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The 5 Best Short-Term Rentals in Portland for Quirky Stays and Quirkier Stories

Location and Accessibility: We checked if the rentals are close to walkable neighborhoods and public transit. Staying near cafes and the streetcar line makes exploring the city much easier.

Group Capacity and Layout: We looked at how comfortably a property can handle different travel party sizes. Homes with multiple bedrooms and flexible sleeping arrangements score higher for families and retreats.

Provided Amenities: We evaluated the practical perks included with each booking, from fast internet to fully equipped kitchens. Properties offering family gear or free parking earned extra points.

Booking Process and Fees: We prioritized hosts that offer direct booking options to help you save on third-party service charges. Clear pricing without hidden costs is a must for a stress-free trip.

Portland is an amazing city to visit, but finding the right place to crash makes all the difference. Maybe you’re a remote worker craving a fresh change of scenery for a few weeks, or a family exploring the Pacific Northwest. 

Either way, booking a spot with actual living space is usually a smarter move than squeezing into standard hotels. We hunted down the best short-term rental in Portland so you don’t have to guess. 

From eco-friendly cottages to massive homes perfect for big groups, there’s a perfect match for your travel style. Let’s dive into our top picks!

How much does a short-term rental cost in Portland?

In Portland, short-term rentals cost around $97 to $294 or more per night, while monthly furnished apartments generally range from $1,326 to over $2,800 depending on the size of the unit.

Rental TypeAverage Cost
Nightly Budget/Entry-Level~$97 per night
Nightly Median/Standard~$130 to $158 per night
Nightly High-End$294+ per night
Monthly Studio$1,326 to $1,425+
Monthly 1-Bedroom$1,565 to $1,672+
Monthly 2-Bedroom/House$1,963 to $2,800+

1. Piedmont Vacation Rental

piedmont-vacation-rental-logo

Website: vacationrentalsinportland.com

Address: 5933 NE Garfield Avenue

Contact: 971-570-8058 | [email protected]

Hours: Check-in time: 5:00 PM | Check-out time: 12:00 PM

Piedmont Vacation Rental is a great spot if you’re traveling with a big group since it comfortably fits up to 15 guests using a mix of private bedrooms and airbeds. 

There’s even a formal dining room that seats ten, making it easy to host events or big family meals. The main and upper levels of the house are totally private, even though the owner lives below, so you still get your own space. 

Families really like how the house comes with baby gear like security gates and high chairs, which saves you from hauling extra stuff for your little ones. 

However, there are only two full bathrooms, so mornings can feel a bit cramped. Also, since some guests will be sleeping on airbeds, that might not be perfect for anyone who needs a regular mattress.

Pros

  • Private main and upper levels
  • Built-in baby gear provided
  • Sleeps up to 15 guests
  • Extensive family amenities provided

Cons

  • Only two full bathrooms
  • Airbeds may be uncomfortable

2. Shift Vacation Rentals

shift-vacation-rentals-logo

Website: shiftvacationrentals.com

Address: 1421 NE Alberta Street

Contact: 503-208-2581 | [email protected]

Hours: Hours may vary. Contact for availability

Shift Vacation Rentals is a solid pick for anyone who wants to travel greener. Their spaces are made with eco-friendly materials and are located in the super walkable Alberta Arts and Historic Mississippi districts. 

We spoke with a guest who stayed at one of their Mississippi units last summer, and they loved having a dedicated parking spot, secure bike storage, and local discounts for cafes and shops right in the neighborhood. 

The vacation rentals are designed from the ground up for group stays, so they’re extra clean and convenient. If you’re bringing a big group, you can rent connected duplexes that fit up to 20 people. 

Just keep in mind, moving between duplex floors means going outside, and they usually stick to a strict four-night minimum stay.

Pros

  • Eco-friendly materials and design
  • Walkable location in trendy districts
  • Dedicated parking and secure bike storage
  • Duplexes available for large groups

Cons

  • Switching duplex floors means going outside
  • Four-night minimum stay required

3. Portland Vacation Rentals

portland-vacation-rentals-logo

Website: portlandsvacationrentals.com

Address: 1904 NW 24th Pl.

Contact: Contact via web form | [email protected]

Hours: Sunday-Friday, 9:00 AM – 5:00 PM

Parking in the city can be a massive headache, so getting a complimentary unlimited street parking pass with your stay is a huge win. Portland Vacation Rentals sit just steps from a pedestrian path that drops you right onto Thurman Street.

They cater heavily to remote workers by providing dedicated desks and fast Wi-Fi in every unit. You can easily book directly on their site to skip the middleman, giving you a smooth connection with the owner. 

They’re definitely a fantastic alternative if you aren’t interested in staying at a boutique hotel.

However, you’ll have to leave your furry friends behind because they strictly enforce a no-pets policy. Also, if you grab the two-bedroom unit, know that the second bedroom lacks exterior windows. 

Pros

  • Complimentary unlimited street parking pass
  • Steps from pedestrian path and Thurman
  • Dedicated desks and fast Wi-Fi
  • Booking directly avoids fees

Cons

  • Strict no-pets policy
  • Windowless second bedroom

4. Stay Portland

stay-portland-logo

Website: stayportland.com

Address: 2104 NW Everett St.

Contact: (971) 362-4726 | [email protected]

Hours: Check-in time: 4:00 PM | Check-out time: 11:00 AM

Booking directly through Stay Portland’s website is an easy way to skip those big third-party service fees, which can save you up to 15%. 

They manage permitted apartments in some of the city’s best neighborhoods and have a local team ready to help when you need it. 

One friend stayed for a month and loved the automatic 25% discount on long-term bookings, which made everything even more affordable. 

For remote workers, you’ll like that they check the internet speed every month, guaranteeing up to 500 Mbps, so your video calls won’t freeze up. Checking in is simple too, with a smart lock code. 

Just know there isn’t a front desk team on site. Also, if you want your place cleaned during your stay, you’ll pay extra and need to book it in advance.

Pros

  • No third-party booking fees
  • Automatic discounts on long stays
  • Fast, tested internet speeds
  • Self-check-in with smart lock

Cons

  • No on-site front desk
  • Extra fee for mid-stay cleaning

5. Portland Eco House

portland-eco-house-logo

Website: portlandecohouse.com

Address: 4842 NE Cleveland Ave.

Contact: +1.503.221.8075 | [email protected]

Hours: Hours may vary. Contact for availability

Mindful travelers looking for an earth-conscious getaway will immediately connect with Portland Eco House, a vegan-friendly property. This rental sits right by the Alberta Arts District and focuses heavily on sustainable living. 

Every inch of the space is cleaned using only non-toxic, scent-free products. The host eliminates surprise checkout costs by charging zero added cleaning fees. 

You won’t even have to do morning chores like running the dishwasher before you leave. This is a great choice if you’re looking into standard room rental services but want something more eco-focused.

Just remember that this property caters exclusively to adults and doesn’t allow infants or kids. Additionally, their strict health rules mean they can’t host pets or assistance animals. 

Pros

  • Vegan-friendly and sustainable property
  • Located near Alberta Arts District
  • No added cleaning fees
  • No pre-checkout cleaning chores

Cons

  • Strict no-children policy
  • Health restrictions prohibit all animals
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