Holiday rentals in Oregon City

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Top-rated holiday rentals in Oregon City

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Guest favourite

Guest suite in Oregon City

4.95 out of 5 average rating, 430 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.

7–14 Sept

£65 per night

Guest favourite

Guest house in Beavercreek

5.0 out of 5 average rating, 135 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.

24 Sept – 1 Oct

£100 per night

Guest favourite

Holiday home in Oregon City

4.93 out of 5 average rating, 458 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).

3–10 Dec

£74 per night

Superhost

Guest house in Milwaukie

4.86 out of 5 average rating, 150 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.

19–26 Sept

£144 per night

Guest favourite

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.

26 Sept – 3 Oct

£102 per night

Guest favourite

Farm stay in Oregon City

4.9 out of 5 average rating, 386 reviews

Romantic ‘Glamping’ Farm Tiny Cottage

Glamping at its finest! This adorable, warm and cozy, artistic, and truly unique storybook cabin is nestled in a quiet, close-in farm setting (but only 30 min to DT PDX). You’ll love the magical vibe, artwork, decor, lighting, coffee bar, comfy bed, cute outhouse w/cold water sink, and a private outdoor heated shower! We welcome ALL colors, LGBTQ, and outdoor tobacco friendly. Cannabis flower allowed indoors in separate, fun and funky TV/game shed. You'll LOVE it here!

29 Jul – 5 Aug

£65 per night

Guest favourite

Guest suite in Milwaukie

4.98 out of 5 average rating, 256 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.

7–14 Sept

£94 per night

Guest favourite

Guest house in Canby

4.95 out of 5 average rating, 179 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.

7–14 Dec

£89 per night

Guest favourite

Guest house in West Linn

4.93 out of 5 average rating, 336 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.

15–22 Jan

£73 per night

Guest favourite

Guest suite in Oregon City

4.95 out of 5 average rating, 186 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.

30 Mar – 6 Apr

£93 per night

Guest favourite

Guest suite in West Linn

4.96 out of 5 average rating, 284 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.

8–15 Jan

£78 per night

Guest favourite

Flat in Milwaukie

4.99 out of 5 average rating, 152 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.

14–21 May

£81 per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Oregon City holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

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 holiday rentals in Oregon City

Guest favourite

Cabin in Estacada

4.98 out of 5 average rating, 273 reviews

Creekside Cozy Cabin

24 Nov – 1 Dec

£118 per night

Guest favourite

Home in Milwaukie

4.96 out of 5 average rating, 132 reviews

Crossroads Country Cottage

12–19 Dec

£98 per night

Guest favourite

Guest house in Milwaukie

4.88 out of 5 average rating, 220 reviews

Indulge in Rare Riverside Retreat

25 Mar – 1 Apr

£120 per night

Guest favourite

Home in Milwaukie

4.97 out of 5 average rating, 222 reviews

Cozy, Private Studio

18–25 May

£66 per night

Guest favourite

Tiny home in Oregon City

4.96 out of 5 average rating, 80 reviews

Tiny Sequoia House

18–25 May

£74 per night

Guest favourite

Flat in Oregon City

4.98 out of 5 average rating, 57 reviews

Private, comfy & cozy apartment in OC neighborhood

9–16 May

£83 per night

Superhost

Flat in Oregon City

4.82 out of 5 average rating, 22 reviews

Oregon City Historic District Apartment

6–13 May

£89 per night

Superhost

Flat in Oregon City

4.79 out of 5 average rating, 90 reviews

Lovely Historic Apartment in the Heart of OC

2–9 May

£111 per night

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Quick stats about holiday 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

Holiday rentals in Oregon City

Top-rated holiday rentals in Oregon City

Guest suite in Oregon City

Guest house in Beavercreek

Holiday home in Oregon City

Guest house in Milwaukie

Bungalow in Gladstone

Farm stay in Oregon City

Guest suite in Milwaukie

Guest house in Canby

Guest house in West Linn

Guest suite in Oregon City

Guest suite in West Linn

Flat in Milwaukie

Holiday rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Oregon City holiday rentals

Stay near Oregon City's top sights

Other great holiday rentals in Oregon City

Cabin in Estacada

Home in Milwaukie

Guest house in Milwaukie

Home in Milwaukie

Tiny home in Oregon City

Flat in Oregon City

Flat in Oregon City

Flat in Oregon City

Quick stats about holiday rentals in Oregon City

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Destinations to explore