"NW 23rd Ave Cozy Victorian House" - $850/night

The House: A three-bedroom home two blocks from the streetcar, with Portland-quirky touches like a hand-written guide to Portland from the owner, Portland-crafted coffee table, standing desk office, reading nooks, and plenty of terrariums. According to the listing, "you will have access to everything in the house except for our money and virginity. Just kidding, but not really."
Sleeps: 6
The Perks: Italian leather sofa, fireplace, multiple options for making coffee (including a Chemex and Able brew system), and a help-yourself booze cabinet.

"ideahousePDX" - $850/night

The House: Owned by an architect and designer couple, this four-bedroom modern is just a year old and boasts modern amenities like a fully stocked kitchen (complete with Vitamix blender and double ovens), radiant floor heat, and a chic master bathroom with a 10-foot sliding door that opens to a private garden (right).
Sleeps: 8, pets welcome, but no kids under 10
The Perks: .75 acre property to explore, Tempuredic mattresses, fireplace, outdoor dining area, and tons of modern touches.

"Beautiful SW Portland Home" - $950/night

The House: Cozied up against the trees of Southwest Terwilliger Boulevard, this two-bed, two-bath has walls of windows and a private sunroom with outdoor fireplace.
Sleeps: 4, pets welcome (there's even a private pet yard for doggie business)
The perks: Oversize jacuzzi tub, modern furniture, and a combo washer/drier in the master bath in case things get a little messy.

"3700 sq ft, 1/2 acre of luxury" - $999/night

The House: Frank Lloyd Wright-inspired architecture meets family-friendly modern amenities in Southwest Portland. But no shoes inside!
Sleeps: 6, kids welcome (listing brags house is "mostly" childproof, complete with a downstairs playroom)
The Perks: Modern open kitchen, double shower with dual shower heads, and a terrace complete with grill and views of Mt. Hood.

"Private Gated Estate on Acreage in Lake Oswego" - $1000/night

The House: This four-bedroom, three-and-a-half bath home has plenty to offer inside—from the sweet tiled kitchen to spa-like bath, but the real reason to stay here is the ability to explore your seven private acres, complete with apple orchards, tree forts, swings, and views of polo horses.
Sleeps: 8
The Perks: Sonos sound system, two wood-burning fireplaces, kitchen with double oven and Subzero fridge, and outdoor fire pit.

"Stunning Lake Oswego view estate" - $1250/night

The House: Love Harrison Ford? This 7,847-square-foot Hamptons-style house was used in the filming of his movie "Extraordinary Measures," and has also been featured in Architectural Digest, the Wall Street Journal, and the New York Times.
Sleeps: 6
The Perks: Crazy views from nearly every room in the house, including from the deep master soaking tub and steam shower, a large outdoor terrace complete with epic fireplace, huge gourmet kitchen, and a four-car garage.

"Gated Private Estate in Lake Oswego" - $1500/night

The House: With East-coast brick charm, this eight-bedroom estate looks like your own private Ivy League campus, where you can peruse a massive wine cellar, watch movies in the home theater, work out in the gym, play a game of pool or jump in a pool. 
Sleeps: 16+
The Perks: There's a giant stone fireplace (with a built-in television) in the kitchen. Is that a perk?

"Modern Waterfront Luxury" - $1500/night

The House: Okay, okay, this one isn't technically available for overnight accommodations—just events, meetings, and movie shoots—but still, just look at it! 7,100+ square feet made up of four floors (yes, there's an elevator) with treehouse views. We'd like to be invited to that corporate meeting. 
Accommodates: 16+
The Perks: Main Lake and Mt. Hood views, grand piano, telescope, and tons of original art.