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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.

Enjoy Convenience &  Class, Portland, Or - Portland, OR
9.9 28 reviews

Enjoy Convenience & Class, Portland, Or

apartment, Portland
This South Waterfront condo offers stunning Willamette River views and is conveniently located near OHSU, the VA hospital, Portland State University, and downtown Portland.
The one-bedroom, one-bathroom apartment features a queen Murphy bed, a fully equipped kitchen with dishwasher, in-building concierge services, secure underground parking, and access to a rooftop garden with BBQ (seasonal), accommodating up to two guests.
Modern Boho Charm - Fast Wifi - 2 Beds - Ac - Portland, OR
9.7 72 reviews

Modern Boho Charm - Fast Wifi - 2 Beds - Ac

apartment, Portland
This one-bedroom Portland apartment is ideally located in Ladd's Addition, near Hawthorne Boulevard's food carts and Division Street's restaurants.
The unit features a full kitchen with fridge and freezer, air conditioning, on-site laundry, and accommodates up to three guests, offering easy access to Portland's culinary scene.
The Shire By The Rose Garden - Portland, OR
10 77 reviews

The Shire By The Rose Garden

apartment, Portland
This apartment is situated in the historic Ladd's Addition district of Portland, directly across from a public rose garden and within walking distance to the area's restaurants, groceries, shopping, and bike rentals. It has received excellent ratings for its location, cleanliness, and user experience.
The apartment has two bedrooms, one bathroom, and can accommodate up to four guests. It features a fully equipped kitchen with modern appliances, high-speed internet, air conditioning, a garden, and parking. Guests can also enjoy complimentary streaming services and access to a shared south garden.
Enchanting Old Portland Home - 92 Walkscore - Portland, OR
9.7 37 reviews

Enchanting Old Portland Home - 92 Walkscore

apartment, Portland
This Victorian house, offering 3 bedrooms and 1 bathroom, is located in Southeast Portland, a block from acclaimed eateries like Pine State Biscuits and Genie's Cafe, and within a block of breweries such as Ladd Taphouse and Baerlic Brewing.
This standalone rental accommodates up to 8 guests with 4 queen beds, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, parking, and internet, making it ideal for exploring Portland's popular dining and brewery scene.

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

The Adelynn 5br - Sleek - Spacious - Walkable - Portland, OR
10 5 reviews

The Adelynn 5br - Sleek - Spacious - Walkable

house, Portland
This five-bedroom, two-bathroom apartment rental in Portland's Kerns neighborhood offers easy access to the city's best dining, coffee shops, and parks.
This brand-new, owner-managed unit, available June 25, 2025, sleeps ten guests and boasts a fully equipped kitchen, air conditioning, parking, and a perfect Bike Score of 100.
Portland Haven - Portland, OR
10 2 reviews

Portland Haven

apartment, Portland
This one-bedroom, one-bathroom apartment in Portland provides a peaceful and centrally located retreat, offering excellent access to the city's attractions and neighborhoods within walking distance.
This dwelling accommodates up to three guests and features high-speed Wi-Fi, air conditioning, and a kitchen equipped with a fridge, freezer, microwave, and dishwasher, with free street parking available.
1br - Boutique Flat - Prime Nw Location - Portland, OR
9.6 341 reviews

1br - Boutique Flat - Prime Nw Location

apartment, Portland
This charming one-bedroom apartment is located in the Slabtown district of Northwest Portland, just a short walk from some of the city's best restaurants, bars, and shops. Guests consistently rate the apartment excellent for its location, cleanliness, and overall experience.
This cozy rental offers modern amenities like high-speed internet and air conditioning, along with a fully equipped kitchen and a private garden. Enjoy a unique blend of historic charm and modern convenience in this comfortable space, perfect for two guests.
Montis - Free Parking/dt Pdx/rooftop/gym/pool - Portland, OR
9.9 65 reviews

Montis - Free Parking/dt Pdx/rooftop/gym/pool

apartment, Portland
This apartment is located in downtown Portland, within walking distance of the city's main attractions and public transportation. The area is lively and offers easy access to shops, restaurants, and entertainment.
The apartment is fully furnished and can comfortably accommodate two guests. It includes a full kitchen, a modern bathroom, and a comfortable living space with a smart TV, offering everything you need for a pleasant stay.

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.

130 M² House ∙ 2 Bedrooms ∙ 2 Guests - Portland, OR
No reviews

130 M² House ∙ 2 Bedrooms ∙ 2 Guests

house, Portland
Accommodation for 2 guests. You will be based in Portland.
Services and facilities: a kitchen, a fridge and a freeze. Take advantage of the terrace in this house in Portland.
Vibrant 1br Duplex Near Alberta Arts District - Portland, OR
9.0 2 reviews

Vibrant 1br Duplex Near Alberta Arts District

apartment, Portland
This newly built duplex is located in Northeast Portland's Concordia neighborhood, a short walk from the Alberta Arts District, offering convenient access to the airport and proximity to Alberta Park and the historic Kennedy School.
This one-bedroom, one-bathroom unit accommodates two guests and features a private upstairs bedroom with an en-suite bathroom, a full kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace or balcony, and available street parking.
River View, Rooftop Deck, 2bd 2ba - Portland, OR
10 19 reviews

River View, Rooftop Deck, 2bd 2ba

apartment, Portland
This apartment is conveniently located in Downtown Portland, just a 5-minute walk from the Willamette River and Tom McCall Waterfront Park, offering easy access to the city's attractions and public transportation. It has received excellent ratings for user experience, location, and cleanliness.
This two-bedroom apartment comfortably accommodates up to four guests. It features a fully equipped kitchen, a balcony, a swimming pool, a jacuzzi, and a garden, providing everything you need for a comfortable and enjoyable stay.
#Stayinmydistrict St Johns Forest Park Apt - Portland, OR
8.6 4 reviews

#Stayinmydistrict St Johns Forest Park Apt

apartment, Portland
This private daylight basement apartment in Portland's Forest Park area offers direct access to hiking trails and is within a 5-minute drive to St. Johns and under 15 minutes to downtown Portland and the Pearl District.
This 550 sq ft, 1-bedroom, 1-bathroom unit accommodates up to 4 guests with a full kitchen, living area with a sofa bed and Smart TV, private laundry, and is dog-friendly with pre-approval and an additional fee.

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.

Sleek Interiors And Modern Amenities - Stylish Urban Retreat - Portland, OR
No reviews

Sleek Interiors And Modern Amenities - Stylish Urban Retreat

apartment, Portland
This one-bedroom apartment is located in Portland's Hawthorne/Buckman District, placing you steps from independent shops, brewpubs, and dining on "Foodie Row," with Cartopia and Mt. Tabor Park within a 1.5-mile radius.
This pet-friendly unit offers a full kitchen with a fridge and microwave, air conditioning, WiFi, an in-unit washer and dryer, and accommodates up to two guests.
Charming Escape With Cozy Living Area And Fully Equipped Kitchen - Inviting Urban Retreat - Portland, OR
No reviews

Charming Escape With Cozy Living Area And Fully Equipped Kitchen - Inviting Urban Retreat

house, Portland
This top-floor duplex in Portland's Nob Hill is two blocks from NW 23rd Avenue's shops and dining, and a 10-minute walk to the Lower Macleay Park trailhead for Forest Park.
This pet-friendly rental accommodates up to 6 guests with 2 bedrooms, 1 bathroom, and features modern amenities like mini-split air conditioning, a full kitchen with a gas range and dishwasher, and high-speed Wi-Fi.
Deluxe 5 Guest House ️ Close-in Convenience - Portland, OR
10 394 reviews

Deluxe 5 Guest House ️ Close-in Convenience

apartment, Portland
This charming Craftsman-style apartment is located in the historic Laurelhurst neighborhood, a short walk from restaurants and shops, 10 minutes from downtown Portland and 15 minutes from the airport. It has received excellent ratings for location, cleanliness, and user experience.
The apartment has one bedroom and one bathroom, comfortably accommodating up to five guests. Enjoy modern amenities like a fully equipped kitchen, a comfortable living space, and a private outdoor sitting area, perfect for enjoying the Portland sunshine.
Charming Studio With Modern Finishes - Trendy Urban Retreat - Portland, OR
No reviews

Charming Studio With Modern Finishes - Trendy Urban Retreat

apartment, Portland
This Spanish-style studio is located in Portland's Kerns neighborhood, a short walk from NE 28th Avenue's restaurant row, cafes, shops, and Whole Foods, with downtown Portland approximately 15 minutes away by bus.
This apartment offers a compact studio layout with a queen bed, kitchenette with fridge and microwave, WiFi, A/C, and a walk-in shower, accommodating up to 2 guests.

Best Portland, OR vacation rentals with parking

King Bed - Portland, OR
9.5 64 reviews

King Bed

apartment, Portland
Dual Modern Townhomes | 6br/4ba | Sleeps 13 - Portland, OR
10 7 reviews

Dual Modern Townhomes | 6br/4ba | Sleeps 13

apartment, Portland
Luxe|clean|contactless Alberta Daylight Apartment - Portland, OR
9.7 179 reviews

Luxe|clean|contactless Alberta Daylight Apartment

apartment, Portland
Peaceful Sanctuary In Portsmouth - Portland, OR
9.9 147 reviews

Peaceful Sanctuary In Portsmouth

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.

Cozy And Walkable 1 Bedroom Daylight Basement - Portland, OR
9.9 363 reviews

Cozy And Walkable 1 Bedroom Daylight Basement

apartment, 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.

Willamette River Perch - Portland, OR
10 8 reviews

Willamette River Perch

apartment, Portland
Tiny House In Alameda/alberta Arts ~ Dog Friendly - Portland, OR
9.8 567 reviews

Tiny House In Alameda/alberta Arts ~ Dog Friendly

house, Portland
Cozy Apartment In Nw District - Portland, OR
9.9 32 reviews

Cozy Apartment In Nw District

apartment, Portland
Waterfront View On The Willamette W Pool  Hotub! - Portland, OR
9.9 107 reviews

Waterfront View On The Willamette W Pool Hotub!

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.

Portland Condo W/ Hot Tub Access, Near Downtown! - Portland, OR
10 2 reviews

Portland Condo W/ Hot Tub Access, Near Downtown!

apartment, Portland
Newly Renovated/furnished 2br Condo Near Psu - Portland, OR
9.8 8 reviews

Newly Renovated/furnished 2br Condo Near Psu

apartment, Portland
Family-friendly 4 Bedroom Home With Hot Tub. - Portland, OR
10 111 reviews

Family-friendly 4 Bedroom Home With Hot Tub.

apartment, Vancouver
2 Bdrm Lovely Peace Of Paradise W/ Secure Parking - Portland, OR
10 11 reviews

2 Bdrm Lovely Peace Of Paradise W/ Secure 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.

Rooftop Firepit, Hottub & Outdoor Theater - Portland, OR
9.8 147 reviews

Rooftop Firepit, Hottub & Outdoor Theater

apartment, Portland
Waterfront Pearl Home Away From Home - Portland, OR
9.6 76 reviews

Waterfront Pearl Home Away From Home

apartment, Portland
Private Cottage, Hot Tub/fenced Yard. Pets Welcome - Portland, OR
9.9 72 reviews

Private Cottage, Hot Tub/fenced Yard. Pets Welcome

apartment, Portland
Riverview Retreat Near Pearl District Long Stays - Portland, OR
10 14 reviews

Riverview Retreat Near Pearl District Long Stays

apartment, Portland
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