Holiday Rentals in Portland, OR

4158 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Portland, OR holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

Best Holiday rentals and Airbnb offers in Portland, OR

Best family friendly Portland, OR holiday rentals

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

Spacious 1b W/ Parking! - Portland, OR
Portland, OR
02/08 – 13/09
SG$146/nighttotal: SG$6132 (42 )

Spacious 1b W/ Parking!

1 1
apartment , Portland
This Southeast Portland flat is situated approximately 9.6km from Glendoveer Golf Course, Mall 205, and Legacy Mount Hood Medical Centre, with easy access to Mount Tabor Park.
The one-bedroom apartment sleeps two guests and features a fully equipped kitchen, private patio, free Wi-Fi, on-site parking, and is within easy reach of various amenities.
Luxury Modern Vacation House - Portland, OR
10 3 reviews
Portland, OR
02/07 – 09/07
SG$1174/nighttotal: SG$8218 (7 )

Luxury Modern Vacation House

5 1
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.
Dreamy Modern Overlook Adu - Portland, OR
9.9 231 reviews
Portland, OR
28/07 – 07/08
SG$364/nighttotal: SG$3640 (10 )

Dreamy Modern Overlook Adu

1 4
house , Portland
This Portland guesthouse, an award-winning ADU with a private deck and patio, offers excellent cleanliness and a convenient location in a safe neighbourhood, though precise proximity to Portland landmarks requires further clarification.
The detached property sleeps four guests in one bedroom and one bathroom, boasting a fully equipped kitchen, king-sized bed, air conditioning, parking, internet access, and is pet-friendly (dog Looney Tunes resides on the premises).
Stylish Guest Suite In Alberta Arts - New Hot Tub Too! - Portland, OR
10 16 reviews
Portland, OR
21/06 – 28/06
SG$292/nighttotal: SG$2044 (7 )

Stylish Guest Suite In Alberta Arts - New Hot Tub Too!

1 1
apartment , Portland
This stylish basement apartment, in Portland's Alberta Arts District, is a 24km drive from Portland International Airport and within walking distance of over 50 restaurants and bars.
The self-catering property offers a queen-sized Purple mattress, a queen-sized Coddle sleeper sofa, accommodating four guests, and features a well-equipped kitchenette, high-speed internet, and a shared laundry room.

Best Portland, OR holiday rentals with parking

Luxury Private Apartment - Kitchen, Washer & Dryer, Sleeps 4, Prime Location! - Portland, OR
9.9 545 reviews
Portland, OR
15/09 – 18/09
SG$312/nighttotal: SG$936 (3 )

Luxury Private Apartment - Kitchen, Washer & Dryer, Sleeps 4, Prime Location!

1 4
apartment , Portland
This one-bedroom flat is situated in Northeast Portland, just a short walk from Alberta Street, a vibrant area with independent shops, restaurants, and art galleries. It is also within easy reach of the Oregon Convention Center and Moda Center, making it ideal for both business and leisure travellers. The apartment has consistently received excellent ratings for location, cleanliness, and overall experience.
The flat features a fully equipped kitchen with a fridge, oven, stovetop, and microwave, allowing you to prepare your own meals. Guests can also enjoy a range of on-site amenities, including a swimming pool, garden, and spa, providing a relaxing and enjoyable stay.
Charming Condo Nestled In Tree Lined Goose Hollow - Portland, OR
9.9 18 reviews
Portland, OR
01/08 – 19/09
SG$97/nighttotal: SG$4753 (49 )

Charming Condo Nestled In Tree Lined Goose Hollow

1 1
apartment , Portland
This Portland studio flat enjoys a central location between the Pearl District and Northwest 23rd Avenue, a short distance from Providence Park and Forest Park.
The fully furnished studio, sleeping two, features a queen-size bed, two walk-in wardrobes, a modern kitchen with induction hob and convection oven, free on-site laundry, and secure building access; nearby attractions include Powell's City of Books and the Japanese Garden.
Luxe Private Vancouver Getaway Near Dt & Portland! - Portland, OR
9.6 39 reviews
Portland, OR
30/07 – 04/08
SG$405/nighttotal: SG$2025 (5 )

Luxe Private Vancouver Getaway Near Dt & Portland!

3 6
apartment , Vancouver
This Vancouver townhouse is ideally situated just 29 kilometres from downtown Portland and 26 kilometres from attractions like Moda Center and Lan Su Chinese Garden, offering easy access to both cities. The property has received excellent ratings for location, cleanliness, and overall user experience.
The 153 square metre townhouse comfortably accommodates up to six guests in its three bedrooms. Amenities include a fully equipped kitchen, air conditioning, a private patio, free Wi-Fi, and parking, ensuring a relaxing and enjoyable stay.
Portland Sanctuary - Portland, OR
9.8 112 reviews
Portland, OR
01/09 – 31/10
SG$196/nighttotal: SG$11760 (60 )

Portland Sanctuary

2 1
apartment , Portland
This two-bedroom flat is located in Northeast Portland, just over 1.6 kilometres from Alberta Street and within a 5 kilometre radius of Moda Center and the Oregon Convention Center. The property has received excellent user ratings and is perfect for families or groups of up to five people.
The accommodation has a private yard, a garden, and a balcony, allowing you to enjoy the outdoors. The kitchen is equipped with a fridge, microwave, and dishwasher, and there is free Wi-Fi throughout the flat.

Frequently asked questions about holiday rentals in Portland, OR

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

    Portland is a vibrant city with lots to offer! You'd be remiss not to visit the International Rose Test Garden, a beautiful place to wander amongst thousands of roses. For a taste of Portland's quirky side, head to the quirky and colourful Saturday Market, held every weekend in the city centre.
  • What are the best Airbnb and vacation rentals in Portland, OR?

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

    For a vibrant, trendy atmosphere, consider staying in the Pearl District, known for its art galleries, boutiques, and restaurants. If you prefer a more relaxed vibe, the charming neighbourhood of Mississippi, with its independent shops and cafes, might be a good choice.
  • What are the most popular Airbnbs in Portland, OR?

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

    The Oregon Zoo is a must-visit for families, with a diverse range of animals and interactive exhibits. For a more hands-on experience, the Children's Museum of Portland offers a fun and educational environment for kids of all ages. The Washington Park, with its Japanese Garden and the Portland Art Museum, is also a great spot for a family day out.
  • What are the best vacation rentals with a pool in Portland, OR?

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

    The best time to book a vacation rental in Portland is during the shoulder seasons, from April to May or September to October, when the weather is mild and the crowds are smaller. Prices tend to be lower during these months, too.
  • 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?

    The Portland Rose Festival in June is a vibrant celebration of the city's namesake flower, with parades, concerts, and a grand floral show. For a taste of local culture, the Oregon Brewers Festival in July is a great way to sample craft beers from across the state.
  • What are the best rentals or Airbnbs with a jacuzzi in Portland, OR?

  • What are the best budget-friendly activities in Portland, OR?

    Portland has plenty to offer for those on a budget. A stroll along the Eastbank Esplanade, a scenic waterfront path, is a great way to soak up the city's atmosphere. The free walking tours in the city centre are also a great way to learn about Portland's history and culture.
  • What are the best restaurants with local dishes in Portland, OR?

    For a taste of Portland's culinary scene, head to Pok Pok, a popular spot for Thai cuisine. For a more casual setting, try the iconic Voodoo Doughnut, known for its quirky and delicious doughnuts. And if you're looking for a classic Portland experience, you can't go wrong with a plate of tater tots at the legendary Potato Champion.
  • What are the best walking or cycling routes in Portland, OR?

    The Springwater Corridor Trail is a popular 30km paved path that runs along the banks of the Willamette River. For a scenic route through the city's parks, try the 10km loop around Washington Park. And for a more adventurous ride, the Westside Trail, a 32km paved path, winds its way through the city's west side.
  • Are there pet-friendly attractions in Portland, OR?

    Yes, Portland is a very dog-friendly city. Many of the city's parks, including Washington Park and the waterfront, are dog-friendly. The Oregon Zoo also welcomes well-behaved dogs on leash.
  • What are the benefits of choosing a vacation rental in Portland, OR?

    Vacation rentals offer a more spacious and comfortable alternative to hotels, often with amenities like kitchens and laundry facilities. They also provide greater privacy and flexibility, allowing you to come and go as you please.

Destinations nearby

Best Portland, OR holiday rentals with a balcony

Delightful Apartment With Ac In Charming Lake Oswego - Portland, OR
9.0 2 reviews
Portland, OR
21/08 – 24/08
SG$256/nighttotal: SG$768 (3 )

Delightful Apartment With Ac In Charming Lake Oswego

1 2
apartment , Lake Oswego
This one-bedroom flat in Lake Oswego's Mount Park district is situated approximately 21-30 kilometres from key Portland attractions such as the Tom McCall Waterfront Park and the Portland Japanese Garden, and 27-26 kilometres from the Moda Centre and Oregon Convention Centre.
This self-contained accommodation allows pets and offers air conditioning, Wi-Fi, a dryer, and ironing facilities for up to three guests, with essential toiletries provided and check-out at 11:00.
#Stayinmydistrict Harney Heights - Portland, OR
9.0 8 reviews
Portland, OR
10/07 – 22/07
SG$327/nighttotal: SG$3924 (12 )

#Stayinmydistrict Harney Heights

2 2
apartment , Vancouver
This Vancouver holiday home is situated within 5km of Fort Vancouver National Historic Site, Pearson Air Museum, and Vancouver Mall, offering easy access to these attractions.
The 93 square metre property features two bedrooms, one bathroom, sleeps four guests, and includes a fully equipped kitchen, in-unit laundry, a terrace, and garden parking.
The Downtowner - Walking Distance To Downtown Portland! - Portland, OR
9.8 37 reviews
Portland, OR
21/08 – 24/08
SG$680/nighttotal: SG$2040 (3 )

The Downtowner - Walking Distance To Downtown Portland!

4 2
apartment , Portland
This four-bedroom apartment is located in Downtown Portland, Oregon, just across the street from public transport and light rail, making it easy to reach attractions like the Oregon Zoo, Powell's City of Books, and the Moda Center within walking distance. The 167 square metre property features a large deck, a fully equipped kitchen, and a garden, perfect for families or groups of up to eight people.
Cozy Portland Vacation Rental ~ 6 Mi To Downtown! - Portland, OR
Portland, OR
30/08 – 02/10
SG$113/nighttotal: SG$3729 (33 )

Cozy Portland Vacation Rental ~ 6 Mi To Downtown!

1 2
apartment , Portland
This Portland apartment, situated approximately 8-9.6 kilometres from the city centre, offers easy access to South Waterfront City Park and Governor Tom McCall Waterfront Park.
The 63 square metre flat features one bedroom, one bathroom, sleeps five guests, and includes a fully equipped kitchen, private patio, in-unit laundry, and free Wi-Fi.

Best Portland, OR holiday rentals with air conditioning

Portland Belmont House—main Floor - Portland, OR
9.9 256 reviews
Portland, OR
31/07 – 03/08
SG$250/nighttotal: SG$750 (3 )

Portland Belmont House—main Floor

1 2
apartment , Portland
This eco-renovated Portland apartment, situated in the Belmont district, is three blocks from the Sunflower Intersection (SE 33rd and Yamhill) and a short distance from the city centre.
The one-bedroom flat, sleeping four guests, boasts a rustic kitchen with high-end appliances, a private patio, and access to a Weber grill; nearby attractions include numerous restaurants and easy access to public transport.
Bright, Quiet,  And Private Guest House - Portland, OR
10 110 reviews
Portland, OR
27/08 – 08/09
SG$183/nighttotal: SG$2196 (12 )

Bright, Quiet, And Private Guest House

1 2
apartment , Portland
This charming cottage is situated in a peaceful residential area of Portland, just a short walk from parks and restaurants. It has consistently received excellent reviews for its cleanliness, location, and overall experience.
The cottage comfortably sleeps two guests and has a well-equipped kitchen, spacious bathroom, and a private patio for enjoying the garden. Guests can take advantage of amenities like a full-size washer and dryer, fast Wi-Fi, and dedicated parking.
Nw 23rd - 1br - Best Location - Historic Beauty - Portland, OR
9.7 366 reviews
Portland, OR
21/06 – 28/06
SG$229/nighttotal: SG$1603 (7 )

Nw 23rd - 1br - Best Location - Historic Beauty

1 1
apartment , Portland
This Slabtown apartment in Northwest Portland offers a prime location, steps from restaurants and bars in the city's Northwest district.
The one-bedroom, one-bathroom flat sleeps two guests and includes a fully equipped kitchen with modern appliances, air conditioning, high-speed internet, and YouTube TV; parking is also available.
New Adu In Nopo! - Portland, OR
10 187 reviews
Portland, OR
26/08 – 01/09
SG$116/nighttotal: SG$696 (6 )

New Adu In Nopo!

1 2
apartment , Portland
This Kenton neighbourhood apartment is conveniently located within a short walk of public transport links, including buses and the MAX light rail, and is a five-minute drive (approximately 8 km) from I-5.
The self-contained studio sleeps two, boasts a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, plus a private fenced yard, air conditioning, and a jacuzzi; occasional daytime noise from the main house should be expected between 8:30 am and 9:00 pm.
©2026 cozycozy.com