Oregon City vacation rentals

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Top-rated vacation rentals in Oregon City

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Guest favorite

Guest suite in Oregon City

4.95 out of 5 average rating, 432 reviews

Master Suite Overlooking Clackamas River!

Welcome to a beautiful view of the Clackamas River from our home in Oregon City! This is our Master Suite with it's own private entrance and deck. The Suite includes a bathroom/shower/tub, plants, a sitting area, king bed, mini fridge, microwave & Keurig. The suite shares a wall with our kitchen. Ask us about our expertise on the area! Chris is an outfitter and can set you up on a river float or a whitewater excursion. Carver is just minutes away, where scenes from Twilight were filmed.

Sep 9 – 16

G$15,097 GYD per night

Guest favorite

Guesthouse in Beavercreek

5.0 out of 5 average rating, 139 reviews

Muse Cabin in old growth forest w/cedar hot tub

Enjoy our beautifully remodeled cabin that is heated exclusively by the wood stove, on the edge of an old growth cedar forest on our 11 acre farm/vineyard. Relax on the deck built into the trees, and sleep in the cozy loft with ladder, as you soak in the nature around you. The cabin has a mini kitchen for cooking. The cute out house is just across the path, and is seasonally shared with other hip campers. We have a hot/cold shower at the hot tub. The cedar hot tub is next to the garden.

Mar 25 – Apr 1

G$24,482 GYD per night

Guest favorite

Vacation home in Oregon City

4.93 out of 5 average rating, 459 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 studio (queen bed) with its own entrance in the lower level of our two story home. You enter along a garden path onto private deck. Extra bedroom (king bed) is available only to guests staying in the studio for an additional $25/night per guest. (for all nights of the stay.) 14 mins to I-205, a mile to restaurants, 30 mins to airport (PDX).

Dec 18 – 25

G$18,683 GYD per night

Guest favorite

Farm stay in Oregon City

4.94 out of 5 average rating, 351 reviews

Artistic Boho Romantic Woodshed

This warm and cozy close-in country sanctuary is like nothing you've EVER seen! If you like affordable ultimate glamping, then look no further! The fire pit, creative décor, heat pump, table/chairs, weekly serviced private portapotty (equals most of cleaning fee), sink, HD TV, WiFi, Alexa, outdoor covered heated shower w/view, AND 2 friendly Scottish Highland cows you can feed and interact with! We welcome ALL colors, religions, LGBTQ , Cannabis friendly! Cigs OK by fire pit only.

Feb 21 – 28

G$18,235 GYD per night

Guest favorite

Bungalow in Gladstone

4.94 out of 5 average rating, 115 reviews

The Wee Humble Cottage

Cozy 1 bed, 1 bath, 100 yr old smoke/vape free cottage is conveniently located in Gladstone, OR; walking distance to local shops & antique mercantile. Within blocks of the confluence the Clackamas & Willamette Rivers. Just 1.5 mi from historic downtown Oregon City Main Street, Willamette Falls, Abernethy Center & End of the Oregon Trail Museum. Also conveniently located near the Trolley Trail Loop, a 19 mile long meandering walking/cycling trail through a series of quiet communities.

Oct 7 – 14

G$22,791 GYD per night

Guest favorite

Guest suite in Milwaukie

4.98 out of 5 average rating, 260 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.

Oct 13 – 20

G$22,791 GYD per night

Guest favorite

Guesthouse in Canby

4.95 out of 5 average rating, 180 reviews

Cozy Country Bungalow

*Cozy studio apartment on ten-acre farm. *One queen-size bed *Complete kitchen w/ range, dishwasher, microwave, refrigerator, toaster, and coffeemaker. *Large bathroom, sleeping area with queen bed, living/dining area, and washer and dryer access. *Wireless internet and wall-mounted 40" Smart TV with Netflix. *Relax on your private veranda, or go for a stroll on our 10 acre property. *Enjoy a picnic in the woods. Creek, pond, bridge, & view to enjoy.

Apr 14 – 21

G$19,667 GYD per night

Guest favorite

Guesthouse in West Linn

4.93 out of 5 average rating, 338 reviews

Sunlit Oasis

This private, renovated art studio has skylights and quiet views of nature. As an interior designer, I loved creating a space that is as much an experience as a night away from home...and only 10 miles from downtown Portland! COVID-19 UPDATE: For Social Distancing get togethers, there is a cozy, covered, and private 12' x 11' outdoor space attached to the cottage, with lights. 4 or 5 people could easily sit over 6 feet apart.

Oct 10 – 17

G$17,575 GYD per night

Guest favorite

Guest suite in Oregon City

4.95 out of 5 average rating, 187 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.

Apr 15 – 22

G$23,792 GYD per night

Guest favorite

Guest suite in West Linn

4.96 out of 5 average rating, 289 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.

Mar 31 – Apr 7

G$27,445 GYD per night

Guest favorite

Apartment in Milwaukie

4.99 out of 5 average rating, 153 reviews

Milwaukie Retreat in the Woods

Your private apartment is located on a wood filled lot with a private outdoor area, shade and even deer on occasion. We are 12 miles from the airport, near freeways with easy access to downtown, and to make your way to the coast or the Columbia Gorge, Mt Hood and the Willamette Valley for wine tasting. We have added extra cleaning procedures to help fight against Covid 19.

Jul 9 – 16

G$19,044 GYD per night

Guest favorite

Cabin in Estacada

4.98 out of 5 average rating, 274 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.

Jan 4 – 11

G$29,200 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Oregon City vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Oregon City's top sights

Fred Meyer12 locals recommend

High Rocks Park10 locals recommend

The Highland Stillhouse31 locals recommend

McMenamins Oregon City17 locals recommend

Regal Hilltop Cinema10 locals recommend

Oregon City Municipal Elevator19 locals recommend

Other great vacation rentals in Oregon City

Guest favorite

Guesthouse in Gladstone

4.97 out of 5 average rating, 102 reviews

The River House - Waterfront Retreat w/Fireplace

Oct 16 – 23

G$39,169 GYD per night

Guest favorite

Apartment in Happy Valley

4.98 out of 5 average rating, 363 reviews

All the Views: Private AirBnB near Portland

Mar 7 – 14

G$28,009 GYD per night

Guest favorite

Guest suite in Milwaukie

4.95 out of 5 average rating, 151 reviews

Riverside Cottage Apartment.

Oct 20 – 27

G$25,615 GYD per night

Guest favorite

Farm stay in Hillsboro

5.0 out of 5 average rating, 360 reviews

Oakwood Gardens Studio •Alpaca Farm• Wine Country

Oct 7 – 14

G$25,279 GYD per night

Guest favorite

Guest suite in Clackamas

4.95 out of 5 average rating, 252 reviews

Stunning Mt. Hood Views suite, one mile to Kaiser!

Jun 4 – 11

G$23,660 GYD per night

Guest favorite

Home in Clackamas

4.98 out of 5 average rating, 105 reviews

Entire Clackamas Bungalow

May 6 – 13

G$26,061 GYD per night

Guest favorite

Guest suite in Estacada

4.97 out of 5 average rating, 232 reviews

Countryside Private Guest Suite-Estacada Farmhouse

Sep 22 – 29

G$26,318 GYD per night

Guest favorite

Home in Milwaukie

4.96 out of 5 average rating, 133 reviews

Crossroads Country Cottage

Jan 11 – 18

G$23,526 GYD per night

Show all

Other great vacation rentals in Oregon City

Guest favorite

Tiny home in Damascus

4.92 out of 5 average rating, 637 reviews

Quaint Tiny House In The Trees. Damascus, Oregon.

Dec 13 – 20

G$12,341 GYD per night

Guest favorite

Cottage in Lake Oswego

4.93 out of 5 average rating, 224 reviews

Peacock Grove Cottage in Lake Oswego, OR

Oct 23 – 30

G$16,473 GYD per night

Guest favorite

Guest suite in Milwaukie

4.97 out of 5 average rating, 180 reviews

Trolley Trail Treasure in Oak Grove

Dec 29 – Jan 5

G$22,574 GYD per night

Guest favorite

Tiny home in Newberg

5.0 out of 5 average rating, 603 reviews

Garden Spa Getaway in Wine Country-Newberg

Oct 13 – 20

G$25,530 GYD per night

Superhost

Guesthouse in Milwaukie

4.86 out of 5 average rating, 151 reviews

Milwaukie Riverfront Guest House

Jul 24 – 31

G$37,502 GYD per night

Guest favorite

Guesthouse in Portland

4.97 out of 5 average rating, 384 reviews

Moss Rock Retreat - Near Leach Botanical Garden!

Sep 13 – 20

G$18,082 GYD per night

Guest favorite

Tiny home in Oregon City

4.96 out of 5 average rating, 81 reviews

Tiny Sequoia House

Aug 9 – 16

G$20,494 GYD per night

Superhost

Apartment in Oregon City

4.82 out of 5 average rating, 22 reviews

Oregon City Historic District Apartment

May 5 – 12

G$20,873 GYD per night

Show all

Quick stats about vacation rentals in Oregon City

Total rentals
120 properties
Wifi availability
110 properties include access to wifi
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
5.7K reviews

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 160 vacation rentals in Rivercrest, over 440 vacation rentals in Two Rivers, and over 330 vacation rentals in Rosemont Summit.
Are there vacation rentals with a dedicated workspace in Oregon City?
Yes! Work meets play with ease at over 80 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 40 vacation rentals for guests traveling with pets.
How much does it cost to stay in apartment rentals in Oregon City?
Experience the best of Oregon City with our apartment 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 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Oregon City have air conditioning?
Absolutely! We offer over 10 apartment 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 60 house rentals with wireless internet in Oregon City. Enjoy a tailored experience with all the comforts you desire.

Oregon City vacation rentals

Top-rated vacation rentals in Oregon City

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Oregon City vacation rentals

Stay near Oregon City's top sights

Other great vacation rentals in Oregon City

Guesthouse in Gladstone

Apartment in Happy Valley

Guest suite in Milwaukie

Farm stay in Hillsboro

Guest suite in Clackamas

Home in Clackamas

Guest suite in Estacada

Home in Milwaukie

Other great vacation rentals in Oregon City

Tiny home in Damascus

Cottage in Lake Oswego

Guest suite in Milwaukie

Tiny home in Newberg

Guesthouse in Milwaukie

Guesthouse in Portland

Tiny home in Oregon City

Apartment in Oregon City

Quick stats about vacation rentals in Oregon City

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Where should I stay in Oregon City?

Are there vacation rentals with a dedicated workspace in Oregon City?

Are there pet-friendly vacation rentals in Oregon City?

How much does it cost to stay in apartment rentals in Oregon City?

Do house rentals in Oregon City have a bbq area?

Are there family-friendly house rentals in Oregon City?

Do apartment rentals in Oregon City have air conditioning?

Do house rentals in Oregon City have wireless internet?

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