Searching for the best vacation rentals or Airbnb in Oregon as you head to the beautiful Pacific Northwest state? We’ve got you covered with these unique Oregon vacation rental options.
Oregon’s notoriously rainy weather is far out shadowed by its stunning natural landscape and fun (and often funky) cities.
You’ll find some of the most spectacular cascading waterfalls in the Columbia River Gorge, haystacks, beaches, and charming towns, along the Oregon coast, and a hip vibe, delicious donuts, and a city-block wide bookstore in Portland. Now you just need to find the perfect Airbnb to put the cherry on top of what is sure to be a thrilling trip to Oregon.
Staying in an Airbnb in Oregon can be a great alternative to hotel life. Not only is it often a less expensive option, it gives you the opportunity to connect with locals and stay in an accommodation that is more unique to Oregon.
Whether you’re looking for charm, coziness, proximity to the heart of a city, or sweeping views, you’re sure to find the best Airbnb in Oregon for you from this list.
15 Best Vacation Rentals In Oregon (Airbnbs, VRBOs and More!)
Secluded Waterfront Lodge
If you are looking for an Oregon escape, then head to the Secluded Waterfront Lodge. This is one of the best vacation rentals in Oregon. Nestled on 24 acres of Oregon woodlands, you’ll feel like the only people for miles. You can enjoy the surrounding woods via hiking trails, go berry picking, and even forage for mushrooms.
Inside the Secluded Waterfront Lodge, you’ll find a nice sized space for small groups or families. There are two bedrooms, each with a queen-sized bed, and one full bathroom. You can cook delicious meals in the fully equipped kitchen or hang out in the living room, cozy by the fireplace.
The best part about the lodge is the outdoor space. There is a large patio that has seating on it, a grill, and an outdoor firepit. Around the lodge, there are a few wild gardens that you can stroll through. From the patio, you can hear the sounds of the nearby babbling brook. It is a beautiful Oregon vacation rental.
Quaint English Cottage Garden Private Apt.
Come immerse yourself in Portland’s brick building history at this quaint English cottage in the Laurelhurst neighborhood.
This Portland apartment is part of a historic home that was originally constructed in 1922 by the Standard Brick & Tile Company in order to promote real burned clay brick and brick hollow walls as an economical alternative to building with lumber.
Though the home began as a model home open to the public, it has since changed ownership many times and now houses this charming Portland VRBO that you can enjoy during your Oregon trip.
You can relax in the beautiful English gardens and courtyard at the cottage or drive just 15 minutes to experience downtown Portland. You’re sure to feel right at home in this cozy historic apartment.
South Beach Cottage
The South Beach Cottage is a charming home in South Beach, Oregon. If you are looking for a fun way to experience Oregon, the Oregon Coast Road Trip is a great way to do it. Along the way, you can stay in cozy vacation rentals in Oregon like the South Beach Cottage.
Inside the South Beach Cottage, you’ll find a cozy space that is perfect for a couple or individual that is looking to explore the area. There is one bedroom with a queen-sized bed and a full bathroom. The area is a studio style space. So in the main living area you’ll find a small living room and a small, but fully equipped kitchen.
Outside, on the side of the cottage facing the ocean, you’ll find a small deck. On the deck there is seating to admire the view. You’ll also be steps away from the beach, making it a great Oregon coast vacation rental for those looking for some sun and sand.
The Cedars Cabin
In Mt. Hood, you can find The Cedars Cabin, a cozy Oregon vacation rental. The Cedars Cabin is located in a grouping of other similar cabins, so you won’t be totally secluded. You’ll still be able to enjoy the peace and quiet of the woods though.
The Cedars Cabin is dog friendly, and has plenty of space for a small group or family. There are two bedrooms, each with a queen-sized bed, and a full bathroom to share. When you walk inside the cabin, you’ll find a cozy living area that looks out onto the view and a wood-burning stove. There is also a fully equipped kitchen and a small dining area.
Outside, there is a small front porch with seating. There is also an outdoor fire pit, a grill, and plenty of space to hang out. The Cedars Cabin is one of the best vacation rentals in Oregon for those looking to be close to everything in Mt. Hood, but still in the woods.
Downtown Bend Bungalow
The Downtown Bend Bungalow is a great little Oregon VRBO for a couple or individuals that are looking to explore Bend. It is a cozy little home with a unique exterior that has stucco, a small front patio, and red slate shingles. Built in the 1920s, the bungalow is in Bend’s Historic District, so it is close to some great amenities. This is one of the most charming vacation rentals in Oregon.
Inside, you’ll find a quaint space with a small living room. There is also a small but fully equipped and recently renovated kitchen. The bedroom and bathroom are towards the back of the house. In the bedroom, there is a queen-sized bed, plenty of windows, and a small closet. There is a second bedroom that has a set of bunk beds. The home has a fenced-in backyard with a picnic table to relax at.
Rancho Relaxo
This beautiful A-frame mountain cabin in Rhododendron is the best Airbnb in Oregon for outdoor adventure lovers looking for a cozy home base where they can recharge, play a classic board game, and relax in peace.
This Oregon Airbnb accommodates 4 people and is perfect for a family or small group of friends. When you’re at the cabin you can enjoy a cup of tea in front of the fireplace or stretch out on the couch with a good book in the 3rd-floor reading nook.
The cabin sits on the edge of Mt. Hood National Forest, so when your adventurous side kicks in, you’re just a short distance away from ski and snowboarding opportunities, snowshoe trails, hiking trails, mountain biking trails, fishing locations, and beautiful lakes.
Be aware that the hosts require a 2-night minimum stay, though that shouldn’t be a problem as you’ll find it’s hard to tear yourself away from this little slice of paradise.
Click Here To Check Rates On Airbnb
Garden View Hideaway
If you are looking for a lovely Portland Oregon vacation rental, then consider staying at the Garden View Hideaway. The Garden View Hideaway is located in the historic Portland neighborhood of Irvington. You’ll be staying in the downstairs studio apartment of a historic Craftsman-style home.
From the apartment, you’ll have beautiful views of the well maintained garden. There is one bedroom with a queen-sized bed, a nice sized living area, and a fully equipped kitchen. The best part about this VRBO in Oregon is that you will be close to the best Portland has to offer. If you are looking for a centrally located Portland vacation rental, then you can’t go wrong staying at the Garden View Hideaway.
The Skiing Bear Chalet
The Skiing Bear Chalet is a large dog-friendly lodge in Government Camp Oregon. If you are looking for a large home for you and your friends and family that is close to the ski slopes, then this is the Oregon VRBO for you. The lodge has three bedrooms, two with a king-sized bed, one with a full-sized bed.
Inside, you’ll find a traditional log cabin style home. There is a large living room with a wood-burning fireplace and plenty of seating and windows to admire the view. You’ll be able to cook dinner for the whole group in the fully equipped kitchen, or play games at the dining area. Many of the rooms in the lodge have floor to ceiling windows, including the bedrooms.
The Skiing Bear Chalet also has great outdoor spaces. There are two deck levels, with seating and a grill. The bedrooms each have their own private deck. You’ll be surrounded by the woods, but within walking distance to some of the best ski slopes in the area.
Dome Sweet Dome
Though this isn’t a classic treehouse, Dome Sweet Dome has treehouse-like aspects, as the geodesic dome is perched up off the ground in a forested landscape.
This Bend Airbnb is perfect for outdoor lovers whether you’re wandering through the pine trees in the backyard, hiking the trails in the Deschutes National Forest, or walking along the river. You’ll get wonderful views from inside the dome as well when you’re looking to kick your shoes off and cozy up inside.
You’ll wake up to the beautiful morning light through the windows and go to sleep staring at the night sky. Dome Sweet Dome also offers the convenience of being 10 minutes from downtown Bend while still having a quiet, restful feel.
We suggest you pull up a chair, gather around the fire pit, and enjoy this unique Bend Airbnb.
Click Here To Check Rates On Airbnb
Shipping Container Studio
If you have ever wanted to experience tiny home living without the commitment, then you might like the Shipping Container Studio. The Shipping Container Studio is one of the most unique vacation rentals in Oregon. It is a modern-style tiny home.
Inside, you’ll find a queen sized bed, a very small but fully equipped kitchen, and a small full bathroom. It’s a great space for an individual or couple, but it is pretty small. The Shipping Container Studio is on the property of another VRBO in Oregon, in the Hazelwood neighborhood of Portland.
It’s centrally located, and perfect if you are more interested in spending time exploring the city than hanging out in your Oregon vacation rental.
Peaceful Cannon Beach Cottage
Cannon Beach is a charming beach town on the Oregon Coast, and the Peaceful Cannon Beach Cottage is one of the best vacation rentals in Oregon in the area. The cottage is located in a small neighborhood of cottage rentals that is just steps from the beach. The cottage is dog friendly, has one bedroom with a queen-sized bed, and full bathroom.
Inside, there is a small but charming living area, a fully equipped kitchen, and a small dining area. In the backyard, there is a small grassy space and a patio with a grill. All around the cabin you’ll find Adirondack chairs to relax in. Near the cottage, there is also a small water feature that has a little waterfall and babbling brook that you can relax by. It’s a great Oregon coast vacation rental.
Private Oregon Roundhouse
This small wood creation is the perfect Airbnb in Eugene Oregon for your visit to the area. Be sure to book well in advance because this cozy Airbnb has become quite popular.
The Roundhouse is located just a short distance from the University of Oregon, downtown Eugene, and plenty of great food options and running trails. Spencer’s Butte is also nearby providing you with the perfect hiking opportunity.
The house allows you to escape your busy everyday life in a space that breaks from convention and invites you to connect with your surrounding environment whether it’s watching a deer pass by from the outdoor deck or listening to the music of the birds.
This is an ideal, peaceful retreat complete with snacks and even stamped postcards to tell your friends at home about your wonderful adventures.
Sunriver Oregon Family Home
For large groups and families looking to explore Bend, consider staying at the Sunriver Oregon Family Home. The Sunriver Oregon Family home is great for groups where you need plenty of space to spread out. The home has two bedrooms, each with a king-sized bed. But there are also two sleeper sofas in the home, so there is a place for everyone to crash after a long day exploring Sunriver and Bend Oregon.
The Sunriver Oregon Family Home also has two full bathrooms, a large living area, and fully equipped kitchen, and a dining area. There are high vaulted ceilings and plenty of windows with views of the wooded area.
In the garage, there is a ping-pong table, a foosball table, bikes, and ski equipment that you can use. At the back of the house, there is a private deck that has a large hot tub for you to use. It is one of the best vacation rentals in Oregon for large families.
Forrest Lodge
If you are looking for a luxurious lodge for the whole family or a large group, you’ll love the Forrest Lodge. This massive lodge is located on three acres of wooded land in Rhodendron Oregon, which is near Mt. Hood. Inside, you’ll find plenty of space for everyone.
There are four bedrooms. A king-sized suite, two queen-sized suite, and a twin-sized trundle bed in the last bedroom. In the additional loft space, there are two more twin-sized beds. There are also three full bathrooms. The main living area has a large living room with massive semi circle windows. You can get cozy around the large stone fireplace or watch a movie.
You’ll also find a large fully equipped kitchen and a dining area with room for everyone. Outside, there is a massive deck where you can sit and enjoy the view. There is also a outdoor firepit where you can make smores and enjoy a beautiful quiet night in the Oregon woods.
Seagull Landing
In Arch Cape Oregon, you’ll find the Seagull Landing. Seagull Landing is a large family beach home. There are three bedrooms. One with a king-sized bed, one with a queen-sized bed, and one with a set of bunk beds. Inside, you’ll find a cozy living room with a large stone fireplace and large windows with views of the ocean.
There is also a fully equipped kitchen and a dining area that fits everyone. Attached to the house there is a large deck that looks out over the hill and towards the ocean. It’s not an unobstructed view, but it is very pretty. You’ll be able to sit on the large deck and relax while you admire the ocean view.
We’re thrilled that you’ve chosen to call the lush forests, imposing mountains, and happening cities of Oregon your home for your next trip. We hope that one of the unique Oregon Airbnb locations from this list will stand out to you.
Whether you’re cruising along the Oregon coast, taking photographs of hidden gems, or walking the downtown streets of the major cities, you’re sure to enjoy your time in this Pacific Northwest state. Please let us know if you have any questions or comments as you look to choose your next Airbnb in Oregon.
The Ultimate Road Trip Food Packing List
I am a retired 73 year-old Catholic priest who enjoys landscape photography. I travel with a parishioner, who prefers “short” hikes and driving. In 2018, we received a travel itinerary from Jana, a native naturalist in Montana. We followed her suggestions and travelled 1700 miles in 7 days and took 4,000 images. In 2019, we contacted the director of Michigan Parks and he provided a photo trip around Lake Superior in which Ken drove 2500 miles in 5 days and we visited 20 sites. in 2022, we visited 5 National parks in Utah with feedback from local naturalist for best photo sites and places to stay.
In past photo road trips, we rise before dawn to get predawn photos and sunrise. Then, drive to our next photo site. We scout and take photos for an hour and move to the next location. Quick lunch on the road and continue to drive to more scenic sites, maybe three or four per day. About 4pm, we start looking for a place to stay for the night. We ask locals for best local place to eat. Simple is best, no need for any five-star restaurants. By 8pm, I am downloading photos and organizing photos on my computer.
Note, I reviewed online road trips in Oregon and put together an 7-8 day plan that starts in snowy Buffalo, New York.I welcome your practical, common sense input for 2023 and welcome your suggestions as to distances between each site and where to stay.
DAY 1 – Columbia River Gorge Area
Vista House at Crown Point – 24 Miles East of Portland. Go east on I-84 to Exit 18 in Troutdale. Then take the Historic Columbia River Gorge Hwy 11.5 miles to Vista House.
The Vista House was built in 1916 at the same time as the Historic Columbia River Gorge Highway. It had the triple purpose of serving as a rest stop, an observatory for highway travelers and as a memorial honoring Oregon’s pioneers.
Bridal Veil Falls –
The park is located near milepost 28 on the Historic Columbia River Gorge Highway and is 4.6 miles from Vista House.
The park offers a nice parking area, picnic tables and restrooms all within easy walking distance from the parking area. Here you’ll see distinctive native wild plants such as Camas, Lupine, bead Lilly, Trillium and Bleeding heart. There is also a famous geologic edifice known as the Pillars of Hercules, a 120-foot basalt tower once used as a training site for mountain climbing.
Wahkeena Falls –
Located 3.2 miles east of Bridal Veil Falls.
Wahkeena Falls and several trailheads are located south of the highway, where an accessible overlook provides a prime view and photo opportunity for visitors. The 242-foot falls is a tiered type of waterfall, named after the Yakama word for “most beautiful”. While not as tall as nearby Multnomah, it is no less lovely.
Multnomah Falls –
The falls is located .5 miles from Wahkeena Falls on the Historic Columbia River Gorge Highway.
Multnomah Falls is the most famous of the waterfalls in Oregon. The falls plummets 620 feet in two major steps.
Horsetail Fall –
These falls are located about 2.5 miles east of Multnomah Falls.
The falls can be viewed from the trailhead without any hiking.
DAY 2 – Mount Hood Area
Trillium Lake – 42 miles from Portland.
From Portland, OR travel southeast on Highway 26 for about 40 miles. Turn right a mile east of Government Camp, OR. Continue 2 miles to the campground entrance.
Trillium Lake is a beautiful and not far from the quaint town of Government Camp. It provides spectacular views of majestic Mt. Hood, Oregon’s highest point.
Nearby Attractions: Timberline Lodge, a National Historic Landmark on Mt. Hood, is located within 10 miles of the lake.
Clear Lake – 42 Minutes from Trillium Lake
From Sandy, follow Highway 26 east for about 38 miles and go right on Forest Road 2630 and follow to Clear Lake Campground and Day Use area.
Adjacent to Clear Lake. This site is wheelchair accessible. It is easily accessible off Highway 26, a major two-lane highway.
Timothy Lake – 55 Minutes from Clear Lake
From Government Camp, OR – follow US-26 east for about 11.5 miles. Then go right onto Forest Road 42/Oregon Skyline Road. Follow Forest Road 42 for about 8.3 miles. Then take Forest Road 57 towards Timothy Lake for about 3.5 miles to the PGE West- Dam trailhead.
Timothy Lake is in the shadow of Oregon’s Mt. Hood. The surrounding forest setting offers spectacular views, several trails for exploration and abundant fishing.
Lost Lake – 65 Miles from Timothy Lake
From Portland Oregon: Take Highway 84 for approximately 58 miles, exiting at #62. Take Country Club Road to Barrett Drive turning left on Barrett Drive to Tucker Road. Turn right on Tucker Road which eventually intersects with 281 (Dee Highway); take Dee Highway to the Lost Lake Road exit, Lost Lake Road dead-ends at Lost Lake Resort & Campground.
Day 3 – Mount Hood to the Coast
Astoria –
2.5 – 3-hour drive from the Mt Hood to Astoria (depending on traffic)
Astoria is the oldest American settlement west of the Rockies. Its architecture is dominated by hundreds of Victorian homes clinging to steep wooded hillsides. Downtown Astoria is reminiscent of the 1920s era.
Visit the Astoria Column – Located at 2199 Coxcomb Dr, Astoria, OR 97103
– This is a 120-foot tower above the city of Astoria, visitors can view both the Washington and Oregon sides of the Columbia River, as well as the Pacific Ocean.
– It provides a full scope of the coastal area explored by Lewis and Clark, including a great view of Saddle Mountain.
– The Astoria Column has served for over 80 years as a beacon on the Pacific Northwest Coast. It sits in a wooded area 600 feet above sea level on Coxcomb Hill, Astoria
Astoria Riverfront Trolley –$1 per boarding ride as long as you like. Catch the trolley at any of these locations:
– Astoria Red Lion Inn
– Maritime Memorial (near Bay Street)
– Columbia House Condominiums, Third Street
– Foot of 6th Street
– Foot of 11th Street
– Foot of 14th Street
– Maritime Museum, foot of 17th Street
– East End Mooring Basin, foot of 36th St.
– Foot of 39th Street
– Or, flag the Trolley down at any location (Wave $1!)
Drive down Hwy 101 to Coos Bay –
Scenic Views abound along the coast. Check out:
Fort Stevens State Park – 11 miles from Astoria
– Fort Stevens was once the primary military defense installation in the three-fort, Harbor Defense System at the mouth of the Columbia River (along with Forts Canby and Columbia in Washington). The fort saw service for 84 years, from the Civil War to World War II. Today Fort Stevens is a 4,300-acre park offering a variety of recreation adventures.
– Battery Mishler, Wreck of the Peter Iredale and the Historical Area are sites to see.
Cannon Beach – 24 miles from Fort Stevens.
– Haystack Rock is a 235-foot-high basalt monolith, the third largest coastal monolith in the world. It is protected as part of the Oregon Islands National Wildlife Refuge as well as a designated National Wilderness Area. The area below the rock is referred to as a Marine Garden, with tidepools and marine life. There over 2,000 seabirds that nest on Haystack Rock each year.
Hug Point State Recreation Area – 4.9 Miles from Cannon Beach
– The park offers an easy access to the beach, a peek at some interesting local history and loads of scenic beauty. This park has exceptional tide pools.
Hungry? Check out the Tillamook Cheese Factory. Good Food and great Ice Cream.
Three Capes Scenic Route – 48 miles from Hug Point
– Cape Kiwanda, Cape Meares and Cape Lookout make up the Three Capes Scenic Route. Look up when you visit; hang gliders and paragliders fill the air with colorful wings.
Quick Stops along the way –
Boiler Bay State Scenic Viewpoint – 34 miles from Cape Kiwanda
– Miraculous and rugged, basalt rimmed bay. A great place to watch wild surf action on the rocky spurs. Good opportunity to see Grey Whales year-round. Also, one of the best sites in Oregon to see ocean-going birds.
Otter Crest – 5 miles from Boiler Bay State Scenic Viewpoint
– The view is from 500’ above the ocean on the crescent sweep of white sandy beach stretching to the south. Cape Foulweather is stunning and inspirational with its picturesque panoramic views.
Devils Punchbowl – 1.8 miles from Otter Crest
– The park is centered on a large bowl naturally carved in a rock headland which is partially open to the Pacific Ocean. Waves enter the bowl and often churn, swirl and foam. Outside the bowl, ocean conditions are attractive to surfers.
Yaquina Head Outstanding Natural Area & Lighthouse – 6.4 miles from Devils Punchbowl
– Yaquina Head Outstanding Natural Area extends out from the Oregon coast, one mile into the Pacific Ocean. Standing 93 feet tall at the westernmost point of the basalt headland, the lighthouse has been a bright beacon of the night, guiding ships and their supplies along the west coast since the light was first lit on August 20, 1873.
Stop in Newport, Oregon for the night – Bay front area has good restaurants
Day 4 – Oregon Coast to California
Seal Rock State Recreation Site – 14.2 miles from Yaquina Head
– This park features large off-shore rock formations that provide habitat for seals, sea lions, sea birds and other marine life. The beach includes interesting tidepools as well as excellent ocean views and a sandy beach. The short trail to the beach is steep in areas, but features an ADA accessible viewpoint at the midway point with views of the beach and tidepools. The picnic area near the parking lot is in a pleasant stand of shore pine, spruce and salal.
Cape Perpetua & Thor’s Well – 15.9 miles from Seal Rock
– Thor’s Well is a part of Cape Perpetua which is a forested headland that extends out into the Pacific Ocean. Thor’s Well releases jets of water which are pumped into the air via the power of the ocean tide and waves. it is a popular spot for taking photos. It is can be risky specially at high tide and in winter time.
Heceta Head Lighthouse – 4.8 miles from Cape Perpetua
– On the west side of 1,000-foot-high Heceta Head, 205 feet above the ocean, the lighthouse is one of the most photographed on the coast. The light at top of 56-foot tower was illuminated in 1894; the automated beacon, seen 21 miles from land, is rated as the strongest light on the Oregon coast.
Shore Acres State Park – 77 miles from Heceta Head
– Perched on rugged sandstone cliffs high above the ocean, Shore Acres State Park is an exciting and unexpected combination of beautiful natural and constructed features. Once the grand estate of pioneer timber baron Louis Simpson, Shore Acres features lushly planted gardens with plants and flowers from all over the world. Something is in bloom almost every day of the year.
Cape Blanco State Park – 51 miles from Shore Acres
– Located at the state’s westernmost tip, and perched over the Pacific Ocean, Cape Blanco features a 19th-century lighthouse and an early Irish settler’s home.
Brookings, Oregon – 63 miles from Cape Blanco
– Brookings is that last town before the Oregon/California boarder
Day 5 – California – SKIP DRIVE ON TO CRATER LAKE NATIONAL PARK
Day 6 – Leave California head to Crater Lake National Park –
Crater Lake National Park – 126 miles from Cave Junction, Oregon
– Crater Lake inspires awe. Native Americans witnessed its formation 7,700 years ago, when a violent eruption triggered the collapse of a tall peak. Scientists marvel at its purity: fed by rain and snow, it’s the deepest lake in the USA and one of the most pristine on earth. Artists, photographers, and sightseers gaze in wonder at its blue water and stunning setting atop the Cascade Mountain Range.
Newberry National Volcanic Monument – 97 miles from Crater Lake National Park
– This monument includes 54,000+ acres of lakes, lava flows, and spectacular geologic features in central Oregon. The highest point within the Monument is the summit Paulina Peak (7,985 ft.), showcasing views of the Cascades, Newberry Caldera and across the High Desert.
– Although commonly referred to as Newberry Crater, the “crater” is in fact a caldera formed when the overlying rocks collapse when a magma chamber is emptied. The caldera stretches across 17 square miles in the heart of the volcano. The 1,200 square mile volcano (about the size of Rhode Island) remains very active to this day. Newberry is both seismically and geothermally active.
Smith Rock State Park – 37 miles from Newberry National Volcanic Monument
– Located in central Oregon’s High Desert near the communities of Redmond and Terrebonne. Its sheer cliffs of tuff and basalt are ideal for rock climbing of all difficulty levels. Smith Rock is generally considered the birthplace of modern American sport climbing, and is host to cutting-edge climbing routes. It is also popular for photography, because of it’s majestic views.
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Day 7 – Heading to John Day Fossil Beds
John Day Fossil Beds – Painted Hills – 77 miles from Smith Rock State Park
– Distinguished by varied stripes of red, tan, orange, and black, this area preserves a sequence of past climate change. The Painted Hills Unit also contains a diverse assemblage of leaf fossils aging 39-30 million years old called the Bridge Creek Flora, and a small outcropping of rock containing animal fossils from 30-27 million years ago.
NOTE: DRIVE Johh Day Fossil Beds