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Portland Holiday Rentals

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Our top choices for Portland holiday rentals

Pomeroy

Pomeroy
2.0 star property
Northwest Portland
The price is NZ$387
includes taxes & fees
1 July - 2 July
Pomeroy

Mid-Century Hideaway, Near Forest Park

Mid-Century Hideaway, Near Forest Park
West Haven-Sylvan
The price is NZ$612
includes taxes & fees
29 June - 30 June
Mid-Century Hideaway, Near Forest Park

Large SE Apartment • Walk to Eats • 1BR • Sleeps 4

Large SE Apartment • Walk to Eats • 1BR • Sleeps 4
Southeast Portland
The price is NZ$421
includes taxes & fees
29 July - 30 July
Large SE Apartment • Walk to Eats • 1BR • Sleeps 4

Eclectic 2BR - Victorian Charm - Steps to Fun

Eclectic 2BR - Victorian Charm - Steps to Fun
Northeast Portland
The price is NZ$707
includes taxes & fees
6 July - 7 July
Eclectic 2BR - Victorian Charm - Steps to Fun

2BR Upper unit - Sleeps 4 - Trendy Area - Walk Everywhere

2BR Upper unit - Sleeps 4 - Trendy Area - Walk Everywhere
Southeast Portland
The price is NZ$581
includes taxes & fees
7 July - 8 July
2BR Upper unit - Sleeps 4 - Trendy Area - Walk Everywhere

Patio Cottage: sleeps 1–2; kitchen; gas fire pit

Patio Cottage: sleeps 1–2; kitchen; gas fire pit
Northeast Portland
10.0 out of 10, Exceptional, (104 reviews)
"Perfect little place, central location, just what I needed. Cozy, comfortable & private. Would definitely stay again. "
United States
claire t.
The price is NZ$341
includes taxes & fees
30 June - 1 July
Patio Cottage: sleeps 1–2; kitchen; gas fire pit

Two Rivers Relaxing Retreat

Two Rivers Relaxing Retreat
Northeast Portland
9.8 out of 10, Exceptional, (59 reviews)
"Nice space in a great location!"
United States
Emily L.
The price is NZ$429
includes taxes & fees
29 June - 30 June
Two Rivers Relaxing Retreat

Portland Sanctuary

Portland Sanctuary
Northeast Portland
9.8 out of 10, Exceptional, (116 reviews)
"Very quiet and well kept."
United States
david m.
The price is NZ$638
includes taxes & fees
29 June - 30 June
Portland Sanctuary

Tiny Oasis • Walk to Coffee, Food & Alberta Arts

Tiny Oasis • Walk to Coffee, Food & Alberta Arts
Northeast Portland
9.0 out of 10, Wonderful, (2 reviews)
"My first tiny house. Innovative and economical, this was perfect for one personRight in the heart of of the Arts District. Clean and well communicated my stay was well beyond expectations."
United States
John C
The price is NZ$380
includes taxes & fees
7 July - 8 July
Tiny Oasis • Walk to Coffee, Food & Alberta Arts

Spacious 5BR Sunlit Craftsman - 5BD/2BA - Arcade

Spacious 5BR Sunlit Craftsman - 5BD/2BA - Arcade
Southwest Portland
9.8 out of 10, Exceptional, (9 reviews)
"This was an amazing stay they are pretty strict on noise but other than that great experience!"
United States
Elijah W.
The price is NZ$1,045
includes taxes & fees
1 July - 2 July
Spacious 5BR Sunlit Craftsman - 5BD/2BA - Arcade

Victorian Vibes • 3BR • Steps to Mississippi

Victorian Vibes • 3BR • Steps to Mississippi
Northeast Portland
The price is NZ$918
includes taxes & fees
28 July - 29 July
Victorian Vibes • 3BR • Steps to Mississippi

Patio Suite: sleeps 1–2; patio; gas fire pit

Patio Suite: sleeps 1–2; patio; gas fire pit
Northeast Portland
10.0 out of 10, Exceptional, (113 reviews)
"Quiet. Private. Location was very convenient. "
United States
Lynn E.
The price is NZ$364
includes taxes & fees
30 June - 1 July
Patio Suite: sleeps 1–2; patio; gas fire pit

Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views

Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views
Southwest Portland
10.0 out of 10, Exceptional, (129 reviews)
"Third stay at this property. Host was very responsive. Very comfortable and great location for us."
United States
Daniel D.
The price is NZ$715
includes taxes & fees
6 July - 7 July
Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views

Vibrant Portland Getaway - Chic Flat

Vibrant Portland Getaway - Chic Flat
Southeast Portland
9.0 out of 10, Wonderful, (7 reviews)
"Conveniently located and super clean!"
United States
Terese H.
The price is NZ$442
includes taxes & fees
29 June - 30 June
Vibrant Portland Getaway - Chic Flat

Hip and cozy dog-friendly Mississippi Victorian

Hip and cozy dog-friendly Mississippi Victorian
North Portland
10.0 out of 10, Exceptional, (14 reviews)
"Great location"
United States
Ivy S.
The price is NZ$489
includes taxes & fees
1 July - 2 July
Hip and cozy dog-friendly Mississippi Victorian

#StayInMyDistrict Piedmont Near Parks and Shopping

#StayInMyDistrict Piedmont Near Parks and Shopping
North Portland
9.8 out of 10, Exceptional, (7 reviews)
"Clean, roomy, and comfortable!"
United States
Nebil Fetwi
The price is NZ$465
includes taxes & fees
29 June - 30 June
#StayInMyDistrict Piedmont Near Parks and Shopping

The "Old Barn" in the woods. Peace, Romance, Ahhh

The "Old Barn" in the woods. Peace, Romance, Ahhh
Cedar Hills
9.2 out of 10, Wonderful, (45 reviews)
"An amazingly private, quiet and warm space to enjoy a couple of days. The hot tub is great and the kitchen well stocked. Will be staying here again."
United States
Sharon A.
The price is NZ$539
includes taxes & fees
15 July - 16 July
The "Old Barn" in the woods. Peace, Romance, Ahhh

#StayInMyDistrict Buckman Spacious Modern Rowhouse

#StayInMyDistrict Buckman Spacious Modern Rowhouse
Southeast Portland
9.6 out of 10, Exceptional, (17 reviews)
"Lovely spot from which to explore Portland’s vibrant east side! "
United States
Chad M.
The price is NZ$578
includes taxes & fees
2 July - 3 July
#StayInMyDistrict Buckman Spacious Modern Rowhouse

Yeti's Tree House: Where Dreams Come True

Yeti's Tree House: Where Dreams Come True
Cedar Hills
9.2 out of 10, Wonderful, (51 reviews)
"Amazing fun stay"
United States
Gift D.
The price is NZ$507
includes taxes & fees
15 July - 16 July
Yeti's Tree House: Where Dreams Come True
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Portland Hotel Reviews

Find out more about Portland

Everything you need to know about Portland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Portland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Portland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Portland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Portland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Portland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Portland holiday rentals we have selected for you start as low as NZ$214 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Portland rentals

At Expedia, we put the best Portland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Portland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Portland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Portland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia

Frequently asked questions

Are there holiday rentals in Portland?

Yes, there are holiday rentals in Portland close to Arlene Schnitzer Concert Hall, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and scenic riverfront in Portland. While you're in the area, you can also enjoy the picturesque gardens and entertainment choices.

What are some of the best holiday rentals that Portland has to offer?

Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row: This highly rated holiday home rental in Portland is located on a river, and has a patio, a selection of games and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Some other top choices in Portland are Two Rivers Relaxing Retreat and Stylish Family Retreat w/ Patio, & Game Console in Heart of Lake Oswego’s Westlake Neighborhood.

How many holiday rentals are there in Portland?

With 976 Expedia holiday rentals, you're guaranteed to find just the right place for your Portland stay.

What can I see and do in Portland?

Oregon Museum of Science and Industry and Oregon Zoo are a couple of the family-friendly sights, whereas cultural attractions include Portland'5 Centers for the Arts and Arlene Schnitzer Concert Hall. While here, Moda Center and Portlandia are other places worth a visit.

What are holiday rentals like in Portland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Portland. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for small groups.