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.

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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
4.96 out of 5 average rating, 155 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.

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 Willamette
5 out of 5 average rating, 100 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
A charming Victorian home with a distinct architectural style is set against a backdrop of blue skies and scattered clouds. A lush garden adorned with vibrant flowers, including daisies and roses, surrounds the front porch, enhancing the home's welcoming exterior.
Home in McLoughlin
4.99 out of 5 average rating, 112 reviews

Victorian Charm for Family or Bridal Getaway

Built two years removed from the last of the covered wagons, this beautiful 1892 Queen Anne Victorian home awaits you! You have the whole house to enjoy, with three queen bedrooms w/en-suite bathrooms, one queen bedroom w/office, two queen sofa beds, and a double futon, all sleeping up to fourteen guests. This very spacious home is a perfect getaway for family gatherings, bridal parties, small retreats, and business travel. *We have a strict cancellation policy. Please buy trip insurance.

Top guest favorite
A comfortable living area features a gray sofa complemented by decorative pillows. A small black side table is positioned beside the sofa. Natural light floods in through large windows, illuminating a neutral-toned interior. The kitchen area is visible in the background, showcasing light wood cabinetry and a white refrigerator.
Apartment in Oregon City
4.99 out of 5 average rating, 124 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!

Superhost
A cozy living area is presented with a large gray sofa and a reclining chair. A flat-screen TV is positioned atop a black metal stand, accompanied by a decorative coffee table. Green accents are added through the throw pillows and a circular area rug.
Apartment in McLoughlin
4.76 out of 5 average rating, 296 reviews

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!

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, 217 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 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
4.92 out of 5 average rating, 180 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
The exterior of a modern container home is framed by lush bamboo and lavender, illuminated by soft outdoor lighting. A deck with a metal railing extends from the home, providing an inviting entryway and a view of the surrounding greenery.
Shipping container in Oregon City
4.98 out of 5 average rating, 164 reviews

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.

Guest favorite
A charming storybook cabin is framed by lush trees, adorned with hanging lights that warm the inviting facade. Flower boxes beneath the windows add color, while a pink door and decorative accents enhance the whimsical aesthetic. An ornamental fence encloses a neat garden area.
Farm stay in Oregon City
4.91 out of 5 average rating, 500 reviews

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!

Top guest favorite
The exterior of a garden studio is illuminated by string lights, creating a warm ambiance at night. An inviting patio features two wooden chairs and floral greenery, while blooming white flowers add a touch of natural beauty to the space.
Guest suite in Milwaukie
4.99 out of 5 average rating, 440 reviews

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.

Guest favorite
A spacious living area features a large sectional sofa with soft cushions and decorative throw pillows. A round coffee table sits nearby, surrounded by colorful area rugs. Large windows provide natural light, and a pool table is visible in the background, enhancing the recreational atmosphere.
Farm stay in Oregon City
4.96 out of 5 average rating, 324 reviews

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.

Top guest favorite
A bright bedroom is highlighted by large windows allowing natural light to fill the space. A spacious bed is centered against a wall, with simple nightstands on each side. A colorful artwork adorns the wall above the bed, and a cozy rug covers the floor.
Guest suite in Willamette
4.99 out of 5 average rating, 282 reviews

Private Casita in Historic Willamette

Located in the highly desired Historic Willamette district of West Linn, this newly-built casita provides a private bedroom and bathroom with its own entrance. Enjoy walking to restaurants, coffee shops, beer pubs, wine bars, and retail shopping all within several blocks, or take a stroll to the Willamette Park just six blocks south.

Popular amenities for Oregon City vacation rentals

When is the best time to visit Oregon City?

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Avg. priceﺩ.ﺇ360ﺩ.ﺇ371ﺩ.ﺇ386ﺩ.ﺇ400ﺩ.ﺇ382ﺩ.ﺇ433ﺩ.ﺇ415ﺩ.ﺇ404ﺩ.ﺇ375ﺩ.ﺇ404ﺩ.ﺇ382ﺩ.ﺇ386
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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 ﺩ.ﺇ110 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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