Lake Oswego Holiday Rentals

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Our top choices for Lake Oswego holiday rentals

9.8 out of 10, Exceptional, (14)
"We stayed for two nights; the location was great, quiet, easy access to everything we needed. "
United States
Deborah B.
The price is NZ$295
includes taxes & fees
9 Jan - 10 Jan 2026
Charming 1-Bedroom Entire Condo Loft in Scenic Mountain Park
9.6 out of 10, Exceptional, (33)
"Wonderful walking neighborhood, close to all that Lake Oswego has to offer!"
United States
john w.
The price is NZ$436
includes taxes & fees
4 Jan - 5 Jan 2026
#StayInMyDistrict Lake Oswego Honey Bee Cottage
9.2 out of 10, Wonderful, (5)
"Good location, quite neighborhood, the house is clean and nice backyard patio to enjoy & relax"
United States
Khanhh L.
The price is NZ$573
includes taxes & fees
4 Jan - 5 Jan 2026
The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors
9.8 out of 10, Exceptional, (114)
"Very accommodating, especially for our annual guys trip, where 5 men appreciate having their own space, but also like have place to get together for happy hour. Beds comfortable, communication was instantaneous, and everything was provided as marketed.Very nice property in safe area."
United States
K L.
The price is NZ$595
includes taxes & fees
4 Jan - 5 Jan 2026
La Casa with Luxury Amenities -hot tub and massage chair
7.8 out of 10, Good, (17)
"Great location"
United States
Maria E.
The price is NZ$1,168
includes taxes & fees
5 Jan - 6 Jan 2026
Delightful Retreat with Water Views, Fast WiFi, Gas Grill, & Furnished Patio
The price is NZ$630
includes taxes & fees
30 Dec - 31 Dec
Cottage next to historical home in Lake Oswego
2.0 star property
9.4 out of 10, Exceptional, (6)
"Amazing host with great communication, a gorgeous and perfectly placed spot, and a fun, cozy place that had everything I needed. The commissary was incredible, and the whole experience was perfect!"
United States
Kierra P.
The price is NZ$259
includes taxes & fees
29 Dec - 30 Dec
Margaux the Vintage Airstream - Portland's Glamping Garden Oasis
3.0 star property
8.2 out of 10, Very good, (2030)
" Excellent for our weekend stay."
United States
MEREDITH
The price is NZ$151
includes taxes & fees
4 Jan - 5 Jan 2026
Larkspur Landing Extended Stay Suites Hillsboro

Apartment in Northeast Portland

#StayinMyDistrict Alberta Arts Daylight Studio
2.0 star property
10.0 out of 10, Exceptional, (7)
"I had a wonderful stay "
United States
Sharada B.
The price is NZ$338
includes taxes & fees
29 Dec - 30 Dec
#StayinMyDistrict Alberta Arts Daylight Studio

Holiday Home in Southeast Portland

#StayinMyDistrict Sellwood Coco Rose Retreat
2.0 star property
10.0 out of 10, Exceptional, (33)
"Beautiful little space, steps away from great food and coffee."
United States
Christine M.
The price is NZ$344
includes taxes & fees
30 Dec - 31 Dec
#StayinMyDistrict Sellwood Coco Rose Retreat
9.2 out of 10, Wonderful, (15)
"What a little slice of heaven! Perfect location and comfortable. I’ll be back:)"
United States
Amy C.
The price is NZ$334
includes taxes & fees
29 Dec - 30 Dec
#StayinMyDistrict Sellwood Private Garden Casita
9.8 out of 10, Exceptional, (20)
"Beautiful location, not far from dowtown portland, and was a very relaxing stay."
United States
Kelsey L.
The price is NZ$261
includes taxes & fees
8 Jan - 9 Jan 2026
Private, cozy, airy garden studio suite, for 1 or 2 guests
9.8 out of 10, Exceptional, (151)
"Great location, comfortable and well stocked!"
United States
Edla P.
The price is NZ$423
includes taxes & fees
29 Dec - 30 Dec
❤️ CLEAN ★ NEAR DOWNTOWN | PRIVATE PATIO ★ WALKABLE

Holiday Home in Southeast Portland

#StayInMyDistrict Buckman Bright Spacious Townhome
9.4 out of 10, Exceptional, (19)
"I had a great time staying in the Buckman District. Very comfortable stay and lots of dining options!"
United States
Ben L.
The price is NZ$361
includes taxes & fees
29 Dec - 30 Dec
#StayInMyDistrict Buckman Bright Spacious Townhome

Apartment in Camas

Downtown Camas Apartment
10.0 out of 10, Exceptional, (8)
"We had a great visit in Camas. Easy access to freeway and still very quiet."
United States
James F.
The price is NZ$319
includes taxes & fees
5 Jan - 6 Jan 2026
Downtown Camas Apartment

Aparthotel in Northwest Portland

Inn at Northrup Station
3.0 star property
9.4 out of 10, Exceptional, (2139)
"Nice big room in a very good location. Staff were very helpful and recommended food options near by. "
United States
Fiona
Inn at Northrup Station

Apartment in Northeast Portland

Modern Sanctuary in the heart of Concordia
10.0 out of 10, Exceptional, (140)
"Fantastic location, well-equipped with most everything we needed. "
United States
Colleen Y.
The price is NZ$406
includes taxes & fees
30 Dec - 31 Dec
Modern Sanctuary in the heart of Concordia
2.0 star property
9.2 out of 10, Wonderful, (9)
"We enjoyed our stay. The location is great, the decor is attractive and the setting is comfortable. "
United States
Sheila O.
The price is NZ$333
includes taxes & fees
30 Dec - 31 Dec
Private Basement Guest Suite w/Hot Tub

Apartment in Downtown Vancouver

#StayInMyDistrict Downtown Loft
9.6 out of 10, Exceptional, (7)
"Great location highly recommended"
United States
John B.
The price is NZ$329
includes taxes & fees
30 Dec - 31 Dec
#StayInMyDistrict Downtown Loft

Holiday Home in Gresham

#StayinMyDistrict Gorge-Mt Hood
9.6 out of 10, Exceptional, (21)
"The location is great. Very clean and quiet right on the beautiful beach. rooms are on the small side but comfortable. Would definitely recommend. "
United States
Shawn P.
The price is NZ$515
includes taxes & fees
29 Dec - 30 Dec
#StayinMyDistrict Gorge-Mt Hood
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 Lake Oswego Hotel Reviews

Find out more about Lake Oswego

Everything you need to know about Lake Oswego holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Lake Oswego holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Lake Oswego holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Lake Oswego holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lake Oswego. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Lake Oswego holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Lake Oswego holiday rentals we have selected for you start as low as NZ$151 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Lake Oswego rentals

At Expedia, we put the best Lake Oswego holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Lake Oswego rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Lake Oswego holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lake Oswego. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Lake Oswego?

Yes, there are holiday rentals in Lake Oswego close to Willamette Shore Trolley, 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.

What are some of the best holiday rentals that Lake Oswego has to offer?

Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row: This holiday home rental outside of Lake Oswego is located on a river, and has a patio, a selection of games and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Lake Oswego?

Choose from 34 Expedia holiday rentals in Lake Oswego for a memorable holiday.

What can I see and do in Lake Oswego?

Cultural attractions include Lakewood Center for the Arts and Arts Council of Lake Oswego, whereas Willamette River and Pilkington Dog Park are a couple of picturesque spots to enjoy the outdoors. Lake Oswego Farmers' Market and Willamette Shore Trolley 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.