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Top 10 Vacasa Vacation Rentals In Portland, Oregon

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Alecsandra
Alecsandra
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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.

1. Stylish accommodation in a new condo complex (from USD 69)

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.

Rose City Escape - Q21 #435 - Portland, OR
2112 NW Quimby Street #435, Portland, OR 97210
35 reviews
4 Guests 1 Bedroom 1 Bathroom

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2. New and family-friendly rental in the Northwest district (from USD 70)

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.

New in the Northwest - Q21 #434 - Portland, OR
2112 NW Quimby Street #434, Portland, OR 97210
48 reviews
4 Guests 1 Bedroom 1 Bathroom

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3. Cozy open-layout home in a quiet location (from USD 80)

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.

Indigo Lane - Portland, OR
6435 B NE 26th Ave., Portland, OR 97211
19 reviews
4 Guests 1 Bedroom 1 Bathroom

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4. Accessible and innovative two-bedroom Slabtown getaway (from USD 86)

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.

Slabtown Sunshine - Q21 #445 - Portland, OR
2112 NW Quimby Street #445, Portland, OR 97210
59 reviews
6 Guests 2 Bedrooms 2 Bathrooms

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5. Fully furnished, family-friendly townhome (from USD 89)

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.

Townhome Bliss - Portland, OR
12954 SW Menlor Ln, Portland, OR 97223
11 reviews
6 Guests 3 Bedrooms 2 Bathrooms

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6. Pet-friendly apartment in East Portland (from USD 109)

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.

East Portland Charm - DORIAN 406 - Portland, OR
1459 SE Ankeny St. Unit 406, Portland, OR 97214
9 reviews
5 Guests 2 Bedrooms 1 Bathroom

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7. Bright, contemporary condo with fireplace (from USD 116)

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.

East Opal - DORIAN 505 - Portland, OR
1459 SE Ankeny St. Unit 505, Portland, OR 97214
42 reviews
4 Guests 2 Bedrooms 2 Bathrooms

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8. Comfy, dog-friendly rental with fireplace (from USD 114)

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.

Stumptown - DORIAN 504 - Portland, OR
1459 SE Ankeny St. Unit 504, Portland, OR 97214
32 reviews
4 Guests 2 Bedrooms 2 Bathrooms

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9. Sleek, contemporary townhouse with a patio (from USD 118)

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.

Rip City Downtown Digs - Q21 #2119 - Portland, OR
2119 NW Pettygrove St., Portland, OR 97210
42 reviews
6 Guests 2 Bedrooms 2 Bathrooms

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10. Modern downtown condo that is one of largest rentals in Park Avenue West (from USD 131)

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.

Park Avenue West 603: Roosevelt Retreat - Portland, OR
750 SW 9th Ave, Apt. 603, Portland, OR 97205
95 reviews
4 Guests 2 Bedrooms 2 Bathrooms

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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!

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Alecs is a coffee-driven, matcha-loving writer and journalist from the Philippines, whose experience roots from business writing to music and pop culture articles. She dreams to be busy travelling...Read more

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