Holiday Rentals in Oregon City

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Our top choices for Oregon City holiday rentals

Modern Loft Guest House | Near Oregon City

Modern Loft Guest House | Near Oregon City
Gaffney Lane
9.8 out of 10, Exceptional, (60)
"really enjoyed staying here! super cute place and very intimate"
United States
Raquel E.
The price is €166
includes taxes & fees
6 Jan - 7 Jan 2026
Modern Loft Guest House | Near Oregon City

Cozy 2-bedroom basement ADU in charming Oregon City with WiFi & AC

Cozy 2-bedroom basement ADU in charming Oregon City with WiFi & AC
McLoughlin
10.0 out of 10, Exceptional, (2)
"This lil Gem is safely tucked away in a quiet, calm neighborhood in Oregon City. The commute from PDX was about 35/40 minutes. Steps down to the front door were doable . Amenities were thoughtful and used. Beds were different levels of soft. The second/guest bed was a bit more firm than the master. The bathroom is a nice size with dual sinks & stackable washer/dryer that was very efficient. The kitchen is laid out in such a way that makes it feel bigger than its size & the appliances all new &...
United States
Jessica G.
The price is €222
includes taxes & fees
18 Jan - 19 Jan 2026
Cozy 2-bedroom basement ADU in charming Oregon City with WiFi & AC

Luxe Container Getaway with View

Luxe Container Getaway with View
Oregon City
10.0 out of 10, Exceptional, (3)
"Over all good stay. It was a little further than I expected but it was nice to be away from the city."
United States
Cassidy P.
The price is €268
includes taxes & fees
12 Jan - 13 Jan 2026
Luxe Container Getaway with View

Cozy Cottage at Dragonfly Horse Ranch

Cozy Cottage at Dragonfly Horse Ranch
Oregon City
9.0 out of 10, Wonderful, (6)
"A well equipped one bedroom cottage in a quiet rural neighborhood about 10 miles east of Oregon City, OR. Good air conditioning, comfortable bed and very handy for Hwy 205."
United States
Anonymous traveller
The price is €183
includes taxes & fees
30 Dec - 31 Dec
Cozy Cottage at Dragonfly Horse Ranch

Close to downtown Oregon City, King Bed, Fire Pit, fireplace and a huge backyard

Close to downtown Oregon City, King Bed, Fire Pit, fireplace and a huge backyard
Gaffney Lane
9.8 out of 10, Exceptional, (53)
"Property was nice big backyard, large living area and visiting area"
United States
Brian N.
The price is €401
includes taxes & fees
7 Jan - 8 Jan 2026
Close to downtown Oregon City, King Bed, Fire Pit, fireplace and a huge backyard

Spacious 3-bedroom with WiFi, fitness room in charming Oregon City

Spacious 3-bedroom with WiFi, fitness room in charming Oregon City
2.0 star property
Caufield
The price is €317
includes taxes & fees
30 Dec - 31 Dec
Spacious 3-bedroom with WiFi, fitness room in charming Oregon City

Cozy ADU with AC in charming Oregon City

Cozy ADU with AC in charming Oregon City
2.0 star property
Oregon City
The price is €150
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy ADU with AC in charming Oregon City

Spacious apartment with stunning views in Oregon City

Spacious apartment with stunning views in Oregon City
Oregon City
The price is €268
includes taxes & fees
4 Jan - 5 Jan 2026
Spacious apartment with stunning views in Oregon City

Margaux the Vintage Airstream - Portland's Glamping Garden Oasis

Margaux the Vintage Airstream - Portland's Glamping Garden Oasis
2.0 star property
Southeast Portland
9.6 out of 10, Exceptional, (7)
"Amazing host with great communication, a gorgeous and perfectly placed spot, and a fun, cozy place that had everything I needed. The commissary was incredible, and the whole experience was perfect!"
United States
Kierra P.
The price is €132
includes taxes & fees
30 Dec - 31 Dec
Margaux the Vintage Airstream - Portland's Glamping Garden Oasis

Inn at Northrup Station

Inn at Northrup Station
3.0 star property
Northwest Portland
9.4 out of 10, Exceptional, (2139)
"Nice big room in a very good location. Staff were very helpful and recommended food options near by. "
United States
Fiona
Inn at Northrup Station

#StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
2.0 star property
Southeast Portland
10.0 out of 10, Exceptional, (33)
"Beautiful little space, steps away from great food and coffee."
United States
Christine M.
The price is €170
includes taxes & fees
30 Dec - 31 Dec
#StayinMyDistrict Sellwood Coco Rose Retreat

Authentic Vintage Cabin • Woodstove • Romantic Getaway for Two

Authentic Vintage Cabin • Woodstove • Romantic Getaway for Two
Brightwood
9.6 out of 10, Exceptional, (111)
"Great little cabin, had a very relaxing time. Good information about its history which gives the stay more meaning. Will definitely stay here again. "
United States
Jeremiah K.
The price is €167
includes taxes & fees
11 Jan - 12 Jan 2026
Authentic Vintage Cabin • Woodstove • Romantic Getaway for Two

Private, cozy, airy garden studio suite, for 1 or 2 guests

Private, cozy, airy garden studio suite, for 1 or 2 guests
Northeast Portland
9.8 out of 10, Exceptional, (20)
"Beautiful location, not far from dowtown portland, and was a very relaxing stay."
United States
Kelsey L.
The price is €133
includes taxes & fees
5 Jan - 6 Jan 2026
Private, cozy, airy garden studio suite, for 1 or 2 guests

#StayinMyDistrict Alberta Arts Daylight Studio

#StayinMyDistrict Alberta Arts Daylight Studio
2.0 star property
Northeast Portland
10.0 out of 10, Exceptional, (7)
"I had a wonderful stay "
United States
Sharada B.
The price is €169
includes taxes & fees
30 Dec - 31 Dec
#StayinMyDistrict Alberta Arts Daylight Studio

#StayinMyDistrict Sellwood Private Garden Casita

#StayinMyDistrict Sellwood Private Garden Casita
Southeast Portland
9.2 out of 10, Wonderful, (15)
"What a little slice of heaven! Perfect location and comfortable. I’ll be back:)"
United States
Amy C.
The price is €171
includes taxes & fees
30 Dec - 31 Dec
#StayinMyDistrict Sellwood Private Garden Casita

❤️ CLEAN ★ NEAR DOWNTOWN | PRIVATE PATIO ★ WALKABLE

❤️ CLEAN ★ NEAR DOWNTOWN | PRIVATE PATIO ★ WALKABLE
Northeast Portland
9.8 out of 10, Exceptional, (152)
"Great location, comfortable and well stocked!"
United States
Edla P.
The price is €220
includes taxes & fees
2 Jan - 3 Jan 2026
❤️ CLEAN ★ NEAR DOWNTOWN | PRIVATE PATIO ★ WALKABLE

Cozy Wine Country Suite

Cozy Wine Country Suite
Sherwood - Tualatin South
9.4 out of 10, Exceptional, (16)
"The room was clean, well appointed,ina great location, and we enjoyed our short stay. Would definitely stay here again when in the area. "
United States
Brayden C.
The price is €105
includes taxes & fees
30 Dec - 31 Dec
Cozy Wine Country Suite

Modern Sanctuary in the heart of Concordia

Modern Sanctuary in the heart of Concordia
Northeast Portland
10.0 out of 10, Exceptional, (140)
"Fantastic location, well-equipped with most everything we needed. "
United States
Colleen Y.
The price is €202
includes taxes & fees
30 Dec - 31 Dec
Modern Sanctuary in the heart of Concordia

Modern South Portland Luxury Condo Offering City & Mountain Views

Modern South Portland Luxury Condo Offering City & Mountain Views
Southwest Portland
10.0 out of 10, Exceptional, (11)
"This condo is perfectly located."
United States
Jody S.
The price is €301
includes taxes & fees
4 Jan - 5 Jan 2026
Modern South Portland Luxury Condo Offering City & Mountain Views

Welcome to our Luxury Memory Lane Hideaway

Welcome to our Luxury Memory Lane Hideaway
Cedar Hills
9.8 out of 10, Exceptional, (100)
"Wonderful spot, highly recommended! "
United States
Jarrod L.
The price is €205
includes taxes & fees
30 Dec - 31 Dec
Welcome to our Luxury Memory Lane Hideaway
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 Oregon City Hotel Reviews

Find out more about Oregon City

Everything you need to know about Oregon City 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 Oregon City holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Oregon City holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oregon City holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oregon City. 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 Oregon City 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 Oregon City holiday rentals we have selected for you start as low as €141 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oregon City rentals

At Expedia, we put the best Oregon City 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 Oregon City 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 Oregon City 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 Oregon City. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Oregon City?

Yes, there are holiday rentals in Oregon City close to Home Orchard Society Arboretum, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Oregon City speak positively about the scenic riverfront and top-notch restaurants in this destination. Allow some time to check out the shops during your trip.

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

Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row: This holiday home rental outside of Oregon City 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.

How many holiday rentals are there in Oregon City?

With 22 Expedia holiday rentals, you're guaranteed to find just the right place for your Oregon City stay.

What’s there to see and do in Oregon City?

Enjoy the outdoors at Clackamas River and Willamette River, or simply take in cultural attractions like Stevens-Crawford Heritage House and Krayon Kids Musical Theater Company. Oregon City Municipal Elevator and Oregon City Shopping Center are other places to visit while you're in town.

What’s a holiday rental in Oregon City like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oregon City. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a family getaway.