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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Lake Oswego holiday rentals

A building with multiple balconies, outdoor seating, and a palm tree.

1. Inn at Northrup Station

Inn at Northrup Station
3.0 star property
Northwest Portland
9.4 out of 10, Exceptional, (2,284 reviews)
"Really enjoyed our stay. The ambiance is very Portland! The staff was so helpful too."
United States
Celia
The price is ฿4,141
฿4,804 total
includes taxes & fees
30 Nov - 1 Dec
Inn at Northrup Station
A room with a bed, a green sofa, a mirror, and a door leading to another room.

2. Pomeroy

Pomeroy
2.0 star property
Northwest Portland
10.0 out of 10, Exceptional, (1 review)
"The location of this VRBO was wonderful. Lots of great food options and shopping within easy, safe walking distance. There’s a grocery store 2 blocks away. For those who want to use public transport, the #15 stops at the corner."
United States
Richard
The price is ฿2,765
฿5,536 total
includes taxes & fees
16 Nov - 17 Nov
Pomeroy
A stone facade with a sign for Larkspur Landing Home Suite Hotel, a lantern, and a flower bed.

3. Larkspur Landing Extended Stay Suites Hillsboro

Larkspur Landing Extended Stay Suites Hillsboro
3.0 star property
Hillsboro
8.2 out of 10, Very good, (2,323 reviews)
"Nice comfortable stay"
United States
Dennis
The price is ฿2,818
฿3,198 total
includes taxes & fees
25 Nov - 26 Nov
Larkspur Landing Extended Stay Suites Hillsboro
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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Find holiday rentals that suit your style

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Top Lake Oswego Hotel Reviews

A spacious living room with a fireplace, comfortable seating, and large windows with curtains.
Grand Hotel at Bridgeport

Grand Hotel at Bridgeport

Grand Hotel at Bridgeport
Tigard

10/10 Excellent

Comfortable beds and a lovely big room. Really quiet apart from the room doors which slam extremely loudly!! Breakfast delicious and plentiful - and not a paper plate in sight 😊 Convenient to shops and eateries and an easy drive into Portland.
United Kingdom
Lisa
Reviewed September 16, 2026
Grand Hotel at Bridgeport

Find out more about Lake Oswego

Search for holiday rentals in Lake Oswego on Expedia! You can easily find your home rentals, villas, holiday apartments in Lake Oswego using one of the methods below:

  • View our selection of featured holiday rentals in Lake Oswego
  • Use the map to find apartments and other holiday homes in the Lake Oswego neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Lake Oswego while they last

Look no further and take a look at our great range of rental properties in Lake Oswego!

Frequently Asked Questions

Can I find holiday rentals in Lake Oswego?

Yes, there are holiday rentals in Lake Oswego close to Arts Council of Lake Oswego, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and scenic lakeside in Lake Oswego. While you're here, grab a bite or have a drink at the top-notch restaurants.

How many holiday rentals are there in Lake Oswego?

Choose from 28 Expedia holiday rentals in Lake Oswego for a memorable holiday.

What can I see and do in Lake Oswego?

Cultural attractions include Arts Council of Lake Oswego and Lakewood Center for the Arts, whereas Willamette River and Millenium Plaza City Park are a couple of picturesque spots to enjoy the outdoors. Lake Oswego Farmers' Market and Oswego Lake are other places to visit while you're in town.

What are holiday rentals like in Lake Oswego?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Lake Oswego. Holiday rentals offer amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family trip or a small group gathering.