Downtown Bend
If you are looking for a great outdoor experience away from it all mixed with an exciting downtown life, Bend is the place for you! With hiking, skiing and biking opportunities surrounding Bend the conveniences of shopping, dining, and nightlife are only a stone's throw. Walk everywhere from one of our many downtown Bend vacation rentals. With large single family home options to smaller townhomes and condos, there is something for everyone. Whether you are bringing Fido and need pet-friendly accommodations or are traveling with a large group we've got you covered. Browse and book online today and remember best of all, NO BOOKING FEES!
Contact us today for additional assistance finding the perfect vacation rental for your upcoming trip to Oregon.
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Starting at (USD)
$400.00
Downtown Old Mill District Bend Oregon Wall Street, Roof Top Terrace with View of the Cascades, Hot Tub Free WiFi Air Conditioning
Bend, OR
- 8 Guests
- 3 Bedrooms
- 3.5 Bathrooms
- Code: SW Wall Street
Starting at (USD)
$235.00
Bend Oregon Vacation Rentals, Close to Downtown, Old Mill District, Hot Tub, Minutes to Mt. Bachelor Ski Resort
Bend, OR
- 10 Guests
- 4 Bedrooms
- 2.5 Bathrooms
- Code: Meadowbrook Drive_1
- Pets Allowed
Starting at (USD)
$215.00
Meadowbrook Drive 2 sleeps 8, Easy Access to Downtown Bend Oregon, Close to Mt. Bachelor Ski Resort!
Bend, OR
- 8 Guests
- 4 Bedrooms
- 2.5 Bathrooms
- Code: Meadowbrook Drive_2
Starting at (USD)
$245.00
Bend Oregon Pet Friendly Vacation Rentals with Hot Tub, Blocks to Downtown, Old Mill District, Minutes to Mt. Bachelor Ski
Bend, OR
- 10 Guests
- 4 Bedrooms
- 2.5 Bathrooms
- Code: NW Union Street
- Pets Allowed
Starting at (USD)
$129.00
Best L'il Oar House in Old Bend, In Downtown Bend, Air Conditioning, Free WiFi, Bikes, Fenced Yard Pet Free
Bend, OR
- 4 Guests
- 2 Bedrooms
- 1 Bathrooms
- Code: NW McCann
Starting at (USD)
$400.00
Panoramic Views, Absolutely Gorgeous Five Bedroom Vacation Home, Minutes to Downtown Bend Oregon, sleeps 12, Pet Free!
Bend, OR
- 12 Guests
- 5 Bedrooms
- 3 Bathrooms
- Code: NW Vicksburg Avenue
Starting at (USD)
$250.00
Walk to downtown Bend Oregon and Old Mill Shopping Center, The Bluffs, Fireplace, Hot Tub, Pet Friendly w Fenced Yard, Air Conditioning
Bend, OR
- 8 Guests
- 4 Bedrooms
- 3 Bathrooms
- Code: SW_Chamberlain_Street
- Pets Allowed
Starting at (USD)
$175.00
Downtown Bend Oregon Pet Friendly Vacation Rental Hot Tub, Fenced Yard, Close to Old Mill District, Walk Everywhere!
Bend, OR
- 6 Guests
- 3 Bedrooms
- 2 Bathrooms
- Code: NW Florida Avenue
- Pets Allowed
Starting at (USD)
$400.00
Downtown Bend Oregon Vacation Rental Hot Tub Free Wifi Awbrey Courtyard with Awbrey Suite
Bend, OR
- 8 Guests
- 4 Bedrooms
- 3.5 Bathrooms
- Code: NW Awbrey Road
Starting at (USD)
$150.00
Charming 2 Bedroom Home in Downtown Bend - Pet Friendly! Walk Everywhere! 2 bedrooms, 2 bathrooms, sleeps 4 air conditioning, fireplace
Bend, OR
- 4 Guests
- 2 Bedrooms
- 2 Bathrooms
- Code: NW Federal Street
- Pets Allowed
Starting at (USD)
$200.00
Downtown Bend Oregon Vacation Rental NW Fifth Street, sleeps 8 Walk Everywhere!
Bend, OR
- 8 Guests
- 3 Bedrooms
- 3 Bathrooms
- Code: NW 5th Street
Starting at (USD)
$145.00
Bend Oregon Vacation Rentals, Pet Friendly, 3 minutes to Downtown, Minutes to Mt. Bachelor Ski Resort
Bend, OR
- 6 Guests
- 2 Bedrooms
- 2 Bathrooms
- Code: Westridge_Avenue
- Pets Allowed
Starting at (USD)
$250.00
Downtown Pet Friendly Bend Oregon Vacation Rental Hot Tub on Lexington Avenue, Air Conditioning, sleeps 10
Bend, OR
- 10 Guests
- 4 Bedrooms
- 2.5 Bathrooms
- Code: NW Lexington Avenue
- Pets Allowed
Starting at (USD)
$145.00
Taft Townhome #49, Hot Tub, In Old Mill District, 5 minutes to Downtown Pet Friendly Air Conditioning Fireplace Fenced Yard
Bend, OR
- 6 Guests
- 2 Bedrooms
- 2.5 Bathrooms
- Code: SW Taft Avenue_49
- Pets Allowed
Starting at (USD)
$117.00
In Downtown, steps to Old Mill, Located Across from Jackson's Corner in Downtown Bend Oregon
Bend, OR
- 4 Guests
- 1 Bedrooms
- 1 Bathrooms
- Code: NW Broadway Street
Starting at (USD)
$155.00
Downtown Old Mill District Bend Oregon Arizona Street, Pet Friendly, Hot Tub, three bedrooms, two bathrooms, sleeps 8 COMPLETELY REMODELED AS OF 5/2018
Bend, OR
- 8 Guests
- 3 Bedrooms
- 2 Bathrooms
- Code: NW Arizona Avenue
- Pets Allowed
Starting at (USD)
$250.00
Bend Oregon Vacation Lodging Home, Private Hot Tub, Pet Friendly Fenced Yard, Walk to Downtown Bend & All Over West Side!
Bend, OR
- 8 Guests
- 4 Bedrooms
- 2.5 Bathrooms
- Code: NW Elgin Avenue
Starting at (USD)
$155.00
Walk Everywhere! 1 mile to downtown Bend Oregon Pet Friendly Fenced Backyard, Free WiFi Air Conditioning
Bend, OR
- 6 Guests
- 2 Bedrooms
- 2 Bathrooms
- Code: Revere Avenue
- Pets Allowed
Starting at (USD)
$235.00
Walk downtown Bend, Oregon, 3 minutes to Downtown, Free WiFi, Air Conditioning Fireplace
Bend, OR
- 8 Guests
- 4 Bedrooms
- 2.5 Bathrooms
- Code: NW Ogden Avenue
Starting at (USD)
$200.00
Downtown Pet Friendly Bend Oregon Vacation Rental on Hartford Avenue, sleeps 10 Fenced Yard, Walk Everywhere!
Bend, OR
- 10 Guests
- 3 Bedrooms
- 2.5 Bathrooms
- Code: NW Hartford Avenue
- Pets Allowed