Monthly Rentals in Painted Hills

Discover long-term rentals that feel like home for stays of a month or longer.

Nearby monthly rentals

Guest favourite
Guest suite in Prineville
4.93 out of 5 average rating, 245 reviews

Artsy Guest House Nestled in the Rimrock

AlyssaRating, 5 stars1 month ago
Great location, very cozy, and had a beautiful view! The kitchen had everything we needed, the 5 gallon water dispenser, Nespresso pods, and bag of granola were much appreciated! Located close to Smith Rock state park, and the Painted Hills aren’t too far away. This was my first Airbnb I’ve stayed at, so maybe this is standard across all Airbnbs I’m not sure, but I was caught off guard with the extra fees. I stayed 3 nights so I was expecting it to cost $333 plus some sort of service fee, but I ended up paying an extra $180! The service fee was $58, taxes were $41, and then an $80 cleaning fee, even though it’s required to clean up after yourself anyway?? Overall I had a good stay, but was disappointed at the extra fees.
Guest favourite
Cabin in Kimberly
4.97 out of 5 average rating, 265 reviews

Stellar Cabin

CourtneyRating, 5 stars1 week ago
I booked Jody and Dan's place for a birthday weekend getaway. What a great find it was! The location is amazing, and waking up the view of the "wedding cake" was an experience. Not to mention the incredible views of the sky at night. The cabin feels very private and everything you could need for a stay is provided. The host made sure the soaking tub was hot when we arrived, which was a great touch. Nature surrounds the cabin, I enjoyed seeing a variety of birds, including a bunch of quail (so cute), and hearing frogs near the small pond. There were clear instructions to get to the location - which are important because cell service was non-existent for me. All in all staying at stellar cabin provided a much needed respite from the city and I wouldn't hesitate to make the journey back out there.
Guest favourite
Cabin in Culver
4.91 out of 5 average rating, 158 reviews

Cabin on The Rim

TaylorRating, 5 stars1 week ago
Just like other reviews have said, pictures do not do this beautiful space justice. The bed was very comfortable and the wood stove was excellent. Some extra amenities included 40L of water, a very nice cooler, plenty of firewood, a towel for the outdoor shower, and a clean and well stocked porta-potty. The cabin also came with some grilling utensils, two pans, a kettle, and a french press. We wished we had brought more of a camp kitchen (plates, bowls, silverware), but otherwise this space was perfect. Bring binoculars if you want some excellent bird watching! We can't wait to visit again.
Guest favourite
Apartment in Mitchell
4.93 out of 5 average rating, 595 reviews

Off Grid Ranch's Apt Back side of Painted Hills.

DyanneRating, 5 stars2 days ago
What a unique and outstanding place to spend a few days while exploring the Painted Hills/John Day area. Bonnie’s place was huge for 2 people and would be perfect for a family or a few couples. The view from the back yard is breathtaking and due to its location in the hills without anything surrounding it, it is perfect for stargazing (we had a perfect clear night during our stay). The kitchen had all the utensils you need to cook which we did one night and there is also a great brew pub 10 mins away in Michell. Our stay lived up to and exceeded our expectations and I would definitely stay here again and recommend to friends. Oh, and it was very cool how it is completely off the grid it is yet we had all the convenience of modern living.

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term vacation rentals and a single monthly payment without additional charges.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Travelling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing, and relocation needs.
*Some exclusions may apply in certain geographies and for some properties.
  1. Airbnb
  2. United States
  3. Oregon
  4. Wheeler County
  5. Painted Hills
  6. Monthly Rentals