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 G$6,275 GYD 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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Guest favorite
A modern kitchen is equipped with sleek white cabinetry and a blend of essential appliances. A stainless steel sink is positioned next to a granite countertop, with a microwave and stovetop oven above a black oven. Natural light streams in, highlighting the organized workspace.
Tiny home in Oregon City
4.86 out of 5 average rating, 111 reviews

Luxury Custom Boutique Tiny House ✨

Tiny house luxury in historic Oregon City. WiFi, A/C, covered patio, string lights, picnic table and fire pit in friendly, walkable, park-filled neighborhood. Farm sink and dishwasher in fully stocked kitchen. Tile bathroom with traditional size porcelain toilet. Queen bedroom with heated mattress pad and plush linens, sliding barn door closure including private Roku tv. 2 bunk beds with phone/outlet cubby. Roku tv in living space with countless streaming options. Private parking. Coffee/tea

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
5.0 out of 5 average rating, 112 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
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, 180 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 County
4.85 out of 5 average rating, 260 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
Apartment in Oregon City
4.99 out of 5 average rating, 148 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 modern living area features a gray sectional sofa, positioned near large windows that invite natural light. A cozy, black gas fireplace adds warmth to the space, complemented by a round, textured pouf on the floor.
Guest suite in Gladstone
4.95 out of 5 average rating, 116 reviews

Top of the World - Apartment near PDX w/ AC

This relaxing, private suite is perfect for your stay! Our organized space includes high-speed wifi, a gas fireplace, and even a washer and dryer. The kitchen is fully equipped with a dishwasher, fridge, Nespresso coffee maker, hot plate, cookware, and a three-in-one microwave/air fryer/mini baking oven. You have your own entrance and the space to yourself. Guests find the location very convenient and we often hear that the space feels comfortable, homey, and that we've "thought of everything!"

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, 292 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!!

Guest favorite
A well-maintained path leads to the entrance of the cottage, surrounded by lush greenery and vibrant flowering shrubs. The rustic exterior is complemented by a sunlit porch, offering a welcoming entryway into a tranquil outdoor space.
Cottage in West Linn
4.88 out of 5 average rating, 202 reviews

The Bee Cottage

Welcome to The Bee Cottage! This cozy cottage is nestled in the woods overlooking a beautiful sun-filled meadow situated on 5 private acres adjacent to Mary S. Young Park. In this quiet and pastoral setting you'll see deer wandering in the orchard and on the other side of the meadow are honeybee hives tended to by the host. It’s a separate home with a fully stocked kitchen, an outdoor deck and barbecue great for entertaining just 3 blocks from Cedar Oaks Park/Boat Ramp on the Willamette River.

Top guest favorite
A single-level home is presented, featuring a light blue and gray exterior with a combination of brick and siding. The front yard is manicured with greenery, and a driveway leads to a two-car garage. A clear blue sky serves as the backdrop.
Home in Clackamas County
5.0 out of 5 average rating, 164 reviews

Peaceful Spacious Single Level Home

Look no further if you are looking for a clean & spacious home with all the amenities for a comfortable stay. Single level with a walk in ADA shower in the primary bathroom. Dedicated office/den with excellent wifi. Remote work & family friendly. 5 minutes away from the Clackamas mall, Costco warehouse/gas, Target, REI, restaurants, Kaiser hospital. Clackamas is a suburb of Portland, only 25 min. drive of downtown and airport. *Co-hosts conveniently live nearby to assist whenever needed

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 unique building with a wooden shingle exterior is complemented by a vibrant mural featuring a flower and a bird. Multiple windows allow natural light into the structure, while a small outdoor seating area is visible near the entrance.
Farm stay in Oregon City
4.94 out of 5 average rating, 478 reviews

Artistic Boho Romantic Woodshed

This warm and cozy close-in country sanctuary is like nothing you've EVER seen! If you like glamping, then look no further! The fire pit, creative décor, A/C mini split, table/chairs, the 'bathroom' is a weekly serviced clean and private portapotty (equals most of cleaning fee), cold water sink, outdoor covered heated shower, TV, WIFI AND Highland cows you can feed! We welcome ALL colors, religions, LGBTQ , Cannabis and Cigs OK by fire pit only.

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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$18,407 GYDG$19,662 GYDG$19,244 GYDG$22,800 GYDG$21,754 GYDG$24,683 GYDG$23,637 GYDG$23,009 GYDG$21,336 GYDG$21,336 GYDG$22,382 GYDG$21,127 GYD
Avg. temp5°C7°C9°C12°C15°C18°C21°C21°C19°C13°C8°C5°C

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.

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