A forest stream with moss-covered trees and dense undergrowth.

Lake Oswego Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Lake Oswego holiday rentals

Terrace/patio

#StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayInMyDistrict Lake Oswego Honey Bee Cottage
First Addition
9.6 out of 10, Exceptional, (41 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 HK$1,623
HK$3,183 total
includes taxes & fees
3 Aug - 4 Aug
#StayInMyDistrict Lake Oswego Honey Bee Cottage
Coffee/tea maker, fridge, microwave, oven

High End New Estate Home in Lake Oswego. Private suite on 1st level w/o stairs.

High End New Estate Home in Lake Oswego. Private suite on 1st level w/o stairs.
Lake Oswego
9.8 out of 10, Exceptional, (18 reviews)
"Great relaxing stay"
United States
Jessika D.
The price is HK$6,995
HK$11,001 total
includes taxes & fees
1 Aug - 2 Aug
High End New Estate Home in Lake Oswego. Private suite on 1st level w/o stairs.
Interior

Cottage next to historical home in Lake Oswego

Cottage next to historical home in Lake Oswego
Lake Oswego
10.0 out of 10, Exceptional, (7 reviews)
"2nd time staying and I’m sure it won’t be our last. Great location and pretty setting. Just the right size for my husband and I when we visit our daughter and family. You won’t be disappointed if you book this cute cottage. "
United States
cathy k.
Cottage next to historical home in Lake Oswego
Spa

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, (15 reviews)
"Very Fun place to stay. Something interesting everywhere you look, and the back porch was a great hangout spot. "
United States
Jeanie M.
The price is HK$2,345
HK$2,867 total
includes taxes & fees
2 Aug - 3 Aug
The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors
Building design

Inn at Northrup Station

Inn at Northrup Station
3.0 star property
Northwest Portland
9.4 out of 10, Exceptional, (2,218 reviews)
"We chose this location as we were helping our son move into his apt in the Pearl District. Many wonderful restaurants, coffee shops, and bakeries all within a walkable distance, or a short 5-10 minute drive. We really appreciated the easy access to parking as the area can get congested. Breakfast was basic, but is a definite plus if you’re on a budget. Hotel was quiet and the area felt safe. Would stay here again!"
United States
Lori
The price is HK$1,405
HK$1,629 total
includes taxes & fees
9 Aug - 10 Aug
Inn at Northrup Station
Smart TV, fireplace

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, (14 reviews)
"Great location. Close to everything you need. House was great, hot tub was relaxing. We really enjoyed our stay."
United States
Dawn R.
The price is HK$1,000
HK$2,496 total
includes taxes & fees
27 Jul - 28 Jul
Cowboy Cabana! Hot Tub and Ping Pong! Cozy 3 bedroom home.
Coffee/tea maker, fridge, microwave, oven

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Milwaukie
9.6 out of 10, Exceptional, (121 reviews)
"A great place to stay in the Portland,OR area!"
United States
Mary R.
The price is HK$1,114
HK$2,826 total
includes taxes & fees
27 Jul - 28 Jul
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Outdoor dining

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 HK$1,451
HK$2,428 total
includes taxes & fees
18 Aug - 19 Aug
Beautiful Art Filled Home 15 minutes to Downtown
Property entrance

Larkspur Landing Extended Stay Suites Hillsboro

Larkspur Landing Extended Stay Suites Hillsboro
3.0 star property
Hillsboro
8.2 out of 10, Very good, (2,171 reviews)
"Good room for the night!"
United States
Carolina
The price is HK$876
HK$995 total
includes taxes & fees
29 Jul - 30 Jul
Larkspur Landing Extended Stay Suites Hillsboro
Dining

Cozy apartment in a lovely and quiet neighborhood

Cozy apartment in a lovely and quiet neighborhood
Milwaukie
9.6 out of 10, Exceptional, (116 reviews)
"Secluded, quiet, clean, easy check-in"
United States
Wendy M.
Cozy apartment in a lovely and quiet neighborhood
TV, offices

#StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
Southeast Portland
10.0 out of 10, Exceptional, (38 reviews)
"Great location and neighborhood!"
United States
Gary M.
The price is HK$784
HK$2,174 total
includes taxes & fees
27 Jul - 28 Jul
#StayinMyDistrict Sellwood Coco Rose Retreat
Outdoor dining

West Linn modern 2 rooms, EV charger, patio, fire pit, forest view, deer glazing

West Linn modern 2 rooms, EV charger, patio, fire pit, forest view, deer glazing
Rosemont Summit
8.6 out of 10, Excellent, (23 reviews)
"Nice, clean place in a good neighborhood."
United States
Andrew M.
The price is HK$1,263
HK$1,943 total
includes taxes & fees
27 Jul - 28 Jul
West Linn modern 2 rooms, EV charger, patio, fire pit, forest view, deer glazing
Exterior

Walkable Sellwood 2BR Apartment

Walkable Sellwood 2BR Apartment
Southeast Portland
10.0 out of 10, Exceptional, (103 reviews)
"This VRBO apartment is so comfortable and well designed that we hope to stay again on our next visit. It is wonderfully located and charming."
United States
Jane F.
Walkable Sellwood 2BR Apartment
Marina

Cozy Guest Suite Attached to the Back of a Residence in the heart of Portland

Cozy Guest Suite Attached to the Back of a Residence in the heart of Portland
Southwest Portland
9.0 out of 10, Wonderful, (19 reviews)
"Nice place for us to stay while visiting family in the area. "
United States
Chris W.
The price is HK$486
HK$1,927 total
includes taxes & fees
1 Aug - 2 Aug
Cozy Guest Suite Attached to the Back of a Residence in the heart of Portland
Coffee/tea maker, fridge, microwave, oven

Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views

Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views
Southwest Portland
10.0 out of 10, Exceptional, (130 reviews)
"The home was exactly as described. Our family really enjoyed our stay. Our host was very responsive to any questions we had. "
United States
Edward T.
The price is HK$1,222
HK$3,169 total
includes taxes & fees
4 Aug - 5 Aug
Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views
Smart TV, books

Granny Flat in leafy SW Portland

Granny Flat in leafy SW Portland
Southwest Portland
9.4 out of 10, Exceptional, (26 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 HK$745
HK$1,214 total
includes taxes & fees
3 Aug - 4 Aug
Granny Flat in leafy SW Portland
Iron/ironing board, free WiFi, bed sheets

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 HK$1,153
HK$1,883 total
includes taxes & fees
17 Aug - 18 Aug
Pomeroy
Room

Premium King Bed with Kitchenette

Premium King Bed with Kitchenette
Portland OR
10.0 out of 10, Exceptional, (65 reviews)
"Staff always had smiles on their faces which helped make us feel welcome throughout our stay here."
United States
Anonymous traveller
The price is HK$980
HK$1,229 total
includes taxes & fees
27 Jul - 28 Jul
Premium King Bed with Kitchenette
Exterior

Jewel in the Sky: Modern, Private, Luxurious Loft + EV Charger!

Jewel in the Sky: Modern, Private, Luxurious Loft + EV Charger!
Southeast Portland
10.0 out of 10, Exceptional, (75 reviews)
"Great location, walking distance to restaurants and bars. "
United States
Suzanne R.
The price is HK$737
HK$2,615 total
includes taxes & fees
27 Jul - 28 Jul
Jewel in the Sky: Modern, Private, Luxurious Loft + EV Charger!
Exterior

Pet friendly apartment with covered patio and fenced-in yard.

Pet friendly apartment with covered patio and fenced-in yard.
Southeast Portland
9.8 out of 10, Exceptional, (340 reviews)
"Nice little space with decent amenities. Nice to have a washer/dryer. Mostly clean except for the toilet. I hope the owner discusses it with the cleaner. I was a little annoyed that when I brought it to owners attention, they didnt bother to even tell me where the cleaning solution was to sanitize the poop on the seat. Thankfully, I brought my own. Otherwise, nice place with cool AC."
United States
Emma
The price is HK$855
HK$1,523 total
includes taxes & fees
10 Aug - 11 Aug
Pet friendly apartment with covered patio and fenced-in yard.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Lake Oswego Hotel Reviews

Heathman Hotel

Heathman Hotel

10/10 Excellent
"The recently renovated Heathman is a delight. The location in downtown Portland is perfect. The rooms and bathroom are spacious. The common areas, such as the Libby and library, are beautiful. Very nice stay."
Geisha 4-night trip
Posted less than an hour ago
Heathman Hotel

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 Bike Gallery, 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?

La Casa with Luxury Amenities -hot tub and massage chair: This highly rated holiday home rental in Lake Oswego is located near skiing, and has a fireplace, a private balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Our travellers also rate Palais de Leon - Ultra-Luxury Riverfront Estate, Pool, Spa, Theater, Dock, Hot Tubs, Gym on 3 Acres as a favourite home for rent in Lake Oswego.

How many holiday rentals are there in Lake Oswego?

Choose from 30 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. While in the area, you can also visit popular places such as Oregon Zoo and Moda Center.

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.