Oregon City Holiday Rentals from NZ$275: Search Short-Term Rentals

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Our top choices for Oregon City holiday rentals

1. Cozy ADU with AC in charming Oregon City

Oregon City

John T.

includes taxes & fees

4 Oct - 5 Oct

A modern kitchen with white cabinetry, stainless steel appliances, and a wooden floor.

2. The Loft · Modern ADU · Private Deck · Dual Showers · 2BR · Oregon City

Gaffney Lane

shawn j.

includes taxes & fees

6 Oct - 7 Oct

A modern living room with a fireplace, white cabinetry, and a large potted plant.

3. OC Haus · Ranch Home · Fire Pit · Fireplace · 4BR · 25 Min to Portland

Gaffney Lane

Alan L.

includes taxes & fees

6 Oct - 7 Oct

A white house with a dark blue front door, a wreath, and a mailbox with the number 15908.

4. Cozy Cottage at Dragonfly Horse Ranch

Oregon City

Sheryl C.

includes taxes & fees

4 Oct - 5 Oct

A hotel room with two beds, a desk, a TV, and a bathroom visible through an open door.

5. Premium 2 Queen Bed with Kitchenette

Portland OR

Anonymous traveller

includes taxes & fees

4 Oct - 5 Oct

A backyard with a wooden deck, a stone fountain, and a view of a lake.

6. Riverfront Cottage on the Willamette · Blue Heron Sanctuary near Portland

Bolton

Robert

includes taxes & fees

4 Oct - 5 Oct

A rustic outdoor seating area with benches and picnic tables, surrounded by dense forest.

7. Creekside Haven

Wilsonville

Eric S.

includes taxes & fees

2 Oct - 3 Oct

A modern house with a covered patio, a stone fireplace, and a sign reading "Marv's Place".

8. Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside

West Linn

Jay L. F.

A dining table set with white plates, glasses, and silverware, surrounded by beige chairs and a sofa in a neutral-toned room.

9. Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard

Oatfield

Dana F.

includes taxes & fees

6 Oct - 7 Oct

A house with a patio area featuring two green chairs and a table, a fire pit, and a bicycle parked outside.

10. #StayInMyDistrict Lake Oswego Honey Bee Cottage

First Addition

Carrie

includes taxes & fees

6 Oct - 7 Oct

A wooden deck with a metal chair and a potted plant with red flowers.

11. Cozy Wine Country Suite

Sherwood - Tualatin South

Abigail T.

includes taxes & fees

4 Oct - 5 Oct

A hallway with a wooden door, a mirror, a white sink, and a wooden cabinet.

12. 2 Queen Beds Non-Smoking

Portland OR

Anonymous traveller

includes taxes & fees

10 Oct - 11 Oct

A modern kitchen with a large island, grey cabinets, and wooden flooring.

13. Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

Milwaukie

Mary R.

includes taxes & fees

5 Oct - 6 Oct

A modern kitchen with white cabinets, a black refrigerator, and a dining area with a wooden table and chairs.

14. Granny Flat in leafy SW Portland

Southwest Portland

Daquarious

includes taxes & fees

11 Oct - 12 Oct

A wooden deck with a table and chairs, a green umbrella, and potted plants.

15. Beautiful Art Filled Home 15 minutes to Downtown

Ardenwald

Greenie D.

includes taxes & fees

5 Oct - 6 Oct

A living room with a brown leather sofa, a striped armchair, a white coffee table, a flat-screen TV mounted on the wall, and a window with an umbrella outside.

16. #StayinMyDistrict Sellwood Coco Rose Retreat

Southeast Portland

Sorek Y.

includes taxes & fees

4 Oct - 5 Oct

A modern building with a large glass facade, a prominent neon sign, and outdoor seating area with plants.

17. Inn at Northrup Station

Northwest Portland

Shannon

includes taxes & fees

26 Oct - 27 Oct

A porch with a wooden bench, a cushioned chair, and a small table. There is a white railing and greenery in the background.

18. Margaux · 1967 Airstream · Garden Glamping · PDX

Southeast Portland

Patrick H.

includes taxes & fees

7 Oct - 8 Oct

A living room with a sofa, a coffee table, and a dining area with chairs. There is a plant on a side table and a painting on the wall.

19. Spectacular Choice: Sleeps 6, Your Dog Welcome Too

Bull Mountain

norm s.

includes taxes & fees

21 Oct - 22 Oct

A bedroom with a bed, a desk, a chair, a television, and a brick fireplace.

20. #StayinMyDistrict Pendelton Place Walk to Mt Tabor

Southeast Portland

Jack

includes taxes & fees

5 Oct - 6 Oct

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Top Oregon City Hotel Reviews

Heathman Lodge

10/10 Excellent

"Great people and nice place"

Courtyard by Marriott Portland City Center

10/10 Excellent

"In a good location for sightseeing near the river and Old Town plus within a quick walk to catch a train to the Portland Japanese Garden. Our room was clean, well appointed and comfortable with a small sofa for sitting. There is a restaurant on site for breakfast through dinner which was convenient. All of the hotel and restaurant staff we came into contact with were very nice and helpful. Overall, loved the look and comfort of the hotel."

The Clyde Hotel Portland by Kasa Living

10/10 Excellent

"Low friction stay, didn’t interact with staff at all but didn’t need anything either since it was all able to be handled with self service. Clean property all around but the room ended up pretty stuffy and humid after the day ended, even with the AC on, with no openable window it didn’t circulate the air well, but during winter months i imagine it is perfectly fine. The shared bathroom was not an issue at all because it’s still a single occupancy and a sink is still available in the room, as well as the many bathrooms on each floor, I did not have any contested bathroom breaks. I appreciated the fact I could take care of all the potential costs and deposit prior to my stay online which is very helpful for someone like me with rocky credit history and relies on debit for the majority of purchases."

Embassy Suites by Hilton Portland Downtown

10/10 Excellent

"I loved the interior decorating, very old school, spacious with lots of seating in the foyer. It was great having in hour breakfast and free drinks in the evening. The gym and pool were great to use, We used in-house dining, the service and food were excellent. We really appreciated the spacious rooms with a numerous seating options"

Find out more about Oregon City

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Oregon City holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Oregon City. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Oregon City. Seeing all the best attractions is bound to make you fall in love with Oregon City. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Oregon City short-term rentals, that won’t be hard to do.

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 26 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 Shopping Center and Oregon City Golf Club 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.

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Check prices for these dates

Our top choices for Oregon City holiday rentals

1. Cozy ADU with AC in charming Oregon City

2. The Loft · Modern ADU · Private Deck · Dual Showers · 2BR · Oregon City

3. OC Haus · Ranch Home · Fire Pit · Fireplace · 4BR · 25 Min to Portland

4. Cozy Cottage at Dragonfly Horse Ranch

5. Premium 2 Queen Bed with Kitchenette

6. Riverfront Cottage on the Willamette · Blue Heron Sanctuary near Portland

7. Creekside Haven

8. Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside

9. Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard

10. #StayInMyDistrict Lake Oswego Honey Bee Cottage

11. Cozy Wine Country Suite

12. 2 Queen Beds Non-Smoking

13. Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

14. Granny Flat in leafy SW Portland

15. Beautiful Art Filled Home 15 minutes to Downtown

16. #StayinMyDistrict Sellwood Coco Rose Retreat

17. Inn at Northrup Station

18. Margaux · 1967 Airstream · Garden Glamping · PDX

19. Spectacular Choice: Sleeps 6, Your Dog Welcome Too

20. #StayinMyDistrict Pendelton Place Walk to Mt Tabor

Find holiday rentals that suit your style

Top Oregon City Hotel Reviews

Heathman Lodge

Eastside Lodge

Courtyard by Marriott Portland City Center

Hyatt House Portland/Downtown

Heathman Hotel

Mark Spencer Hotel

Hotel Eastlund, BW Premier Collection

The Clyde Hotel Portland by Kasa Living

Embassy Suites by Hilton Portland Downtown

Find out more about Oregon City

Frequently asked questions

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