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Oregon City vacation rentals

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Top-rated vacation rentals in Oregon City

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

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Guesthouse in West Linn

4.95 out of 5 average rating, 115 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.

Rental unit in Oregon City

4.79 out of 5 average rating, 119 reviews

Lovely 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!

Farm stay in Hillsboro

5 out of 5 average rating, 403 reviews

Oakwood Gardens Studio •Alpaca Farm• Wine Country

Experience an immersive farm adventure on 70-acres in the quaint community of Scholls, while being close to quality markets and great restaurants. The Willamette Valley is recognized as one of the best Pinot Noir producing regions in the world with exceptional vineyards to tour. Enjoy hand-feeding alpacas and exploring paths in enchanting gardens and natural wetlands. Offering six private accommodations, just 14 miles from Portland. Please read details prior to making an inquiry or booking.

Guesthouse in Milwaukie

4.88 out of 5 average rating, 168 reviews

Milwaukie Riverfront Guest House

Incredibly majestic river-front guest house. This is the ultimate romantic getaway and peaceful retreat. Large windows and double french doors look out on the Willamette river from the cottage living room and loft sleeping area. It includes a semi-private rocky beach, and a large manicured lawn with fire pit. Kayaks are available for use, and guests are welcome to bring their own too! The guesthouse has its own drive-way, and is completely separate from the main-house grounds for privacy.

Shipping container in Oregon City

4.96 out of 5 average rating, 105 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 suite in Milwaukie

4.95 out of 5 average rating, 162 reviews

Riverside Cottage Apartment.

Charming cottage apartment on a hill next to the Willamette River, 30 mins from downtown Portland. Relax, and enjoy the quiet and peaceful surroundings. Fully stocked kitchen. Fast wifi at 50 Mbps. Cozy inside in the wintertime, also with a park-like setting with walking access down the lush backyard to the river where you can enjoy swimming, fishing, kayaking, and bird watching. You can use the shared recreation room with ping pong, pool table, shuffleboard, and weights.

Guest suite in Milwaukie

4.99 out of 5 average rating, 339 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.

Farm stay in Oregon City

4.96 out of 5 average rating, 245 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.

Guest suite in West Linn

4.96 out of 5 average rating, 351 reviews

Studio in-law suite just south of PDX

Recently updated pricing and NOW NO CLEANING FEES! Quiet basement studio with efficiency kitchen and full bath with rain shower. Located a short distance south of downtown Portland, West Linn is a quiet suburb on the Willamette River. Our home is walkable to a great pub, groceries and other restaurants. This listing includes a lofted queen bed with charming barn door for privacy.

Cabin in Estacada

4.98 out of 5 average rating, 315 reviews

Creekside Cozy Cabin

Nestled among tall cedars, you'll find the Creekside Cozy Cabin a perfect place to relax and enjoy its calm surroundings. While there are neighbors on both sides of the cabin, you still get that country feel away from the city. We are 20 miles from PDX Airport and 21 miles from Downtown Portland, but the drive out to the cabin is worth every mile.

Rental unit in Oregon City

4.93 out of 5 average rating, 495 reviews

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).

Guest suite in West Linn

5 out of 5 average rating, 239 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.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Oregon City vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Oregon City's top sights

End of the Oregon Trail40 locals recommend

Willamette Falls38 locals recommend

The Highland Stillhouse31 locals recommend

Market of Choice - West Linn, OR22 locals recommend

Oregon City Municipal Elevator19 locals recommend

Safeway19 locals recommend

Other great vacation rentals in Oregon City

Cabin in Corbett

4.85 out of 5 average rating, 179 reviews

The Pines & Cherries Cabin Retreat in the Gorge

Home in Oregon City

5 out of 5 average rating, 20 reviews

Rural Country Home

Cottage in Portland

4.99 out of 5 average rating, 527 reviews

Cozy Vintage Cottage in the Woods

Guesthouse in Canby

4.95 out of 5 average rating, 198 reviews

Cozy Country Bungalow

Guesthouse in Portland

4.97 out of 5 average rating, 596 reviews

The Westmoreland Lighthouse - Private studio in SE

Home in Happy Valley

4.95 out of 5 average rating, 123 reviews

1000+ sq private 2b1.5b unit in gated area

Rental unit in Oregon City

4.85 out of 5 average rating, 41 reviews

Oregon City Historic District Apartment

Rental unit in Oregon City

4.99 out of 5 average rating, 82 reviews

Private, comfy & cozy apartment in OC neighborhood

Quick stats about vacation rentals in Oregon City

Total rentals
130 properties
Total number of reviews
6.5K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Wifi availability
130 properties include access to wifi

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 350 vacation rentals in Rosemont Summit, over 180 vacation rentals in Rivercrest, and over 440 vacation rentals in Two Rivers.
Are there vacation rentals with a dedicated workspace in Oregon City?
Yes! Work meets play with ease at over 90 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 50 vacation rentals for guests traveling with pets.
How much does it cost to stay in private suite rentals in Oregon City?
Experience the best of Oregon City with our private suite rentals, starting at about $40 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 50 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 60 house rentals with air conditioning in Oregon City. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oregon City have wireless internet?
Absolutely! We offer over 70 house rentals with wireless internet in Oregon City. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore