Lake Oswego Vacation Rentals

Our Favorite Vacation Rentals in Lake Oswego

  • Rustic Creekside Cabin
     Country House
    Booking.com
    From
    $174
  • Elegant & Comfortable Home by Willamette River
     3br Boat
    HolidayLettings
    From
    $623
  • 19060 Southwest Tualasaum Drive
     Country House
    Booking.com
    From
    $395
  • Private Willamette Riverfront Oasis
    Excellent3br Home/Apartment
    HolidayLettings
    From
    $420
  • Johnson Creek Retreat
     Country House
    Booking.com
    From
    $160
  • Heart of Multnomah Village - Southwest Portland
    ExcellentHome/Apartment
    HolidayLettings
    From
    $199
  • Cozy Furnished Tech Cottage
     Country House
    Booking.com
    From
    $95
  • Southeast Portland Home w/ Incredible Backyard Covered Patio, BBQ, Fireplace, 8
     3br Villa
    HolidayLettings
    From
    $318

Check prices for these upcoming dates

Lake Oswego Vacation Rentals with Wi-Fi

  • Private Guest House - Portland Oregon
    ExcellentHome/Apartment
    Airbnb
    From
    $149
  • Gorgeous Penthouse Apartment on State Street!
     2br Home/Apartment
    Airbnb
    From
    $302
  • Spacious 1 bed / 1 bath suite w/theater system
    ExcellentHome/Apartment
    Airbnb
    From
    $107
  • State Park Studio w/Wood Fire
    ExcellentHome/Apartment
    Airbnb
    From
    $120

Lake Oswego Pet-Friendly Vacation Rentals

  • South Of Portland Restored Victorian, Two Blocks To Park and Clackamas River, 11
     4br Country House
    HolidayLettings
    From
    $491
  • NEW LISTING! Dog-friendly, mid-century modern home w/ private sauna & gym
     3br Home/Apartment
    HolidayLettings
    From
    $439
  • Charming&Cozy 2BR/1BATH Flat in Amazing Location!
     2br Home/Apartment
    HolidayLettings
    From
    $248
  • Basement Apt with own Carport and Private Entrance.1 Block From Nature Park
     Home/Apartment
    HolidayLettings
    From
    $103

Lake Oswego Oregon Travel Guide

One of the most picturesque destinations in the Pacific Northwest has to be the city of Lake Oswego, Oregon, located a mere 10 miles south of downtown Portland and surrounding the lake of the same name. This community offers the laid-back qualities so common in many Pacific Northwest towns with all of the activities you want to have in a vacation destination. It's no wonder that this is one of the fastest growing communities outside of Portland itself.

Things to Do in Lake Oswego Oregon

The city of Lake Oswego surrounds Oswego Lake, a 420-acre lake for swimming, boating, fishing, and other water activities. The lake is perfect for outdoor recreation particularly during the Summer months when the weather is warmer. There is also the Willamette River not far away. The city is situated between Mount Hood and the expansive beaches of the Pacific, which means you have your choices between some of the best hiking trails and sandy beaches all within two hours of one another.

If you prefer golfing than you're going to want to pay a visit to the Oswego Lake Country Club, a prestigious members-only club. This beautiful course originally built in 1924, and the 1925 historic clubhouse recently underwent a complete remodel in 2017. The Oswego Public Golf Course lays just on the other side of the lake and is an 18-hole par-3 facility with holes ranging from 74–179 yards.

The Lake Oswego Farmers’ Market is open each Saturday (May through October) and has over 80 vendors selling a variety of meats, produce, nuts, cheeses, jams, baked goods, and fresh seafood. There are other annual events throughout the year including the Star Spangled Parade and Celebration for the Fourth of July, and concerts during the Summer months and a Holiday Tree Lighting in December.

Best Places to Stay in Lake Oswego Oregon

Lake Oswego has plenty of vacation rentals to choose from. One of the highest rated and the only one on the lake itself is the Lake Shore Inn located right in the middle of Downtown. There are many amenities, which makes this an ideal location to stay. Some of the rooms feature kitchenettes, and there are even a few dog-friendly rooms. Besides the Lake Shore Inn, there are many other hotels locally as well just 10 mins up the road in Portland.

Best Time to Visit Lake Oswego Oregon

Lake Oswego experiences short warm summers and very cold, overcast and mostly wet winters. The temperature typically varies from 36°F in the Winter months to 84°F in late July early August. The best time of the year to visit Lake Oswego is from early July to late August.

Food in Lake Oswego Oregon

Lake Oswego has an array of eateries in town in addition to the endless possibilities in Portland offers just ten miles up the road. Some of the best eateries in Lake Oswego include Chuckie Pies, Riccardo’s Ristorante, Phở Lavang Vietnamese Restaurant, Five Spice Seafood + Wine Bar, Babica Hen Cafe, Tucci Restaurant, Clarke’s Restaurant Bar, and Oswego Grill.

Price and Availability in Lake Oswego

Most expensive
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The cheapest day to stay at a vacation rental in Lake Oswego tends to be Thursday, while the most expensive day tends to be Saturday. Vacation homes in Lake Oswego tend to be busiest on Fridays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Lake Oswego is in February, while the cheapest month is in January. The most popular time to book a vacation rental in Lake Oswego is in the high season in July. Lake Oswego has its low season in January, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Lake Oswego

Rainy days
64° 27°
4
56° 28°
6
60° 29°
7
59° 19°
2
69° 25°
4
86° 28°
5
60° 29°
7
92° 41°
1
101° 42°
0
97° 43°
0
91° 38°
1
77° 34°
4
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Rainy days

This climate histogram shows you the weather patterns in Lake Oswego. The hottest month in Lake Oswego is June, when temperatures peak at 101 ˚F. The coolest month is November, when temperatures drop to 19 ˚F. The wettest month in Lake Oswego is August with 7.15 inches of rain, while the driest month is July with 1.2 inches of rain.

What Expert Travelers Think

  • — Whenever I am making travel plans I always use comparison sites to find the best accommodation for us at the best price. Whether it be for hotel stays or private rentals AllTheRooms makes this so much easier and quicker as it brings all my searches into one place, with a great offering of options

    Sarah Pool
    Sarah PoolTammymum
  • — The great thing about AllTheRooms is their ability to cover all bases. If you are travelling solo, with a partner, friends or even a larger family. There is something there for everyone and that is a hugely powerful tool that I believe it boasts moreso than competitors.

    Max Hobbs
    Max HobbsLTL Mandarin School
  • — I use and I recommend AllTheRooms because it is a complete platform. It helps to save a lot of time, it gives all the main information about price, location, and features. In a few steps, I can easily find the best place to stay according to my criteria.

    My Anasa
    My AnasaMy Anasa

Vacation Rentals in Lake Oswego

At AllTheRooms.com we have vacation rentals from all of the leading providers - Airbnb, Priceline, Agoda and more. Lake Oswego has 228 hotels, vacation rentals and other special places to stay, with prices to suit budget travelers, extravagant travelers and everything in between. When traveling on a budget, the cheapest place to stay in Lake Oswego is available at $18 per night. In general, an accommodation in Lake Oswego will cost you $189 per night.

Those needing to get some work finished during their trip to Lake Oswego can pick from 141 places to stay that have WiFi. 18 places to stay include a morning meal. You can keep up with your workout regime by staying at one of 18 accommodations that provide gym facilities. If you are driving to Lake Oswego, you'll want to pick from 139 places to stay that provide parking. We have 18 hotels and vacation rentals that have a pool or jacuzzi.

Those traveling with a cat, dog or some other animal can stay in any of 31 accommodations that are designated as pet-friendly.

155 of our accommodations in Lake Oswego have been reviewed and rated. 73% are rated excellent or good. You can instantly book any of 101 places to stay right now.

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