Lake Oswego Vacation Rentals

Our Favorite Vacation Rentals in Lake Oswego

  • Modern, new and close to lake
     Country House
    Booking.com
    From
    $210
  • Elegant & Comfortable Home by Willamette River
     3br Boat
    HolidayLettings
    From
    $596
  • Modern home, Four bedrooms, King Beds
     Villa
    Booking.com
    From
    $288
  • New Southeast Portland Construction, Bright Open Floor Plan, Foosball Table, Nex
     3br Villa
    HolidayLettings
    From
    $271
  • Park Avenue Apartments by Barsala
     Home/Apartment
    Booking.com
    From
    $147
  • Newly Renovated Retreat w/ Huge Gorgeous Deck on Green Space, Ping Pong Table, 1
     4br Home/Apartment
    HolidayLettings
    From
    $382
  • Hawthorne District Bungalow
     Country House
    Booking.com
    From
    $195
  • *Suburban Modern Oasis* +Renovated for Groups+
     3br Home/Apartment
    HolidayLettings
    From
    $1,072

Check prices for these upcoming dates

Lake Oswego Vacation Rentals with a Pool

  • ✳Cabana: An Adult Only Playground: Pool! Hot Tub!✳
    Excellent4br Home/Apartment
    Airbnb
    From
    $592

Lake Oswego Vacation Rentals with Wi-Fi

  • Gorgeous Penthouse Apartment on State Street!
    Okay2br Home/Apartment
    Airbnb
    From
    $262
  • Spacious 1 bed / 1 bath suite w/theater system
    ExcellentHome/Apartment
    Airbnb
    From
    $112
  • State Park Studio w/Wood Fire
    ExcellentHome/Apartment
    Airbnb
    From
    $120
  • Why Not Stay?
    ExcellentHome/Apartment
    Airbnb
    From
    $99

Lake Oswego Pet-Friendly Vacation Rentals

  • Boutique-Hotel Style Apt. - Certified with City.
    Good-1br Studio
    HolidayLettings
    From
    $155
  • Luxury Vintage Living in Magical Alphabet District
    ExcellentHome/Apartment
    HolidayLettings
    From
    $301
  • Beaverton OR, Four Season Area!!! Specious, 3 bedrooms, near everything!!!
     3br Home/Apartment
    HolidayLettings
    From
    $338
  • NEW! Sherwood Retreat w/ Yard, Walk to Old Town!
     2br Home/Apartment
    HolidayLettings
    From
    $257

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
55° 25°
4
51° 21°
5
75° 25°
2
76° 31°
4
90° 32°
2
98° 41°
2
91° 47°
0
98° 48°
0
92° 37°
3
70° 24°
2
65° 20°
1
56° 26°
6
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Rainy days

This climate histogram shows you the weather patterns in Lake Oswego. The hottest month in Lake Oswego is July, when temperatures peak at 98 ˚F. The coolest month is February, when temperatures drop to 20 ˚F. The wettest month in Lake Oswego is January with 5.97 inches of rain, while the driest month is May with 0.24 inches of rain.

What Expert Travelers Think

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    Laurelle McVicker
    Laurelle McVickerLaurelle McVicker
  • — I love All the Rooms because instead of having to check one place for home rentals, another for hotel, another for bed and breakfasts, and yet another for a room rental in a private residence, I can finally see EVERYTHING at one site; saving me considerable time

    Jeff Campbell
    Jeff CampbellMiddle Class Dad
  • — When I first opened up the AllTheRooms.com site, I was impressed right away... When I’m traveling, I don’t like to waste time searching multiple engines for accommodations, it gets overwhelming and frustrating fast. I want a unique, comfortable stay for the best deal

    Kaelin
    KaelinKindly Kae

Vacation Rentals in Lake Oswego

Browse places to stay from all the best providers including Airbnb, Priceline, Agoda and more at AllTheRooms.com. We have 205 vacation rentals, hotels and other places to stay in Lake Oswego ranging from cheap options to extravagant places to stay. For those trying to save money, the cheapest place to stay in Lake Oswego comes in at $24 per night. An average vacation rental in Lake Oswego costs on average $174 a night.

Those needing to get some work finished during their trip to Lake Oswego can choose from 134 places to stay that provide WiFi. We have 15 accommodations that include a breakfast included. You can keep up with your workout routine by staying at one of 17 accommodations that provide gym facilities. If you are driving to Lake Oswego, you'll want to pick from 131 places to stay that provide parking. 18 hotels and vacation rentals have a a pool or jacuzzi

Those traveling with a cat, dog or some other animal can stay in one of 32 accommodations that are designated as pet-friendly.

147 accommodations in Lake Oswego have been reviewed; 75% are rated highly. 90 places to stay in are instantly bookable.

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