The state of Oregon is somewhere that everyone should experience at least once. This beautiful state is home to some of the most diverse landscapes in the United States, and the scenic spots found here are truly some of the most breathtaking places you'll ever experience. Whether you're visiting to experience the gorgeous coastline, the incredible mountains, or the uniquely wonderful city of Portland, you're bound to have an amazing time. But choosing vacation rentals in Oregon for your trip can seem like a daunting task; that's why we've made a list of the 20 best places to stay in Oregon.
Best Affordable Places to Stay in Oregon
A trip to Oregon can totally be budget-friendly. Whether you're traveling with a small group of friends, or you and your loved one are setting out to explore the beauty of the Beaver State, there are plenty of wonderful options that offer everything you'll need to make memories. Here are three vacation rentals that are more cost-effective.
1. Midcentury Modern Nest, Portland
- Location: Portland
- Size: 1 Bedroom, 1 Bathroom
- Price: $143/nightly
- Amenities: Outdoor furniture, close to the river, close to downtown
- Ratings: 5 Stars
This cozy little home is a perfect place for a getaway to the city. The attention to detail throughout the space is incredible; the light-filled interior is very welcoming, and guests can enjoy the stylish decor as well. Despite its modest size, this home boasts a full kitchen, a living room, and a comfortable patio area. There is one designated bed, but the space can be modified to accommodate four guests. Located only steps away from the restaurants on both Mississippi and Williams, this vacation rental is definitely hard to beat.
2. Chardonnay Chalet at the Vineyard, Roseburg
- Location: Roseburg
- Size: 1 Bedroom, 1 Bathroom
- Price: $121/nightly
- Amenities: Vineyard, duck pond, electric vehicle charger, AC, and heating
- Ratings: 4.98 Stars
This beautiful A-frame chalet is a perfect place to enjoy the idyllic countryside The furnishings are comfy and homey; the light-filled interior is very welcoming, and guests can enjoy the rustic decor as well. Despite its modest size, this home boasts a full kitchen, a living room, and a comfortable patio area. Taking a stroll on the vineyard is a joy and you won’t believe the sunrises and sunsets from this viewpoint.
3. The Ashland Cottage, Ashland
- Location: Ashland
- Size: 1 Bedroom, 2 Bathrooms
- Price: $170/nightly
- Amenities: Beautiful Mountain Views, Nearby OSF Theaters
- Ratings: 4.9 Stars
Aside from being a beautiful town all year-round, Ashland is also home to the Oregon Shakespeare Festival and the Oregon Cabaret. If you're planning on spending time at the shows, the Ashland Cottage is a charming home that's close to it all. The cottage boasts immaculate attention to detail and can accommodate up to four guests. This charming property is the perfect place to start and end a day of fun in Ashland without breaking the bank.
4. The Alaia Beach House, Pacific City
- Location: Pacific City
- Size: 1 Bedroom, 1 Bathroom
- Price: $125/nightly
- Amenities: Memory foam mattress, gas fireplace, stone patio with firepit
- Ratings: 4.96 Stars
This lovely beach-style house is nestled in a cul-de-sac just a short walk from the Nestucca River and a half-mile from the beach, Cape Kiwanda State Park, and the Pelican Brew Pub. The rustic exterior and modern interior give you the best of both worlds and you’ll love sitting under the stars next to the fire pit. There’s a cute kitchenette with a microwave, toaster, Nespresso machine, dishes, and more. Guests have found this stay to be welcoming and cozy and have loved the feel that this space provides.
Best Places to Stay in Oregon for Families
Oregon is an ideal destination for family adventures, no matter the time of year. There's so much to explore and experience throughout the state that it can be hard to determine the best place to stay when there are so many great options. We've made a list of three vacation rentals that can accommodate larger groups, both in terms of size and nearby attractions.
5. Dog-Friendly Lodge with Two Decks, Mount Hood
- Location: Mount Hood
- Size: 3 Bedrooms, 4 Bathrooms
- Price: $155/nightly
- Amenities: Beautiful Mountain Views, Nearby Winter Activities, Hot Tub
- Ratings: 4.3 Stars
In the beautiful Mount Hood area, this incredible two-story cabin is the perfect spot for any family, since it can accommodate up to 12 guests! This spacious home is also dog-friendly, which really makes it great for the ENTIRE family. Each of the three bedrooms offers a king-size bed and stunning views, but there are several more sleeping areas throughout the home that can be modified according to your needs. The two decks are great for taking in the mountain views, and the hot tub can be enjoyed all year round. Located in Government Camp near Mount Hood, you'll be close to all the winter sports and outdoor fun at Ski Bowl East. There's even a shuttle available that can take you to Ski Bowl West!
6. Charming Historic Home, Ashland
- Location: Ashland
- Size: 3 Bedrooms, 2 Bathrooms
- Price: $369/nightly
- Amenities: Beautiful Mountain Views, Nearby OSF Theaters
- Ratings: 4.6 Stars
This charming home is located in the heart of picturesque downtown Ashland. Built in 1907, the remodeled property feels both modern and cozy, as special attention has been paid to each room. While it's a bit pricier than some of the other vacation rentals on this list, it does accommodate up to eight guests and is only a short walk away from everything in downtown Ashland. The theming throughout the home is absolutely lovely, and the location is truly hard to beat.
7. Luxurious Riverfront Retreat, Bend
- Location: Bend
- Size: 4 Bedrooms, 5 Bathrooms
- Price: $2,390/nightly
- Amenities: Internet, Fireplace, Hot Tub, Air Conditioning
- Ratings: 5.0 Stars
Are you looking for an epic outdoor adventure with all the comforts of a luxurious home? The newly remodeled Luxurious Riverfront Retreat is just what you're looking for. With over 100 feet of river frontage, you can easily float, kayak, paddleboard, and bike on the Deschutes Riverfront Trail. You are also a short walk from attractions like the Galveston Corridor, downtown, and the Old Mill. This four-bedroom property boasts multiple outdoor decks, patios, and two docks. Kayaks, paddleboards, floats, and bikes are all provided so you can launch from the property. With plenty of space and privacy, this home is perfect for family or friends looking for an unforgettable getaway.
8. Ocean Front Surfers Retreat, Arch Cape
- Location: Arch Cape
- Size: 3 Bedrooms, 3 Bathrooms
- Price: $212/nightly
- Amenities: Ocean views, gourmet kitchen, floor-to-ceiling windows, EV charger
- Ratings: 4.83 Stars
This is a spacious, single-level home overlooking the beach and it’s surrounded by gorgeous trees. Everywhere you look, you’re surrounded by natural beauty. It boasts an Accessory Dwelling Unit, a dedicated workspace, and it sleeps up to eight people in three bedrooms. Sit in front of the wood-burning fireplace and take in the ocean views or enjoy the deck and have a wonderful barbecue while the sound of the waves soothes you. This is truly a lovely getaway for the whole family.
Best Romantic Places to Stay in Oregon for Couples
The natural wonders that can be found in Oregon are the perfect backdrop for a romantic getaway in the Pacific Northwest. Whether you want to stay somewhere with a rustic feel or somewhere that feels a little more stylish, there's a good variety throughout the state. We narrowed it down to three lovely spots located in different parts of Oregon.
9. PDX Eco Cottage Guesthouse, Portland
- Location: Portland
- Size: 1 Bedroom, 1 Bathroom
- Price: $165/nightly
- Amenities: Centrally Located, Abundant Parking
- Ratings: 4.9 Stars
This cottage is the perfect home-away-from-home for any couple visiting Portland. With the property's close proximity to one of the coolest neighborhoods in Portland and its fun, mid-century-modern decor, it's no wonder this vacation rental has been featured in magazines. The space has everything you could need during your stay, but its small size makes it ideal for a romantic getaway. It's also been awarded the Earth Advantage Green Building platinum certification, making this accommodation more environmentally friendly!
10. Historic Cedarwood Cabin, Mount Hood
- Location: Mount Hood
- Size: Studio, 1 Bedroom, 1 Bathroom
- Price: $138/nightly
- Amenities: Nearby Outdoor Activities, Fire Pit
- Ratings: 4.9 Stars
For a romantic getaway that feels more secluded, this cozy cabin is a great option in the Mount Hood area. Built in 1922, the cabin maintains its rustic charm while also boasting modern amenities. The bedroom has one queen size bed, the kitchen has just enough to make meals, and the living room features a wood stove. After a day of enjoying the nearby trails or slopes, this cabin is a wonderful place to return to.
11. Room With A View Condo, Sunriver
- Location: Sunriver
- Size: 1 Bedroom, 2 Bathrooms
- Price: $172/nightly
- Amenities: Nearby Outdoor Activities, Beautiful Views
- Ratings: 5 Stars
If you're planning on visiting the Sun River area, this condo offers a perfectly romantic setting. While this vacation rental has one bedroom, it features a very open floor plan with high ceilings, high windows, and exposed beams. The fully-equipped kitchen and stone fireplace feel homey and luxurious, and the views of the nearby Cascade Range are stunning. It's also close to the Golf Course, the Main Lodge, and the Village. This stay is an awesome getaway for couples no matter the time of year.
12. Onyx Point, Holiday Beach
- Location: Holiday Beach
- Size: 1 Bedroom, 1 Bathroom
- Price: $161/nightly
- Amenities: Open-floor plan, wood stove, hot tub, large clawfoot tub
- Ratings: 4.33 Stars
This lovely and secluded A-frame cabin in the woods is an absolute stunner. It has wood floors, tons of windows for natural lighting, an outdoor hot tub, and is much bigger inside than it appears from the outside. You’ll love the deep clawfoot tub and the proximity to the beach. This is such a wonderful romantic getaway that you’ll want to return for every anniversary and Valentine’s Day!
Best Places to Stay in Portland
Portland can be described as many things: artsy, hip, beautiful, and more. This iconic city in the Pacific Northwest is undoubtedly somewhere that comes to mind when you think of Oregon. If you're planning on visiting during your next trip, here are three of the best places to stay.
13. Sunflower House, Portland
- Location: Portland
- Size: 2 Bedrooms, 1 Bathroom
- Price: $195/nightly
- Amenities: Craftsman bungalow, hardwood floors, modern appliances and cookware
- Ratings: 5 Stars
This charming Craftsman bungalow is such a quaint and beautiful home. There is so much natural light and a wonderful mixture of old-fashioned construction and modern amenities. The home was built in 1926 and the decor is so lovely throughout the place. It is lovingly detailed and beautifully furnished with comfort in mind. This unique Airbnb in Oregon is in a quiet neighborhood and you’ll end up wishing this was your own home.
14. The Riverfront Retreat, Portland Area
- Location: Portland Area
- Size: 5 Bedrooms, 3 Bathrooms
- Price: $384/nightly
- Amenities: Waterfront, Beachfront, Ocean Views
- Ratings: 5 Stars
This gorgeous home is an amazing place to stay if you're planning to visit Portland. Located directly on the Columbia River, the address of this property is technically in the state of Washington! But it has excellent access to everything in Portland and offers some of the stunning scenery that the Pacific Northwest is known for. The beautifully decorated home has five bedrooms, but can accommodate up to 14 guests! With private beach access and close proximity to Portland's attractions, this is an ideal place to stay - especially for large groups!
15. Modern Home - Prime Alberta Arts, Portland
- Location: Portland
- Size: 1 Bedroom, 1.5 Bathrooms
- Price: $161/nightly
- Amenities: Alberta Arts District, plush king-size bed, private yard
- Ratings: 5 Stars
This modern and stylish home in the Alberta Arts District in NE Portland is perfectly situated for exploring some of the best restaurants, shops, and bars in the city. This standalone home has a washer and dryer, a full kitchen, AC and heating, and a dedicated workspace so it’s perfect for vacationing and business travel. The kitchen has snazzy upgrades like an induction stove and a Bosch stainless steel oven. It’s the perfect home base from which to explore Portland.
16. Willow Wood Cottage, Portland
- Location: Portland
- Size: 2 Bedrooms, 1 Bathroom
- Price: $156/nightly
- Amenities: King Suite with Tuft & Needle mattress, Brookelinen Luxe Sateen sheets, half-acre lot
- Ratings: 4.98 Stars
This lovely cottage is decked out with quality in everything. Top-notch bedding, tasteful decor, a 55” HDTV, a washer and dryer, and a fully modern kitchen make this such a pleasurable stay. When in season, berries and produce can be picked on-site, and freshly baked treats will welcome you. There is exercise equipment available as well as a pack-and-play crib. These hosts have thought of everything! It's truly one of the best Airbnbs in Oregon.
Best Places to Stay in Mount Hood
The Mount Hood area in Oregon is truly one of the most beautiful places in the state. In both winter and summer, there are endless opportunities for outdoor fun. Mount Hood is actually the only place in North America that offers year-round lift service because snow can still be found during the height of summer! If you're thinking of visiting this popular scenic destination, here are three of the best places to stay.
17. Three-Story Riverfront Home, Mount Hood
- Location: Mount Hood
- Size: 3 Bedrooms, 3 Bathrooms
- Price: $200/nightly
- Amenities: Waterfront, Riverfront
- Ratings: 5 Stars
This three-story home in the Mount Hood area is a wonderful accommodation that can fit up to nine guests. The home itself features a modern, rustic style while also offering comfortable amenities. This spacious home provides a fully-equipped kitchen with stainless steel appliances, and three floors worth of area to enjoy with family or friends. Located right on the Salmon River, guests can enjoy outdoor activities such as snowboarding, skiing, mountain biking, and more. It's also near several restaurants and shops, making it the perfect location to suit everyone traveling.
18. Adorable A-Frame Cabin, Mount Hood
- Location: Mount Hood
- Size: 1 Bedroom, 1 Bathroom
- Price: $212/nightly
- Amenities: Internet, Pet-Friendly, Air Conditioning
- Ratings: 5 Stars
Looking for a slice of paradise in Mount Hood? Check out this Adorable A-Frame Cabin. It's a rustic retreat that's perfect for exploring the great outdoors. Enjoy the fresh air outside your door on the front porch or by the fire pit. When you're ready to venture out, there's plenty to do, including hiking, biking, shopping, and dining. The cabin has a full kitchen, smart TV, and washer/dryer, so you won't have to sacrifice any modern conveniences. And don't forget about the 200-square-foot game room, which is perfect for unwinding and having fun. Challenge a friend to a game of darts or air hockey in front of the cozy wood stove.
19. Enchanting Riverside Retreat, Mount Hood
- Location: Mount Hood
- Size: 2 Bedrooms, 2 Bathrooms
- Price: $282/nightly
- Amenities: Pet-Friendly, Hot Tub, Fireplace, Communal Swimming Pool
- Ratings: 5 Stars
Relax and unwind on the banks of the Sandy River at Riverside Retreat, where you'll immerse yourself in the sights and sounds of the river, wildlife, and picturesque surroundings. This rental features high ceilings, a kitchen, dining, and a seating area on the main level, complete with a BBQ on the back deck. The deck also offers ample seating, a hot tub, a fire pit, and seating just a few steps beyond. The primary bedroom on the main floor has en-suite full bathroom access, with additional sleeping options upstairs. This home is a fantastic retreat for a single-family or small group, with community access to the seasonal pool, tennis court, and basketball court.
20. The Cedarwood Cabin, Mount Hood
- Location: Mount Hood Village
- Size: 2 Bedrooms, 1 Bathroom
- Price: $190/nightly
- Amenities: Dedicated workspace, Tuft & Needle queen mattress, on the riverbank
- Ratings: 5 Stars
This bright and spacious cabin is right on the banks of the Sandy River and has large windows throughout so you can enjoy the gorgeous views. It has a Lotus travel crib for the little ones, curated games, puzzles, and books, and a patio with a grill for a barbecue in the woods. This fully restored vintage cabin will make for a wonderful retreat.
We hope you've enjoyed these 20 best places to stay in Oregon. The state of Oregon has so much to offer. From its countless natural wonders to its unique experiences, this state in the Pacific Northwest really lives up to its reputation as a beautiful place. Whether you end up staying near the coast, the city, the mountains, or somewhere near it all, you'll definitely make some great memories, and look forward to coming back. While you're staying at one of the best Airbnbs in Oregon, be sure to take advantage of the surrounding beauty and get some hiking in at these magnificent trails:
https://www.onlyinyourstate.com/oregon/best-hikes-in-oregon/
Subscribe to our newsletter
Get the latest updates and news
Thank you for subscribing!
