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

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Oregon City vacation 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 ￥30,670
￥76,254 total
includes taxes & fees
Oct 7 - Oct 8
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, (14 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 ￥21,091
￥32,582 total
includes taxes & fees
Sep 28 - Sep 29
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 ￥21,091
￥33,381 total
includes taxes & fees
Sep 28 - Sep 29
Oregon Jade- West Linn 2 rooms, EV charger, fire pit, forest view, deer glazing
A dining table set with white plates, glasses, and silverware, surrounded by beige chairs and a sofa in a neutral-toned room.

4. Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard

Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard
Oatfield
9.8 out of 10, Exceptional, (19 reviews)
"The house was clean and really cute. The set up was great for our stay and host was super helpful. Really enjoyed our stay!"
United States
Dana F.
The price is ￥18,087
￥33,524 total
includes taxes & fees
Sep 29 - Sep 30
Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard
A modern house with a covered patio, a stone fireplace, and a sign reading "Marv's Place".

5. Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside

Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside
West Linn
10.0 out of 10, Exceptional, (35 reviews)
"Lovely design, magnificent setting, plenty of coffee. Wonderful!"
United States
Jay L. F.
The price is ￥22,139
￥57,363 total
includes taxes & fees
Sep 28 - Sep 29
Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside
A rustic outdoor seating area with benches and picnic tables, surrounded by dense forest.

6. 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 ￥21,233
￥32,727 total
includes taxes & fees
Sep 28 - Sep 29
Creekside Haven
A house with a patio area featuring two green chairs and a table, a fire pit, and a bicycle parked outside.

7. #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 ￥22,963
￥48,620 total
includes taxes & fees
Sep 30 - Oct 1
#StayInMyDistrict Lake Oswego Honey Bee Cottage
A cozy living room with a stone fireplace, a brown sofa, a wooden coffee table, and a lamp.

8. Cowboy Cabana! Hot Tub and Ping Pong! Cozy 3 bedroom home.

Cowboy Cabana! Hot Tub and Ping Pong! Cozy 3 bedroom home.
Oak Grove
9.4 out of 10, Exceptional, (18 reviews)
"Great location. Close to everything you need. House was great, hot tub was relaxing. We really enjoyed our stay."
United States
Dawn R.
Cowboy Cabana! Hot Tub and Ping Pong! Cozy 3 bedroom home.
A modern kitchen with a large island, grey cabinets, and wooden flooring.

9. 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, (128 reviews)
"A great place to stay in the Portland,OR area!"
United States
Mary R.
The price is ￥19,188
￥49,968 total
includes taxes & fees
Oct 5 - Oct 6
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
A modern kitchen with white cabinets, a black refrigerator, and a dining area with a wooden table and chairs.

10. 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 ￥12,582
￥21,611 total
includes taxes & fees
Sep 30 - Oct 1
Granny Flat in leafy SW Portland
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

11. Large Cozy Home

Large Cozy Home
Southgate
9.8 out of 10, Exceptional, (57 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 ￥18,716
￥71,520 total
includes taxes & fees
Sep 28 - Sep 29
Large Cozy Home
A wooden deck with a table and chairs, a green umbrella, and potted plants.

12. 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 ￥29,097
￥46,296 total
includes taxes & fees
Oct 5 - Oct 6
Beautiful Art Filled Home 15 minutes to Downtown
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.

13. #StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
Southeast Portland
10.0 out of 10, Exceptional, (43 reviews)
"Very clean, well equipted , great location, comfortable bed, great spot for coffee outside"
United States
Sorek Y.
The price is ￥13,841
￥39,556 total
includes taxes & fees
Oct 4 - Oct 5
#StayinMyDistrict Sellwood Coco Rose Retreat
A playground with a slide, climbing structures, and a swing set.

14. Guest Suite with WiFi, AC, streaming

Guest Suite with WiFi, AC, streaming
Southwest Portland
9.0 out of 10, Wonderful, (22 reviews)
"Space was actually much larger than I thought it would be, very clean. I was worried when I saw street parking, but it was absolutely no issue at all- located in a quiet neighborhood with lots of restaurants/cafes in walkable distance."
United States
Madison
Guest Suite with WiFi, AC, streaming
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, (24 reviews)
"Great location and super fun house. We really enjoyed it"
United States
Lauren B.
The price is ￥39,163
￥45,483 total
includes taxes & fees
Sep 29 - Sep 30
The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors
A modern living room with a dining area, large windows, and a fireplace.

16. ❤️ LUXURY GUESTHOUSE ★ NEAR DOWNTOWN ★ SPA BATH ★ LARGE PATIO

❤️ LUXURY GUESTHOUSE ★ NEAR DOWNTOWN ★ SPA BATH ★ LARGE PATIO
Northeast Portland
10.0 out of 10, Exceptional, (58 reviews)
"Close to Starbucks "
United States
J J.
The price is ￥20,446
￥51,532 total
includes taxes & fees
Sep 29 - Sep 30
❤️ LUXURY GUESTHOUSE ★ NEAR DOWNTOWN ★ SPA BATH ★ LARGE PATIO
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.

17. 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 ￥23,435
￥47,455 total
includes taxes & fees
Oct 21 - Oct 22
Spectacular Choice: Sleeps 6, Your Dog Welcome Too
A modern kitchen with white cabinets, a central island, and yellow chairs.

18. BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT

BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT
Northeast Portland
9.8 out of 10, Exceptional, (21 reviews)
"Our stay was excellent. The spaceas spacious, clean and in great location for our needs "
United States
Trevor M.
The price is ￥17,585
￥52,043 total
includes taxes & fees
Sep 28 - Sep 29
BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT
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)
"Super easy stay, the space was clean, and the bed was comfortable. "
United States
Stephanie H.
The price is ￥20,454
￥43,016 total
includes taxes & fees
Oct 3 - Oct 4
Mount Tabor Loft With Hot Tub
A bedroom with a bed, a desk, a chair, a television, and a brick fireplace.

20. #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 ￥14,784
￥40,754 total
includes taxes & fees
Oct 5 - Oct 6
#StayinMyDistrict Pendelton Place Walk to Mt Tabor
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

Eastside Lodge

Eastside Lodge

8/10 Good
"My biggest complaint is the lack of elevators but that’s on me for not properly reading the description. I guess I get too used to that being a common feature at motels. Otherwise great location, lots of things within walking distance including lots of food. But the BEST part was the bed. I normally have horrible sleep on unfamiliar mattresses but this one was so soft and perfect. Slept like a baby and that’s really all needed the room for as I was out and about most of the day."
Lydia 4-night trip
Posted less than an hour ago
Eastside Lodge

Find out more about Oregon City

Oregon City Vacation Homes information

Number of reviews
681
Accommodation
1030 Vacation Homes
Lowest Price
￥21,611
Highest Price
￥76,254