An aerial view of a river with a bridge, surrounded by dense forests and urban areas.

Holiday Homes in Oregon City

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Oregon City holiday homes

A modern living room with a fireplace, white cabinetry, and a large potted plant.

1. OC Haus · Ranch Home · Fire Pit · Fireplace · 4BR · 25 Min to Portland

OC Haus · Ranch Home · Fire Pit · Fireplace · 4BR · 25 Min to Portland
Gaffney Lane
9.8 out of 10, Exceptional, (63 reviews)
"It was an excellent stay, some outlets did not work, but the host was very responsive to all communication and answered questions in a timely manner."
United States
Alan L.
The price is AU$744
includes taxes & fees
16 Sept - 17 Sept
OC Haus · Ranch Home · Fire Pit · Fireplace · 4BR · 25 Min to Portland
A white house with a dark blue front door, a wreath, and a mailbox with the number 15908.

2. Cozy Cottage at Dragonfly Horse Ranch

Cozy Cottage at Dragonfly Horse Ranch
Oregon City
8.8 out of 10, Excellent, (13 reviews)
"We had a excellent visit. Cara was a wonderful host and everything about the cottage was comfortable, well equipped and clean. We had a very enjoyable time there.Our cat loved it there and this cat does not travel much at all. Kudos to the crewat Cozy Cottage.Sheryl and Robert"
United States
Sheryl C.
The price is AU$301
includes taxes & fees
14 Sept - 15 Sept
Cozy Cottage at Dragonfly Horse Ranch
A wooden deck with a glass door leading to a forested area.

3. Oregon Jade- West Linn 2 rooms, EV charger, fire pit, forest view, deer glazing

Oregon Jade- West Linn 2 rooms, EV charger, fire pit, forest view, deer glazing
Rosemont Summit
8.4 out of 10, Very good, (26 reviews)
"Nice, clean place in a good neighborhood."
United States
Andrew M.
The price is AU$329
includes taxes & fees
23 Sept - 24 Sept
Oregon Jade- West Linn 2 rooms, EV charger, fire pit, forest view, deer glazing
A rustic outdoor seating area with benches and picnic tables, surrounded by dense forest.

4. Creekside Haven

Creekside Haven
Wilsonville
10.0 out of 10, Exceptional, (75 reviews)
"Very comfortable ,had everything we needed. Wish we could have stayed longer."
United States
Eric S.
The price is AU$311
includes taxes & fees
14 Sept - 15 Sept
Creekside Haven
A modern kitchen with a large island, grey cabinets, and wooden flooring.

5. Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Milwaukie
9.4 out of 10, Exceptional, (127 reviews)
"A great place to stay in the Portland,OR area!"
United States
Mary R.
The price is AU$462
includes taxes & fees
1 Oct - 2 Oct
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
A house with a patio area featuring two green chairs and a table, a fire pit, and a bicycle parked outside.

6. #StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayInMyDistrict Lake Oswego Honey Bee Cottage
First Addition
9.6 out of 10, Exceptional, (42 reviews)
"Located in a quiet, enjoyable neighborhood of Lake Oswego. Walking to shops and restaurants, or hiking in Tryon Creek is easily accessible. Property was clean and necessary items provided. I very much enjoyed my stay."
United States
Carrie
The price is AU$500
includes taxes & fees
20 Sept - 21 Sept
#StayInMyDistrict Lake Oswego Honey Bee Cottage
A living room with a brown leather sofa, a striped armchair, a white coffee table, a flat-screen TV mounted on the wall, and a window with an umbrella outside.

7. #StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
Southeast Portland
10.0 out of 10, Exceptional, (43 reviews)
"Perfect location in the heart of Sellwood."
United States
Karen V.
The price is AU$371
includes taxes & fees
16 Sept - 17 Sept
#StayinMyDistrict Sellwood Coco Rose Retreat
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

8. Large Cozy Home

Large Cozy Home
Southgate
9.8 out of 10, Exceptional, (56 reviews)
"Wonderful experience, will stay there again if I am ever in Portland! The hot tub was such a bonus!"
United States
Amanda M.
The price is AU$597
includes taxes & fees
21 Sept - 22 Sept
Large Cozy Home
A modern kitchen with white cabinets, a black refrigerator, and a dining area with a wooden table and chairs.

9. Granny Flat in leafy SW Portland

Granny Flat in leafy SW Portland
Southwest Portland
9.4 out of 10, Exceptional, (29 reviews)
"Literally enjoyed the place, the host were extremely good at communicating and very understanding. Definitely a 9.5/10"
United States
Daquarious
The price is AU$194
includes taxes & fees
16 Sept - 17 Sept
Granny Flat in leafy SW Portland
A wooden deck with a table and chairs, a green umbrella, and potted plants.

10. Beautiful Art Filled Home 15 minutes to Downtown

Beautiful Art Filled Home 15 minutes to Downtown
Ardenwald
10.0 out of 10, Exceptional, (83 reviews)
"Close to shops and restaurants."
United States
Greenie D.
The price is AU$427
includes taxes & fees
20 Sept - 21 Sept
Beautiful Art Filled Home 15 minutes to Downtown

11. Guest Suite with WiFi, AC, streaming

Guest Suite with WiFi, AC, streaming
Southwest Portland
9.0 out of 10, Wonderful, (21 reviews)
"Nice place for us to stay while visiting family in the area. "
United States
Chris W.
The price is AU$363
includes taxes & fees
14 Sept - 15 Sept
Guest Suite with WiFi, AC, streaming
A bedroom with a bed, a desk, a chair, a television, and a brick fireplace.

12. #StayinMyDistrict Pendelton Place Walk to Mt Tabor

#StayinMyDistrict Pendelton Place Walk to Mt Tabor
Southeast Portland
8.4 out of 10, Very good, (21 reviews)
"Great spot a few blocks away from Foster Powell. "
United States
Jack
The price is AU$385
includes taxes & fees
20 Sept - 21 Sept
#StayinMyDistrict Pendelton Place Walk to Mt Tabor
A living room with a sofa, a coffee table, and a dining area with chairs. There is a plant on a side table and a painting on the wall.

13. Spectacular Choice: Sleeps 6, Your Dog Welcome Too

Spectacular Choice: Sleeps 6, Your Dog Welcome Too
Bull Mountain
9.6 out of 10, Exceptional, (56 reviews)
"Great location"
United States
norm s.
The price is AU$416
includes taxes & fees
23 Sept - 24 Sept
Spectacular Choice: Sleeps 6, Your Dog Welcome Too
A blue house with a white porch and a pathway leading to it.

14. Charming 2-bedroom in historic home

Charming 2-bedroom in historic home
Southeast Portland
9.6 out of 10, Exceptional, (45 reviews)
"Very walkable location. Love the private entrance and the space suited just perfectly. "
United States
Jamie A.
The price is AU$309
includes taxes & fees
15 Sept - 16 Sept
Charming 2-bedroom in historic home
A modern hotel interior with mirrored walls, multiple beds with pillows, and a glass floor.

15. The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors

The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors
Lake Oswego
9.8 out of 10, Exceptional, (22 reviews)
"Great location and super fun house. We really enjoyed it"
United States
Lauren B.
The price is AU$427
includes taxes & fees
11 Oct - 12 Oct
The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a dark wooden island with two chairs.

16. Cozy small home one bedroom

Cozy small home one bedroom
Portland
9.2 out of 10, Wonderful, (5 reviews)
"Good location and had everything we required."
United States
David B.
The price is AU$494
includes taxes & fees
18 Sept - 19 Sept
Cozy small home one bedroom
A modern kitchen with a large island, stainless steel appliances, and a view into a living area with a high ceiling and skylight.

17. 2BR Upper unit - Sleeps 4 - Trendy Area - Walk Everywhere

2BR Upper unit - Sleeps 4 - Trendy Area - Walk Everywhere
Southeast Portland
The price is AU$392
includes taxes & fees
20 Sept - 21 Sept
2BR Upper unit - Sleeps 4 - Trendy Area - Walk Everywhere
A house with a brick facade, a chimney, and a front yard with various plants and a tree.

18. Exquisite Historic Suite Close to Downtown 14-21673

Exquisite Historic Suite Close to Downtown 14-21673
Southwest Portland
10.0 out of 10, Exceptional, (549 reviews)
"A wonderful stay in Portland. A beautiful place, very clean and comfortable and a friendly and welcoming host. Would 100% recommend."
United Kingdom
Celine
The price is AU$219
includes taxes & fees
5 Oct - 6 Oct
Exquisite Historic Suite Close to Downtown 14-21673
A spa area with a hot tub, a wooden deck, and a white door with frosted glass.

19. Mount Tabor Loft With Hot Tub

Mount Tabor Loft With Hot Tub
Southeast Portland
9.2 out of 10, Wonderful, (15 reviews)
"Nice little place with all the necessities in a great location, with a hot tub - for a good price!"
United States
Ezekial H.
The price is AU$324
includes taxes & fees
14 Sept - 15 Sept
Mount Tabor Loft With Hot Tub
A modern kitchen with white cabinets, stainless steel appliances, and a central island with seating.

20. Charming 3-bedroom house in Portland

Charming 3-bedroom house in Portland
Portland
9.8 out of 10, Exceptional, (29 reviews)
"Clean, cozy, perfect for our needs!"
United States
Mildred P.
The price is AU$511
includes taxes & fees
14 Sept - 15 Sept
Charming 3-bedroom house in Portland
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.
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Top Oregon City Hotel Reviews

Heathman Lodge

Heathman Lodge

10/10 Excellent
"Best hotel in the area, very clean and comfortable"
Charlie 1-night trip
Posted less than an hour ago
Heathman Lodge

Find out more about Oregon City

Oregon City Holiday Homes information

Number of reviews
1,166
Accommodation
1036 Holiday Homes
Lowest Price
AU$194
Highest Price
AU$744