Portland is found in the Willamette Valley, a wine-producing region. Although the city is lesser-known compared to California wine regions, their vineyards are worthy of your visit and time, and you can also stop by the Southeast Wine Collective, an urban winery and wine bar situated in the city that serves an amazing sampling of Oregon’s finest wines. There is definitely more to Portland than their fine wine, mainly because of its proximity to the great outdoors. With a great itinerary, you would also need a list of accommodations of where you’ll stay at. Whether it’s near the vineyards or close to nature, we got you covered. Here is a list of our top Vacasa vacation rentals in Portland, Oregon for you to choose where you’ll spend your relaxing vacation.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 08, 2024.
1. Cozy cottage for a romantic getaway
This cozy cottage set in a peaceful neighborhood is ideal for couples looking for a place to spend a romantic getaway. It has one bedroom with a queen-size bed and an attached bathroom with complete toiletries for your convenience. You will also have access to a kitchen that is complete with stainless steel appliances and a dining area for four.
This property includes a lawn with outdoor dining and a fire pit where you can roast hot dogs and marshmallows while stargazing.
2. Contemporary townhouse with a private patio (from USD 89)
Ideally located close to boutiques and restaurants in Northwest Portland, this contemporary townhouse offers two bedrooms to comfortably accommodate six guests. From its private patio, you can watch the busy streets of the Slabtown neighborhood over a cup of coffee. Then, get cozy in the comfy living room while watching your favorite TV shows and movies.
A few steps from your sofa is the fully equipped kitchen that allows you to prepare delicious meals and the picnic-style dining table with benches.
3. Classic home rental with a hot tub (from USD 158)
Spend a relaxing vacation in this classic home rental that is ideally located in a quiet neighborhood. This home has two bedrooms, each with a queen-size bed, and can sleep four people. As you enter the house, an inviting living area will greet you. It is furnished with comfy leather couches and is open to the elegant dining room.
In just a few steps, you will reach the well-appointed kitchen and the breakfast nook where you can have your snacks and coffee breaks. More seating spaces are in the yard, as well as a private hot tub that you can enjoy during your stay.
4. Amazing treehouse rental with a wood stove
Experience one of a kind getaway when you stay in this cozy treehouse rental. With one queen-size bed and a full bathroom, this cabin is best for solo travelers or couples. It comes with a fully equipped kitchen with a wood stove for a unique cooking experience, and it features a deck with an old fir tree as a centerpiece.
You can either drink your morning coffee while sitting beside the fireplace indoors, or take your cup to the deck and enjoy a romantic coffee date.
5. Deluxe family condo with views of Fremont Bridge (from USD 89)
This is a deluxe family condo with three bedrooms and two bathrooms. Beautifully built with stylish interiors, this fourth-floor rental offers accommodation that is good for eight people. It has a fully equipped kitchen with elegant furnishings that allows you to prepare delicious home-cooked meals.
Aside from the high-end kitchen, you will also love the comfy living room fitted with a plush sofa and a large flat-screen TV. It also has floor-to-ceiling windows that offer stunning views of Fremont Bridge.
6. Charming retreat with a classy kitchen
Situated in the Lents neighborhood, this charming retreat is the best option for families on a vacation in Portland. It boasts a simple yet classy kitchen equipped with stainless steel appliances. You will also love the cheery vibe in its living room, which is complete with plush sofas and a desk that you can use as a workstation.
From the main room, head out to the yard where you will find a gas grill and table for outdoor dining. This is the best spot to have afternoon picnics and late-night barbecues.
7. Sleek condo rental with street views (from USD 59)
Are you on a getaway with family or friends? Check out this sleek condo rental that is close to almost everything that Portland has to offer. With one bedroom and one full bathroom, this living space can sleep four guests comfortably. It comes with a bright living area with a comfy sofa that is used as additional sleeping quarter for extra guests and a four-seater dining table by the windows that overlook the busy streets below.
Included in this unit is a kitchen that is complete with basic tools and appliances, making it easier to prepare meals.
8. Vibrant condo rental with a balcony (from USD 87)
This is a vibrant condo rental located near Portland. Best for families, this two-bedroom accommodation is good for six guests plus two pet dogs. This living space is designed with vibrant interiors and boasts a kitchen that is well equipped with stainless steel appliances.
You will also love the bright colors of the living room, as well as the comfy seating spaces and the views from its large windows. From your sofa, it will only take you a few steps to reach the balcony where you can enjoy coffee breaks and evening drinks.
9. Stylish home rental in a friendly neighborhood (from USD 125)
Located just a few minutes from Portland, this stylish home rental offers cozy lodging for families or small groups of friends. It houses two bedrooms, each with a king-size bed, and can sleep a total of four guests. As you enter the house, a well-furnished living room will welcome you. Get cozy in the sofas and enjoy watching your favorite movies on the TV.
With one quick turn, you will see the elegant dining space with a glass table and comfy seating. A few steps away is the fully equipped kitchen where you can show off your cooking skills.
10. Spacious studio rental with a balcony (from USD 72)
This spacious studio rental, which has one queen-size bed and a full bathroom, is ideal for couples looking to have a romantic getaway or lone travelers on a leisure or business trip in Portland.
It is complete with a fully equipped kitchen, dining space, and comfy seating area. You will also have a flat-screen TV for indoor entertainment and a private balcony where you can hang out and enjoy a cup of coffee. If you’re looking for a small space with great amenities, this unit might interest you.
11. Stylish accommodation in a new condo complex
Based in the new Q21 Building, this condo complex provides you a great place to stay as it includes plenty of on-site amenities and nearby spots and sights. It is a modern place to chill as it is equipped with a queen-size bed in the bedroom and a sofa bed in the living room, or take in the view from the couches and shared grills surrounded by verdant green grass at the outdoor patio. You can also indulge in various food as you take advantage of the number of shops, bars, and restaurants at nearby Northwest 23rd Avenue.
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12. New and family-friendly rental in the Northwest district
Looking for a home for four and a place to relax? The #434 is the one for you. With low-key, charming decor and easy access to the modern appliances in the kitchen, enjoy your family dinner time in the dining corner and load your plates and glasses in the equipped dishwasher. If you’re looking to eat out, on-site restaurants and groceries are a few steps away so you can find delicious dining options conveniently.
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13. Cozy open-layout home in a quiet location
Enjoy some peace and quiet and let the sunshine in at this open yet cozy floor plan. With free WiFi and a full kitchen, make yourself at home by watching movies in the equipped flat-screen TV or challenge your friends or family to one of the many board games that are available. You can also chill at the outdoor landscaped patio. This comfortable home is close to bus lines and a scooter station where you can easily access the Kennedy School, which is a famous McMenamin’s location with restaurants and a movie theater.
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14. Accessible and innovative two-bedroom Slabtown getaway
Feel at home at this modern Slabtown getaway in one of Portland’s most vibrant neighborhoods. Lovely interiors, a shared grilling area, and a location accessible to nearby shops and restaurants awaits you in this two-bedroom condo. Spend your vacation in a contemporary space in a new and innovative building. Open a bottle of wine from the full kitchen and slide open the glass doors to let in the cool breeze for a fully relaxing experience.
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15. Pet-friendly apartment in East Portland
Take your furbaby (or furbabies!) with you on your vacation in this charming, fully furnished apartment in northwest Oregon. Its spacious interior for five allows you to play with your pets or get cuddly with them while streaming movies on the flat-screen TV. The apartment is a short walk away to local eats and vibrant hangouts if you’re also looking for some entertainment when you go for a night out.
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16. Bright, contemporary condo with fireplace
A polished interior and a gas fireplace to warm up your cold nights are what awaits your vacation in Portland at this amazing condo. This open living space offers a private washer-dryer, a full kitchen with a dishwasher, free WiFi, and movie streaming options on the flat-screen TV. You can go on walks on the Eastbank Esplanade in the morning, meet friends at Screen Door for brunch, taste some beers at Base Camp in the afternoon, and cozy up to your pet at night. A small nightly fee for up to two family dogs is required.
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17. Comfy, dog-friendly rental with fireplace
Settle for a night or two in this comfy condo equipped with a fireplace. This living space is built to accommodate four people and two family dogs. You won’t have to worry about space as it has lofty ceilings, ample windows, and a full kitchen with dishwasher. There is also free WiFi and streaming options for your evenings in. Its amazing location on East Burnside makes tourist spots such as Voodoo Donuts and Powell’s, the largest independent bookstore in America, accessible.
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18. Sleek, contemporary townhouse with a patio
Whether you’re looking to unwind with wine or travel to the marvelous landscapes Portland has to offer, feel at home in the air-conditioned living space that boasts lofty ceilings, a plush sofa, and a chic kitchen with modern appliances (including a coffee maker!). With two-and-a-half bathrooms and two spacious bedrooms, this gorgeous townhouse can accommodate up to six guests. The bedrooms are equipped with queen-size beds and if you’re feeling like snoozing in the living room, it has a comfortable sleeper sofa as well. This rental also has one garage parking space so you don’t have to worry about your car. St. Honoré Bakery and Blue Star Donuts are a walk away to meet your breakfast needs, Breakside Brewery can offer you fantastic local beers, and Ataula, St. Jack, Paley’s Place and Pok Pok NW are some of the best restaurants in the city that you can visit for a food fix.
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19. Modern downtown condo that is one of largest rentals in Park Avenue West
Featuring a luxurious living space and accessible public transport options, this modern and well-decorated condo with beautiful views of different parts of the city is a great find. Its wraparound, floor-to-ceiling windows, upscale decor, lovely hardwood floors and chic kitchen area with quartz countertops and stainless steel appliances are the epitome of comfort and luxury. This is one of the largest rentals in Park Avenue West. The bedrooms have queen-size beds and an en-suite bathroom (for the master bedroom), and a dark brown leather couch and flat-screen TV with a Blu-Ray player and Netflix streaming in the living room.
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20. Fully furnished, family-friendly townhome
Looking for a beautiful, airy rental that makes you feel at home? This family-friendly townhome boasts an open-concept living space, a gorgeous living room with a flat-screen TV, and a variety of board games. Located in Progress Ridge, you can unwind at the furnished deck equipped with a gas grill and connect with your friends with free WiFi. Over 250 wineries are a short drive away for you to discover the places wine lovers go to.
12954 SW Menlor Ln, Portland, OR 97223
Take in the sights and enjoy your Portland stay
Whether you’re travelling to check out Portland’s thriving wineries or to spend most of your time in town, everything you’ll need is accessible and tourist staples are almost everywhere. Be close to nature, take in the sights, indulge in some wine, and choose the perfect Portland Vacasa vacation rental of your dreams!
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