Vacation rentals in Portland

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Top-rated vacation rentals in Portland

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A two-story gray house with teal trim is depicted, featuring large windows that invite natural light and a welcoming front entryway. Surrounding greenery adds a touch of nature, while a gravel path leads up to the door.
Home in Kenton
4.98 out of 5 average rating, 578 reviews

Loft in Kenton- Hot tub, MAX line, Weed friendly

House with 650 sq ft and patio to yourself. The loft, with vaulted ceilings and beautiful tile and woodwork throughout, is settled behind the main house, and includes a comfortable king bed, modern decor, fold down couch, well functioning kitchen, and access to hot tub. Kenton has great food, retail shops, and bars two blocks away, and guests are a short MAX train ride to Downtown. LGBTQ+ and rec. marijuana friendly. This home is not suitable for any guests under 18. Please read pet policy.

Top guest favorite
The exterior of a two-story studio is framed by lush greenery and trees. The building features a spiral staircase leading to a private balcony with black railings. A shared garden area is visible below, with a hammock and various plants around the space.
Guesthouse in Piedmont
4.98 out of 5 average rating, 233 reviews

Spacious, bright garden studio on Peninsula Park

Explore the world-class restaurants, coffee shops and bars in the nearby Williams and Mississippi districts. Take a stroll around the award winning (and oldest) rose garden in the City of Roses across the street in Peninsula Park. At home, this second story studio has extra space in the meditation loft, a full kitchen, fast internet, and projector for streaming. Enjoy your private deck over the shared garden with hammock and H/C outdoor shower. Bus and train nearby with ample on-street parking.

Top guest favorite
A modern bathroom is featured with a deep soaking tub and sleek wood vanity. A round mirror and stylish light fixtures provide illumination. Neutral-toned tiles add warmth to the space, while a small plant decorates the bathtub area.
Home in Richmond
4.9 out of 5 average rating, 105 reviews

Hawthorne House - A+ Location! Pet Friendly!

Killer location!! An ez 2 min walk down the street from Hawthorne/Division in SE Portland! Enjoy the best restaurants, shops, bars PDX offers! Centrally located in great neighborhood! Main floor unit w/private access! Self check in! Bright and airy living spaces! Fully equipped kitchen for preparing delicious meals. Full sized wash/dryer. High speed Wi-Fi. Cozy bedroom w/plush queen-sized bed. Clean and modern bathroom stocked w/essentials. I'm excited to host you during your visit to PDX!!

Top guest favorite
The exterior of the home is highlighted by contemporary design elements and a clean white facade. A flowering tree adds a touch of color, while large glass doors invite natural light into the living area. Surrounding landscaping is thoughtfully arranged with minimalistic plantings.
Guesthouse in Arbor Lodge
4.99 out of 5 average rating, 540 reviews

Accessible, AIA-Award Winning, Urban Garden Oasis

A nurturing place with abundant light, garden views, & access to the best Portland food. “The best Airbnb I’ve ever stayed in!” - frequent guest comment. - American Institute of Architects Award to designer Webster Wilson - Upscale amenities & European fixtures - Quiet NoPo neighborhood tree-lined street, minutes from downtown - Fully equipped kitchen w/ fresh local coffee - Indoor & outdoor dining - See photo captions for more details - Trained Service Animals welcome; no pets nor ESAs

Top guest favorite
The guest home is set behind a picturesque entrance adorned with an elegant gate and carefully arranged greenery. Paved stone pathways guide visitors through the lush surroundings, leading to the welcoming facade of the home, seamlessly integrated with the tranquil, tree-lined environment.
Guest suite in Portland
5 out of 5 average rating, 549 reviews

IndigoBirch: Luxurious Zen Garden Retreat: Hot Tub

Look no further- as a member of The IndigoBirch Collection™️, our guest home stands as a top-tier experience on Airbnb. Located two blocks away from Reed College, IndigoBirch is nestled on a quiet tree-lined street in the highly desired & historic neighborhood of Eastmoreland. Our location is perfect for the adventurer looking to explore Portland. The guesthouse is two blocks away from public transportation, 12 minute drive to downtown Portland, and 20 minutes to PDX Airport.

Top guest favorite
An open-space studio features high ceilings with wooden beams, enhancing the airy feel. A queen-sized bed is set against the wall with soft linens. A small kitchenette and dining area are visible, with a full bathroom enclosed in glass. Natural light brightens the interior.
Guesthouse in Woodstock
4.96 out of 5 average rating, 460 reviews

SE Portland Guest Cottage

The guest cottage offers self check-in. It is located in a quiet neighborhood in SE Portland. High ceilings make this studio airy and bright. We think of it as a perfect hotel room without the hotel. The small galley kitchen has everything you need to cook a gourmet meal including filtered water. There is a full bathroom with tub and shower. The cottage stands on its own making it perfect for coming and going as you please. City of Portland Permit #24 013532

Top guest favorite
Apartment in Kerns
4.96 out of 5 average rating, 378 reviews

Studio in Walkable Foodie Heaven

We're on a quiet side street – right around the corner from a dynamic restaurant scene in Kerns, the 5th coolest neighborhood in the world. Stroll to parks, live music, vintage shops, and a vintage movie theater. Walk, Lyft/Uber, bicycle, or use Portland’s amazing public transportation everywhere. Tall windows overlook greenery and a cozy porch. Our family's 1900 house has been divided into separate apartments. Its like an artsy hotel room, but much more homey!

Top guest favorite
A spacious bed is adorned with multiple pillows in various textures and colors, including earthy tones and a patterned accent. Soft, breathable linens cover the bed, contributing to a restful environment.
Guest suite in Overlook
4.98 out of 5 average rating, 155 reviews

Spacious Suite - Private Entry - Hip Kitchenette

Enjoy North Portland’s most loved shops, bars, and restaurants from this fresh and recently renovated suite. This 800sf immaculately clean space features one bedroom, a bathroom, kitchenette, and sitting room. You’ll love its easy parking, proximity to downtown (10 min. drive or 2 blocks to the light rail), and convenient access to the freeway (explore the Columbia Gorge or the Oregon Coast). Reservations must reflect the correct number of guests.

Top guest favorite
A warm sleeping area features a spacious bed framed by two wooden nightstands with lamps. A bright yellow throw blanket lays across the bed. The walls are painted a deep teal, and natural light enters through a window with a beige shade. A decorative piece on the wall adds character.
Guesthouse in Sullivan's Gulch
5 out of 5 average rating, 454 reviews

Cozy, Stylish Bungalow w/ Fireplace & Full Kitchen

Enjoy a comfy retreat in this cozy and bright studio with a private bathroom, air conditioning, fireplace, full kitchen and work desk. Conveniently located within walking distance to local restaurants, coffee shops, retail stores, and parks. Centrally located in Portland and just 3 miles from downtown. Take a stroll through Historic Irvington and enjoy some of the most beautiful homes and old growth trees that Portland has to offer.

Top guest favorite
The exterior of a guesthouse is shown, featuring a charming wooden facade and large windows. A private outdoor patio is surrounded by lush greenery, including vibrant plants like a red maple and bamboo. A small round table with wooden chairs invites outdoor relaxation.
Guesthouse in Overlook
5 out of 5 average rating, 322 reviews

Colorful, spacious, light-filled guesthouse on MAX

Welcome to Juniper House! We designed our backyard guesthouse to be a bright, cozy loft, full of sunlight, exposed wood, tasteful furnishings and colorful finishes. Enjoy a private, 600-sq-ft space with an outdoor patio in a quiet, close-in Portland neighborhood, just blocks from light rail and within walking distance to a wide variety of great restaurants and watering holes. Perfect for couples and longer stays.

Top guest favorite
A spacious studio apartment features a cozy sleeping area with a wooden bed frame and soft bedding. A dining table with chairs is nearby, along with a comfortable sofa. Large windows allow natural light, and entertainment options include a flat-screen TV. Kitchen appliances are neatly arranged along one wall.
Guesthouse in Buckman
4.98 out of 5 average rating, 889 reviews

Cozy Portland Studio Apartment

The space is a well appointed, comfortable studio apartment. It is an ADU at the back of the main house. All the amenities that one would desire are provided (wifi, internet, cable TV, washer & dryer, fridge, dishwasher, stove, microwave, AC, cooking utensils, etc., etc). It is also very modern and clean, with a private entrance and keyless entry. Close to many restaurants, bars and coffee shops.

Top guest favorite
The living area features a comfortable gray sofa adorned with colorful throw pillows. Natural light filters through three large windows dressed in sheer white curtains, enhancing the warm tones of the walls and flooring. A wooden coffee table and a television complete the inviting space.
Guest suite in Portsmouth
4.96 out of 5 average rating, 240 reviews

Cozy North Portland Urban Oasis

Super cute and spacious Art Deco private unit with large yard and easy access to St Johns, Overlook, and Portsmouth neighborhoods, as well as the University of Portland, and the Adidas campus. Across the street from Columbia Park and a short walk/drive to excellent bars, restaurants, coffee shops, and other venues. Quiet, relaxing locale perfect for up to four guests.

Popular amenities for Portland vacation rentals

When is the best time to visit Portland?

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Frequently Asked Questions

  • What are the best places to stay in Portland?

    Explore vibrant neighborhoods like the Pearl District, known for its galleries and eateries, Alberta Arts District with street art and cafés, or Nob Hill, which has tree-lined streets and boutique shops. Each area adds a distinct character to your visit.

  • What are the best things to do in Portland with kids?

    Families often visit the Oregon Zoo, explore interactive exhibits at OMSI, or roam the Portland Japanese Garden. These sites combine hands-on learning, animal encounters, and peaceful garden strolls.

  • What are some of the best things to do in Portland?

    Explore Powell’s City of Books, stroll through the International Rose Test Garden, or sample food at local markets. Art, gardens, and culinary experiences shape the city’s energy.

  • How is the weather in Portland?

    Portland has cool, rainy winters with temperatures from 36–47°F (2–9°C) and dry summers often reaching 82°F (28°C). Pack layers and rain protection—umbrellas are common, but locals often prefer waterproof jackets.

  • What are the best places to visit in Portland?

    Locals frequently suggest Forest Park’s trails, Lan Su Chinese Garden, and Portland Art Museum. Wander green spaces, discover art collections, and relax in tranquil gardens around the city.

  • What are some hiking trails in Portland?

    Portland has wooded paths in Forest Park, riverside trails in Oaks Bottom Wildlife Refuge, and scenic loops in Tryon Creek State Natural Area. These routes invite exploration in diverse natural settings.

  • What are some family activities we can do in Portland?

    Enjoy hands-on science at OMSI, picnic and play at Washington Park, or pedal along the waterfront on bike paths. Families also gather for open-air movies and seasonal farmers’ markets.

  • What are some of the best day trip ideas from Portland?

    Explore waterfalls in the Columbia River Gorge, taste wine in Willamette Valley, or wander historic streets in Hood River. Nearby nature and small towns add variety to your stay.

  • Are there any pet friendly accommodations available in Portland?

    Portland has many pet-friendly vacation rentals, especially around Alberta Arts, Sellwood-Moreland, and Mississippi Avenue. Parks and walking trails help make stays comfortable for travelers with pets.

  • What are some local tips for visiting Portland?

    Locals often use public transit or bikes, and rain is frequent—waterproof outerwear is practical. Food carts are popular for quick meals, and tap water is safe to drink throughout the city.

  • What is Portland known for?

    Portland is known for its craft beer, food carts, and vibrant arts scene. The city values sustainability, local makers, and green spaces, shaping a community-focused atmosphere.

  • What are the best hidden gems to explore in Portland?

    Discover quiet corners like Crystal Springs Rhododendron Garden, quirky boutiques on Mississippi Avenue, or murals along Alberta Street. These locally rooted spots cultivate creative energy.

  • What are the best foods to try in Portland?

    Taste fresh Pacific Northwest seafood, locally made artisan donuts, and inventive vegan dishes. Portland’s food carts and independent coffee roasters are frequently suggested by residents.

  • What should I bring for a trip to Portland?

    Pack waterproof jackets or umbrellas for wet weather, along with layers for shifting temperatures. Walking shoes and a reusable water bottle are practical for exploring markets, parks, and local trails.

  • What is the nightlife in Portland like?

    Neighborhoods like Hawthorne and Old Town mix live music, casual bars, and late-night eats. Craft breweries, music venues, and creative spaces add to the city’s inclusive night scene.

  • What are the most popular events or festivals in Portland?

    Portland has the Rose Festival in late spring and the Waterfront Blues Festival during summer, both widely attended city traditions. There are also local food and brew gatherings that attract many visitors throughout the year.

  • Are there family friendly vacation rentals in Portland?

    Family-friendly vacation rentals can be found in neighborhoods like Sellwood-Moreland, Laurelhurst, and Richmond. These areas have parks, playgrounds, and markets close by, making them welcoming for travelers with children.

  • When is the best time to visit Portland?

    Late spring to early autumn is often recommended for warmer temperatures and lower rainfall. Gardens and parks are especially lively when flowers bloom and festivals fill outdoor spaces.

All about Portland

Nestled on the Columbia and Willamette rivers in the shadow of Mount Hood, Portland is an outdoorsy city with plenty of indoor attractions to keep you busy year-round. While the city has a tendency to see more rain than the national average, Oregon’s cultural capital makes up for the grey skies with thriving theater, art, and music scenes, and its impressive dining scene has been the subject of multiple national television shows.

Portland has an eclectic mix of neighborhoods: Downtown and the Pearl District offer higher-end shopping and dining options alongside the city’s iconic independent bookstore; art galleries and indie cinemas are dotted along the Northwest, Hollywood, and Alberta areas; historic architecture abounds in Old Town and Chinatown; and the hip Southeast caters to those looking for vintage finds, record shops, casual eateries, and microbreweries.

On clear days — or if you packed the prerequisite waterproof gear — there are 275 public parks for outdoor exploring, plus the nearby mountains, beaches, and gorges for day trips. Whatever you do, be sure to pop into one of Portland’s famous food cart pods, where you can sample the international cuisine, sip microbrews, and dine alfresco throughout the city.

What are the top things to do in Portland?

Pittock Mansion

This stunning French Renaissance-style mansion was built in 1914 by a wealthy couple from England who owned Portland’s largest newspaper. Take a guided tour or wander on your own through the 46 period rooms which contain the beautiful antique artwork and furniture collected by the original owners. Outside the main home, there are 40 acres of grounds and other buildings to explore. If you visit around the winter holidays, you’ll find lovely decorations and special events for the whole family.

Portland International Rose Test Garden

Home to over 610 varieties of roses, this garden is the oldest rose test garden in the country. During World War I, roses from around the world were sent here for safekeeping and testing. Today, you’ll find more than 10,000 rose bushes in bloom at peak season between April and October. Check the calendar for all kinds of events throughout the year like classical music performances and plays.

Portland Japanese Garden

The Portland Japanese Garden was created with the purpose of being a symbol of peace between the United States and Japan in the post-World War II realm, and its calming aroma does just that. Spanning 12 acres, you’ll find a cultural village modeled after traditional Japanese architecture that features a waterfall, ponds filled with koi fish, bonsai plants, sand gardens, and a plethora of walking paths. While lovely to visit all year, it’s particularly beautiful in the fall when the leaves change. Stop by the tea house, cafe, and gift shop before you leave.

Quick stats about vacation rentals in Portland

  • Total vacation rentals

    Explore 6,450 vacation rentals in Portland

  • Verified guest reviews

    Over 608,740 verified reviews to help you choose

  • Family-friendly vacation rentals

    2,690 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 2,240 rentals that welcome pets

  • Vacation rentals with a pool

    200 properties feature pools

  • Rentals with dedicated workspaces

    3,980 properties have a dedicated workspace

  • Wi-Fi availability

    6,380 of Portland vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill across Portland rentals

  • 4.8 Average rating

    Portland stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Portland's top spots, include Moda Center, Oregon Zoo, and Powell's City of Books

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