Vacation Rentals By Owner In Oregon City, OR

A private 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.

Mobile Home

Luxe Container Getaway with Viewn

Oregon City, Oregon, United States

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Bath

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Exceptional(6)

$92.54

Escape to this adorable house in picturesque Oregon City. This marvelous property features 2 cozy bedrooms - one with a queen bed and the other with a twin XL bed. The bathroom includes a relaxing bathtub and a convenient hair dryer. With amenities like WiFi, heating, and a washing machine, guests will feel right at home. You're sure to make fantastic memories with a stay at our place.

Charming 2-bedroom house in lovely Oregon City with AC, WiFi

Oregon City, Oregon, United States

Bed

Bath

Sleeps

Exceptional(2)

$202.1

Welcome to your private getaway in the heart of Oregon City!brThis newly renovated basement apartment (ADU) 2-bedroom, 1-bath, offers the perfect blend of history, charm, and modern convenience. Nestled in a quiet residential neighborhood just blocks from downtown, it’s the ideal spot for a relaxing getaway or a home base while exploring old town Oregon City or the Portland metro area.brPerfect for couples, small families, or solo travelers, this cozy and quiet space offers everything you need for a comfortable stay—including a Full kitchen, 3 Smart TV’s, and reliable WiFi. Please note: This is a basement unit with lower-than-average ceilings (approximately 6'4 in most areas and 6’1” in the lower areas)—taller guests, take note! brAccess is down the steps on the side of the home and through the backyard to the separate entry point.brThe Space:br - 2 Bedrooms:br – 1 Queen Bedbr – 1 Full Bedbr - 1 Full Bathroom stocked with towels, soaps, and basic toiletriesbr - Full Kitchen with stove, oven, microwave, fridge, and Keurig machinebr - Help yourself to coffee, tea, and hot chocolate!br - High-speed WiFibr - Smart TV with streaming access (1 in Main room and 1 in each bedroom)br - Shared backyard spacebrbrGuest Access:br - Entire basement apartment (private entry through backyard)br - Self check-in via smart lock (Key pad)br - Street parking available directly in front of the homebrbrLocation Highlights:br - 12 - minute walk to downtown Oregon City/Waterfront br - 3 minute drive to Main st, Oregon City, or 20 minute drive to Portlandbr - Close to Willamette Falls, Clackamas River, and hiking trailsbr - Easy access to Willamette Valley wineriesbrbrOther Things to Note:br - Ceilings are low (approx. 6'4 in most areas and 6’1 in low sections)—please consider this before bookingbr - Pets considered with prior approvalbr - No smoking on propertybr - While the unit is private, you may occasionally hear some footsteps or light noise from the main house upstairs - We do our best to keep things quiet and respectful!brbrEnjoy the privacy and convenience of your own space while being just steps from the charm and character of Oregon City’s historic core. Book your stay today!

Cozy 2-bedroom basement ADU in charming Oregon City with WiFi & AC

Oregon City, Oregon, United States

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Bath

Sleeps

Exceptional(3)

$353.43

Relax in this beautifully updated 2-bedroom + bonus room home in a walkable Oregon City neighborhood. Blending historic charm with modern comforts, it sleeps up to 8, perfect for professionals, couples, or families. Enjoy easy access to dining, shopping, parks, the library, and Willamette Falls Medical Center. Unwind in spacious living areas, or cook in the fully stocked kitchen. The huge bonus room is perfect for additional guests. Experience the best of Oregon City from this inviting retreat.brbrPlease note:brbrBedroom 3 is a large bonus rooms, accessible via stairs from the living/dining area. There is no door. It house two trundle beds. One is always made up as a king, the other as a twin. The twin can also be pulled opened to create a king size. Should you need to open it, there is clean bedding located in the trundle drawer.brbrThis property has a separate basement unit with a separate entrance and is occupied by a long-term tenant. The yard and patio area remain exclusively for your use. The driveway is reserved for the long-term tenant, and we kindly ask that you utilize the abundant on-street parking. Thank you for your understanding.

Bright & Airy 3-bedroom house with AC in charming Oregon City

Oregon City, Oregon, United States

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Bath

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$180.57

Located minutes away from downtown Oregon City, our two bedrooms house offers a cozy nest for you to sleep and relax. You will have your own private entry way, full kitchen and bathroom, patios bistro table & bbq grill. The house is convenient located near handful amazing restaurants, fun shopping and services just blocks away. Close to Willamette River, Clackamas Community College, Oregon Trail Interpretive center, Stone Creek Golf Club. 18 Miles to downtown Portland, and 21miles to Airport.brThe spacebrThis house is located on ground-level, with one step entry to the house. Guests will have full access to the entire house and on-site parking. The house is a duplex situation, only sharing one wall with our neighbor, who are super nice and friendly. You will have your own private patio area and your own entrance.brbrWe have Netflix, Amazon Prime, Hulu, and HBO Max subscriptions!brOther things to notebr. Parking is limited to 2-car parking.brbr2. This house is in quiet residential area. We welcome respectful guests who will treat our neighborhood and our place as their home. This means that respectful friendly gatherings are OK. That said, loud and/or wild parties are strictly forbidden.brbr3. If you are booking the place for someone else and you won't be physically present during the reservation, please let us know about it. We will need the information of the person that is staying in the house, as well as a copy of their ID.brbr4. We recommend all guests to purchase travel insurance to protect your trip in the event of unforeseen circumstances. Our cancellation is strict, and we will uphold our cancellation policy in any types of events.brbr5. Check-in for guests is AFTER 4pm, and check-out is 11am on the day of departure. May-September is our high season, due to back to back turns we can not offer any early check-in or late check-out. Early check-in may be possible with additional fee during the rest of the year, please check availability with your host. In the event that extensive cleaning and/or repairs are required, check-in may be delayed until after 5:00 p.m.

Blue Fern” in Historic Oregon City w/ BBQ grill

Oregon City, Oregon, United States

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Sleeps

$144.47

Nestled in Oregon City, this beautiful apartment offers a cozy retreat for guests seeking comfort and convenience. With one nice bedroom and a clean bathroom, it’s perfect for solo travelers or couples. The space includes thoughtful touches like heating, a hair dryer, and an iron to make your stay easy and relaxing. Whether you’re unwinding after a day of exploring or preparing for your next adventure, this apartment provides a welcoming atmosphere. Enjoy your time in Oregon City at our beautiful apartment.

Enjoyable 1-bedroom apartment in tranquil Oregon City neighborhood

Oregon City, Oregon, United States

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Bath

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$284.88

Escape to this fabulous house in picturesque Oregon City. With 3 bedrooms including 2 queen beds and 1 crib, along with 4 bathrooms featuring showers, this space is perfect for families or groups. Enjoy amenities like heating, AC, WiFi, a fitness room, and a washing machine. A great place to call homebase while you're away, we hope you enjoy your stay.

Spacious 3-bedroom with WiFi, fitness room in charming Oregon City

Oregon City, Oregon, United States

Bed

Bath

Sleeps

Exceptional(40)

$436.28

Sightsee in Portland, ride the municipal elevator in Oregon City, and sip your way through Willamette Valley wineries, all from the comfort of this tastefully furnished 3-bedroom, 2-bath vacation rental. Just minutes away, pay a visit to some of the 'Twilight' movie's iconic filming locations, or even closer to home, get adventurous with a rafting excursion along the Clackamas River. End each exciting day with complete and utter privacy in the confines of this peaceful riverside home.brbr-- THE PROPERTY --brbr2,451 Sq Ft | 15 Mi to Portland | Wineries & Trails NearbybrbrBedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3 (Den): 2 Twin Beds | Hallway Nook: Twin Bunk Bed brbrCOTTAGE FEATURES: Smart TV, dining table w/ chandelier, soaking tub, decorative fireplace, books, wood-beam ceilings, elegant decorbrOUTDOOR SPACE: Private wooded yard, river viewbrCHEF’S KITCHEN: Cooking basics, stainless steel appliances, stove w/ hood, spices, dishware & flatwarebrGENERAL: Free WiFi, washer/dryer, towels/linens, complimentary toiletries, hair dryer, iron/board, central heating & A/CbrFAQ: 2 small steps required for home accessbrPARKING: Driveway (4 vehicles)brbr-- THE LOCATION --brbrPORTLAND (~15 miles): Portland Art Museum, Washington Park, Lan Su Chinese Garden, Oregon Rail Heritage Center, Oregon Zoo, Portland Japanese Garden, International Rose Test Garden, Oregon Convention CenterbrLOCAL ATTRACTIONS: End of the Oregon Trail Interpretive Center (2.8 miles), McLoughlin House (3.5 miles), Stone Cliff Inn (3.7 miles), Carver Cafe (3.9 miles), Oregon City Municipal Elevator (4.0 miles), Museum of the Oregon Territory (4.3 miles), Rose Farm Museum (4.9 miles), Northwest Whitewater Adventures (5.6 miles)brOUTDOOR RECREATION: High Rocks Park (3.9 miles), Camassia Nature Preserve (4.3 miles), Clackamas River Scenic Waterway (5.8 miles), Hidden Falls Nature Park (6.0 miles), Mary S Young Park (6.3 miles), Mount Talbert Nature Park (7.6 miles)brWILLAMETTE VALLEY WINE COUNTRY: Oswego Hills Vineyard (8.1 miles), Villa Catalana Cellars (8.2 miles), King Raven’s Winery (8.5 miles), Tumwater Vineyard (8.5 miles), Campbell Lane Winery (9.6 miles), Pete’s Mountain Vineyard & Winery (10.0 miles), Aurora Colony Vineyards & Winery (17.0 miles), St. Josef’s Winery (18.4 miles)brAIRPORT: Portland International Airport (19.0 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smoking br- No pets allowedbr- No events, parties or large gatherings br- Additional fees and taxes may applybr- Photo ID may be required upon check-in

Cottage

Peaceful + Elegant Cottage w/ Riverside View

Oregon City, Oregon, United States

Bed

Bath

Sleeps

Exceptional(2)

$740.95

Step back in time at Liberty Station! Located on the final leg of the Oregon Trail, this indoor town brings the old west back to life with a saloon, jail, trading post, game hall, mine shaft, cook house, hotel rooms and more! Experience the ambiance of the 1800s with the comforts of the 21st century.brbrThe spacebrLocated on a 15.5 acre farm, our little town backs up to a 100 acre green space. Being surrounded by nature gives you a little glimpse into what it might have felt like waking up in the 1800s.brbrInside the town there are 4 themed rooms to sleep in: The brothel, the cowboy room, the town jail, and the Lewis and Clark headquarters.brbrPlay some bumper pool in the game hall, and rustle up some grub at Mama's ookhouse. Try your hand at leatherworking, or maybe some old pioneer games.brbrTake advantage of the grounds, and go for a walk in the forest or down to visit our flock of very friendly emus. Your hosts are happy to answer any questions you may have about these beautiful creatures and provide a personalized tour for you to meet them.brbrInside Liberty Station: Guests have full access to the town and ammenities .brbrOutside Liberty Station: Guests are welcome to view the emus and take walks up into the forest. An established trail can be found behind the pump house.brbrOther things to notebr1. During your stay, guests will have a one hour window in which they will have access to western costumes that they can take pictures in. Contact hosts prior to check-in to set up your photo time.brbr2. Emu encounters: Contact hosts about meeting the emus up close.br

End of the Oregon Trail Experience

Oregon City, Oregon, United States

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Sleeps

$189.13

This tiny-home makes for a perfect family stop-over or extended stay while visiting Portland and surrounding areas. Close access to the 205 freeway. Visit the Oregon Trail Museum, and historic downtown Oregon City. Free parking on premises, fully equipped kitchen, nestled in the trees on a quiet street.

Modern Loft Guest House | Near Oregon City

Oregon City, Oregon, United States

Bed

Bath

Sleeps

Exceptional(6)

$508.48

Discover this lovely four-bedroom gem in Oregon City. This perfect house features four queen beds, one double futon, four bathrooms with shower and bathtub amenities, and two cozy living rooms, both with queen sofa beds. The whole house is around 4,000 square feet, with a full laundry room, steamer, iron and ironing board, large dining room, sunroom, and large kitchen with all the amenities—everything you will need for a joyful and comfortable stay. brbrYour future home away from home is centrally located (within walking distance) to great restaurants and shops. The house is full of all the comforts you can imagine.

Spacious 4-bedroom Victorian home, sleeps up to 14, for Family or Bridal Getaway

Oregon City, Oregon, United States

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Select Dates for Price

Oregon Ridge Retreat- Near Downtown Oregon City

Oregon City, Oregon, United States

Welcome to Oregon Ridge Retreat – your cozy getaway minutes from downtown Oregon City. Enjoy the warmth of a wood stove, play games like Jumbo Connect 4 in the game room, and enjoy coffee on the large covered deck. brbrOnly minutes to the Abernathy Center on 15th Street, Willamette River for boating and fishing, or downtown Oregon City for food trucks, breweries, axe throwing, Oregon Trail Museum, and so much more! Dog-friendly and under an hour to Mt. Hood for skiing and mountain biking!brbrStep inside and experience the cozy ambiance of this inviting retreat. You are immediately welcomed by the large mural of beautiful Mt Hood and Trillium Lake in the front room sitting area. To the left, you will find the fully- stocked kitchen, with new stainless steel appliances, and coffee bar with a Keurig combo coffee machine. Enjoy breakfast at the bar area or have a seat at the large table for family dinner. Step through the double doors to find the large and luxurious sectional, big enough for the whole family to play one of the many board games, watch a movie, or enjoy a football game on the 65 inch TV. Directly behind the couch, you'll find the rustic wood stove and comfortable armchairs which create a warm and inviting atmosphere, perfect for snuggling up with loved ones after a day of adventure. Relax in the spacious living area adorned with comfortable furnishings and a charming piano, or step outside to the large covered deck and backyard to soak in the fresh air. You can rest assured that your furry companion is safe in the side yard dog run that has access to the closed deck but can also be opened up to the larger yard, if needed. Back inside, the bedrooms and bathrooms are just a few steps down the hallway. The master bedroom is located at the end of the hallway, with a private full bathroom and sliding glass door to the deck. A pack and play is available to guests as well as baby feeding plates/cups, and toys and books.brbrOregon Ridge Retreat offers the perfect blend of tranquility and accessibility. Book your stay today and discover the charm of Oregon's Willamette Valley.

Bed

Bath

Sleeps

Exceptional(3)

$177

Cozy OC Bungalow is minutes from downtown Oregon City, in a Highly desirable area of Barkley Hills. Located just two blocks from Mollala Ave and three-five blocks from restaurants, Grocery Shopping and large parks. The House is 2 bedrooms,1 bath. Includes 1 Full, 1 Twin beds.brThe OC Bungalow is ideal for an extended stay and offers the perfect combination of beauty and convenience in a quiet peaceful, and lovely neighborhood :), it has all the amenities needed for your extended stay. Fully equipped kitchen, toaster, crook pots, baking dishes, Microwave, refrigerator, and pantry area. brOne full bathroom, a large backyard for relaxing. Close access to the 205 freeway.

Adorable Cozy OC Bungalow, Oregon City

Oregon City, Oregon, United States

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Bath

Sleeps

Exceptional(4)

$382.36

New custom home high end finishes with everything you could want. Set back on well kept 5 acre property with garden, pond/waterfall, large grass yard, huge driveway, etc. House has no carpet, large covered deck, top of the line audio video system extending to deck, living room, and master bathroom. 3 flat screen tv's (65 inch 4k in living room) comcast cable and high speed internet. 4k player, etc. All new pottery barn furniture throughout the house. You can use game room with pool table, Covered outdoor space with pellet grill, yard games, etc.

Lux Parkview Suite W/ KING BED & winter rates

Oregon City, Oregon, United States

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Bath

Sleeps

Exceptional(99)

$136

Your cozy cottage in Oregon City with 1 bedroom is a welcoming retreat for guests seeking a serene and charming getaway. The property offers a comfortable bedroom and a clean bathroom, perfect for unwinding after a day of exploring. Our place will help you feel at home while you're traveling in Oregon City.

Cottage

Charming 1-bedroom cottage in Oregon City

Oregon City, Oregon, United States

Bed

Bath

Sleeps

Exceptional(39)

$106.58

This is a private studio. The space was originally built as a game room for my father's hunting trophies, to watch sports and play pool. It has slowly converted into a private studio for guests to stay. This property is very private, it's .5 miles off the main road. Surrounded by farm land with cows, horses, and a small Vinyard. brThe studio is above the garage off of the main house. Private entry. The space is an open floor plan with a queen bed, kitchenette, bathroom, pool table, small closet area to hang cloths, and a couch area with a TV & Wifi. Washer and dryer down stairs in the garage. This space sleeps 2, but can sleep 4 apon request. We have a queen blow up mattress that can fit in the couch area.brThe house is 5 miles to the freeway, and 5.1 miles from down town Oregon city. Down town Oregon city is lively with, food carts, a wine bar, restaurants and bars, live music in the summers on Fridays and Saturdays. Also very close to the Willamette River, where there are parks and places to rent paddle boards, and kayaks.brI am willing to work with people on check in and checkout times. Send me a message for your request.brDisclosure. brI know some people have very strong views about hunting. My father is an avid bow hunter. Thank you for your understanding. br

Private Country Studio

Oregon City, Oregon, United States

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$84.38

This listing is for a SINGLE empty gravel RV site for you to bring your RV/trailer/camper on our privately owned 5 acre property in the country next to our new house/garden area. We only have one site so no other RV neighbors to deal with. Site has 20, 30, and 50 amp power, septic connection, well water, garbage service, and WIFI all included. Plenty of room to turn around in very large gravel driveway. Quiet well kept setting near Barton Park. No laundry/shower services are provided.

Caravan Park/Campsite

PRIVATE RV DESTINATION

Oregon City, Oregon, United States

Bed

Bath

Sleeps

Exceptional(9)

$159.69

Surround yourself in horse country in this cozy one bedroom Cottage. Located in the front of 27 acres of Equestrian Ranch Property. Everything you need for a weekend getaway. a long term stay, or just traveling through the Oregon Trail.brAsk about horse lessons during your stay!brbrLocated just 7 miles off the 205, only 20 minutes to the Portland Airport and Downtown Portland. 60 minutes to Mount Hood, 90 minutes to the Coast. Minutes to Clackamas River, McIver Park, Barton Boat Ramp, hiking and horse trails. Looking to have a nice night out The Beautiful Stonecliff Restaurant just a 5 minute drive, overlooking the Clackamas River.brbrYou will have a designated parking space, gated, right next to the cottage. The entire place to yourself includes a kitchen, laundry room with washer and dryer, full bathroom, living and dining room and One bedroom with closet and queen bed and dresser. There is a sleeper sofa in the living room. The Cottage is Pet friendly!br brHorse lessons with a professional Trainer are available onsite during your stay! The property also has pastures and stables for an extra fee if you are traveling with horses. Early check-in or late check-out fee of $45 of an hour or more.

Cozy Cottage at Dragonfly Horse Ranch

Oregon City, Oregon, United States

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$117.18

Enjoy a comfortable stay in our private 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, the End of the Oregon Trail museum, many walking trails, Clackamas river, Willamette river and so much more!

Private, comfy and cozy apartment in family neighborhood

Oregon City, Oregon, United States

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Most popular vacation rentals in Oregon City

$932.67

Wild Haven Retreat- Spacious Home Close to Nature

Oregon City, Oregon, United States

Bed

Bath

Sleeps

$92.54

Charming 2-bedroom house in lovely Oregon City with AC, WiFi

Oregon City, Oregon, United States

Bed

Bath

Sleeps

$106.58

Private Country Studio

Oregon City, Oregon, United States

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Bath

Sleeps

$136.00

Cottage

Charming 1-bedroom cottage in Oregon City

Oregon City, Oregon, United States

Bed

Bath

Sleeps

$136.01

Cozy ADU with AC in charming Oregon City

Oregon City, Oregon, United States

Bed

Bath

Sleeps

$202.10

Cozy 2-bedroom basement ADU in charming Oregon City with WiFi & AC

Oregon City, Oregon, United States

Bed

Bath

Sleeps

$243.30

BOURBON1 ~ Trip to Disneyland for 6 people

Serris, Seine-et-Marne, France

Bed

Bath

Sleeps

$290.00

Cabin

Experience the PNW in our newly remodeled Log Cabin

Oregon City, Oregon, United States

Bed

Bath

Sleeps

$740.95

End of the Oregon Trail Experience

Oregon City, Oregon, United States

Bed

Bath

Sleeps

$508.48