Very few places in the United States can be as eclectic as Oregon, so if you’ve decided to drop anchor there, you should know that you’re in for the treat of a lifetime!
Oregon is nicknamed the ‘Beaver State’, primarily because of the abundance of wildlife that lives there. As such, it offers the ideal home base for a delightful retreat in the midst of nature, far away from the hustle and bustle of regular life.
Contrary to what you may think, however, Oregon isn’t just about wildlife, mountains, forests, and beaches. Far from it! In fact, this state has 36 counties and over 200 cities, so you can be sure that you’ll definitely have plenty to keep you entertained during your stay.
After a long day of exploring or a tiresome day of hiking, the best way to kick back and relax is by lighting the fire in your very own cottage in Oregon.
Luckily enough, there are plenty of cottages available throughout the state. But which are the best Oregon cottages? Well, you’re about to find out.
In a Hurry? Here’s Where to Stay in Oregon for One Night
Quaint Riverside Studio for two
Perfect for two, this quaint riverside studio provides classic home comforts with a fully equipped kitchen, private patio, and barbecue facilities. There’s also a small sofa bed that can sleep two kids.
- Oakridge Greenwaters Park
- Williamette Fish Hatchery
- Salt Creek Falls
Is this amazing Oregon Cottage booked for your dates? We’ve got your back with our other favorite properties below!
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Staying in a Cottage in Oregon
It goes without saying that you’ll be spoilt for choice when it comes to finding accommodation in Oregon. Whether renting directly with the owners or through third-party sites, such as Airbnb or Booking.com, you’ll certainly have more than your fair share of options to browse through.
In fact, one of the (many) great things about booking through these websites is that you get to compare various listings so you can filter your search according to your budget and personal preferences.
Now, while there are plenty of villas, hotels, hostels, bed and breakfasts, and even treehouses and cabins in Oregon to choose from, there’s no denying that staying in a quintessential cottage is quite a unique experience indeed.
You’ll find that cottages in Oregon are mostly situated along the coast, in forests, or by lakes and rivers. Cottages that are right at the heart of a city center aren’t that common, although you’ll find quite a few that lie just a quick drive from the main town – ideal for those who would like to experience cottage-style-living without being too cut off from urban experiences.
What to Look For in a Cottage in Oregon
For starters, it’s important to narrow down the places you’d like to visit while in Oregon and make your choice based on the location. After all, this is quite a huge state with plenty to see and do. For instance, if musical Portland is more of your thing, you may wish to consider a place near the downtown area which is particularly known for its many jazz clubs and karaoke bars.
On the other hand, if you’d like to wake up to the sound of the waves every day, you can always consider staying in Oregon’s coastal towns such as Seaside, Pacific City, Florence, or Cannon Beach – amongst many others. There are also plenty of forest and lakeside dwellings that you’ll be able to choose from. Still, it’s good to know that the Wi-Fi connection can sometimes get choppy in remote places.
In keeping up with the grand grilling traditions of the United States, you may also notice that most cottages in Oregon are fitted with barbecue facilities and a front deck so you can make the most of those warm summer nights. Some even provide fire pits, furnished patios, and rustic indoor fireplaces.
Given the sheer number of choices available online, I know how hard it is to make a decision so I’ve taken the liberty of listing 10 of my all-time favorite options below.
Quaint Riverside Studio for two
- > $$
- > 2 Guests
- > Functional kitchenette
- > Right by the Willamette River
1 Bedroom Close to Downtown Portland
- > $$
- > 2 Guests
- > Private deck and patio
- > Close to Downtown Portland
Rustic Space Near the Ocean
- > $
- > 6 Guests
- > Back deck with outdoor shower
- > Just a stroll from the beach
Romantic Cottage on the Wine Trail
- > $$
- > 2 Guests
- > Massage tub with fire pit
- > Stunning vineyards views
3 Bedroom Space with Ocean Views
- > $$
- > 6 Guests
- > Backyard with barbecue
- > Stunning views of the ocean
Luxurious Lakefront Haven for 4
- > $$$$
- > 4 Guests
- > Patio kitchen with fireplace
- > Soothing lakefront setting
Beachfront Cottage With 2 Bedrooms
- > $$$
- > 4 Guests
- > Beachfront deck with hot tub
- > Idyllic waterfront location
The Top 10 Cottages in Oregon
Overall Best Value Cottage in Oregon – Quaint Riverside Studio
- $$
- 2 Guests
- Functional kitchenette
- Right by the Willamette River
Fall asleep to the melodious gurgle of the river every night with a stay in this small but cozy studio that sleeps up to two guests on a double bed. There’s also extra space on a kid-friendly sofa bed.
Now, this cottage in Oakridge may be inexpensive but it still provides a kitchen, living space, and barbecue facilities. If you don’t feel like cooking, you can always walk over to neighboring eateries. Not only does the Willamette River offers ample rafting opportunities, but this space is also close to the best hiking and mountain biking trails in the area!
Best Budget Cottage in Oregon – 1 BR, Downtown Portland
- $$
- 2 Guests
- Private deck and patio
- Close to Downtown Portland
If you’re not quite sure whether you want to stay in the countryside or the city, why don’t you consider dropping anchor halfway between the two? Located in the historic Multnomah Village, this amazing cottage in Oregon lies just a quick drive from both Downtown Portland and the city center.
With one bedroom that can easily accommodate one to two guests, this super-affordable space has its very own patio and deck, perfect for an alfresco dinner under the stars! And when you feel like staying in, you can always put a meal together in the modern, well-equipped kitchen.
Of course, visiting Portland wouldn’t be worthwhile if you stay in your accommodation all the time. No matter, this place is within walking distance of many of the best attractions in Portland.
Budget Tip: Dorms in Oregon start from $10USD per bed. They’re the cheapest accommodation in the city. Search for hostels in the area!
Cheapest Cottage in Oregon – Rustic Space by the Ocean
- $
- 6 Guests
- Back deck with outdoor shower
- Just a stroll from the beach
Now if you’re really strapped for cash, look no further than this rustic beauty right here! Despite its affordable price tag, this home base in Rockaway Beach can comfortably accommodate six guests in its three gorgeously decorated bedrooms. There’s also an extra bed for an additional person.
With the ocean practically on your doorstep, you can go for a swim whenever you want. After a dip in the sea, you can always rinse off the sand in the outdoor shower before firing up the barbecue. A wood stove with complimentary logs only serves to complete this image of rustic perfection.
Best Cottage for Couples – Romantic Home on the Wine Trail
- $$
- 2 Guests
- Massage tub with fire pit
- Stunning vineyards views
Nestled right on the Applegate Wine Trail, this spectacular cottage in Oregon offers easy access to Jacksonville and its many historic sights.
After exploring the vineyards and lakeside walking trails in the area, light the firepit and sink into the certified therapeutic massage tub while sipping on a glass of local wine. What better way to spend a romantic evening with your significant other, right?
Now, this wonderfully secluded cottage can sleep two in the bedroom, but there’s also a small double bed in the living room where you can squeeze in an extra guest.
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View on Osprey View on REIBest Cottage for Groups of Friends – 3 BR w/ Ocean Views
- $$
- 6 Guests
- Backyard with barbecue
- Stunning views of the ocean
Kick back with the gang in an absolutely spectacular cottage that’s equipped with just about everything you’ll need for a fun time: proximity to the ocean, a private backyard with outdoor dining and barbecue facilities, and even a firepit for those hot dogs or marshmallows!
Featuring a cozy living room with a red brick fireplace, this three-bedroom, two-bathroom space comfortably sleeps six, but there’s also an extra sleeping space in a loft alcove. The cottage does come with a kitchen but with some of Waldport’s best eateries nearby, why bother with cooking, right?
Over-the-Top Luxury Cottage – Luxurious Lakefront Haven
- $$$$
- 4 Guests
- Patio kitchen with fireplace
- Soothing lakefront setting
Yep, this ultra-luxurious spot is certainly more expensive than most. But you can bet it’s totally worth the splurge!
Not only will you have the glistening Lake Oswego right at your doorstep, but it also comes with floor-to-ceiling windows so you can soak up the views right from the living room. Outside, there’s a second covered patio kitchen.
This cottage in Oregon can sleep four guests in three bedrooms. With a place like that, we’d want to stay in the whole time but if you want to explore, you can always check out nearby attractions like Tryon Creek.
Amazing Luxury Cottage – Beachfront Cottage w/ 2 Bedrooms
- $$$
- 4 Guests
- Beachfront deck with hot tub
- Idyllic waterfront location in Oceanside
If you want a place that offers unblemished 180-degrees vistas of the ocean, look no further! Indeed, this beachfront cottage provides everything for a memorable stay: a sea-facing deck with a hot tub, direct beach access, as well as a wood-paneled living room fitted with a fireplace and floor-to-ceiling windows so you can soak up the views!
The cottage features a full kitchen and two bedrooms. There’s also an additional queen-sized bed in the common area. In the morning, you can always check out nearby eateries such as Roseanna’s Café, Oceanside’s favorite eatery for a hearty breakfast.
Best Cottage for Families – 2 BR Family Space in Glendale
- $$
- 4 Guests
- Accessible bathroom
- Easy lake access
Beautiful mountain views, direct lake access, and 13 acres of gorgeous land beckon at this two-bedroom cottage in Oregon. Ideal for families, this Airbnb comfortably sleeps four – although there’s an additional single bed in the bunk bedroom to accommodate an extra kid.
Lush green lands, complete with a beautiful pond, surround this space. If you’re worried about safety, rest assured that there’s a fenced-in area outside the cottage. Located just two miles from Glendale town center, this spot comes with a fully outfitted kitchen as well as a pizza stone and paddle, perfect for fun family meals!
Cottage With an Epic Location – 2 BR Right on the Beach!
- $$
- 4 Guests
- Fully-equipped kitchen
- Right on the beach!
Is there anything better than falling asleep to the gentle lap of the waves against the shore? Well, if this is what you’ve always dreamt of, I’ve got you covered!
This one-level oceanfront villa in Oregon places you smack on a silky beach so you can sink your toes in the sand whenever you want.
With two bedrooms for four guests, this space in Gleneden Beach comes with a well-outfitted kitchen. As the day winds down, enjoy a nightcap by the fire in the living room or take a soothing stroll by the ocean’s edge.
Another Great Cottage With an Epic Location – Forest Cabin for 6
- $$
- 6 Guests
- Tennis court and pool (seasonal)
- Skiing opportunities nearby
Fans of the great outdoors, listen up! You’d be hard-pressed to find somewhere more strategically placed than this particular cottage in Oregon. Offering the best of all worlds, this charming cabin lies in Mt. Hood National Forest, just a short distance from Sandy River and dazzling mountain ranges.
While winter’s perfect for tackling those nearby slopes, you can always check out the on-site swimming pool, tennis, and basketball court during the summer. With a fully stocked kitchen, living room, and dining area, the cottage also has three thoughtfully appointed bedrooms to sleep six guests.
Don’t Forget Your Oregon Travel Insurance
ALWAYS sort out your backpacker insurance before your trip. There’s plenty to choose from in that department, but a good place to start is Safety Wing.
They offer month-to-month payments, no lock-in contracts, and require absolutely no itineraries: that’s the exact kind of insurance long-term travellers and digital nomads need.
SafetyWing is cheap, easy, and admin-free: just sign up lickety-split so you can get back to it!
Click the button below to learn more about SafetyWing’s setup or read our insider review for the full tasty scoop.
Final Thoughts on Cottages in Oregon
There you have it – some of the most gorgeous cottages in Oregon to ensure that you have the most memorable stay of your life!
If you’re lucky enough to travel off-season, you may even be able to benefit from discounted rates.
Overrun with unparalleled charm and an abundance of activities that you can indulge in all-year-long, you can bet that Oregon has something to offer to just about everyone – couples, solo travelers, families, road trippers, or larger groups alike!
While planning your stay in the Beaver State, perhaps it’s also a good idea to consider getting traveler’s insurance to ensure that your trip goes off without a hitch. Nothing ruins a perfectly planned stay more than an unexpected stroke of bad luck, which is why it’s always best to be as prepared as possible.
And for transparency’s sake, please know that some of the links in our content are affiliate links. That means that if you book your accommodation, buy your gear, or sort your insurance through our link, we earn a small commission (at no extra cost to you). That said, we only link to the gear we trust and never recommend services we don’t believe are up to scratch. Again, thank you!
