Best Holiday rentals and Airbnb offers in Portland, OR
9.4 11 reviews
Portland, OR
06/07 – 09/07
£124/nighttotal: £372 (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.
10 2 reviews
Portland, OR
11/07 – 14/07
£627/nighttotal: £1881 (3 )
The Adelynn 5br - Sleek - Spacious - Walkable
5 8
house , Portland
This five-bedroom Portland townhome is located in the Kerns neighbourhood, offering easy access to Portland's restaurants and shops. The property boasts a fully equipped kitchen, fast Wi-Fi, a smart TV, five private bedrooms across four floors accommodating up to ten guests, and features a private exterior entrance with a smart lock.
9.6 59 reviews
Portland, OR
27/08 – 07/09
£150/nighttotal: £1650 (11 )
Forested Quiet Retreat, Pet Friendly, Private Patio, Bbq, Near Parks, Zoo, 5 Mins To Pearl District
2 4
apartment , Portland
This Southwest Portland flat offers a secluded, wooded retreat 1.6 kilometres from Northwest Portland, providing easy access to Pittock Mansion, Hoyt Arboretum, and the Oregon Zoo. This pet-friendly in-law unit boasts 58 square metres of living space with two bedrooms and one bathroom, accommodating up to four guests, and features a private covered deck with forested views and a well-equipped kitchenette.
Portland, OR
29/08 – 31/08
£144/nighttotal: £288 (2 )
Cozy Boho 1br - Walk To Shops & Cafes
1 2
house , Portland
This one-bedroom Portland holiday home is conveniently located a short walk from local shops and cafes, and within 5km of the Moda Center, Oregon Convention Centre, and Portland Union Station. The self-catering property, sleeping up to three guests, boasts a fully equipped kitchen with dishwasher, in-house laundry facilities, free Wi-Fi, and a fireplace; Portland International Airport is just 4km away.
9.6 21 reviews
Portland, OR
20/07 – 25/07
£513/nighttotal: £2565 (5 )
Fantastic Woodstock Townhouse, Pet Friendly
5 5
house , Portland
The Woodstock Townhouse is situated in Southeast Portland, within a short walk of food and coffee shops, Trader Joe's, and Reed College, and less than 1.6 kilometres from numerous restaurants, shopping, and entertainment venues. The townhouse is suitable for large families or groups, offering space for up to 10 guests. The fully equipped kitchen, dining room, and living room provide ample space for gathering and enjoying time together, and the townhouse also welcomes furry companions.
10 441 reviews
Portland, OR
07/09 – 09/09
£96/nighttotal: £192 (2 )
‘Well Rested’-accessible & Bright Private Studio
1 2
house , Portland
This Portland house rental offers convenient access to Portland's districts via easy freeway access and public transport, its precise location unspecified but implying proximity to various areas. The property comprises a converted garage studio with a queen-size bed and full-size pull-out sofa sleeping four, boasting a full kitchen, laundry facilities, keyless entry, private outdoor seating, a 55-inch Smart TV, high-speed internet, EV charging, and heated bathroom floors.
10 17 reviews
Portland, OR
27/06 – 04/07
£143/nighttotal: £1001 (7 )
The Nook: 400 Ft² House (Full Size Kitchen & Bath)
1 2
cabin , Vancouver
This Vancouver, Washington lodge is conveniently located, offering easy access to the Pacific Northwest's natural beauty, including mountains, deserts, and ocean beaches within a reasonable driving distance. The 400 sq ft (37 sq m) self-catering retreat boasts a queen-size bed with integrated wireless charging, a full kitchen with dishwasher, a private porch, and a partially fenced yard, sleeping up to two guests.
10 7 reviews
Portland, OR
17/08 – 19/06
£87/nighttotal: £26622 (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.
Portland, OR
27/06 – 04/07
£3099/nighttotal: £21693 (7 )
Palais De Leon
1 15
house , Lake Oswego
This holiday cottage in Lake Oswego offers convenient access to Portland, situated between 10.5 and 12.7 kilometres from attractions such as Governor Tom McCall Waterfront Park, South Waterfront City Park, Oregon Museum of Science and Industry, and Lan Su Chinese Garden. This property accommodates up to 29 guests with one bedroom and thirteen bathrooms, featuring air conditioning, a Jacuzzi, a fitness centre, Wi-Fi, a fully equipped kitchen with a fridge, microwave, and dishwasher, and on-site parking.
9.7 55 reviews
Portland, OR
18/07 – 05/08
£267/nighttotal: £4806 (18 )
Modern And Serene Woodstock Home Close To Pdx
1 3
apartment , Portland
This Woodstock, southeast Portland house offers a convenient base for exploring the city, situated near grocery stores, coffee shops, and breweries. The two-bedroom, one-bathroom property sleeps five, features a fully equipped kitchen with dishwasher, a private backyard with fire pit, and designated parking, plus ample street parking.
9.9 342 reviews
Portland, OR
01/11 – 31/01
£72/nighttotal: £6552 (91 )
Best Of Hawthorne - In The Heart Of Southeast Portland - Close To Everything
1 1
apartment , Portland
This apartment in Portland's Hawthorne district is just a 30-minute walk from the city centre, with a movie theatre, restaurants, and the McMenamin's Barley Mill tavern all within easy reach. The apartment has consistently received excellent ratings for its location, cleanliness, and overall experience. The apartment is a one-bedroom flat with a total floor area of 46 square metres, comfortably accommodating up to four guests. It comes with a fully equipped kitchen, a private bathroom, on-site parking, and a garage for storing bikes or other equipment, making it perfect for exploring the city and surrounding areas.
9.8 339 reviews
Portland, OR
04/07 – 08/07
£113/nighttotal: £452 (4 )
St. John’s/cathedral Park Private Getaway
2 2
apartment , Portland
This Portland apartment, located in a neighbourhood conveniently close to a disc golf course (precise district unspecified), offers easy access to outdoor recreation. The two-bedroom property sleeps five guests comfortably, boasting a full kitchen, a private deck with neighbourhood views, king-size beds, a private entrance, driveway parking, and super-fast Xfinity Wi-Fi (800 Mbps plan, 720 Mbps recorded wirelessly).
Discover Family-Friendly Self-Catering Rentals in Portland, OR
These family-friendly holiday rentals in Portland, OR offer plenty of room and city attractions within easy reach.
10 486 reviews
Portland, OR
14/07 – 15/07
£154/nightfor 1 night
Ne Irving Park Cottage
1 2
house , Portland
This Portland cottage is located in the Irving Park neighbourhood, a short walk from the NE Williams, Alberta Arts District, and Mississippi Avenue, with Irving Park just 0.32 kilometres away. The self-contained property sleeps four guests in one bedroom with a queen bed and a queen sleeper sofa, boasting a full kitchen, private garden, patio, and free on-street parking.
10 3 reviews
Portland, OR
02/07 – 08/07
£706/nighttotal: £4236 (6 )
Luxury Modern Vacation House
5 4
apartment , Happy Valley
This five-bedroom Happy Valley house, a short 8-kilometre drive from Lakeside Gardens and Leach Botanical Garden, offers convenient access to local attractions. The property boasts a heated swimming pool, jacuzzi, and ample parking, alongside a fully equipped kitchen including a lobster pot and ice maker, accommodating up to 15 guests comfortably.
9.6 8 reviews
Portland, OR
23/10 – 24/10
£295/nightfor 1 night
The Flying Whale-mounttabor.
2 2
apartment , Portland
This family-friendly Portland apartment, located in the Mount Tabor district, is approximately 8 kilometres from the Oregon Convention Centre, Moda Center, and Portland International Airport. The 137-square-metre flat boasts two bedrooms, one bathroom, sleeps nine guests, and includes a fully equipped kitchen, private garden, free parking, and Wi-Fi.
9.4 120 reviews
Portland, OR
01/07 – 31/07
£61/nighttotal: £1830 (30 )
Apartment In 1911 Craftsman Home
1 2
apartment , Portland
This ground-floor Portland flat is conveniently located in a quiet neighbourhood, within easy walking distance of local amenities including a coffee roaster, parks, a Sunday farmers’ market, and several restaurants, with three bus routes less than 0.8 kilometres away. The self-contained apartment sleeps three, offering a crib for infants, a modern interior, basic cooking equipment (including an induction hob and mini-fridge), and shared laundry facilities (available on Sundays, with flexible scheduling for other days).
Compare Holiday Rentals with Parking in Portland, OR
Free on-site parking comes with these holiday rentals in Portland, OR, allowing you to focus on the city centre from day one.
10 39 reviews
Portland, OR
09/01 – 30/04
£94/nighttotal: £10434 (111 )
Welcome To Tandem House! Family-friendly, Southeast Portland Gem!
2 1
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.
9.8 551 reviews
Portland, OR
01/09 – 05/09
£135/nighttotal: £540 (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.
9.4 218 reviews
Portland, OR
30/07 – 04/08
£235/nighttotal: £1175 (5 )
#Stayinmydistrict Vancouver Near Clark College
2 6
apartment , Vancouver
This charming house is located in Vancouver, within 3km of Fort Vancouver National Historic Site, Officers Row, and Esther Short Park, offering easy access to both historical attractions and the city centre. The property has received excellent ratings for cleanliness, location, and user experience, ensuring a comfortable and enjoyable stay. The house is a comfortable 65 square metre property with two bedrooms, a sofa bed, and can accommodate up to 6 guests. Guests can enjoy the convenience of a fully equipped kitchen, a garden with barbecue facilities, and a terrace, making it perfect for families or groups of friends looking to relax and enjoy the Vancouver sunshine.
9.4 14 reviews
Portland, OR
17/08 – 19/06
£125/nighttotal: £38250 (306 )
Enjoy This Home Away From Home
3 2
apartment , Vancouver
This comfortable house in Evergreen, Vancouver, is located just 6km from Peacehealth Southwest Medical Center and Harmony Sports Complex, and 9km from Vancouver Mall and Lacamas Lake Regional Park, offering a peaceful retreat from the city centre. Guests have consistently rated this property as excellent. This 3-bedroom property, with 2 bathrooms, spans 149 square metres and can accommodate up to 7 guests. The house has a fully equipped kitchen, air conditioning, a private garden with a terrace, parking, and free Wi-Fi.
Frequently asked questions about holiday rentals in Portland, OR
Which neighborhood in Portland, OR should you consider for a vacation rental?
If you're looking for a central location, the Pearl District is great, but it can be pricey. For something more affordable and with a local vibe, try the Alberta Arts District or the Mississippi neighbourhood.
What are the best Airbnb and holiday rentals in Portland, OR?
What are the top family-friendly attractions in Portland, OR?
The Oregon Zoo is always a hit with families, and the Children's Museum of Portland is great for younger kids. For something a bit different, head to the Oaks Amusement Park, a classic amusement park with a vintage feel.
What are the most popular Airbnbs in Portland, OR?
When is the best time to book a vacation rental in Portland, OR?
You'll want to book well in advance for peak season, which runs from June to August. If you're looking for a more affordable trip, consider visiting during the shoulder seasons, April-May or September-October.
What are the best holiday rentals with a pool in Portland, OR?
What events or festivals should visitors check out in and around Portland, OR?
The Portland Rose Festival in June is a big one, with parades, concerts and lots of roses! The Oregon Brewers Festival in July is another popular event, and if you're into food, the Feast Portland food festival in September is a great choice.
What are the best rentals for families and kids in Portland, OR?
What are the best budget-friendly activities in Portland, OR?
Portland has plenty of free things to do. Walk or cycle along the Willamette River, explore the many parks, or visit the free museums like the Portland Art Museum on the first Thursday of the month.
What are the best rentals or Airbnbs with a jacuzzi in Portland, OR?
What are the best restaurants with local dishes in Portland, OR?
For a classic Portland experience, try a food cart pod. You can find everything from Thai to Vietnamese to Korean food. For a sit-down meal, try Pok Pok for Thai, Le Pigeon for modern American, or Kachka for Russian.
What are the best walking or cycling routes in Portland, OR?
The Eastbank Esplanade is a great paved path along the Willamette River, perfect for walking or cycling. For a more challenging ride, try the Springwater Corridor, a 60km paved trail that follows an old railway line.
Are there pet-friendly attractions in Portland, OR?
Yes, many parks in Portland are dog-friendly, including the Washington Park, which has a dog park. The Oregon Zoo also allows dogs on a leash in designated areas.
What are the benefits of choosing a vacation rental in Portland, OR?
Vacation rentals offer more space and privacy than a hotel, and often come with amenities like a kitchen and laundry facilities. They can also be a more affordable option, especially for families or groups.
What are the top sports attractions and facilities in Portland, OR?
Portland is known for its love of sports. The Moda Center is home to the Portland Trail Blazers basketball team, and Providence Park is home to the Portland Timbers and Thorns soccer teams. For outdoor sports, there are many parks and trails for hiking, biking, and running.
Destinations nearby
Check Out Holiday Rentals with a Balcony in Portland, OR
Step onto your own terrace to take in stunning city skyline views. These holiday rentals in Portland, OR all include private outdoor space.
10 12 reviews
Portland, OR
08/07 – 12/07
£205/nighttotal: £820 (4 )
Modern South Portland Luxury Condo Offering City & Mountain Views
1 2
apartment , Portland
This Southwest Portland flat is situated less than 3.2 kilometres from the Willamette River, Oregon Health & Science University, Sellwood Riverfront Park, Oaks Amusement Park, and Lewis & Clark College, offering easy access to key attractions. The 125-square-metre property features one bedroom, two bathrooms, and sleeps two guests, boasting a fully equipped kitchen, in-unit laundry, a fireplace, and a balcony; nearby activities include riverside walks and family-friendly entertainment at Oaks Amusement Park.
10 7 reviews
Portland, OR
14/08 – 15/08
£677/nightfor 1 night
#Stayinmydistrict St. Johns Bungalow
2 2
apartment , Portland
This North Portland property is conveniently located within a 2.4km walk of Cathedral Park, the St Johns Bridge, and the Willamette River, with the University of Portland and Delta Park West also within a 4.8km radius. This spacious 195 square metre house offers four bedrooms, three bathrooms, and sleeps five guests, boasting a fully equipped kitchen, a terrace, garden, parking, and outdoor barbecue facilities, perfect for exploring Portland's attractions.
9.9 235 reviews
Portland, OR
06/07 – 08/07
£273/nighttotal: £546 (2 )
Modern 4-bdrm Cape Cod House, Popular Ne Portland
4 2
apartment , Portland
This charming house in North Portland is located just 1.7 kilometres from Alberta Street, offering a peaceful escape from the city centre while being close to the vibrant Alberta Arts District. The property has consistently received excellent ratings for its cleanliness, location, and overall experience, making it an ideal choice for travellers. The house spans 204 square metres and can comfortably accommodate up to 8 guests across its 4 bedrooms and 2 bathrooms. Guests can enjoy a range of amenities, including a private garden, a spa, a fully equipped kitchen, and a gas grill, perfect for relaxing evenings and social gatherings.
Portland, OR
22/12 – 28/12
£607/nighttotal: £3642 (6 )
Alberta Arts Gem - 4br Townhome - Walkable - Ac
4 6
apartment , Portland
This stylish townhome is situated in Portland's Alberta Arts District, a short 240-meter walk from galleries, boutiques, eateries, and Alberta Park, with downtown Portland 15 kilometres away and the airport 20 kilometres away. This 146 square meter dwelling accommodates up to 8 guests, featuring 4 bedrooms, 2 bathrooms, a private in-law suite with a kitchenette, a chef's kitchen, air conditioning, a terrace, and a patio, with Wi-Fi and a dishwasher provided.
Best Portland, OR holiday rentals with air conditioning
10 197 reviews
Portland, OR
18/09 – 19/09
£131/nightfor 1 night
Sequoia View Tiny Home
1 2
cabin , Portland
This Portland cabin, situated in the Alberta Arts District, is within 0.32 kilometres of Great North Coffee, Dogwood Wine Bar, and the Alberta Rose Theatre. The self-contained unit sleeps two, features a full kitchen, bathroom, private garden access, and free Wi-Fi, with a queen-size bed (although possibly unsuitable for guests taller than 1.83 metres).
9.7 94 reviews
Portland, OR
09/08 – 22/08
£108/nighttotal: £1404 (13 )
Mt. Tabor Retreat | Walk To Eats, Shops & Bars
1 1
apartment , Portland
This Portland apartment, ideally situated between the Hawthorne and Division districts, offers easy access to Mount Tabor Park. The one-bedroom flat, sleeping two guests, boasts a fully equipped kitchen, in-unit laundry, and a large flat-screen TV with streaming services, all within a comfortable living space.
9.8 65 reviews
Portland, OR
10/07 – 11/07
£380/nightfor 1 night
Enchanting Private Bungalow In Alberta Arts
2 2
apartment , Portland
This Portland apartment, a stunning historic bungalow, is situated in the Alberta Arts District, offering easy access to its trendy restaurants and galleries. The 130 square metre property features a chef's kitchen, two bedrooms (king and queen size beds), a private office, a music room with antique piano/guitar, and a spacious private garden, accommodating up to four guests.
9.5 35 reviews
Portland, OR
02/07 – 08/07
£211/nighttotal: £1266 (6 )
Spacious Craftsman In The Heart Of St. Johns
1 4
apartment , Portland
This spacious Portland house, situated in the St Johns neighbourhood, is a 0.8-1.6 km walk from the St Johns Saturday Market (June-November), offering easy access to local restaurants, shops, and outdoor activities. The two-bedroom, two-bathroom property sleeps five, boasting a fully equipped kitchen, a private backyard with a seasonal plunge pool, keyless entry, and features like a piano and record player; it also includes bonus den and office spaces.
