Portland is quite possibly the most chill city in America with its open-carefree vibes and commitment to all things “alternative.” To honor those same feelings, we’ve the most highly rated chill stays in Portland. You’re guaranteed to enjoy laying your head in one of these Airbnb rentals. Book your dates before they’re gone!

Charming Studio Apartment in Hawthorne

$85/night at the time of publication

Sleeps: 4 guests Beds: 2 Baths: 1

A stay in this charming studio apartment right in the middle of Hawthorne will definitely be a pleasant experience thanks to your benign host Gracie who’ll be there to lend you a helping hand when you need it. Everything you would want in your own home is provided here during your stay. There are 2 bedrooms in the apartment which can accommodate up to 4 guests. The interior décor of the apartment has a warm and cozy feel to it, making for a great stay whether you’re spending a night or a couple of days here.

Airbnb.com Reviewer-

Gracie’s place was lovely! Super easy check in, lots of street parking, awesome location - and the apartment was cozy, cute and clean with everything we needed for a comfortable stay. Will certainly be back!

This studio apartment is available on Airbnb.com.

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Arts Cottage in Alberta

$79/night at the time of publication

Sleeps: 4 guests Beds: 2 Baths: 1

Smack right in the middle of Alberta, this posh and rustic looking small cottage has been featured in the NY Times. James, the host of the accommodation is one of the few Airbnb ‘Super host’ in the region and he’ll make sure that the time you spend at his place is an absolute blast. There is 1 bedroom in the apartment which can accommodate up to 2 guests. The kitchen space is an amateur chef’s dream come true with all kitchen amenities starting from stoves to cutlery to fulfill your culinary fantasies.

Airbnb.com Reviewer-

This place was so cute and in an awesome location. It clean, cozy, and perfect size. I would highly recommend this place! I 10/10 would stay here again.

This cottage is available on Airbnb.com.

Standard Room in Boutique Hotel

$78/night at the time of publication

Sleeps: 2 guests Beds: 1 Baths: 3

This street facing room sits atop a historic sailor’s hotel way back from the 1800s! But don’t let the classic outward architecture fool you, the hotel is well equipped with all modern amenities starting from wi-fi to reading lights. There is 1 bed in the room which can accommodate up to 2 guests. The windows of the room provide an excellent view of the old section of Portland. The staff and management are very professional and friendly and will do their best to make you feel welcome!

Airbnb.com Reviewer-

This place is very clean and fairly priced. The cafe/bar downstairs is awesome and well as the balcony area. I would definitely recommend it!

This room is available on Airbnb.com.

Room in Treehouse

$209/night at the time of publication

Sleeps: 2 guests Beds: 1 Baths: 1

This resplendent looking fancy treehouse makes for a fun experience if you decide to check in here during your stay in Portland. Your cheerful and friendly host Lance and his cat will make sure you enjoy yourself while enjoying the view from atop his fancy and luxurious treehouse. There is 1 bed in the apartment room which can accommodate up to 2 guests. The treehouse is a just a stone's throw away from Portland locate on the city outskirts near the Marquam Nature Park.

Airbnb.com Reviewer-

The house is amazing and so are the views. Lance is an excellent host and his kitty makes a grand companion when enjoying the view.

This treehouse room is available on Airbnb.com.

Bunk Bed in Boutique Hotel

$35/night at the time of publication

Sleeps: 1 guests Beds: 1 Baths: 1

Another staying option in the historic Society Hotel in old Portland which is comparatively cheaper than its room counterpart. The cozy beds fit one person comfortably and come with reading lights as well if you’re a night owl.

Airbnb.com Reviewer-

Really enjoyed my stay at the Society Hotel. Good location, comfortable and roomy despite being in a bunk bed, moderately clean, standard amenities provided, and friendly staff.

This bunk bed is available on Airbnb.com.

Mini Apartment For Single Accommodation

$38/night at the time of publication

Sleeps: 2 guests Beds: 1 Baths: 1

This mini apartment is so chilled and relaxing that you’d wish you were staying here all the time. Featuring a living, bedroom, bathroom, and kitchen, has all the space one person could ask for to sustain themselves. There is 1 bedroom in the apartment which can accommodate up to 2 guests. Your host Rachel is very hospitable, leaving complimentary coffee and snacks for you when you check in but is very strict on her no smoking, no pet and no party policy.

Airbnb.com Reviewer-

Safe and nice community. Easy access. Rachel responds back very quickly if needed! The bed is so comfortable it’s almost dangerous!! Very clean space that has everything you could need on a short stay there. Highly suggest staying here! 10/10 would stay again!

This mini apartment is available on Airbnb.com.

Dolce Vita Studio Apartment

$70/night at the time of publication

Sleeps: 2 guests Beds: 1 Baths: 1

Located just a short 20-minute walk away from Portland PDX, this quaint and well-furnished studio apartment make for a very hospitable experience thanks to Kim, your host for this Airbnb listing. There is 1 bed in the apartment which can accommodate up to 2 guests. The airport is also just a 10-minute drive from the location. The listing also has free parking and wi-fi, making it a good an option if you’re bringing your car along for the trip.

Airbnb.com Reviewer-

This is a hidden gem conveniently located near PDX. The decoration of the guest house is gorgeous. It's equipped with all kinds of amenities that make the stay experience smooth. Thanks, Kim and Doug for making this happen!

This studio apartment is available on Airbnb.com.

Ankeny Loft

$79/night at the time of publication

Sleeps: 2 guests Beds: 1 Baths: 1

Located in Laurelhurst of SE Portland, this loft has a brand new feel to it with the shiny interior and decorations. There are 2 bedrooms in the apartment which can accommodate up to 5 guests. All the trendy shops, cafes, and restaurants are just a short walking distance from this listing. If you need any help or recommendations, your host Sarah will be more than happy to help you out. The place has no parking utility, but there is storage space available for bikes.

Airbnb.com Reviewer-

Sarah's place is a perfect jumping off point for a visit to Portland. So cute - everything is brand new and stylishly decorated. And the location is unbeatable. Their communication was literally lightning fast when I had a couple of questions. Highly recommend!

This loft is available on Airbnb.com.

Charming DT Camas Bungalow

$29/night at the time of publication

Sleeps: 4 guests Beds: 2 Baths: 1

This charming classically designed studio bungalow is hosted by the cute and bubbly couple Ashley and Jamison. The apartment has a modern avant garde design which you’ll definitely appreciate if you have an eye for architectural beauty. There are 2 beds in the apartment which can accommodate up to 4 guests. Since the dimensions of the apartment are small, the couple has posted a pretty funny disclosure in the listing for tall people!

Airbnb.com Reviewer-

I had a wonderful stay at Ashley and Jamison's place. It was comfortable, clean, stylish, and thoughtfully designed. Great location and highly recommended.

This bungalow is available on Airbnb.com.

Hip Apartment In Kenton

$65/night at the time of publication

Sleeps: 2 guests Beds: 1 Baths: 1

This hip and trendy apartment is located in Kenton, one of the largest commercial hubs of Portland. All major waypoints which include the airport and downtown areas are in close proximity of this apartment listing. There is 1 bedroom in the apartment which can accommodate up to 2 guests. All living amenities are provided by Robert and Lauren, the couple hosting the listing. If you’re a dog lover, you’ll be delighted to know the place also has its own resident doggo ready to be pampered by you.

Airbnb.com Reviewer-

It was a very clean, very comfortable place with great consideration to details. I would definitely recommend it as a great stay and book again. Great private access, quiet, intimate and nice finishes. Parking is open, nice neighborhood and close to shopping.

This apartment is available on Airbnb.com.

Studio Apartment in NE Portland

$59/night at the time of publication

Sleeps: 2 guests Beds: 1 Baths: 1

This simple and basic studio apartment is located in the lower levels of the host Amelia’s home. The apartment has all necessary furnishing and amenities that you might require except a stove in the kitchen space which shouldn’t be that much of an inconvenience if you’re making a short stay. There are 2 bedrooms in the apartment which can accommodate up to 5 guests. A mini-freezer and microwave are also provided.

This studio apartment is available on Airbnb.com.

Small Renovated House In Alberta

$67/night at the time of publication

Sleeps: 2 guests Beds: 1 Baths: 1

This tiny and cozy little renovated house in the middle of Alberta is a quant affair. Your stay will be made delightful by your Airbnb Super host Lee who’ll make sure that you are left wanting with anything. There are 2 bedrooms in the apartment which can accommodate up to 5 guests. All major landmarks are just a short drive away and you won’t find yourself scarce of entertainment.

Airbnb.com Reviewer-

This place is the perfect little spot. Everything is exactly as described and Lee was super accommodating! I had a great stay and I’d love to stay here again when I come back.

This house is available on Airbnb.com.