Lake Oswego Vacation Rentals

Our Favorite Vacation Rentals in Lake Oswego

  • 19060 Southwest Tualasaum Drive
     Country House
    Booking.com
    From
    $395
  • Heart of Multnomah Village - Southwest Portland
    ExcellentHome/Apartment
    HolidayLettings
    From
    $199
  • Johnson Creek Retreat
     Country House
    Booking.com
    From
    $164
  • Newly Renovated Retreat w/ Huge Gorgeous Deck on Green Space, Ping Pong Table, 1
     4br Home/Apartment
    HolidayLettings
    From
    $418
  • Craftsman Villa With Attached Apartment
     Country House
    Booking.com
    From
    $171
  • *Suburban Modern Oasis* +Renovated for Groups+
     3br Home/Apartment
    HolidayLettings
    From
    $1,197
  • Market Street Apartments by Barsala
    GoodHome/Apartment
    Booking.com
    From
    $182
  • Sellwood oasis
     3br Home/Apartment
    HolidayLettings
    From
    $359

Check prices for these upcoming dates

Lake Oswego Vacation Rentals with a Pool

  • Mid-Century Luxury/Portland/Penthouse/Hood/OHSU
    ExcellentHome/Apartment
    Airbnb
    From
    $219

Lake Oswego Vacation Rentals with Wi-Fi

  • River Forest Lake Apt w/hot tub. HOT find!
    ExcellentHome/Apartment
    Airbnb
    From
    $141
  • Modern, new and close to lake
    Excellent4br Home/Apartment
    Airbnb
    From
    $367
  • Cozy ranch in a great location
    Good3br Home/Apartment
    Airbnb
    From
    $297
  • Why Not Stay?
    ExcellentHome/Apartment
    Airbnb
    From
    $99

Lake Oswego Pet-Friendly Vacation Rentals

  • Luxury Vintage Living in Magical Alphabet District
    ExcellentHome/Apartment
    HolidayLettings
    From
    $301
  • Basement Apt with own Carport and Private Entrance.1 Block From Nature Park
     Home/Apartment
    HolidayLettings
    From
    $109
  • Beaverton OR, Four Season Area!!! Specious, 3 bedrooms, near everything!!!
     3br Home/Apartment
    HolidayLettings
    From
    $382
  • Dog-friendly home with free WiFi, close to MAX line and downtown!
     Home/Apartment
    HolidayLettings
    From
    $172

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
91 º38
1
77 º34
4
64 º27
4
56 º28
6
60 º29
7
59 º19
2
69 º25
4
86 º28
5
90 º36
0
92 º41
1
101 º42
0
97 º43
0
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
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 December with 7.15 inches of rain, while the driest month is August with 0.23 inches of rain.

What Expert Travelers Think

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Vacation Rentals in Lake Oswego

Browse vacation rentals from all the leading providers including Airbnb, Priceline, Agoda and many more at AllTheRooms.com. We have 205 vacation rentals, hotels and other accommodation types in Lake Oswego ranging from inexpensive options to luxury places to stay. A trip to Lake Oswego can be budget-friendly - our lowest price vacation rental is available at $18 per night. A typical rental in Lake Oswego costs on average $190 a night.

If you have to have an internet connection during your stay in Lake Oswego, then you can choose from over 140 places to stay that provide WiFi internet. 18 places to stay include a breakfast. Choose from 13 places to stay that provide gym facilities, so you won't miss a single workout. If you're planning on arriving in Lake Oswego by car, be sure to choose from 135 accommodations that provide parking. 14 vacation rentals come with a pool or jacuzzi

Those traveling with a cat, dog or some other animal can stay in any of 30 accommodations that are designated as pet-friendly.

149 accommodations in Lake Oswego have been reviewed; 75% are rated highly. 78 accommodations allow instant booking.

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