
Vacation rentals in Oregon City
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Top-rated vacation rentals in Oregon City
Guests agree: these stays are highly rated for location, cleanliness, and more.

Charming one bedroom apartment in the forest.
This unique apartment above a garage/shop , detached from the main house. Tucked away into a urban forest. I call it Our Robin's Nest because you look out on to branches of large fir trees. It is very private , yet Starbucks is right next door. Private entry and off street parking. This space has everything you need full kitchen, washer&dryer, queen size bed and fold out couch , plus a Play and Pack for the Littles. Walkable neighborhood , parks market and restaurants within walking distance.

Private, comfy & cozy apartment in OC neighborhood
Enjoy a comfortable stay in our private (above garage) apartment. Safe, quiet and family friendly neighborhood with walkable distance to 2 parks. 10 minutes to the I-205 freeway and 25 min to PDX airport. Within 2 hours of the coast or Mt. Hood. Oregon City has several fun things to offer near by :: Food trucks, restaurants, brew pubs, shopping, coffee shops, free OC elevator with amazing views, End of the Oregon Trail museum, walking trails, Clackamas and Willamette rivers and so much more!

Homey Historic Apartment in the Heart of OC
You'll love my place because of it's unbeatable location (and walkable distance) to everything Oregon City has to offer: food carts, brew pubs, restaurants, library, public elevator, shopping, cafes, parks, walking trails, family friendly activities, Willamette River, Oregon City TriMet Transit Center, Amtrak Train station, etc. Only 5 minutes drive to I-205, 25 minutes to downtown Portland, and 30 minutes to PDX airport! Inside has everything you need including a full kitchen and washer/dryer!

Luxurious Riverfront GuestHouse, Sauna & HotTub.
Welcome to our Clackamas Riverfront Guest House—a peaceful riverside retreat blending rustic charm and modern comfort. Relax in your private hot tub and sauna, unwind by the fireplace, and enjoy stunning river views. Fish, kayak, or raft right from the backyard. Bedrooms include white noise machines and earplugs to help with normal traffic during commute hours on our scenic road. The guesthouse is attached but its own private unit with its own separate entrance and parking. Enjoy your stay!!

The Wee Humble Cottage
Cozy 1 bed, 1 bath, 100 yr old smoke/vape free cottage is conveniently located in Gladstone, OR; walking distance to local shops & antique mercantile. Within blocks of the confluence the Clackamas & Willamette Rivers. Just 1.5 mi from historic downtown Oregon City Main Street, Willamette Falls, Abernethy Center & End of the Oregon Trail Museum. Also conveniently located near the Trolley Trail Loop, a 19 mile long meandering walking/cycling trail through a series of quiet communities.

Sustainable Dream Container Getaway with a View
A private green-luxury container home inside a bamboo grove and lavender field overlooking a serene valley. This brand-new, single-level home features picture windows leading out to a quiet deck with sunset views every night. Situated in the heart of the Pacific Northwest between the mountain, lakes and coast - exploration, wine tasting and the best nature spots are just a short drive away. This private home can comfortably host couples or up to 3 people including the couch.

Hidden Springs Hideaway
Privacy, tranquility and views abound at this beautiful elevated home. Enjoy Mt. Hood views on a tranquil 1/2 acre lot. The open floor plan is spacious with professionally designed new furnishings. High end linens and bedding in every room including bamboo sheets, coops pillows, and nice beds. The home is completely remodeled with gorgeous aesthetics (except kitchen). Relax downstairs in the family on the extra deep couch while watching a movie on the huge flat screen.

Romantic ‘Glamping’ Farm Tiny Cottage
Glamping at its finest! This adorable, warm and cozy, artistic, and truly unique storybook cabin is nestled in a quiet, close-in farm setting (but only 30 min to DT PDX). You’ll love the magical vibe, artwork, decor, lighting, coffee bar, comfy bed, cute outhouse w/cold water sink, and a private outdoor heated shower! We welcome ALL colors, LGBTQ, and outdoor tobacco friendly. Cannabis flower allowed indoors in separate, fun and funky TV/game shed. You'll LOVE it here!

Light Filled Garden Studio
Our wonderfully bright garden studio is perfect for a short stay or for visitors looking to explore Portland for an extended visit. It has a full, well-stocked kitchen, ideal for those looking to stay in and cook, but it’s also just a 20 minute drive from downtown, for those looking to explore the wonderful restaurant scene Portland offers. Keyless entry and private entrance through the side yard gate provide renters with complete autonomy during their visit.

Quaint Tiny House In The Trees. Damascus, Oregon.
150 ft. walk down a steep driveway takes you to a unique private little studio with everything an adventurous spirit needs. You must be in physically good shape to handle this location. We have friendly dogs you may see outside. 30 min. to SE Portland, 45 to PDX, One hour to Mt. Hood, 40 min to waterfalls in the Columbia Gorge. Pool open June 15 through September 5th. Can accommodate a 3pm check-in all days except Tuesdays.

Farm Charm: 1000sq ft private studio in rural area
With unique vintage decor, this comfortable studio offers modern amenities in a peaceful country setting. The space has a private keypad entrance & 16 stairs (sorry, no elevator) to the guest studio attached to our home. Our friendly golden retriever Ollie will gladly greet you. Groceries & highway access are a mere 3 miles away. Portland is a short easy drive from our quiet country home.

Sunday Quiet, awesome Hood view, hot tub!
Welcome to our country home a mile to the Clackamas River, with panoramic view of Mt Hood from deck and hot tub. Advertised rate is for a private room and king bed with its own entrance in the lower level of our two story home. You enter along a garden path onto private deck.. 14 mins to I-205, a mile to restaurants, 30 mins to airport (PDX).
Popular amenities for Oregon City vacation rentals
Other great vacation rentals in Oregon City

Gorgeous Mt. Hood View, Ski, Hike or Mt.Bike

Victorian Charm for Family or Bridal Getaway

Muse Cabin in old growth forest w/cedar hot tub

Oregon City Historic Guest House

Oasis Between City, River & Mountain. Damascus OR

Modern Cozy ADU in Oregon City

Willow Creek Cottage

Private Casita in Historic Willamette
When is the best time to visit Oregon City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R1,678 ZAR | R1,729 ZAR | R1,798 ZAR | R1,866 ZAR | R1,781 ZAR | R2,020 ZAR | R1,935 ZAR | R1,883 ZAR | R1,746 ZAR | R1,883 ZAR | R1,781 ZAR | R1,798 ZAR |
| Avg. temp | 5°C | 7°C | 9°C | 12°C | 15°C | 18°C | 21°C | 21°C | 19°C | 13°C | 8°C | 5°C |
Frequently Asked Questions
Where should I stay in Oregon City?
Make yourself at home in Oregon City by choosing from our most frequently booked neighborhoods. We have over 440 vacation rentals in Two Rivers, over 370 vacation rentals in Rosemont Summit, and over 170 vacation rentals in McLoughlin.
Are there vacation rentals with a dedicated workspace in Oregon City?
Yes! Work meets play with ease at over 80 vacation rentals in Oregon City featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Oregon City?
Four-legged friends are welcome in Oregon City. Choose from more than 40 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Oregon City?
Experience the best of Oregon City with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Oregon City have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Oregon City. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Oregon City?
Oregon City has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Oregon City have air conditioning?
Absolutely! We offer over 50 house rentals with air conditioning in Oregon City. Enjoy a tailored experience with all the comforts you desire.
Do private suite rentals in Oregon City have wifi?
Absolutely! We offer over 10 private suite rentals with wifi in Oregon City. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Oregon City

Total vacation rentals
Explore 130 vacation rentals in Oregon City

Nightly prices starting at
Oregon City vacation rentals start at R514 ZAR per night before taxes and fees

Verified guest reviews
Over 7,850 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
130 of Oregon City vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Oregon City rentals

4.9 Average rating
Oregon City stays are highly rated by guests—averaging 4.9 out of 5!
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- Moda Center
- Laurelhurst Park
- Oregon Zoo
- Timberline Lodge
- Silver Falls State Park
- Providence Park
- Enchanted Forest
- Mt. Hood Skibowl
- The Grotto
- Portland Japanese Garden
- Mt. Hood Meadows
- Wooden Shoe Tulip Festival
- Beacon Rock State Park
- Wonder Ballroom
- Powell's City of Books
- Hoyt Arboretum
- Cooper Spur Family Ski Area
- Tom McCall Waterfront Park
- Wings & Waves Waterpark
- Pumpkin Ridge Golf Club
- Oaks Amusement Park
- Skamania Lodge Golf Course
- Domaine Serene
- Portland Art Museum




