Holiday Rentals in Portland, OR

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Portland, OR holiday rentals
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4158 Holiday rentals and Airbnb in Portland, OR

The Filbert - Garden Apartment In Inner Se Pdx. - Portland, OR
9.8 401 reviews
Portland, OR
07/07 – 10/07
127 €/nighttotal: 381 € (3 )

The Filbert - Garden Apartment In Inner Se Pdx.

1 1
apartment, Portland
The Filbert apartment is a newly renovated one-bedroom flat located in Portland's Division/Clinton neighbourhood, within easy walking distance of Broder Cafe and Salt & Straw ice cream parlour.
This self-catering property sleeps two guests and boasts a full kitchen, private patio access, and is situated within an eco-community with shared outdoor space, offering easy access to downtown Portland by car, bus or light rail.
Close To Pdx & Fremont Area. Quiet, Private Studio - Portland, OR
10 6 reviews
Portland, OR
02/07 – 05/07
124 €/nighttotal: 372 € (3 )

Close To Pdx & Fremont Area. Quiet, Private Studio

1 2
apartment, Portland
This private studio cottage is located in Portland's Cully neighbourhood, a convenient 1.6 to 2.4 kilometres from Portland International Airport (PDX).
This self-contained dwelling offers accommodation for two guests and includes a kitchen with a fridge, freezer, and microwave, as well as air conditioning and garden access.
Stay Portland - 1br - Walk To Coffee, Brews & Nw 23rd Shops - Portland, OR
9.4 7 reviews
Portland, OR
17/07 – 17/08
146 €/nighttotal: 4526 € (31 )

Stay Portland - 1br - Walk To Coffee, Brews & Nw 23rd Shops

1 2
apartment, Portland
This Portland holiday home is conveniently located approximately 2.6 to 3.5 kilometres from Portland Union Station, the Rose Gardens, and the Portland Art Museum.
The self-catering property offers one bedroom, one bathroom, sleeps three guests, and includes free Wi-Fi, a fully equipped kitchen, and a flat-screen TV.
The Empire: Cozy Luxury Studio, Steps To 23rd! - Portland, OR
9.5 4 reviews
Portland, OR
01/07 – 31/07
107 €/nighttotal: 3210 € (30 )

The Empire: Cozy Luxury Studio, Steps To 23rd!

1 2
apartment, Portland
This Nob Hill apartment is located in Portland, just 100 metres from NW 23rd Avenue, offering excellent walkability to Downtown and The Pearl.
This luxury studio accommodates two guests and features a king-size bed, a fully equipped kitchen with a dishwasher, air conditioning, in-unit laundry, and high-speed internet.
The Bohemian Spirit - Live Music, Eateries & Bars - Portland, OR
9.4 11 reviews
Portland, OR
06/07 – 09/07
143 €/nighttotal: 429 € (3 )

The Bohemian Spirit - Live Music, Eateries & Bars

1 2
apartment, Portland
This Portland holiday home is centrally located, within a 3.9km radius of the Lan Su Chinese Garden and the Moda Center, offering convenient access to major attractions, universities, and Portland International Airport.
The self-catering property features a fully equipped kitchen, air conditioning, a flat-screen TV, one bedroom, one bathroom, and sleeps two guests, ideal for a couple's city break.
#Stayinmydistrict St Johns Forest Park Apt - Portland, OR
8.6 4 reviews
Portland, OR
20/07 – 24/07
193 €/nighttotal: 772 € (4 )

#Stayinmydistrict St Johns Forest Park Apt

1 3
apartment, Portland
This Portland flat is located in the Forest Park district, offering direct access to hiking trails and a 5-minute drive to the St. Johns Neighbourhood, with downtown Portland and the Pearl District under 15 kilometres away.
This 51 square metre private daylight basement apartment accommodates up to four guests, featuring a fully equipped kitchen, a living area with a sofa bed, and private laundry facilities.
La Casa With Luxury Amenities -Hot Tub And Massage Chair - Portland, OR
9.8 379 reviews
Portland, OR
11/08 – 21/08
223 €/nighttotal: 2230 € (10 )

La Casa With Luxury Amenities -Hot Tub And Massage Chair

3 3
apartment, Portland
This three-bedroom apartment is located in Lake Oswego, a short drive from both downtown Portland and numerous wine tasting venues. It has received excellent ratings for location, cleanliness, and overall user experience.
The property is spacious, with 177 square metres of floor area and a capacity for eight guests. Amenities include a fully equipped kitchen, a private terrace, a swimming pool, a Jacuzzi, and a garden, ensuring a comfortable and enjoyable stay.
The Garden House - Portland, OR
9.8 578 reviews
Portland, OR
17/08 – 20/08
108 €/nighttotal: 324 € (3 )

The Garden House

1 1
house, Portland
This charming garden house is situated at the foot of Mount Tabor, just a short walk from the lively Belmont and Hawthorne districts. It enjoys excellent ratings for location, cleanliness, and user experience.
The self-contained cottage offers one bedroom and one bathroom, accommodating up to two guests. The property boasts a private garden oasis, a water purification system, fragrance-free amenities, and pet-friendly access (with a cat named Tin Tin residing in the main house).
Beautiful Waterfront Pearl Condo, View,  W/parking - Portland, OR
10 7 reviews
Portland, OR
17/08 – 19/06
101 €/nighttotal: 30906 € (306 )

Beautiful Waterfront Pearl Condo, View, W/parking

1 2
apartment, Portland
This Pearl District flat boasts stunning Willamette River and Moda Center views, being a short walk from the Saturday Market and waterfront path.
The 800 sq ft (74 sq m) property offers a king-size loft bedroom, his-and-hers offices, a private covered parking space, and access to a swimming pool and jacuzzi; it sleeps two guests and includes large-screen TVs.
Peaceful+cozy Studioapt-steps To Central Sellwood - Portland, OR
10 64 reviews
Portland, OR
09/07 – 11/07
187 €/nighttotal: 374 € (2 )

Peaceful+cozy Studioapt-steps To Central Sellwood

1 3
studio, Portland
This Southeast Portland apartment is conveniently located near the Sellwood neighbourhood, less than 5km from Oaks Amusement Park and Reed College, and a short walk from Sellwood Riverfront Park and the Willamette River.
The 46-square-metre self-catering flat features one bedroom, one bathroom, sleeps three guests, and includes a private fenced yard, patio, fully equipped kitchen, Smart TV, free internet, and on-site parking.
Adelynn Studio - Spanish Style In Hip Kerns - Portland, OR
Portland, OR
17/07 – 19/07
200 €/nighttotal: 400 € (2 )

Adelynn Studio - Spanish Style In Hip Kerns

1 2
studio, Portland
Adelynn Studio is located in Portland's Hip Kerns district, 1.9 kilometres from the Oregon Convention Centre and 3.2 kilometres from the Moda Centre.
This air-conditioned studio apartment accommodates up to three guests and features a kitchen with a fridge and microwave, alongside complimentary WiFi.
The Bluebell Casita - Portland, OR
9.8 146 reviews
Portland, OR
09/08 – 22/08
146 €/nighttotal: 1898 € (13 )

The Bluebell Casita

1 1
apartment, Portland
This Portland bungalow is situated in the Mississippi Avenue neighbourhood, offering easy walking access to numerous shops, cafes, and restaurants.
The one-bedroom, one-bathroom property sleeps two guests and features a full kitchen, private garden, and a home office; parking is available within a short walk.

Best family friendly Portland, OR holiday rentals

Among the 4158 accommodations in Portland, OR, here are the 4 best family friendly rentals

Welcome To Tandem House! Family-friendly, Southeast Portland Gem! - Portland, OR
10 39 reviews
Portland, OR
15/09 – 18/09
204 €/nighttotal: 612 € (3 )

Welcome To Tandem House! Family-friendly, Southeast Portland Gem!

2 4
apartment, Portland
This Southeast Portland house, a 15-minute walk from the Hawthorne District and 3.2km from the Belmont and Hawthorne Theatres, offers easy access to Mount Tabor Park.
The 102 square metre property sleeps five, featuring two bedrooms, one bathroom, a fully equipped kitchen with appliances including a fridge and microwave, a private garden, and Smart TV; enjoy nearby hiking trails and city views.
Hidden House, Midcentury Bungalow, Car Charger Lv2 - Portland, OR
9.9 289 reviews
Portland, OR
11/07 – 14/07
410 €/nighttotal: 1230 € (3 )

Hidden House, Midcentury Bungalow, Car Charger Lv2

1 8
bungalow, Vancouver
This charming bungalow is situated in a peaceful neighbourhood in Vancouver, just a short walk from Hidden Park and a 5-kilometre drive from the city centre. Guests have consistently rated this property as excellent for its cleanliness, location, and overall experience.
The house offers a spacious and comfortable retreat for up to 10 guests, with two bathrooms and a well-equipped kitchen. Guests can enjoy a range of amenities, including a private backyard with a fire pit, a basement game room with vintage arcade games, and a gourmet kitchen featuring a professional-grade gas range.
Central Location,  Duplex Close To Alberta  Art District!! - Portland, OR
10 57 reviews
Portland, OR
17/07 – 19/07
335 €/nighttotal: 670 € (2 )

Central Location, Duplex Close To Alberta Art District!!

2 2
apartment, Portland
This Northeast Portland property is situated near Alberta Street, approximately 4.8 kilometres from the Oregon Convention Centre and 4.8 kilometres from Legacy Emanuel Medical Centre.
This 70 square metre house offers two bedrooms, two bathrooms, sleeps four guests, and boasts a private patio, garden, spa, fitness centre, and tennis court, alongside free Wi-Fi and a fully equipped kitchen.
Spacious 3 Bedroom Apt Central Eastside Portland! - Portland, OR
9.6 19 reviews
Portland, OR
14/07 – 18/07
384 €/nighttotal: 1536 € (4 )

Spacious 3 Bedroom Apt Central Eastside Portland!

3 4
apartment, Portland
This Southeast Portland apartment is situated less than 1.6km from the Oregon Convention Centre and Belmont neighbourhood, offering easy access to shops, restaurants, and public transport (buses at SE Grand & Stark, and SE Grand & East Burnside).
This 92 square metre, three-bedroom property sleeps six, boasting a fully equipped kitchen (fridge, oven, microwave, dishwasher), in-unit laundry, parking, and excellent guest reviews; nearby attractions include the Moda Centre (home of the Portland Trail Blazers) and Oregon Health & Science University, both within 4.8km.

Best Portland, OR holiday rentals with parking

Tiny House In Alameda/alberta Arts ~ Dog Friendly - Portland, OR
9.8 551 reviews
Portland, OR
01/09 – 05/09
156 €/nighttotal: 624 € (4 )

Tiny House In Alameda/alberta Arts ~ Dog Friendly

1 3
apartment, Portland
This Portland house is located in the Alberta Arts District, just under 2 kilometres from Alberta Street and within 5 kilometres of the Oregon Convention Center and Moda Center. It has excellent user, location, and cleanliness ratings.
This 41 square metre property has one bathroom and can accommodate up to four guests. It comes equipped with a kitchen, washing machine, TV, DVD player, and parking as well as air conditioning and a spa.
Mid-century Hillsdale Retreat - Portland, OR
10 168 reviews
Portland, OR
06/10 – 13/10
190 €/nighttotal: 1330 € (7 )

Mid-century Hillsdale Retreat

2 3
apartment, Portland
This Portland Hillsdale apartment, ideally located near City Thai and Gigi's Cafe, is within 3.2 kilometres of Oregon Health & Science University and a kilometre from upscale dining.
The fully renovated, mid-century modern flat offers two bedrooms, one bathroom, sleeps four, and includes a fully equipped kitchen, parking, and air conditioning.
Cozy Portland Getaway 1 Block From Mississippi - Portland, OR
Portland, OR
30/07 – 04/08
385 €/nighttotal: 1925 € (5 )

Cozy Portland Getaway 1 Block From Mississippi

3 6
house, Portland
This Portland house rental is located one block from Mississippi Avenue, approximately 3.5 km from the Moda Center and 4.3 km from Portland Union Station.
The 139 square metre property sleeps eleven guests in three bedrooms, one bathroom, and boasts a fully equipped kitchen, in-unit laundry, free Wi-Fi, and air conditioning.
Cute & Comfortable Portland Home With 91 Walkscore - Portland, OR
Portland, OR
01/08 – 01/10
204 €/nighttotal: 12444 € (61 )

Cute & Comfortable Portland Home With 91 Walkscore

2 2
house, Portland
This Portland house, situated approximately 3.2 kilometres from the Moda Center and within a 6.4-kilometre radius of major attractions including the Lan Su Chinese Garden and Oregon Convention Centre, offers convenient access to downtown Portland.
Sleeping up to five guests, this two-bedroom property boasts a fully equipped kitchen with dishwasher, a jacuzzi, air conditioning, free Wi-Fi, and parking; its proximity to public transport and Portland International Airport (6.9km) adds further convenience.

Frequently asked questions about holiday rentals in Portland, OR

  • What should a first-time visitor not miss in Portland, OR?

    Portland's a vibrant city, but for a first-timer, you can't go wrong with a visit to the iconic Powell's City of Books, a sprawling independent bookstore with over a million books. Then head to the International Rose Test Garden, a beautiful spot with over 10,000 rose bushes. For a taste of the city, grab a coffee at one of the many independent cafes in the Pearl District.
  • What are the best Airbnb and holiday rentals in Portland, OR?

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

    The Pearl District is a popular choice for visitors, with plenty of restaurants, shops, and art galleries. If you're looking for a more residential feel, consider the West End, close to the waterfront and with easy access to the city centre. For a more laid-back vibe, the Alberta Arts District is a great option, known for its independent shops and restaurants.
  • What are the most popular Airbnbs in Portland, OR?

  • What are the top family-friendly attractions in Portland, OR?

    The Oregon Zoo is a fantastic day out for all ages, with a wide variety of animals. For a more interactive experience, visit the OMSI (Oregon Museum of Science and Industry), with hands-on exhibits and a submarine you can explore. The Portland Children's Museum is another great option, with interactive play areas for kids of all ages.
  • What are the best holiday rentals with a pool in Portland, OR?

  • When is the best time to book a vacation rental in Portland, OR?

    Booking in advance is always a good idea, especially during peak season from May to September when the weather is best. You can often find good deals outside of these months, though, so it depends on your priorities. If you're looking for a quieter experience, consider visiting during the shoulder seasons of spring or autumn.
  • What are the best rentals for families and kids in Portland, OR?

  • What events or festivals should visitors check out in and around Portland, OR?

    Portland has a vibrant festival scene throughout the year. The Rose Festival in June is a big one, celebrating the city's namesake with parades and events. The Waterfront Blues Festival in July is another popular choice, with live music and food stalls. For a unique experience, try the Oregon Brewers Festival in August, showcasing the best of Oregon's craft breweries.
  • What are the best rentals or Airbnbs with a jacuzzi in Portland, OR?

  • What are the best restaurants with local dishes in Portland, OR?

    Portland is known for its food scene, and there are plenty of restaurants serving local dishes. For a taste of the Pacific Northwest, try the salmon at Jake's Famous Crawfish, a classic Portland eatery. For a more casual experience, grab a burger at the legendary In-N-Out Burger, a California chain with a cult following. And for a unique experience, try the wood-fired pizzas at Pizzicato, a popular spot in the Pearl District.
  • What are the best walking or cycling routes in Portland, OR?

    The Eastbank Esplanade is a great option for a walk or cycle along the Willamette River, offering stunning views of the city skyline. For a more scenic route, try the Springwater Corridor, a paved trail that runs through forests and parks. For a challenging climb with incredible views, try the West Hills, accessible by car or bike.
  • Are there pet-friendly attractions in Portland, OR?

    Portland is a very dog-friendly city, and many attractions welcome furry friends. The Oregon Zoo allows dogs on a leash in designated areas, and many parks and gardens are also pet-friendly. For a fun day out, consider the Portland Saturday Market, a weekly market with stalls selling everything from food to crafts, where dogs are welcome.
  • What are the benefits of choosing a vacation rental in Portland, OR?

    Vacation rentals offer more space and privacy than hotels, often at a more affordable price. They can also be a great option for families or groups, as many properties can accommodate larger groups of people. Plus, you'll have access to a kitchen, so you can save money by cooking some of your meals at home.
  • What are the top sports attractions and facilities in Portland, OR?

    Portland is home to the Portland Trail Blazers, the city's NBA team, who play at the Moda Center. The city is also home to the Portland Timbers, the MLS soccer team, who play at Providence Park. For outdoor activities, you can find tennis courts, basketball courts, and swimming pools throughout the city.

Destinations nearby

Best Portland, OR holiday rentals with a balcony

Two Stories Cottage In Se Portland Oregon - Portland, OR
10 57 reviews
Portland, OR
03/09 – 08/09
159 €/nighttotal: 795 € (5 )

Two Stories Cottage In Se Portland Oregon

1 2
cottage, Portland
This charming cottage is located in the heart of Portland, just a short walk from the Hawthorne District and Powell's City of Books, offering easy access to the city's cultural attractions. It has received excellent guest ratings, making it a popular choice for travellers.
The cottage is a comfortable 74 square metre property that can accommodate up to four guests. It boasts a fully equipped kitchen, two bathrooms, a spacious deck with a grill, and a private garden, perfect for enjoying the Portland sunshine.
Bar & Rooftop Patio! Chic North Portland Getaway - Portland, OR
Portland, OR
09/08 – 22/08
271 €/nighttotal: 3523 € (13 )

Bar & Rooftop Patio! Chic North Portland Getaway

3 2
house, Portland
This North Portland residence is situated 3.4 kilometres from the University of Portland and offers straightforward access to downtown Portland landmarks such as the Moda Centre (5.9 kilometres) and the Oregon Convention Centre (6.6 kilometres).
This spacious 279 square metre house accommodates up to 11 guests across 3 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, a rooftop patio with a bar, a fitness centre, and private parking.
Alberta Arts Luxury Sleeps 4 Walk Score 99 - Portland, OR
Portland, OR
15/09 – 18/09
243 €/nighttotal: 729 € (3 )

Alberta Arts Luxury Sleeps 4 Walk Score 99

2 4
house, Portland
This Portland dwelling is situated in the Alberta Arts district, offering excellent access to attractions such as the Oregon Convention Centre (4.7 km), the Moda Centre (4.8 km), and Lan Su Chinese Garden (5.6 km).
This two-bedroom property accommodates up to seven guests and includes a fully equipped kitchen with a dishwasher, oven, and microwave, as well as free WiFi and a garden for your convenience.
Landing Incredible 2bd Gym - Portland, OR
Portland, OR
19/07 – 20/08
135 €/nighttotal: 4320 € (32 )

Landing Incredible 2bd Gym

2 2
apartment, Portland
This two-bedroom flat is situated in the Marquam Hill district of Southwest Portland, offering convenient access to South Waterfront City Park, Portland Art Museum, and Portland State University, all located approximately 3.9 kilometres away.
Guests can enjoy air-conditioned accommodation with a balcony, a fully equipped kitchen featuring a fridge, and complimentary WiFi, with the added benefit of a fitness centre on-site.

Best Portland, OR holiday rentals with air conditioning

Tranquil, Walkable Home With Seasonal Pool, Beautiful Gardens & 2 Patios - Portland, OR
10 26 reviews
Portland, OR
20/07 – 24/07
235 €/nighttotal: 940 € (4 )

Tranquil, Walkable Home With Seasonal Pool, Beautiful Gardens & 2 Patios

2 3
apartment, Portland
This two-bedroom apartment is located in Southwest Portland, just a short drive from the Oregon Convention Center and the Moda Center, making it ideal for those attending events or exploring the city. The surrounding area offers a mix of urban amenities and peaceful green spaces, providing a balanced experience for visitors.
The property spans 237 square metres and comfortably accommodates up to five guests. It includes a fully equipped kitchen, laundry facilities, a terrace, a garden, a swimming pool, and parking, ensuring a comfortable and convenient stay.
Cozy Clinton Cottage (Close-in Se Off Division) - Portland, OR
10 335 reviews
Portland, OR
29/08 – 31/08
138 €/nighttotal: 276 € (2 )

Cozy Clinton Cottage (Close-in Se Off Division)

1 2
house, Portland
This Southeast Portland guesthouse, situated near the Division/Clinton and Hawthorne districts, offers easy access to public transport and is a short distance from downtown Portland's attractions, including Powell's City of Books.
The self-contained cottage sleeps two, features a fully equipped kitchenette, a queen-size bed, and a European-style bathroom with a rain shower, plus a private outdoor seating area and benefits from increased sanitation measures.
Grant Park Guest House - Portland, OR
10 234 reviews
Portland, OR
05/09 – 11/09
144 €/nighttotal: 864 € (6 )

Grant Park Guest House

1 2
house, Portland
This newly built guesthouse in Portland's Grant Park neighbourhood offers convenient access to Whole Foods and Trader Joe's, plus a food cart pod.
The single-storey property features a full kitchen, private patio, high-speed internet, and sleeps two guests comfortably, with on-site hosts available for assistance.
Comfortable And Quite Sellwood Apartment - Portland, OR
9.9 347 reviews
Portland, OR
02/07 – 05/07
196 €/nighttotal: 588 € (3 )

Comfortable And Quite Sellwood Apartment

1 2
apartment, Portland
This charming flat is situated in the historic Sellwood neighbourhood of Portland, just a short walk from the shops and restaurants on the main street. The property has received excellent ratings for cleanliness, location, and overall user experience.
The apartment has a private entrance and can accommodate up to two guests. It features a modern kitchen with a fridge, air conditioning, a garden, and parking.
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