
House holiday rentals in Oregon City
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Top-rated house rentals in Oregon City
Guests agree: these houses are highly rated for location, cleanliness and more.

Milwaukie Easy-Centrally located, Close to PDX
Our home is a spacious cozy contemporary home, complete with an outdoor deck, and a beautifully decorated interior with contemporary pieces that complete the design of our home. Windows in living & dining space are across from each other bringing in ample light. Our space is furnished with various mid-century, modern and contemporary pieces that complete the home. Shared Spaces •Parking area •On site laundry shared with other tenant, tenant has a separate living area with no other shared spaces

Portland Modern
Welcome to our Midcentury Modern – a true masterpiece inspired by the iconic Frank Lloyd Wright. Nestled on a lush 1/3 acre private retreat, this architectural gem is just minutes away from Multnomah Village and Gabriel Park. Immerse yourself in the timeless beauty of this completely renovated mid-mod marvel, where high vaulted open beamed wood ceilings adorn every room on the main floor. This house is perfect for friend groups, families or corporate retreats. Note: 4 bedroom, 2 bath, 2 kitchen.

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.

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.

Cozy Duplex Home in the Heart of Oregon City
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!

Hawthorne House - A+ Location! Pet Friendly!
Killer location!! An ez 2 min walk down the street from Hawthorne/Division in SE Portland! Enjoy the best restaurants, shops, bars PDX offers! Centrally located in great neighborhood! Main floor unit w/private access! Self check in! Bright and airy living spaces! Fully equipped kitchen for preparing delicious meals. Full sized wash/dryer. High speed Wi-Fi. Cozy bedroom w/plush queen-sized bed. Clean and modern bathroom stocked w/essentials. I'm excited to host you during your visit to PDX!!

RoofTop FirePit, HotTub & Outdoor Theater
Our large (1,500sq ft) space (private access), has a bedroom, bathroom, living room w/ a fireplace, hot tub, full gym as well as a kitchenette w/ full sized fridge, keurig, microwave, air fryer, toaster oven, single burner, and laundry facility. Smart tvs, hammocks and a rooftop firepit are in the outdoor entertainment area. LGBT & BIPOC friendly. Gym, hot tub and laundry are shared with owners but guests have priority access. Close to Mt Hood Wilderness (45mins) & Downtown Portland (15mins).

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

Forested Hygge House Getaway
Relax in a Gladstone oasis overlooking an untouched trail and forested area. A cozy, bright, and private spot. I hope you connect with my affinity for vintage art and clean lines! You’ll have the entire house and 1/3 acre to yourself. Less than 30 mins from most anywhere in Portland Metro, 10 mins to Oregon City, and 1 hr to Mt. Hood. This is a dog friendly (no cats), non-smoking house. The large yard is on a dead-end street, though not fenced. *Not ideal for those with mobility issues*

Mid Century Villa w/Mountain View & Movie Theater
Just relisted as we had long-term renters due to total fire loss. 3400 sq ft hillside retreat decked out with rare furnishings. Take in the Cascade Mountains from the wraparound deck and lounge under giant maple trees. You'll love the 125” Hi-Def movie theater (w/ 200+ movies)! Two large primary suites with king bed and large showers. One additional queen bedroom and one large office. Close to urban and nature, 20min to the airport, with daytrip opportunities to all the PNW must-see spots.

Gladstone Garden Retreat
Lovely updated bungalow, private & quiet garden retreat in old Gladstone home, walking distance to Clackamas River. Gated yard with garden, grill, outdoor dining, east facing windows, private keyless entrance, off street parking. Tons of natural light; beautifully decorated; AC, HDTV, Wi-Fi, Cable TV with movie channels; Queen beds; designer appliances for gourmet meals; rock fireplace w/ gas, soaking tub upstairs, updated shower downstairs; washer & dryer. Pet friendly patio w/ doggie door.

Spacious Forest Retreat w/ Hot Tub & Views
In the woods, next to a creek, but still in Portland! Spacious and serene. There is a private entrance to this large two story guest suite, which includes a family room, living area with dining area and kitchenette, bedroom and bathroom, central AC, and private balcony. Please note that owners live on site as required by Portland laws. Located in a quiet neighborhood, close to hiking trails. A 3-minute drive or 1 mile walk to popular Multnomah Village; 15 minutes from Downtown Portland
Popular amenities for house rentals in Oregon City
House rentals with a pool

The Starburst Inn

Scandinavian Modern Farm House in Wine Country

An Entertainment Oasis!

5bdrm,Heated Pool, Hot Tub, Sauna.

3-Bed Cowboy Cabana w/ Hot Tub!

Rose City Hideaway

Portland Pool Lodge

Private house, hot tub & acres of forest trails!
Weekly house rentals

Charming Sellwood Apartment

Oregon City Historic Guest House

A Harmony Retreat - Your Portland Wellness Stay

Family Friendly Home in Portland

Charming Remodeled Home in SE

Modern Cozy ADU in Oregon City

Bright & Airy Cottage

“Sucker Creek Inn” - with partial lake view
Private house rentals

The Redwood House 2.0 Safe Cozy 2BR Pet Friendly

Sip, Snuggle & Soak in the View—with a Pink Touch

Secluded Studio

Lake Oswego Luxury Retreat

Cozy Modern Family 3Bd Oasis

Wild Haven Retreat- Spacious Home Close to Nature

Newly Built Modern Escape | EV, Gym, Pets

Boho 2 Bed Home w/ Fenced Yard, Parking, Fireplace
When is the best time to visit Oregon City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $154 SGD | $167 SGD | $154 SGD | $158 SGD | $190 SGD | $197 SGD | $190 SGD | $179 SGD | $162 SGD | $211 SGD | $185 SGD | $154 SGD |
| Avg. temp | 5°C | 7°C | 9°C | 12°C | 15°C | 18°C | 21°C | 21°C | 19°C | 13°C | 8°C | 5°C |
Quick stats about house rentals in Oregon City

Total holiday rentals
Explore 60 holiday rentals in Oregon City

Nightly prices starting at
Oregon City holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 2,390 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
60 of Oregon City holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oregon City rentals

4.9 Average rating
Oregon City stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
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- Family-friendly rentals Oregon City
- Pet-friendly rentals Oregon City
- Rentals with outdoor seating Oregon City
- Rentals with a fireplace Oregon City
- Rentals with a washing machine and dryer Oregon City
- Rentals with a firepit Oregon City
- Rentals with pools Oregon City
- Rentals with a patio Oregon City
- Flat rentals Oregon City
- House rentals Clackamas County
- House rentals Oregon
- House rentals United States
- Columbia River Gorge National Scenic Area
- Moda Center
- Laurelhurst Park
- Timberline Lodge
- Oregon Zoo
- Silver Falls State Park
- Mt. Hood Skibowl
- Providence Park
- Enchanted Forest
- The Grotto
- Portland Japanese Garden
- Mt. Hood Meadows
- Wooden Shoe Tulip Festival
- Wonder Ballroom
- Beacon Rock State Park
- Hoyt Arboretum
- Powell's City of Books
- Cooper Spur Family Ski Area
- Wings & Waves Waterpark
- Tom McCall Waterfront Park
- Pumpkin Ridge Golf Club
- Oaks Amusement Park
- Skamania Lodge Golf Course
- Domaine Serene




