Oregon City holiday rentals

We found 1,963 holiday rentals — enter your dates for availability
Discover a selection of 25 homes and other holiday rentals in Oregon City that are perfect for your trip. Holiday rentals provide the amenities that you need and want for you and your friends, family or even pets, such as a garden and pool. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Oregon City

Showing deals for:11 Dec - 18 Dec

Our Kitchen on the second level. Double oven is handy for delicious meals!
Foyer and stairs leading up to the second level.
Dining room and adjoining living room w/ 3 ceiling fans - on the second level
Walk score: 97 Step out our front door and experience NE PDXs best neighborhood!
Exceptional
(184 reviews)

THE PORTLAND VILLA - In the heart of NE Portland, Alberta Arts District

Portland

6% off
AU$5,663
for 7 nights, 1 villa
AU$809 per night
includes taxes & fees
THE PORTLAND VILLA - In the heart of NE Portland, Alberta Arts District
Property grounds
Interior
Private kitchen
Dining
Exceptional
(113 reviews)

Great guest house in Portland, Oregon

Portland

5% off
AU$1,765
for 7 nights, 1 home
AU$252 per night
includes taxes & fees
Great guest house in Portland, Oregon
Private kitchen
Exterior
Interior
Interior
Exceptional
(29 reviews)

Huge Luxury Home with huge Deck near Powell Butte Park

Portland

7% off
AU$9,247
for 7 nights, 1 home
AU$1,321 per night
includes taxes & fees
Huge Luxury Home with huge Deck near Powell Butte Park
Log in with your streaming apps to get content on the huge 70" 4k Smart TV.
Private kitchen
Expansive open-concept main floor has room to spare.
Enjoy a sunset cocktail or morning coffee on the roof deck with a stunning view.
Exceptional
(21 reviews)

King Beds, Roofdeck, AC, Best Area with 95 WalkScore

Portland

7% off
AU$5,398
for 7 nights, 1 home
AU$771 per night
includes taxes & fees
King Beds, Roofdeck, AC, Best Area with 95 WalkScore
Exterior
Private kitchen
Living area
Outdoor dining
Exceptional
(11 reviews)

Luxury 4BR Retreat with Hot Tub & Sauna, Walkable

West Linn

8% off
AU$5,227
for 7 nights, 1 home
AU$747 per night
includes taxes & fees
Luxury 4BR Retreat with Hot Tub & Sauna, Walkable
Living room with gas fireplace. Perfect for your movie night.
Cozy Christmas on the farm!
Get outside! Back deck overlooking the backyard and blooming landscape.
Driveway entrance around the front of the house.
Exceptional
(175 reviews)

Cozy Farmhouse on 40 Acre Hazelnut Orchard in Wine Country

Hubbard

8% off
AU$3,586
for 7 nights, 1 home
AU$512 per night
includes taxes & fees
Cozy Farmhouse on 40 Acre Hazelnut Orchard in Wine Country
Dining
Private kitchen
Interior
Living area
Exceptional
(22 reviews)

Spacious 5BR Beaverton Home, Game Room, Near Portland

Aloha

8% off
AU$4,022
for 7 nights, 1 home
AU$575 per night
includes taxes & fees
Spacious 5BR Beaverton Home, Game Room, Near Portland
Room
Interior
Open-concept main floor is perfect for spending time with family and friends
Watch a movie or show on the huge 65” Smart 4k TV in the cozy upstairs lounge.
Exceptional
(28 reviews)

Stunning Remodeled 5-BR Craftsman. 4x King Beds + 2x Twin XL! With AC & Laundry

Portland

7% off
AU$4,677
for 7 nights, 1 home
AU$668 per night
includes taxes & fees
Stunning Remodeled 5-BR Craftsman. 4x King Beds + 2x Twin XL! With AC & Laundry
Room
Private kitchen
Private kitchen
Property grounds
Exceptional
(13 reviews)

Renovated Victorian : King Beds, AC, 95 Walk Score in Best Area.

Portland

7% off
AU$5,012
for 7 nights, 1 home
AU$716 per night
includes taxes & fees
Renovated Victorian : King Beds, AC, 95 Walk Score in Best Area.
Property grounds
Terrace/patio
Interior
Property grounds
Wonderful
(64 reviews)

Stafford River House

West Linn

8% off
AU$3,634
for 7 nights, 1 home
AU$519 per night
includes taxes & fees
Stafford River House
Living area
Living area
Private kitchen
Room
Exceptional
(56 reviews)

Spectacular Choice: Sleeps 6, Your Dog Welcome Too

Tigard

7% off
AU$1,826
for 7 nights, 1 home
AU$261 per night
includes taxes & fees
Spectacular Choice: Sleeps 6, Your Dog Welcome Too
Room
Interior
Private kitchen
Living area
Exceptional
(142 reviews)

Zen Cottage in Close In NE Alberta Arts Area, Sleeps 2 Private and Sanitized!!

Portland

7% off
AU$1,812
for 7 nights, 1 cottage
AU$259 per night
includes taxes & fees
Zen Cottage in Close In NE Alberta Arts Area, Sleeps 2 Private and Sanitized!!
Interior
Living area
Room
Interior
Exceptional
(7 reviews)

Remodeled cozy farmhouse on a 100 acre hazelnut orchard!

Saint Paul

8% off
AU$4,822
for 7 nights, 1 home
AU$689 per night
includes taxes & fees
Remodeled cozy farmhouse on a 100 acre hazelnut orchard!
Living room to entry access
Exterior detail
36" Kitchen Aid french door fridge H20 & ice, windows to hot tub.
Tiled entry with original wood trim.
Excellent
(9 reviews)

Gorgeous private home! Central Air 4 beds, hot tub, patio, designer furnishings

Portland

7% off
AU$4,100
for 7 nights, 1 home
AU$586 per night
includes taxes & fees
Gorgeous private home! Central Air 4 beds, hot tub, patio, designer furnishings
Room
Property grounds
Living area
Property grounds
Exceptional
(16 reviews)

Charming and minimal with private Backyard ADU 1-bedroom, 1-Bath. Tesla Charger

Portland

7% off
AU$1,719
for 7 nights, 1 home
AU$246 per night
includes taxes & fees
Charming and minimal with private Backyard ADU 1-bedroom, 1-Bath. Tesla Charger
Private kitchen
Exterior
Property grounds
Room
Exceptional
(65 reviews)

Inviting Designer Cottage

Portland

5% off
AU$2,940
for 7 nights, 1 home
AU$420 per night
includes taxes & fees
Inviting Designer Cottage
Fully Equipped Kitchen with Modern Appliances
Cozy Living Room
Plenty of Space to Run; Fully Fenced for your 4 legged family member.
Indoor Dining
Exceptional
(64 reviews)

A Grand House

Vancouver

8% off
AU$2,319
for 7 nights, 1 home
AU$331 per night
includes taxes & fees
A Grand House
Living Room from entry way looking to French doors to deck.
Our home on a snowy day in winter
Stairways to path to enter house/ Six steps, inclined path and another two step
Living room looking at front door
Exceptional
(175 reviews)

Sunny 1400 SQFT Dutch Colonial in Portland Heights - 5 min to downtown, NW 23rd

Portland

7% off
AU$2,324
for 7 nights, 1 home
AU$332 per night
includes taxes & fees
Sunny 1400 SQFT Dutch Colonial in Portland Heights - 5 min to downtown, NW 23rd
Terrace/patio
Games room
Dining
Room
Exceptional
(15 reviews)

Charming 4-bedroom house with entertainment and hot tub in Troutdale

Troutdale

7% off
AU$3,154
for 7 nights, 1 home
AU$451 per night
includes taxes & fees
Charming 4-bedroom house with entertainment and hot tub in Troutdale
Interior
Living area
Room
Private kitchen
Exceptional
(17 reviews)

Private, comfy and cozy apartment in family neighborhood

Oregon City

8% off
AU$1,151
for 7 nights, 1 apartment
AU$164 per night
includes taxes & fees
Private, comfy and cozy apartment in family neighborhood
Private kitchen
Terrace/patio
Exterior
Property grounds
Exceptional
(153 reviews)

Lovely "Wine Country Casita" - Private Guesthouse, Beautiful Views

Sherwood

8% off
AU$1,737
for 7 nights, 1 room
AU$248 per night
includes taxes & fees
Lovely "Wine Country Casita" - Private Guesthouse, Beautiful Views
Private kitchen
Living area
Living area
Bathroom
Exceptional
(5 reviews)

Cozy ADU with AC in charming Oregon City

Oregon City

9% off
AU$1,925
for 7 nights, 1 apartment
AU$275 per night
includes taxes & fees
Cozy ADU with AC in charming Oregon City
Sunset Magazine's Award winning Small House, September 2014.
Living area
Living area
Private kitchen
Exceptional
(110 reviews)

PDX Eco Cottage Guesthouse

Portland

7% off
AU$2,047
for 7 nights, 1 home
AU$292 per night
includes taxes & fees
PDX Eco Cottage Guesthouse
Living area
Dining
Property grounds
Interior
Exceptional
(15 reviews)

Charming 1-bedroom apt; cleaned with non-toxic, plant based cleaning products

Milwaukie

9% off
AU$1,401
for 7 nights, 1 apartment
AU$200 per night
includes taxes & fees
Charming 1-bedroom apt; cleaned with non-toxic, plant based cleaning products

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    Enjoy full kitchens, laundry, pools, gardens and more

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    More space, more privacy, more amenities — more value

The friendly area of Oregon City awaits your stay

The riverfront and waterfalls provide a pleasant backdrop to your holiday home in Oregon City. This welcoming and walkable city entices travellers with its shopping and restaurants. Oregon Convention Center and Moda Center are just a couple of the must-see attractions in the area. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Oregon City

Are you hoping to find things to do in the area? Venture out of your cosy holiday rental and check out everything that makes Oregon City a one-of-a-kind holiday spot. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Oregon Golf Club (3.6 mi / 5.8 km)
  • Oswego Hills Vineyard and Winery (3.9 mi / 6.2 km)
  • Oaks Amusement Park (8.4 mi / 13.5 km)
  • Wilsonville Family Fun Center and Bullwinkle's Restaurant (8.5 mi / 13.7 km)
  • Charbonneau Golf Course (8.8 mi / 14.2 km)
  • Langdon Farms Golf Club (9.7 mi / 15.6 km)

Exploring the natural landscape of Oregon City

Whether you're looking for adventure or just want to spend some time taking in the scenery, Oregon City is a great spot to appreciate mother nature. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Willamette Falls (0.7 mi / 1.2 km)
  • Clackamas River (3.9 mi / 6.3 km)
  • Westmoreland Park (7.7 mi / 12.4 km)
  • Sellwood Riverfront Park (8.1 mi / 13.1 km)
  • Wilsonville Memorial Park (8.4 mi / 13.5 km)
  • Crystal Springs Rhododendron Garden (8.5 mi / 13.7 km)

Transport options to and around Oregon City

The nearest airport is in Portland International Airport (PDX), located 16 mi (25.7 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into Salem, OR (SLE-McNary Field), which is 36.8 mi (59.2 km) away.

If you'd rather travel by train, the main station serving the city is Oregon City Station.

Frequently asked questions

What is the best area to stay in Oregon City when booking a holiday rental?
When booking a holiday rental in Oregon City, one of the best areas to consider is the historic downtown vicinity. This charming neighbourhood is not only rich in history but also offers easy access to a variety of local attractions. You can explore the fascinating Oregon City Municipal Elevator, which provides stunning views of the Willamette Falls, one of the largest waterfalls in North America. Additionally, the nearby McLoughlin House, a beautifully preserved historical site, gives visitors insight into the area's pioneer past.Another appealing area is the Canemah neighbourhood, known for its natural beauty and scenic trails. Here, you can immerse yourself in the outdoors, with the stunning Canemah Bluff Nature Park offering picturesque hiking paths and viewpoints. This area tends to have a good selection of properties, suiting different preferences and budgets, allowing you to find a comfortable base for your stay.
Where are the best Oregon City ski resort rentals?
For ski resort rentals near Oregon City, the closest option is the Mount Hood area, which is approximately an hour's drive away. The charming town of Government Camp serves as a popular base for visitors looking to enjoy the slopes. Here, travellers can find a variety of rental properties, including cosy cabins and spacious chalets. Many of these accommodations come equipped with essential amenities such as fully stocked kitchens, fireplaces, and outdoor decks to soak in the stunning mountain views.In Government Camp, some properties are conveniently located near ski lifts, allowing for easy access to the skiing and snowboarding opportunities on Mount Hood. Larger groups may prefer multi-bedroom lodges that offer communal spaces for gatherings, alongside features such as hot tubs and game rooms for après-ski relaxation.Additionally, the nearby Timberline Lodge, a historic landmark, offers unique lodging options and a chance to experience the rich history of the area. Rentals in this vicinity often provide quick access to both winter sports and beautiful hiking trails during the off-season.
What is the most popular type of holiday rental accomodation in Oregon City?
In Oregon City, holiday houses are the most popular type of holiday rental, with around 64 available in the area. These spacious homes are typically situated in residential neighbourhoods, providing a comfortable and homely atmosphere. Most holiday houses come equipped with multiple bedrooms, fully stocked kitchens, and outdoor spaces, making them ideal for families or groups. Additionally, there are approximately 28 apartments in the city, which often feature amenities like modern kitchens, living areas, and sometimes balconies or patios for enjoying the surroundings. For those seeking a more rustic experience, there are about 12 cottages, as well as several campsites and cabins available, appealing to nature lovers and those looking for a peaceful retreat.
Are there any family house rentals in Oregon City?
In Oregon City, there are numerous family-friendly house rentals available, specifically around 18 options for visitors to consider. This charming city, known for its rich history and scenic locations, offers families a variety of homes suitable for their needs. Many properties come equipped with spacious living areas, full kitchens for making family meals, and outdoor spaces where children can play safely.Locations like the historic downtown area provide easy access to local attractions, including the Oregon City Municipal Elevator and the beautiful Willamette Falls, which are ideal for family outings. Additionally, some homes may feature amenities such as Wi-Fi, air conditioning, and even lush gardens for relaxation.
Are there pet-friendly house rentals in Oregon City?
In Oregon City, there are several pet-friendly house rentals available, offering a comfortable stay for travellers with pets. Many of these holiday homes can be found in residential neighbourhoods that provide an inviting space for families and their furry companions. The rentals typically feature amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces like gardens or patios where pets can enjoy the fresh air.Additionally, the nearby Clackamas River provides scenic trails for walking and exploring with pets, making it a great location for outdoor enthusiasts. With local parks and green spaces, Oregon City is an ideal spot for those looking to combine convenience with pet-friendly accommodations.
Are there any remote work holiday rentals in Oregon City?
In Oregon City, there are numerous holiday rentals suitable for remote work, with around 92 options available. This charming city, known for its historical significance and beautiful natural surroundings, provides a conducive environment for working remotely. Many properties come equipped with reliable Wi-Fi, ensuring that guests can stay connected while enjoying their stay.Travellers can expect a variety of amenities tailored for remote work, such as dedicated workspaces, comfortable seating areas, and sometimes even serene outdoor settings that allow for a change of scenery during breaks. The proximity to local cafes and parks also offers great alternatives for those looking to work outside their rental.Oregon City is not only rich in history, featuring attractions like the Oregon City Municipal Elevator and the End of the Oregon Trail Interpretive Centre, but it also offers easy access to nature, with nearby hiking trails and scenic views of the Willamette River. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Oregon City?
In Oregon City, popular holiday rentals typically feature a range of amenities that cater to the needs of travellers. Most properties include well-equipped kitchens, allowing guests to prepare their own meals, and many offer outdoor decks or patios for enjoying the fresh air and views. Onsite parking is commonly available, providing convenience for those travelling by car. Additionally, you'll often find amenities such as coffee and tea makers for a warm beverage to start the day, as well as travel cribs for families with young children.
When is the best time to visit Oregon City for a holiday rental?
The best time to visit Oregon City for a holiday rental is during the peak season from May to July, with July being the most popular month. This vibrant period attracts a wave of visitors eager to explore the area's rich history and stunning natural beauty. With warm temperatures ranging from 15 to 30 degrees Celsius, it's an ideal time for outdoor activities, sightseeing, and enjoying the scenic views along the Willamette River.During these summer months, you'll find numerous events and festivals that celebrate the local culture, providing plenty of opportunities to immerse yourself in community activities. The weather is superb for hiking in the nearby parks or enjoying leisurely strolls through the historic downtown area, where charming shops and delightful eateries await.If you're looking for a more budget-friendly option, consider visiting in December. While this month falls outside the high tourist season, it offers a unique charm as the city glistens with holiday decorations. It's a quieter time to explore the area, and you'll find great value in holiday rentals that still allow you to enjoy the warm hospitality of Oregon City.Ultimately, the choice of when to visit Oregon City depends on whether you prefer the bustling energy of summer or the tranquil atmosphere of the holiday season.
What are the top attractions in Oregon City?
In Oregon City, visitors can explore a variety of attractions that highlight its rich history and natural beauty. The Oregon City Historic District features the iconic Oregon City Municipal Elevator, which offers stunning views of the Willamette River and the surrounding area. The district is also home to the interesting End of the Oregon Trail Interpretive Centre, where guests can learn about the history of the Oregon Trail through engaging exhibits and outdoor displays.Nature lovers will appreciate the nearby Clackamette Park, where they can enjoy scenic views and recreational activities along the river. For those interested in waterfalls, the stunning Willamette Falls, one of the largest waterfalls in the country, is a must-see, offering a beautiful backdrop for photos and a glimpse into the area's natural landscape.The local shops and restaurants in downtown Oregon City provide a charming atmosphere for visitors looking to enjoy a meal or find unique souvenirs.
Are all fees included in the Oregon City holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Oregon City holiday homes with parking?
Stayz offers a wide selection of holiday homes in Oregon City with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Oregon City holiday homes?
You can find great discounts on holiday homes in Oregon City on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Oregon City holiday home booking on Stayz?
To find Oregon City holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Oregon City?
A long-stay holiday home in Oregon City is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Oregon City holiday home?
Book your Oregon City holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Oregon City?
Prices for holiday homes in Oregon City vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Oregon City to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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