Vacation rentals in Oregon City

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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 ﺩ.ﺇ 110 per night before taxes and fees

  • Verified guest reviews

    Over 8,740 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    120 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

  • 4.8 Average rating

    Oregon City stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated vacation rentals in Oregon City

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
An open living area features wooden ceiling beams and large windows that offer views of the surrounding trees. A comfortable sofa sits beside a wooden table. The kitchen area includes modern appliances and white cabinetry, enhancing the space's functionality.
Guesthouse in West Linn
4.97 out of 5 average rating, 182 reviews

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.

Guest favorite
The entrance features a covered porch with a wooden frame and decorative pillars. Colorful flower baskets and potted plants adorn the space, while a bench rests on the wooden deck. Large windows provide visibility into the home, enhancing the welcoming appearance.
Home in Clackamas
4.85 out of 5 average rating, 262 reviews

Miranda's Lodge- cozy place with hot tub

Miranda's farm has been popular camping destination place in Molalla, OR during the summer. We decided to open Farm Lodge that will be welcoming guests all year around and close to the city, only 10min downtown Portland, 15min Airport. This dream home has been created with lots of love, imagination and farm style décor. Its cozy, sunny, happy, comfortable and healthy home, close to shopping and restaurants. Private entrance and fenced yard. Everything is brand new, you will want to stay forever.

Top guest favorite
A stunning log home is surrounded by lush greenery and features an expansive front porch with large windows that allow natural light inside. The property is well maintained, showcasing a driveway bordered by manicured lawns and mature trees, providing a welcoming entrance.
Home in West Linn
5 out of 5 average rating, 113 reviews

Knotty Pine - Log Home

Located in the heart of historic Willamette district in West Linn is a beautiful log home situated on 1.3 acres. Short walk to Willamette park (next to the river), walk to shops & restaurants. Private entrance, easy parking. Apartment is on one level, no stairs (800 square feet). Living room, full size kitchen and two bedrooms. Master- king size bed and Guest room - double bed, no closet. Includes a laundry room . Great for extended stay. Close to I-205, 25 min. to PDX and downtown Portland.

Top guest favorite
Apartment in Oregon City
4.99 out of 5 average rating, 149 reviews

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!

Top guest favorite
A tranquil guest house is nestled alongside a serene river, framed by tall trees with autumn foliage. Sunlight filters through the leaves, illuminating the exterior of the house while reflecting off the calm water, creating a peaceful ambiance.
Guesthouse in Clackamas
4.97 out of 5 average rating, 293 reviews

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!!

Top guest favorite
A stunning sunset casts vibrant colors across the sky, creating a backdrop for the tiny house built with natural cedar siding. The silhouette of Mt. Hood is visible in the distance, framed by lush greenery and a pathway leading to the entrance.
Tiny home in Sandy
4.95 out of 5 average rating, 1,270 reviews

Mt Hood View Tiny House!

Sandy’s first and only Tiny House! Located just one mile from Hwy 26, this unique tiny home sits on 23 acres, offering a peaceful, private setting with easy access to Mt. Hood adventures. The tiny house has its own space and stunning Mt. Hood views, with our main home visible but not impacting your privacy. Designed around a custom moving window wall system, it opens fully to the outdoors, bringing the mountain right into your stay for unforgettable sunrises, sunsets, and true Mt. Hood magic.

Top guest favorite
A modern green-luxury container home is set amidst a lush bamboo grove with soft landscape lighting. Large windows provide a view into the interior, while a quiet deck is accessible from the home, surrounded by natural greenery and a serene sunset backdrop.
Apartment in Oregon City
4.98 out of 5 average rating, 202 reviews

Bamboo & Lavender Luxury Container Retreat w/ View

Tucked inside a private bamboo grove and lavender field, Black Box Retreat is a brand-new luxury container home with sweeping valley views. Watch hummingbirds nest in the bamboo, deer graze at dusk, and sunsets turn golden from your private deck and fire pit. Inside, enjoy luxury finishes, room-darkening shades, a full kitchen, and dedicated workspace — perfect for couples, solo travelers, or groups of up to 3. World-class hiking, wineries, and the Oregon coast are just a short drive away.

Guest favorite
A charming blue cottage is framed by a welcoming front porch with wooden railings. Lush green plants and purple flowers decorate the landscape. An American flag is displayed on the railing, and a car is parked in the driveway alongside the property.
Bungalow in Gladstone
4.91 out of 5 average rating, 194 reviews

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.

Top guest favorite
A bright, modern room features a Queen Murphy bed with crisp white linens and yellow accent pillows. Two windows allow natural light, with views of a fenced outdoor space, enhancing the airy atmosphere. A small built-in sofa is positioned beside the bed, offering additional seating.
Guest suite in Milwaukie
4.99 out of 5 average rating, 330 reviews

Room In Between

Private and secure entrance to this modern and 5-Star space! Comfortable Queen Murphy bed that converts to a sofa. Fast Wifi and Smart TV w/access to Netflix & Prime Video. Fenced yard with security gate entrance, off of private paved driveway, to lead you to your own private patio & room entrance. Self check-in is at 2pm or later. Check out is 11am. No pets. Smoking allowed on the outside patio only. Flat entrance pathway is well lit from your parking space to your room & patio.

Guest favorite
A welcoming entrance features a vibrant red door bordered by large planters filled with green plants. Flanking the sides are bamboo and ferns, creating a calming atmosphere. The pathway leads to the entrance, showcasing a serene, nature-inspired setting.
Cottage in West Linn
4.94 out of 5 average rating, 497 reviews

Sunlit Oasis

This private, renovated art studio has skylights and quiet views of nature. As an interior designer, I loved creating a space that is as much an experience as a night away from home...and only 10 miles from downtown Portland! Please be advised that until September 2026, there will be construction on three homes behind our cottage. Work can begin at 7:00AM-7:00PM Mon-Fri., 9:00AM-5:00PM Sat.-Sun. There could be noise during those hours, which is out of our control.

Top guest favorite
A single-story house with a welcoming front porch is surrounded by a lush, green lawn. The exterior features a mix of white siding and dark roofing, with two garage doors on one side. Tall trees provide a natural backdrop, enhancing the tranquil setting.
Home in Lake Oswego
4.96 out of 5 average rating, 154 reviews

Completely updated home in Lake Oswego!

I have a 3 bedroom, 2 full bath house with a family room, dinning area & open kitchen. The master has a king bed, the other two have queen beds, I also have an air mattress if additional sleep space is needed. All bedrooms have closets & TVs, there is a desk and chair for a work space if needed in garage. High speed internet and a fully fenced in back yard with a covered space, table and chairs for relaxing or entertaining.

Guest favorite
A serene view of the river at sunset is captured, with vibrant colors reflecting off the water. Lush greenery lines the riverbanks, creating a natural border. The scene illustrates a tranquil atmosphere, ideal for relaxation and connection with nature.
Cottage in West Linn
4.94 out of 5 average rating, 115 reviews

Willamette Riverfront Cottage near Portland

A private riverfront cottage on the Willamette in West Linn — 15 minutes to Portland, across from the great blue heron rookery. River views, resident wildlife, a fire pit, fast fiber Wi-Fi, and a fenced pet-friendly yard. A curated pillow bar, cafe-grade coffee bar, and a true work setup make it ideal for a slow reset or a longer stay. Rates vary by season; final pricing shows when you select dates.

Popular amenities for Oregon City vacation rentals

When is the best time to visit Oregon City?

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Frequently Asked Questions

  • What are the best places to stay in Oregon City?

    Oregon City has comfortable stays around its historic downtown, scenic riverside, and nearby residential neighborhoods. Many vacation rentals include family-friendly amenities, and options are available for larger groups or those traveling with pets.

  • What are the best things to do in Oregon City with kids?

    Families often explore Willamette Falls, hands-on exhibits at local museums, and nearby parks with playgrounds and walking trails. Seasonal farmer’s markets and community events welcome visitors of all ages.

  • What are some of the best things to do in Oregon City?

    Explore Willamette Falls, wander historic Main Street, and visit museums highlighting the Oregon Trail’s history. Outdoor parks around the riverfront and community markets are frequently suggested for a local experience.

  • How is the weather in Oregon City?

    Oregon City has cool, rainy winters around 36–47°F (2–9°C), and sunny, warmer summers between 58–82°F (15–28°C). Spring and fall bring mild temperatures and occasional showers, so a rain jacket and layers are useful year-round.

  • When is the best time to visit Oregon City?

    Late spring through early fall is often recommended for milder temperatures and fewer rainy days. Summer sees regional festivals, outdoor markets, and popular hiking opportunities.

  • What are the best places to visit in Oregon City?

    Visitors frequently explore the Oregon City Municipal Elevator, Willamette Falls, and the Museum of the Oregon Territory. Downtown’s historic Main Street and local parks make for popular stops.

  • What are some hiking trails in Oregon City?

    Enjoy walking or hiking at Clackamette Park or take in views at the Canemah Bluff Nature Park. Trails here are often tree-lined with river views and accessible paths suited for varied skill levels.

  • What are some family activities we can do in Oregon City?

    Explore interactive history at museums, stroll riverfront parks, and attend community markets or seasonal festivals. Many spots have playgrounds and open spaces for kids to enjoy.

  • What are some of the best day trip ideas from Oregon City?

    Day trips often include exploring Portland’s urban offerings, historic towns like Milwaukie, or hiking in nearby forests and waterfalls. Wine country and scenic drives through rural valleys are widely suggested for local flavor.

  • Are there any pet friendly accommodations available in Oregon City?

    There are pet-friendly stays throughout Oregon City, especially in residential areas and near riverfront parks. Vacation rentals often feature yards or easy access to walking trails for dogs.

  • What are some local tips for visiting Oregon City?

    Locals recommend comfortable shoes for walking the historic downtown and an umbrella or rain jacket, especially outside summer. Exploring the riverside, enjoying local markets, and chatting with shopkeepers can give insight into Oregon City’s community.

  • What is Oregon City known for?

    Oregon City is known for its Oregon Trail history, the distinctive Municipal Elevator, and Willamette Falls. The city has a vibrant riverfront, locally rooted museums, and strong ties to early western settlement.

  • What are the best hidden gems to explore in Oregon City?

    Explore Canemah Cemetery for quiet history, visit smaller neighborhood parks, or browse local artisan shops along Main Street. The city has unique public art installations and often hosts pop-up events.

  • What are the best foods to try in Oregon City?

    Sample Pacific Northwest flavors—locally sourced produce, fresh salmon, and hearty chowders—at downtown cafes and restaurants. Seasonal farmer’s markets and bakeries around the city are popular with residents.

  • What should I bring for a trip to Oregon City?

    Pack layers and a rain jacket, regardless of season, and comfortable walking shoes. If visiting local parks or markets, a reusable water bottle and small backpack make outings easier.

  • What is the nightlife in Oregon City like?

    Nightlife in Oregon City centers around casual bars, restaurants with live music, and small venues hosting performances. Some downtown spots feature locally brewed drinks and open mic nights.

  • What are the most popular events or festivals in Oregon City?

    Oregon City has community festivals in the warmer months, along with farmers markets that welcome locals and visitors throughout much of the year. Some events focus on local history, art, and seasonal celebrations.

  • Are there family friendly vacation rentals in Oregon City?

    Oregon City has many family-friendly vacation rentals, often in quiet neighborhoods or near parks. Rental homes typically provide extra space, kitchens, and easy access to popular family activities.