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, 435 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 13 – 20

€ 77 per night

Guest favorite

Guesthouse in Beavercreek

5.0 out of 5 average rating, 143 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.

Sep 22 – 29

€ 117 per night

Guest favorite

Vacation home in Oregon City

4.93 out of 5 average rating, 461 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).

Oct 4 – 11

€ 91 per night

Superhost

Guesthouse in Milwaukie

4.86 out of 5 average rating, 152 reviews

Milwaukie Riverfront Guest House

Incredibly majestic river-front guest house. This is the ultimate romantic getaway and peaceful retreat. Large windows and double french doors look out on the Willamette river from the cottage living room and loft sleeping area. It includes a semi-private rocky beach, and a large manicured lawn with fire pit. Kayaks are available for use, and guests are welcome to bring their own too! The guesthouse has its own drive-way, and is completely separate from the main-house grounds for privacy.

Sep 30 – Oct 7

€ 168 per night

Guest favorite

Farm stay in Oregon City

4.94 out of 5 average rating, 352 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.

Dec 4 – 11

€ 88 per night

Guest favorite

Bungalow in Gladstone

4.94 out of 5 average rating, 118 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.

Sep 21 – 28

€ 115 per night

Guest favorite

Guest suite in Milwaukie

4.98 out of 5 average rating, 262 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 10 – 17

€ 111 per night

Guest favorite

Guesthouse in Canby

4.95 out of 5 average rating, 184 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.

Oct 20 – 27

€ 109 per night

Guest favorite

Guesthouse in West Linn

4.93 out of 5 average rating, 340 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.

Feb 20 – 27

€ 87 per night

Guest favorite

Guesthouse in Oregon City

4.91 out of 5 average rating, 185 reviews

Modern Tiny House | Near DT OC| Dual Shower Heads

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 as well as Abernethy Center(Wedding Venue). Visit the Oregon Trail Museum, and historic downtown Oregon City. Free parking on premises, fully equipped kitchen, set in a quiet peaceful neighborhood Great for short or long term stays as well as traveling nurses.

Dec 1 – 8

€ 149 per night

Guest favorite

Guest suite in Oregon City

4.95 out of 5 average rating, 190 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.

Dec 17 – 24

€ 109 per night

Guest favorite

Guest suite in West Linn

4.96 out of 5 average rating, 300 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.

Jul 13 – 20

€ 141 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

Guest suite in Happy Valley

4.98 out of 5 average rating, 404 reviews

Happy Valley Hideaway - Newly Remodeled

Jan 3 – 10

€ 142 per night

Guest favorite

Apartment in Milwaukie

4.99 out of 5 average rating, 153 reviews

Milwaukie Retreat in the Woods

Oct 19 – 26

€ 95 per night

Guest favorite

Guest suite in Milwaukie

4.95 out of 5 average rating, 151 reviews

Riverside Cottage Apartment.

Dec 18 – 25

€ 128 per night

Guest favorite

Guesthouse in Gladstone

4.97 out of 5 average rating, 102 reviews

The River House - Waterfront Retreat w/Fireplace

Oct 13 – 20

€ 187 per night

Guest favorite

Tiny home in Damascus

4.92 out of 5 average rating, 638 reviews

Quaint Tiny House In The Trees. Damascus, Oregon.

Dec 11 – 18

€ 60 per night

Guest favorite

Home in Milwaukie

4.96 out of 5 average rating, 133 reviews

Crossroads Country Cottage

Jan 13 – 20

€ 115 per night

Guest favorite

Apartment in Happy Valley

4.98 out of 5 average rating, 366 reviews

All the Views: Private AirBnB, near Portland!

Oct 26 – Nov 2

€ 119 per night

Guest favorite

Guest suite in Milwaukie

4.96 out of 5 average rating, 376 reviews

River Forest Lake Apt w/hot tub. HOT find!

Jan 19 – 26

€ 145 per night

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Other great vacation rentals in Oregon City

Guest favorite

Guest suite in Damascus

4.91 out of 5 average rating, 526 reviews

Oasis Between City, River & Mountain. Damascus OR

Nov 12 – 19

€ 59 per night

Guest favorite

Guest suite in Milwaukie

4.97 out of 5 average rating, 181 reviews

Trolley Trail Treasure in Oak Grove

Jan 30 – Feb 6

€ 110 per night

Guest favorite

Guest suite in Troutdale

4.97 out of 5 average rating, 767 reviews

Amazing VIEW & Private Entry/Jetted Tub near Falls

Mar 19 – 26

€ 132 per night

Guest favorite

Place to stay in Brush Prairie

4.97 out of 5 average rating, 421 reviews

Spaceship Destination!

Dec 1 – 8

€ 153 per night

Guest favorite

Guest suite in Estacada

4.97 out of 5 average rating, 234 reviews

Countryside Private Guest Suite-Estacada Farmhouse

Oct 26 – Nov 2

€ 132 per night

Guest favorite

Cottage in Lake Oswego

4.93 out of 5 average rating, 227 reviews

Peacock Grove Cottage in Lake Oswego, OR

Oct 26 – Nov 2

€ 85 per night

Guest favorite

Guesthouse in Milwaukie

4.95 out of 5 average rating, 187 reviews

The Annex - Sunny, peaceful, modern and detached!

Oct 27 – Nov 3

€ 116 per night

Guest favorite

Home in Milwaukie

4.97 out of 5 average rating, 223 reviews

Cozy, Private Studio

Jul 2 – 9

€ 89 per night

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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 440 vacation rentals in Two Rivers, over 330 vacation rentals in Rosemont Summit, and over 160 vacation rentals in Rivercrest.
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 house rentals in Oregon City have air conditioning?
Absolutely! We offer over 50 house 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

Guest suite in Happy Valley

Apartment in Milwaukie

Guest suite in Milwaukie

Guesthouse in Gladstone

Tiny home in Damascus

Home in Milwaukie

Apartment in Happy Valley

Guest suite in Milwaukie

Other great vacation rentals in Oregon City

Guest suite in Damascus

Guest suite in Milwaukie

Guest suite in Troutdale

Place to stay in Brush Prairie

Guest suite in Estacada

Cottage in Lake Oswego

Guesthouse in Milwaukie

Home in Milwaukie

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 house rentals in Oregon City have air conditioning?

Do house rentals in Oregon City have wireless internet?

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