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Portland, OR vacation rentals
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Best Vacation rentals and Airbnb offers in Portland, OR

Find Vacation Rentals in Downtown of Portland, OR

These downtown Portland, OR vacation rentals put you near top restaurants, sights, and transit. Enjoy the heart of the city action.

Walk To Pizza & Bars - Fast Wifi - Historic Studio - Portland, OR
9.6 98 reviews

Walk To Pizza & Bars - Fast Wifi - Historic Studio

apartment, Portland
This Ladd's Addition studio apartment in Portland offers a prime location near Hawthorne Boulevard's food carts and Division Street's restaurants, providing easy walking access to both.
The unit features a fully equipped modern kitchen, a queen-sized bed, a flat-screen TV with streaming services, and a shared coin-operated washer and dryer, accommodating two guests.
Urban Victoria Historic Registry Home With 4 Beds! - Portland, OR
9.9 225 reviews

Urban Victoria Historic Registry Home With 4 Beds!

apartment, Portland
This Southwest Portland house is located within a 15-minute walk of Oregon Health and Science University and Portland State University, and within 3 miles of Moda Center and the Oregon Convention Center, offering easy access to major attractions and public transportation. The house consistently receives excellent ratings for its location, cleanliness, and overall guest experience.
The two-bedroom house comfortably sleeps five guests and features a fully equipped kitchen, two bathrooms, a washing machine, a patio, and a Smart TV. Enjoy the beautiful Portland weather with the outdoor garden and barbecue grills, or relax in the quiet and smoke-free environment.
Peaceful Portland Studio - Portland, OR
10 76 reviews

Peaceful Portland Studio

apartment, Portland
This Portland studio, perfect for couples, offers a private entrance and self check-in, conveniently located in a central area of the city, though the precise neighborhood and distances to landmarks are unspecified.
The 1-bedroom apartment features a full kitchen, queen-size bed, roomy bathroom with heated floors, and a private patio, accommodating up to two guests and providing a pet, smoke, and scent-free environment.
1 Bd Quiet & Light Filled Home / Truly Private - Portland, OR
10 225 reviews

1 Bd Quiet & Light Filled Home / Truly Private

apartment, Portland
The Little Blue House, a private guesthouse in Portland's desirable Ladd's Addition neighborhood, offers easy walking access to numerous breweries, restaurants, and shops.
This one-bedroom, one-bathroom unit sleeps two guests and features a well-equipped kitchen, a private garden, parking, hypoallergenic bedding, a Molekule air purifier, and a unique Zen space accessible via a ladder.

Where to stay in Portland?

Pearl District

Pearl District, Portland's upscale, former warehouse neighborhood, oozes urban flair with its lofts, art galleries and chic boutiques. Must-sees: Powell's City of Books (the world's largest independent bookstore), Jamison Square (a park with a cool fountain), First Thursday Art Walk (monthly artist showcase).

Hawthorne

Known for its alternative and progressive vibe, Hawthorne features local stores, farmers markets and cultural festivals. Some of the more curious locales include the Bagdad Theater & Pub, a historic movie theater serving craft beer, Mount Tabor Park, a park on the slopes of an extinct volcano, and the Freakybuttrue Peculiarium and Museum, a museum dedicated to the bizarre and macabre.

Downtown

Downtown, Portland's hub for history and finance, boasts the city's oldest, tallest buildings. Pioneer Courthouse Square, Portland Art Museum, and Oregon Historical Society (showcasing regional history) are must-sees.

Sellwood-Moreland

Sellwood-Moreland is a quiet neighborhood on the banks of the Willamette River with spacious homes and immaculate landscaping. Among its streets are the Oaks Amusement Park and the Oaks Bottom Wildlife Refuge.

Northwest

The Northwest District is home to the city's largest and most modern shopping centers, such as Pioneer Place Mall and Lloyd Center Mall. It also has beautiful natural spaces, such as parks, rivers and trails, and some of the most popular places include Tom McCall Waterfront Park, which is located along the Willamette River, and Hoyt Arboretum, an arboretum with more than 2,000 species of trees.

Best Portland, OR vacation rentals with air conditioning

Two Stories Cottage In Se Portland Oregon - Portland, OR
10 60 reviews

Two Stories Cottage In Se Portland Oregon

cottage, Portland
This charming cottage is conveniently located in Portland's city center, just a short walk from the KOIN Center and the Yamhill National Historic District. The property consistently receives excellent guest reviews, highlighting its comfortable accommodations and prime location.
The cottage offers 800 square feet of living space, comfortably accommodating up to 4 guests in one bedroom and two bathrooms. Enjoy a fully equipped kitchen, a private balcony with sunrise views, a large deck with a grill, and a pet-friendly environment.
Stumptown Hideaway - Alberta Arts District - Portland, OR
9.9 26 reviews

Stumptown Hideaway - Alberta Arts District

apartment, Portland
This one-bedroom condo is located in Portland's Alberta Arts District, offering easy access to its creative scene and local shops.
This unit features a fully equipped kitchen, in-unit laundry, and a king-size bed, accommodating up to three guests with fast Wi-Fi and nearby on-street parking.
Flower-darling Guest Suite - Portland, OR
10 20 reviews

Flower-darling Guest Suite

apartment, Portland
This Portland guest suite is located in a residential neighborhood, a short walk from Brentwood Park and a few blocks from Woodstock and FoPo dining and shopping, with Reed College 2 miles away and downtown Portland 8 miles distant.
This private suite accommodates 2 guests with a kitchenette, air conditioning, a spa-like shower, and soundproofed walls, offering exclusive outdoor space with a front porch and patio, plus a complimentary parking spot and garden flowers during the growing season.
Spacious House With Fenced Yard And Hot Tub - Portland, OR
9.8 115 reviews

Spacious House With Fenced Yard And Hot Tub

apartment, Portland
This Portland house rental, perfect for large groups, is conveniently located in a neighborhood with easy access to Portland attractions, offering ample street parking.
The 5-bedroom, 3-bathroom home boasts a spacious layout with a fully equipped kitchen, jacuzzi, and multiple entertainment options, comfortably accommodating up to 12 guests.

Frequently Asked Questions about vacation rentals in Portland, OR

  • Which neighborhood in Portland, OR should you consider for a vacation rental?

    If you're looking for a vacation rental, you might want to consider staying in the Pearl District, which is known for its trendy boutiques and restaurants, or in the Hawthorne District, which has a more laid-back vibe with a good mix of shops, cafes, and bars.
  • What are the best Airbnb and vacation rentals in Portland, OR?

  • What types of vacation rentals are available in Portland?

    While Portland is one of the best places for holidays you need to look for the right vacation rentals that can provide you with the best stay options. Choosing the right vacation rentals can make a huge difference. Hence, you need to evaluate and choose the ones that provide the right accommodation experience. If you are planning to stay in the city you can opt for various apartments, condos, lofts and homes that suit your preferences and budget. If you are travelling solo you can go for smaller apartments while families can opt for entire homes and properties that can offer spacious accommodation.
  • What are the top family-friendly attractions in Portland, OR?

    Portland has many family-friendly attractions. The Oregon Zoo is a great option, and the Children's Museum of Portland is a hit with kids of all ages. You could also check out the Washington Park, which has a playground, a rose garden, and a Japanese garden.
  • What are the most popular Airbnbs in Portland, OR?

  • What are the unmissable activities to do in Portland?

    1. Browse Powell's City of Books - Even if you are not an avid reader, browsing through the extensive collection of books at Powell's City of Books is one of the must things to do when you are in the city.
    2. Portland Aerial Tram - If you don't have time to explore the city over a few days you can hop on the Portland Aerial Tram which takes you higher and offers a panoramic view of the city. This 4-minute ride is the fastest way to explore and capture the beauty of Rose City.
    3. Explore International Rose Test Garden - You can visit this sprawling garden which is home to more than ten thousand roses making Portland the Rose City as it is widely known. This is an experience that you can only get when you are in Portland.
  • When is the best time to book a vacation rental in Portland, OR?

    The best time to book a vacation rental in Portland is usually during the shoulder seasons, which are spring and fall. You'll find more affordable prices and fewer crowds compared to the peak summer season.
  • What are the best vacation rentals with a pool in Portland, OR?

  • Where is the best place to stay in Portland?

    If you are visiting Portland for the first time staying downtown can provide you with multiple benefits. One of the benefits is that you can cover most of the places on foot. This allows you to reach various restaurants, cafes, green spaces, and cultural and historic landmarks quickly and keep your budget under check. Also, you can find plenty of stores to shop. You can find food carts that provide you with street food when you are hungry. Also, Downtown Portland has around 35 hotels and plenty of rental properties that offer you the best accommodation experience based on your preferences, needs and budget.
  • What are the best budget-friendly activities in Portland, OR?

    Portland has plenty of free and budget-friendly activities. You can walk or bike along the Willamette River, visit the free museums on the first Tuesday of the month, or explore the many parks and gardens throughout the city.
  • What are the best rentals for families and kids in Portland, OR?

  • What are popular theme parks near Portland?

    1. Oaks Amusement Park - If you are looking for some family fun time you can head to Oaks Amusement Park where you can enjoy thrilling rides and arcade games and even classic carnival rides that offer a wholesome experience.
    2. Rainier Amusements - Another amusement park that you can find in Portland is Rainier Amusements which can offer plenty of rides and a Ferris Wheel that would offer you a great day with family and kids.
    3. ScareGrounds PDX - If roller coasters and a haunted house are your definition of fun you can head here with your family and make the most of your trip.
  • What are the best restaurants with local dishes in Portland, OR?

    Portland is known for its diverse culinary scene. Some popular local spots include Pok Pok for Thai food, Le Pigeon for French-inspired dishes, and the Pine State Biscuits for Southern comfort food.
  • What are the best rentals or Airbnbs with a jacuzzi in Portland, OR?

  • What are the best events in Portland?

    1. Portland Rose Festival - With more than 100 years of history, the Portland Rose Festival is among the oldest and most popular festivals of all that combines fireworks, parades, art shows, dragon boat races and much more on Memorial Day weekend.
    2. Waterfront Blues Festival - If you are planning to celebrate the Fourth of July with some blues music head to downtown's Waterfront Park where you can groove to the best blues music from the best blues artists.
    3. Portland Book Festival - A perfect festival for avid and casual readers, Portland's Book Festival can provide you with plenty of time to participate in workshops and meet the best book writers at the fair.
  • What are the best walking or cycling routes in Portland, OR?

    Portland is a very bike-friendly city. You can ride along the Eastbank Esplanade, which runs along the Willamette River, or explore the many bike paths throughout the city. If you prefer walking, you can check out the Forest Park, which offers miles of hiking trails.
  • Are there pet-friendly attractions in Portland, OR?

    Yes, Portland is a very dog-friendly city. Many restaurants and cafes have outdoor seating where you can bring your furry friend. You can also visit the Oaks Amusement Park, which allows dogs on leashes.

Popular destinations

Best Vacation Rentals with Balconies in Portland, OR

Wake up to breathtaking views at these Portland, OR vacation rentals with balconies, perfect for your morning coffee.

#Stayinmydistrict St Johns Walk To Dining & Shops - Portland, OR
9.7 388 reviews

#Stayinmydistrict St Johns Walk To Dining & Shops

apartment, Portland
This North Portland apartment is a short walk from the Willamette River, St. Johns Bridge, and Forest Park, offering easy access to both the city and nature. It has consistently received excellent ratings for location, cleanliness, and user experience.
The 550 square foot apartment has one bedroom, one bathroom, and can comfortably accommodate up to five guests. Amenities include a fully equipped kitchen, a fireplace, a balcony, and free internet, making it a great choice for families or groups looking for a comfortable and convenient home base for exploring Portland.
Ne Portland Oregon Modern Victorian Duplex - Portland, OR
10 1 review

Ne Portland Oregon Modern Victorian Duplex

apartment, Portland
Apartment listing with an excellent rating of 100% based on 1 reviews. Your accommodation will be based in Portland.
Facilities and services include a fridge, a kitchen and a terrace. This apartment also has air conditioning!
Luxury Family Estate Near Pdx, Theater, Sauna & Game Room - Portland, OR
No reviews

Luxury Family Estate Near Pdx, Theater, Sauna & Game Room

house, Happy Valley
This Happy Valley villa is located approximately 8.9 miles from the Oregon Museum of Science and Industry and 10 miles from the South Waterfront City Park.
This spacious 5,010 square foot estate accommodates up to 16 guests with 4 bedrooms and 4 bathrooms, featuring a fully equipped chef's kitchen, game room, sauna, fitness center, outdoor fireplace, and complimentary WiFi and private parking, with electric vehicle charging available.
Portland's White House Carriage House - Portland, OR
9.4 5 reviews

Portland's White House Carriage House

house, Portland
Portland's White House Carriage House is located in a quiet residential area, just a short drive from attractions like the Oregon Convention Center and Moda Center. This makes it a convenient base for exploring the city, while still offering a peaceful retreat.
This 3-bedroom, 3-bathroom home has over 9,900 square feet of space, comfortably accommodating up to 6 guests. Enjoy amenities like air conditioning, a fully equipped kitchen with a fridge and microwave, free Wi-Fi, private parking, and a relaxing garden.

Neighborhoods and points of interest in Portland, OR

Top Vacation Rentals for Families in Portland, OR

The right family vacation rental in Portland, OR makes all the difference, keeping you close to top city attractions.

Classic 1917 Portland Home - Portland, OR
10 159 reviews

Classic 1917 Portland Home

apartment, Portland
This beautiful, restored 1917 house in Portland's Overlook neighborhood is located 3.5 blocks from Adidas headquarters, a 10-minute drive from downtown, and an hour from the Willamette Valley and Mount Hood.
This two-bedroom, two-bathroom house sleeps four and features a fully equipped kitchen with a dishwasher, in-house fitness center, a garden, and parking, offering easy access to public transportation and nearby restaurants and bars.
Roseway Retreat, A Relaxing Urban Escape - Portland, OR
10 18 reviews

Roseway Retreat, A Relaxing Urban Escape

apartment, Portland
This Northeast Portland vacation rental is conveniently located near The Grotto (0.6 miles), Mt. Hood Community College – Maywood Park Campus (within 3 miles), and the Alberta Arts District (within 3 miles).
This smoke-free one-bedroom, one-bathroom house sleeps three guests and features a kitchenette with a refrigerator and microwave, free WiFi, a private patio, and is within easy reach of local attractions.
Popular, Prime Location, Family Friendly, Ne Portl - Portland, OR
9.9 420 reviews

Popular, Prime Location, Family Friendly, Ne Portl

apartment, Portland
This family-friendly vacation home is located in Northeast Portland's Alberta Arts District, just a short walk from Alberta Street and less than 3 miles from Lloyd Center and Legacy Emanuel Medical Center. The home has received excellent ratings for its location, cleanliness, and overall user experience.
This spacious 5-bedroom home is perfect for families or groups looking for comfortable accommodations. The home features a private yard, a water park, a fully equipped kitchen, free Wi-Fi, and access to a spa, a swimming pool, and a jacuzzi.
Luxury 3-bedroom Home In Heart Of Portland Near Everything - Portland, OR
9.8 55 reviews

Luxury 3-bedroom Home In Heart Of Portland Near Everything

apartment, Portland
This two-story condo is situated on Hawthorne Boulevard in Southeast Portland, within walking distance of Hawthorne Theater (0.5 miles) and Baghdad Theater (0.75 miles). It has a User rating: excellent.
The spacious 2,000 square foot home has three private bedrooms, two full bathrooms, a fully stocked kitchen, comfortable furniture, an open-roof deck, and large windows in the living room for relaxation and entertainment. It features a fridge, microwave oven, dishwasher, air conditioning, terrace/balcony, garden, and parking. Pets are allowed, and it is family friendly. It has internet and a guest capacity of 10.

Best Portland, OR vacation rentals with parking

Huge Home | King Beds | Ac | Prime Spot And Views! - Portland, OR
9.8 386 reviews

Huge Home | King Beds | Ac | Prime Spot And Views!

apartment, Portland
Cheerful Home With Fireplace! - Portland, OR
9.8 200 reviews

Cheerful Home With Fireplace!

house, Portland
New Kerns Studio Prime Spot Walkable Area - Portland, OR
No reviews

New Kerns Studio Prime Spot Walkable Area

studio, Portland
2 Min To Shops, Food & Transit: Kenton Garden Home - Portland, OR
9.8 69 reviews

2 Min To Shops, Food & Transit: Kenton Garden Home

apartment, Portland

Compare Luxury Vacation Rentals in Portland, OR

Stay in a luxury city-center vacation rental in Portland, OR for a sophisticated urban escape with premium 5-star amenities.

Peninsula Haven-private, Quiet, And Cozy - Portland, OR
10 650 reviews

Peninsula Haven-private, Quiet, And Cozy

house, Portland

Our Favorite Pet-Friendly Vacation Rentals in Portland, OR

Traveling with pets? These dog-friendly vacation rentals and Airbnbs in Portland, OR are steps away from dog parks and city walks.

The Marquee Studio | 23rd Ave +Trader Joe's - Portland, OR
10 2 reviews

The Marquee Studio | 23rd Ave +Trader Joe's

apartment, Portland
Cozy 2-bedroom House In Vancouver Perfect Travelers! - Portland, OR
No reviews

Cozy 2-bedroom House In Vancouver Perfect Travelers!

apartment, Vancouver
Cozy Loft With Hot Tub - Portland, OR
9.8 157 reviews

Cozy Loft With Hot Tub

house, Portland
Mid-century Hillsdale Retreat - Portland, OR
10 179 reviews

Mid-century Hillsdale Retreat

apartment, Portland

Explore Vacation Rentals with a Pool in Portland, OR

A Portland, OR vacation rental with a pool ensures a refreshing swim in the heart of the city is always an option.

Quiet, Walkable 2br With Pool, Gardens & 2 Patios - Portland, OR
10 29 reviews

Quiet, Walkable 2br With Pool, Gardens & 2 Patios

apartment, Portland
Luxury Modern Vacation House - Portland, OR
10 6 reviews

Luxury Modern Vacation House

apartment, Happy Valley
Downtown Nw Portland Willamette Riverfront Condo! - Portland, OR
9.8 25 reviews

Downtown Nw Portland Willamette Riverfront Condo!

apartment, Portland
Downtown Condo Along River W/hottub And Parking - Portland, OR
10 19 reviews

Downtown Condo Along River W/hottub And Parking

apartment, Portland

Search Vacation Rentals with Jacuzzi in Portland, OR

Unwind in style with a Portland, OR vacation rental featuring a hot tub, ideal for relaxing after a day in the city.

Stunning Floating Home On The Willamette River! - Portland, OR
No reviews

Stunning Floating Home On The Willamette River!

apartment, Portland
Piedmont Pied-à-terre (Basement Unit) - Portland, OR
9.9 171 reviews

Piedmont Pied-à-terre (Basement Unit)

apartment, Portland
4-bed Home W Gameroom, Firepit & Saltwater Hot Tub - Portland, OR
9.8 10 reviews

4-bed Home W Gameroom, Firepit & Saltwater Hot Tub

apartment, Vancouver
Peaceful Garden Cottage, Close To Mt. Tabor Park & Downtown Bus - Portland, OR
10 271 reviews

Peaceful Garden Cottage, Close To Mt. Tabor Park & Downtown Bus

cottage, Portland
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