great 4 bedroom rate, SHARC passes 7th night free!
9.89.8 out of 10 rating
Exceptional
(88 reviews)
Luxury & Comfort-Great 4 bedroom rate, SHARC passes 7th night free!
Bend, OR
11% off
Price is NZ$4,751
NZ$4,751
NZ$679 per night
includes taxes & fees
Image gallery for Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
1010 out of 10 rating
Exceptional
(28 reviews)
Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
Bend, OR
12% off
Price is NZ$5,146
NZ$5,146
NZ$735 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$5,389
NZ$5,389
NZ$770 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$8,236
NZ$8,236
NZ$1,177 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$6,230
NZ$6,230
NZ$890 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 NZ$3,084
NZ$3,084
NZ$441 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$3,174
NZ$3,174
NZ$453 per night
includes taxes & fees
Image gallery for Explore Natures Beauty and Stay at Home in the Heart of Oregon's Wonderland
9.69.6 out of 10 rating
Exceptional
(20 reviews)
Explore Natures Beauty and Stay at Home in the Heart of Oregon's Wonderland
Bend, OR
9% off
Price is NZ$3,825
NZ$3,825
NZ$546 per night
includes taxes & fees
Image gallery for Pet-Friendly Bend Westside Villa in the Broken Top Golf Community
1010 out of 10 rating
Exceptional
(29 reviews)
Pet-Friendly Bend Westside Villa in the Broken Top Golf Community
Bend, OR
8% off
Price is NZ$4,555
NZ$4,555
NZ$651 per night
includes taxes & fees
Image gallery for HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK
1010 out of 10 rating
Exceptional
(11 reviews)
HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK
Redmond, OR
8% off
Price is NZ$3,982
NZ$3,982
NZ$569 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$4,994
NZ$4,994
NZ$713 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$3,140
NZ$3,140
NZ$449 per night
includes taxes & fees
Image gallery for Fantastic Location! Directly above river w/a 5 minute walk to downtown.
1010 out of 10 rating
Exceptional
(74 reviews)
Fantastic Location! Directly above river w/a 5 minute walk to downtown.
Bend, OR
8% off
Price is NZ$4,706
NZ$4,706
NZ$672 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$4,499
NZ$4,499
NZ$643 per night
includes taxes & fees
Image gallery for Modern Midtown Home w/ Luxury Finishes & Hot Tub!
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Modern Midtown Home w/ Luxury Finishes & Hot Tub!
Bend, OR
8% off
Price is NZ$6,226
NZ$6,226
NZ$889 per night
includes taxes & fees
Image gallery for Spacious with fun vibes - Bend Paradise
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Spacious with fun vibes - Bend Paradise
Bend, OR
9% off
Price is NZ$6,168
NZ$6,168
NZ$881 per night
includes taxes & fees
Image gallery for SW Bend Rest Relax Repose - Lrg yard & deck. Access to Canal, & River trails
9.49.4 out of 10 rating
Exceptional
(8 reviews)
SW Bend Rest Relax Repose - Lrg yard & deck. Access to Canal, & River trails
Bend, OR
12% off
Price is NZ$4,417
NZ$4,417
NZ$631 per night
includes taxes & fees
Image gallery for Elderberry- Salt Hot Tub, Wood Fireplace, 100+mbps Wifi, Walkable to Downtown
9.89.8 out of 10 rating
Exceptional
(47 reviews)
Elderberry- Salt Hot Tub, Wood Fireplace, 100+mbps Wifi, Walkable to Downtown
Bend, Oregon
8% off
Price is NZ$6,504
NZ$6,504
NZ$929 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
(16 reviews)
Eagle Crest Retreat, HOT TUB, Dogs OK, EV Charger
Redmond, OR
8% off
Price is NZ$4,449
NZ$4,449
NZ$636 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
9.49.4 out of 10
Exceptionalexceptional
30 reviews(30 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)
Walk To Downtown & The Last Blockbuster from recently renovated home
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
49 reviews(49 reviews)
Stay In The Heart Of Bend, Walk Everywhere!
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
174 reviews(174 reviews)
NW Louisiana | Old Bend | pet (dog) friendly hot tub
Sleeps 4 · 2 bedrooms · 1+ bathroom
9.89.8 out of 10
Exceptionalexceptional
20 reviews(20 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