Vacation Rentals By Owner In Oregon City, OR

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

Bed

Bath

Sleeps

$753.13

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

4

Bed

5

Bath

10

Sleeps

$384.3

Nestled in Oregon City, close to Corner 14 Food Carts and Providence Willamette Medical Center, this delightful townhome is a welcoming retreat for guests. With 4 cozy bedrooms including a king bed, full bed, and twin bed upstairs. Downstairs is a guest room/office w futon and attached bathroom. The upstairs bath has a tub and shower, while the downstairs bath has a walk in shower and guest bedroom access. There is a private patio and common area garden in back. This sustainably built property offers the perfect home base for your getaway. We hope you'll enjoy your stay at our townhome.

Spacious 4 bdm 2 bthrm townhome close to foodcarts and hospital in Oregon City.

Oregon City, Oregon, United States

Bed

Bath

Sleeps

$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

4

Bed

3

Bath

14

Sleeps

$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

$134.4

The Stonehouse is truly unique and rare. It is a perfect blend of city life and woodland serenity.brFrom your private patio, you can enjoy the enchantment of the forest. Spring and summer there are boulders covered with emerald green moss and flowers blooming, fall is vibrant with maple leaves everywhere, winter has its snow and frost. Just imagine sitting on a large mossy boulder engrossed in a good book, or swinging on an adult-sized swing and feeling like a carefree child again. Turn on the patio party lights and invite your friends over for a delightful dinner outdoors, sit by a crackling fire roasting marshmallows. After dinner, take a short walk up the path, located just above the driveway, to the lookout over Oregon City brThis gem is inside Waterboard Park, just above historic Oregon City (which won the 2018 Great American Main Street Award!). A garden path leads you to your private entrance.brThe living room has comfortable chairs perfect for curling up with a good book or watching your favorite show. brIf you’re into cooking or barbecuing, the kitchen is well stocked to get you started, including a convection oven and a full-size refrigerator.brWe think you’ll especially love the quiet and comfort of your bedroom. There’s no road noise to disturb your sleep, and we’ve got blackout curtains, pristine white sheets, lots of pillows, and extra blankets to ensure you have a great night’s rest.brIf you want to explore the city, take the bus to Portland or stroll to downtown Oregon City by elevator. You’ll find wonderful restaurants, bars, and shops there. It doesn’t get much better than this!brCome see why we call Oregon home. We’d love to hear from you!

t Tranquil Forest Escape-Extended Stays Welcome

Oregon City, Oregon, United States

1

Bed

Sleeps

Exceptional(3)

$136.01

Unwind in Oregon City at this delightful ADU. This cozy space features 1 soothing bedroom with a queen bed, a pleasant bathroom with a hair dryer, and convenient amenities like AC and heating. Enjoy your time in Oregon City at our charming mini home. The home is separate from our main home but on same property. ADU has all amenities private!

Cozy ADU with AC in charming Oregon City

Oregon City, Oregon, United States

Bed

Bath

Sleeps

$161.39

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

Bed

Bath

Sleeps

$189.2

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

Bed

Bath

Sleeps

$334.57

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

$481.47

Relax with the whole family at the peaceful OC Haus. Located minutes from shops restaurants and bars of downtown Oregon City and 25 minutes from Portland this ranch style home located on 3/4 of an acre will feel like your home away from home. Master suite with king bed, Fireplace room fully equipped kitchen and don't forget to leave a pin on our map of where you're from. Needing extra space Checkout our guest house on the property sleeps 4 additional guests. Property ID 2623062

Close to downtown Oregon City, King Bed, Fire Pit, fireplace and a huge backyard

Oregon City, Oregon, United States

Bed

Bath

Sleeps

$214.43

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

$226.84

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

3

Bed

1

Bath

8

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

Bed

Bath

Sleeps

$1154.99

Summary:brbrDiscover your ideal family getaway, corporate retreat or gathering at this warm and inviting haven nestled on 2 pristine and meticulously landscaped acres in the heart of nature's beauty. Perfectly positioned, you're just moments away from Portland's vibrant scene, with day trips to the majestic slopes of Mt. Hood, picturesque Oregon beaches and spectacular Columbia Gorge waterfalls. Ready for an unforgettable escape Reserve your stay today and explore the best of the Northwest!brbrbrbrThe Space:brbr✔ Stunning Views: Wake up to breathtaking views of Mt. Hood from the back porch, overlooking 20 acres of open grassland.brbr✔ Outdoor Oasis: Two acres of private grounds feature a playground, ample space for picnics and lawn games, a fire pit for evening gatherings, and a private hot tub with scenic views. Backing up to 20 acres of grass land and view of Mt Hoodbrbr✔ Relax and Entertain: Unwind in the cozy living area with plush seating and a large TV. The fully equipped kitchen provides everything you need for preparing meals, with multiple dining areas available. Unwind in the private hot tub or outdoor shower taking in the Mt Hood views. brbr✔ Restful Nights: Spacious bedrooms offer comfortable beds, soft linens, and ample storage. brbr✔ Designed for Families: A dedicated kids' room and a bonus secret play area provide additional space for children.brbr✔ Work and Play: A dedicated home office provides a quiet workspace for those who need to stay connected. The Gathering Room offers 1,000 square feet of entertainment space, including a pool table, foosball, ping pong, TV, couch, gathering table, games, mini-fridge, microwave, Sonos speakers, and disco lights. A home gym with elliptical, cycling bike, and other equipment is also available.brbrbrbrGuest Access:brbriframe width=853 height=480 src=https://my.matterport.com/show/ m=a1RebWUkVdP frameborder=0 allowfullscreen allow=autoplay; fullscreen; web-share; xr-spatial-tracking;/iframebrbrbrbrThe Neighborhood:brbr✔ To the North, overlook a pond, often filled with ducks or geese and behind that a 80 acre mountain side with a herd of bison roaming. If your lucky they have been known to stop by the fence line. brbr✔ At night it's not uncommon to hear the coyotes howling.brbr✔ Close enough to everything you need but with all the space and nature to relaxbrbr✔ 3 minute car ride away is the Redland Store& Cafe, the local convenience store with cooking supplies and of-course Ice cream. Breakfast, lunch and dinner is also served.brbr✔ 9 minutes away Stone Cliff Inn which is a log cabin with stunning views over the Clackamas River. Famously known as a location used for Twilight the movie. brbr✔ Venture to Portland in just 30 minutes (19 miles) for vibrant dining, shopping, and cultural experiencesbrbr✔ Experience Mt. Hood's scenic views and activities like skiing just an hour (45 miles) awaybrbr✔ Plan a day trip to the stunning Oregon coast, only a two-hour drive (100 miles) from your doorstepbrbr✔ Embark on local hiking trails offering incredible views and serene forest settingsbrbr✔ Explore Oregon City’s (6 miles, 13 min) local attractions and enjoy charming restaurants and shops nearbybrbr✔ Planning or attending a wedding Just 10 minutes (5 miles) to Springwater Lakes Estate, 5 min (2.8 miles) to Red Barn Villa, brbr✔ Looking to float the river or cool off 8 miles to the Clackamas River!brbr✔ Golfing while in town Check out Oregon City Golf Course 13 min (6 miles) away brbr✔ Take advantage of some tax free shopping at the Woodburn Outlets (33 miles)brbr✔ 25 min and 12 miles to Lake Oswego, 1 hour (30 miles) to Wine CountrybrbrbrbrGetting Around:brbrhttps://my.matterport.com/show/ m=a1RebWUkVdPbrbrbrbrOther Things to Note:brbr✔ Fast WiFi and a dedicated workspace keep you connected if neededbrbr✔ Safety features like smoke detectors and first aid kit are readily availablebrbr✔ Climate control with central heating and air conditioning ensures year-round comfortbrbr✔ Kid-friendly amenities include games, books, and toys suitable for various agesbrbr✔ Events are Allowed – Case-by-Case Basis: We are open to hosting special events, gatherings, and celebrations at our property on a case- brbr by-case basis. Whether you're planning a small private event or a more formal gathering, we’re happy to explore the possibilities with you.brbr Small Gathering: brbr Guest Count: 1-35 guests brbr Porta Potties Required: No brbr Notes: House access permitted (limited)brbr Fee Range: $1,000 - $1,200brbr Event: brbr Guest Count: 36-100 guests brbr Porta Potties Required: Yesbrbr Notes: Porta potty rental required, shop use permittedbrbr Fee Range: $5,000 - $6,000brbr✔ This home is not pet friendly and unauthorized pets will result in a $500 fine.brbr✔ Commercial activity including filming are not permitted.brbr✔ A car will be needed for getting around due the more secluded nature of this home.brbrbrbrInteraction with Guests:brbrYou will have your space and privacy without interruptions. We are here 24/7 if you need us.

Wild Haven Retreat- Spacious Home Close to Nature

Oregon City, Oregon, United States

Bed

Bath

Sleeps

$175.07

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

Bed

Bath

Sleeps

$176.43

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

Bed

1

Bath

6

Sleeps

$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

$319.26

The Garden House is a newly remodeled 2 bedroom, 2 full bathrooms. , includes grab bars in showers. A retreat that is a perfect escape for those seeking comfort, style and tranquillity. Located in a quiet tranquil neighborhood, our retreat offers a peaceful setting while being within easy reach of local attractions, shops and restaurants. Oregon city has The End of the Oregon Trail museum, Willamette Falls, and a free elevator to ride down to old town for shops or walks along the Willamette River. With easy access to I-205 or 99E in 2 hours you can be in the heart of Willamette Valley tasting wines, the Oregon Coast, Mount Hood or the Columbia River Gorge. The patio has a nice table and chairs with a BBQ.Your pets will enjoy exploring the backyard. The house has a kennel and 2 dog beds with blankets and towels. Enjoy your stay.

Garden House fenced yard with covered patio. Pets okay. Close access to shops.

Oregon City, Oregon, United States

Bed