Search Vacation Homes in Oregon City

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Compare 886 Vacation Homes in Oregon City with updated reviews, rates, and availability.

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
9.6 out of 10, Exceptional, (57)
"We enjoyed our stay very much . Very quiet and nice setting . Home is very clean and comfortable. Beds and linens very nice . A little more seating would be nice , such as a small sectional or a couple chairs but other than that perfect ! "
The price is ¥17,118
¥39,715 total
includes taxes & fees
Sep 25 - Sep 26
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Designer Owned House on Vibrant Williams Avenue near Mississippi
10.0 out of 10, Exceptional, (162)
"It was nice to be in a local community of Portland - within walking distance there were some shops, breweries, coffee shops, and street parking. It was a relatively quiet neighborhood and less than 10 minutes to drive to all that downtown Portland has to offer. "
The price is ¥24,167
¥50,804 total
includes taxes & fees
Oct 8 - Oct 9
Designer Owned House on Vibrant Williams Avenue near Mississippi
Dundee Gem, Bright Open Layout, Fenced Backyrd, Walk to Wineries, Food, Park w/ Tennis & Playground
9.0 out of 10, Wonderful, (42)
"Everything we needed "
Dundee Gem, Bright Open Layout, Fenced Backyrd, Walk to Wineries, Food, Park w/ Tennis & Playground
Spectacular Valley View in Wine Country
9.8 out of 10, Exceptional, (12)
"The property met our needs for our travel day and wine region day. Listing is very accurate! The view is beautiful! Outdoor space was scenic and peaceful! The host was very easy to work with. Great experience overall!"
The price is ¥24,886
¥46,430 total
includes taxes & fees
Oct 1 - Oct 2
Spectacular Valley View in Wine Country
The Sun Room at The "COTTAGE"
9.4 out of 10, Exceptional, (27)
"The Sun Room is very comfy cozy! The bed was comfortable and clean bedding. Perfect for one person. Rosie is a wonderful host and made me feel right at home."
The Sun Room at The "COTTAGE"
Modern & Charming Silverton Getaway Cottage- 1 mile from downtown!
9.8 out of 10, Exceptional, (7)
"This property was so cute, cozy and clean! Close to downtown and grocery stores. The only downside was there were no fans/AC in the rooms and it got really warm in the house wotj only the small AC into in the home. Otherwise, it was an enjoyable stay and met all of our expectations!"
Modern & Charming Silverton Getaway Cottage- 1 mile from downtown!
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row
10.0 out of 10, Exceptional, (270)
"Amazing design. Thank you!"
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row
Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown
9.8 out of 10, Exceptional, (29)
"A lovely home will equipped with a beautiful view. We had an excellent visit with family, Highly recommend this home. Beds were great."
Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown
Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside
9.6 out of 10, Exceptional, (13)
"Jen and Tim have an amazing place here, nestled in the trees, on the bank of the river. The place is clean and modern and comfortable, and includes the best outdoor seating with TV, bbq, and gas fire. We will surely be back! "
Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside
Impeccable Location and Quality, High-End Upgrades Throughout, Walk to Everything, Across from Park
10.0 out of 10, Exceptional, (43)
"This rental was one of the top VRBO properties at which we’ve stayed. The house was updated beautifully, and all amenities were available. We didn’t realize there was also a washer and dryer, which was great to find. Beds were very comfortable, bathrooms were beautifully done and the kitchen appliances were all new and fit the space well. The neighbor is nice and very quiet. Would highly recommend this property to anyone staying in the area. "
Impeccable Location and Quality, High-End Upgrades Throughout, Walk to Everything, Across from Park
Dog-friendly Beaumont Craftsman with covered porch & yard - walk to bars/dining
8.8 out of 10, Excellent, (10)
"Great location, short walk to food and coffee spots. Only 10 min drive to the city."
Dog-friendly Beaumont Craftsman with covered porch & yard - walk to bars/dining
Wrightway Hideaway: A two bedroom guest-suite in the Dundee foothills
2.0 star property
9.4 out of 10, Exceptional, (3)
"Place was very clean and comfortable "
The price is ¥17,837
¥49,241 total
includes taxes & fees
Sep 23 - Sep 24
Wrightway Hideaway: A two bedroom guest-suite in the Dundee foothills
Exquisite Historic Suite Close to Downtown 14-21673
10.0 out of 10, Exceptional, (454)
"A safe neighborhood! Beautiful home, organized thoughtfully with creative inspiration. We would highly recommend staying here and get to know the host if you have the opportunity. Smoothest elevator I have ever experienced. "
The price is ¥19,420
¥26,441 total
includes taxes & fees
Sep 23 - Sep 24
Exquisite Historic Suite Close to Downtown 14-21673
Cedar Mill Getaway
9.8 out of 10, Exceptional, (100)
"Was great, very cozy couldn’t beleive the price. It’s in a good neighborhood, I think this will be our new base camp when we come to portland"
The price is ¥14,241
¥22,095 total
includes taxes & fees
Sep 25 - Sep 26
Cedar Mill Getaway
Springdale Farm & Views - the Gorge, Downtown, Mt. Hood
10.0 out of 10, Exceptional, (45)
"The host was great, he sent the codes early and was super responsive, he even had some great recommendations for us to see. The location was great for the gorge and the views were wonderful. The only downfall is this is not a separate structure so you are at the mercy of the hosts thermostat but that wasn't a problem for us. Overall great stay!"
The price is ¥15,536
¥27,473 total
includes taxes & fees
Sep 30 - Oct 1
Springdale Farm & Views - the Gorge, Downtown, Mt. Hood
NEW! - Bright Modern Entire Unit KING BED!
9.6 out of 10, Exceptional, (13)
"This space is very nice and clean. The first night we had issues with a parking space, but the owner quickly rectified that and we had a great stay and would definitely recommend this space if you are traveling to the Portland area"
NEW! - Bright Modern Entire Unit KING BED!
The Magic House, Walk Score 93!
9.6 out of 10, Exceptional, (37)
"I loved the house. I love the neighborhood and stay on That part of town 2 or 3 times a year when visiting fam. It sits right on 39th, very busy street, which might bother some. The plus side was i got that big house to myself vs a tiny hotel room."
The price is ¥27,332
¥65,320 total
includes taxes & fees
Sep 30 - Oct 1
The Magic House, Walk Score 93!
Awesome Log Home w/ Separate Cabin on Two Acres, Pet Friendly, Hot Tub, Patio,15 Miles to Mt. Hood
9.2 out of 10, Wonderful, (20)
"Property was lovely, clean and accurately listed. The guest house was especially appreciated during the stay with extended family. I would recommend!"
Awesome Log Home w/ Separate Cabin on Two Acres, Pet Friendly, Hot Tub, Patio,15 Miles to Mt. Hood
Dog-Friendly Riverfront Gem w/ a Private Hot Tub, Gas Fireplace, & Free WiFi
9.2 out of 10, Wonderful, (53)
" "
The price is ¥15,536
¥56,153 total
includes taxes & fees
Oct 13 - Oct 14
Dog-Friendly Riverfront Gem w/ a Private Hot Tub, Gas Fireplace, & Free WiFi
Large Cozy Home
10.0 out of 10, Exceptional, (7)
"We enjoyed staying at Igor’s house. It is spacious and well appointed. We especially appreciated the plentiful clean towels. The house is located on a quiet street, but is only 5 minutes to the highway. We explored some sites in Portland, Oregon City, and Lake Oswego. All were within 20 minutes of this location. "
The price is ¥25,318
¥60,594 total
includes taxes & fees
Sep 23 - Sep 24
Large Cozy Home
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Other property types in Oregon City

Inn at Northrup Station
3.0 star property
9.4 out of 10, Exceptional, (1935)
" Great location, friendly staff!"
The price is ¥24,311
¥28,200 total
includes taxes & fees
Sep 23 - Sep 24
Inn at Northrup Station
Modern Chateau on private hillside with breathtaking views of the Columbia River
10.0 out of 10, Exceptional, (10)
"Overall, we had a really great stay. The property is extremely well maintained and clean. It's nestled in the mountains with no neighbors except for the homes below. The property is in the mountains so very steep and winding driveway. The main bedroom with King bed is in the 2nd story along with 2 other bedrooms that have a queen bed in each. There's another bedroom in the basement with 2 queens. All bedrooms had attached baths except the basement bath was detached and around the corner from the...
Modern Chateau on private hillside with breathtaking views of the Columbia River
Panoramic Riverside and Lush Forests Views, Pet Friendly, New Décor, Steps Away From Dockside
10.0 out of 10, Exceptional, (34)
"I really enjoyed my stay. The calm place on the river bank. It is clean, light and shadows, panoramic windows. All looks as expected. There was bad smell from bathroom and I can’t find the cause, but we closed the door and problem was almost solved. The location is good. You can visit Portland (0,5 hour) or city environs without traffic. Good restaurants and large grocery’s in 10 minutes drive."
Panoramic Riverside and Lush Forests Views, Pet Friendly, New Décor, Steps Away From Dockside
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.