Holiday Rentals in Portland, OR

4158 available vacation rental offers

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

4158 Holiday Rentals and Airbnb 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

Modern Comfort | Stylish 2bd In Heart Of Pdx - Portland, OR
9.8 1569 reviews
Portland, OR
21/07 – 25/07
NZ$361/nighttotal: NZ$1444 (4 )

Modern Comfort | Stylish 2bd In Heart Of Pdx

1 3
apartment , Portland
This two-bedroom flat is situated in Portland's Kerns neighbourhood, just a short 3-kilometre drive from the city centre across the Burnside Bridge. The area is known for its mix of trendy new businesses and classic Portland establishments, with the acclaimed Culmination brewery just a block away. The property has received excellent ratings for location, cleanliness and user experience.
The flat offers a comfortable living and dining area, a fully equipped kitchen, and two bedrooms, accommodating up to six guests. It features a range of amenities, including a garden, free parking, air conditioning, a dishwasher, and internet access, making it perfect for a relaxing and comfortable stay.
Hot Tub Retreat Cozy Luxe Bungalow W/ Private Yard - Portland, OR
10 47 reviews
Portland, OR
11/07 – 14/07
NZ$696/nighttotal: NZ$2088 (3 )

Hot Tub Retreat Cozy Luxe Bungalow W/ Private Yard

1 2
bungalow , Portland
This designer bungalow in Portland is located a ten-minute walk from the Alberta Arts District and Wilshire Park, offering a peaceful retreat with convenient access to local amenities.
This family-friendly property for up to four guests features two bedrooms, one bathroom, a gourmet kitchen with an Italian gas range, a private fenced yard with a hot tub and fire pit, and driveway parking for two cars.
Classic Craftsman - King Beds - Steps To Hawthorne - Portland, OR
9.2 17 reviews
Portland, OR
09/08 – 22/08
NZ$1928/nighttotal: NZ$25064 (13 )

Classic Craftsman - King Beds - Steps To Hawthorne

5 2
apartment , Portland
This six-bedroom, three-bathroom Portland apartment, located in the Southeast district near the Hawthorne District, is a short distance (approximately 6 km) from Washington Square Mall and the Oregon Zoo.
Sleeping ten guests comfortably, this family-friendly property boasts a fully equipped kitchen, terrace, garden, parking, and air conditioning, plus convenient access to attractions including the Roseland Theatre and McMenamins Crystal Ballroom.
Stylish Guest Suite In Alberta Arts - New Hot Tub Too! - Portland, OR
10 16 reviews
Portland, OR
06/10 – 13/10
NZ$346/nighttotal: NZ$2422 (7 )

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

1 3
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

Stylish Penthouse Loft With Amazing Views In The Heart Of Downtown - Portland, OR
9.2 36 reviews
Portland, OR
01/07 – 31/07
NZ$366/nighttotal: NZ$10980 (30 )

Stylish Penthouse Loft With Amazing Views In The Heart Of Downtown

1 2
apartment , Portland
This apartment is situated in downtown Portland, just 0.8km from Portland State University and the Portland Art Museum. The apartment has excellent user, location and cleanliness ratings.
The apartment is a one-bedroom, one-bathroom property with a floor area of 54 square metres, comfortably accommodating two guests. It offers a range of amenities, including a fully equipped kitchen, a swimming pool, a spa, and parking.
Beautifully Restored Farmhouse On Over An Acre - Portland, OR
9.7 146 reviews
Portland, OR
30/07 – 04/08
NZ$772/nighttotal: NZ$3860 (5 )

Beautifully Restored Farmhouse On Over An Acre

4 6
apartment , Vancouver
This 1917 farmhouse is located just outside Vancouver, a short 16km drive from the city centre and a similar distance to Portland, Oregon.
The 4-bedroom property sleeps up to 8 guests and includes a fully equipped kitchen, a garden, and a large outdoor space, perfect for enjoying the peaceful surroundings.
#Stayinmydistrict Raleigh Hills Serene Havens Nest - Portland, OR
9.8 10 reviews
Portland, OR
28/07 – 07/08
NZ$483/nighttotal: NZ$4830 (10 )

#Stayinmydistrict Raleigh Hills Serene Havens Nest

1 4
apartment , Portland
This Raleigh Hills flat is located in a quiet SW Portland neighbourhood, 15 kilometres from downtown Portland and just 5 kilometres from Washington Park, home to the Oregon Zoo, Portland Japanese Garden and International Rose Test Garden.
This family-friendly one-bedroom apartment accommodates four guests and offers a full kitchen with stainless steel appliances, a private patio with outdoor dining, garden views from every room, and an electric car charger powered by solar, with concierge services available at an extra cost.
Cozy Portland Retreat In The Heart Of Hollywood District - Portland, OR
9.6 7 reviews
Portland, OR
10/07 – 11/07
NZ$789/nightfor 1 night

Cozy Portland Retreat In The Heart Of Hollywood District

2 2
apartment , Portland
This Portland flat is situated in Northeast Portland, 1.4 kilometres from the Hollywood Theater, and within 5 kilometres of The Grotto and the Portland Aerial Tram.
This 156 square metre flat accommodates up to 6 guests with 2 bedrooms, features a fully equipped kitchen with a dishwasher, and offers air conditioning, Wi-Fi, and a washing machine.

Frequently asked questions about holiday rentals in Portland, OR

Destinations nearby

Best Portland, OR holiday rentals with a balcony

Charming Portland Cottage With  Hot Tub - Portland, OR
8.0 1 review
Portland, OR
11/07 – 18/07
NZ$506/nighttotal: NZ$3542 (7 )

Charming Portland Cottage With Hot Tub

2 2
apartment , Beaverton
This self-contained guest cottage, situated in a quiet residential area on the West Slope, is just a 15-minute drive from downtown Portland and offers convenient access to Washington Park, which is less than 8 kilometres away and includes the Oregon Zoo, Hoyt Arboretum, Portland Japanese Garden, and International Rose Test Garden, as well as Forest Park for hiking.
This 74-square-metre dwelling, accommodating up to four guests, features two bedrooms, one bathroom, a fully equipped galley kitchen with full-size appliances, a private hot tub, a furnished back patio with a gas grill, and in-unit laundry facilities.
Walkable Sellwood 2br Apartment - Portland, OR
9.9 344 reviews
Portland, OR
24/07 – 29/07
NZ$509/nighttotal: NZ$2545 (5 )

Walkable Sellwood 2br Apartment

2 2
apartment , Portland
This smoke-free apartment in Southeast Portland is located just under 2km from the Willamette River, Eastmoreland Golf Course, and Oaks Amusement Park, offering a peaceful escape from the city centre. The property has received excellent ratings for its cleanliness, location, and overall experience.
The apartment has two bedrooms and one bathroom, offering 74 square metres of space for up to five guests. It includes a fully equipped kitchen, a terrace, free Wi-Fi, and parking, making it a comfortable and convenient base for exploring Portland.
Luxury Living On Nw 23rd Ave, Walk Score 99 - Portland, OR
Portland, OR
29/06 – 30/06
NZ$2778/nightfor 1 night

Luxury Living On Nw 23rd Ave, Walk Score 99

4 2
apartment , Portland
This spacious Portland apartment, sleeping up to 12 guests, is situated in the Alphabet District on NW 23rd Avenue, a short walk from Salt & Straw ice cream and conveniently located for exploring the Alberta Arts District, Mississippi Avenue, the Pearl District, and Downtown.
The 186-square-metre (2000 sq ft) property boasts four queen beds, a queen sofa bed, and a queen airbed, alongside a fully equipped kitchen, high-speed Wi-Fi, Roku TV with Netflix, and a private driveway for two vehicles; a top-floor balcony completes this fully renovated dwelling.
Cozy Portland Vacation Rental About 6 Mi To Downtown! - Portland, OR
Portland, OR
01/09 – 31/10
NZ$148/nighttotal: NZ$8880 (60 )

Cozy Portland Vacation Rental About 6 Mi To Downtown!

1 1
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

Waterfall Lodge - Portland, OR
10 255 reviews
Portland, OR
11/07 – 14/07
NZ$234/nighttotal: NZ$702 (3 )

Waterfall Lodge

1 2
house , Portland
The Waterfall Guesthouse, a unique tiny house, is situated in Portland's Woodlawn Triangle neighbourhood, proximity to major landmarks unspecified.
This Portland dwelling offers a cleverly designed space for two guests, boasting a fully equipped kitchenette, private patio, Smart TV, Wi-Fi, and climate control, plus high-quality linens.
City View Apartment With Gym And Parking - Portland, OR
9.3 6 reviews
Portland, OR
17/07 – 17/08
NZ$233/nighttotal: NZ$7223 (31 )

City View Apartment With Gym And Parking

1 2
apartment , Portland
This modern one-bedroom flat is located in Portland's Pearl District, offering excellent walkability to numerous cafes, galleries, and boutiques, with secured parking for one vehicle.
This accommodation provides a private balcony with city views, a dedicated workspace, a fully equipped kitchen, an in-unit washer and dryer, and access to shared building amenities including a fitness centre and resident lounge, accommodating up to four guests with central heating and air conditioning.
The Nest Tiny Home & Garden /Alberta Arts District - Portland, OR
9.8 30 reviews
Portland, OR
09/07 – 09/10
NZ$150/nighttotal: NZ$13800 (92 )

The Nest Tiny Home & Garden /Alberta Arts District

1 2
cabin , Portland
This Portland studio cottage is situated in the Alberta Arts District, offering easy walking or cycling access to local restaurants, bars, and shops.
The self-contained unit sleeps two guests, features a fully equipped kitchenette, a clawfoot tub/shower, and access to a shared garden with fruit trees and a super-fast Wi-Fi connection.
Newly Renovated/furnished 2br Condo Near Psu/ohsu - Portland, OR
9.8 8 reviews
Portland, OR
01/11 – 31/01
NZ$158/nighttotal: NZ$14378 (91 )

Newly Renovated/furnished 2br Condo Near Psu/ohsu

2 2
apartment , Portland
This downtown Portland apartment is conveniently located within a 1.5-kilometre walk of Portland State University, Tom McCall Waterfront Park, and Oregon Health & Science University, making it ideal for exploring the city. The apartment has consistently received excellent ratings for location, cleanliness, and user experience.
The apartment has two bedrooms and one bathroom, comfortably accommodating up to four guests. It comes equipped with a fully-fitted kitchen, a private balcony, a swimming pool, and parking, ensuring a comfortable and enjoyable stay.
©2026 cozycozy.com