
Vacation rentals in Lake Oswego
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Top-rated vacation rentals in Lake Oswego
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Oswego Empty Nest
The Oswego Empty Nest is a newly remodeled, cozy, one bedroom unit located in Lake Oswego with a private entrance and 500 sq ft of living space. Prepare your own meals in the beautiful full kitchen. Relax, work or entertain yourself in the living space with a large TV with Roku or rest in the quiet comfortable bedroom with an en suite bathroom. Easy access to restaurants, New Seasons, Columbia Outlet, and hiking trails all within walking distance. Close to downtown and quick airport access.

Charming one bedroom apartment in the forest.
This unique apartment above a garage/shop , detached from the main house. Tucked away into a urban forest. I call it Our Robin's Nest because you look out on to branches of large fir trees. It is very private , yet Starbucks is right next door. Private entry and off street parking. This space has everything you need full kitchen, washer&dryer, queen size bed and fold out couch , plus a Play and Pack for the Littles. Walkable neighborhood , parks market and restaurants within walking distance.

Knotty Pine - Log Home
Located in the heart of historic Willamette district in West Linn is a beautiful log home situated on 1.3 acres. Short walk to Willamette park (next to the river), walk to shops & restaurants. Private entrance, easy parking. Apartment is on one level, no stairs (800 square feet). Living room, full size kitchen and two bedrooms. Master- king size bed and Guest room - double bed, no closet. Includes a laundry room . Great for extended stay. Close to I-205, 25 min. to PDX and downtown Portland.

Cozy and Charming
The studio unit has a queen size bed equipped with full kitchen and bathroom as well as working area with wifi and HBO, Showtime. It has separate entrance and located at secluded hilly area. There are 8-9 steps to the unit and maybe difficult for some guests. Washer/dryer are in the house, guests can let us know if they like to use. During a winter snow/ice storm, our location can be challenging. You may need to cancel or change your reservation accordingly if there are snow/ice storm.

#StayInMyDistrict Lake Oswego Honey Bee Cottage
#StayinMyDistrict Lake Oswego Honey Bee Cottage. Live like a local while experiencing the trendy Lake Oswego District! 5 blks to coffee shops, restaurants, shopping & local hot spots! Convenient to West Linn, SW Portland & Tigard Neighborhoods. Private Cottage nestled in the trees, and furnished to create a comfortable and charming space! Historic 1 bed/1bath (+sofa bed & Futon) King Suite, Kitchen, W/D, Private Patio & Fenced Yard. FREE Parking. Pre-Approved Dogs w/addt’l $50 per pet fee.

Secluded Willamette River Apartment in Lake Oswego
Enjoy a private stay full of nature with a river view! Newly remodeled 1 bedroom private apartment secluded and quiet. Apt is completely separate from main house. 10 min wlk to Mary's Woods Ret. Comm, 20 mins to George Rogers Park, 10 more to DT Lake Oswego w/shops, restaurants and theaters. Private, wooded property along the Willamette River. Fully rmld kit. & BR, LR with large 50” Smart TV, fast wifi. Q-bed + twin in sunroom, table/work area + wa/dr below. 8 stair entrance at back.

Pheasant Hill Carriage House
Pheasant Hill Carriage House has been described by guests as " Better than a five-star hotel -- you won't want to leave." We provide the best in hospitality, the amenities of home in a beautiful park-like setting, and a relaxing night's sleep in a premium king-sized bed, . Great for an extended business trip or a romantic getaway. Private entrance, high-speed Wi-Fi, central air, professional quality exercise equipment, full-sized kitchen, full-sized washer and dryer.

Peaceful 2 Bdrm Suite 1000 sq ft. Upscale Location
Your home away from home includes your own suite of 2 bedrooms, a beautiful kitchen & living area, & bathroom. The home is in a quiet, safe & friendly neighborhood with scenic hiking trails just out the back door. There are several shopping complexes less than 2 miles away. Amenities include high end linens, HD cable pkg, broadcast networks, Netflix & Amazon Prime. 5 min off of I-5 freeway, approx. 15 min to downtown Portland, 10 min to Lewis & Clark college.

Secret Garden Guesthouse!!
Secret garden guesthouse is located 1 mile from downtown Lake Oswego and 2 miles from Lewis and Clark. Ideal hideaway for parents weekend, visiting the college, or guest lecturers. Also great location for exploring the amazing city of Portland and its surrounds. 50 minutes to Mt Hood, 40 minutes to wine country! Located in SW Portland and just a few miles from downtown Portland food scene. 1 mile from Lake Oswego. Friendly pets are welcome with a $40 pet fee.

“Sucker Creek Inn” - with partial lake view
This home is in a great location only a 10 minute walk to downtown Lake Oswego where you'll find a wide variety of restaurants, bars, and shopping. It's also just a five minute walk from the Willamette River, so bring your kayaks and SUPs to explore all that Lake Oswego has to offer, or take a short Uber ride (10 minutes) into downtown Portland. Lastly, the lot is next to one of the oldest homes in Lake Oswego- built when Lake Oswego was known as Sucker Creek

Completely updated home in Lake Oswego!
I have a 3 bedroom, 2 full bath house with a family room, dinning area & open kitchen. The master has a king bed, the other two have queen beds, I also have an air mattress if additional sleep space is needed. All bedrooms have closets & TVs, there is a desk and chair for a work space if needed in garage. High speed internet and a fully fenced in back yard with a covered space, table and chairs for relaxing or entertaining.

Cottage in the Woods: SANITIZED! FULLY STOCKED!
Cute 500 sq foot cottage behind a main house, located on a 1/2 acre park-like setting lot on a dead end street. Quiet location, easy access to I-5, shopping, Lake Oswego, hiking, and the Tualatin River. The cottage has one bedroom w/ a queen bed, blow up queen mattress, and a large couch. The large fir trees on the property attract many birds and squirrels. We also have a flock of neighborhood peacocks that visit!
Popular amenities for Lake Oswego vacation rentals
Stay near Lake Oswego's top sights
Lake side house rentals in Lake Oswego

Delightful 2BR Lakefront | Patio

Camas Lakehouse With Private Hot Tub

New 2 master suite river front property!

Secluded lodge near the city.

Waterview Oasis Cottage in Park-Like Neighborhood

Salmon Creek Chalet Loft

Waterfront: River’s Edge on Washougal River

House near Lake w Beautiful Acres to Explore
Other great vacation rentals in Lake Oswego

Charming Tiny Forest Home, PDX next to Lake Oswego

Private Studio for 1 in lovely walkable area

Lake Oswego Luxury Retreat

Spacious 2 bedroom apt in Lake Oswego!

Historic RiverPlace West Linn

Delightful Hideaway Guest House Suite, King Bed

Spruce Cottage

Serene Escape (Loft Condo)
When is the best time to visit Lake Oswego?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$31,374 GYD | G$31,374 GYD | G$30,328 GYD | G$27,191 GYD | G$30,328 GYD | G$28,446 GYD | G$31,374 GYD | G$31,374 GYD | G$30,328 GYD | G$33,047 GYD | G$34,930 GYD | G$34,511 GYD |
| Avg. temp | 5°C | 7°C | 9°C | 12°C | 15°C | 18°C | 21°C | 21°C | 19°C | 13°C | 8°C | 5°C |
Frequently Asked Questions
What are the best places to stay in Lake Oswego?
Many visitors choose accommodations near the downtown arts district or close to the waterfront, where cafés and shopping are easily accessible. Residential areas around community parks are also popular for quieter stays.
What are the best things to do in Lake Oswego with kids?
Children often enjoy play areas in local parks, lakeside picnics, or exploring community gardens. The Lake Oswego Public Library regularly hosts family activities and story times.
How is the weather in Lake Oswego?
Lake Oswego experiences cool, rainy winters around 36-47°F (2-9°C) and warm, drier summers near 82°F (28°C). Packing a rain jacket or umbrella is practical for the wetter months, while summer calls for lighter layers.
When is the best time to visit Lake Oswego?
Late spring through early fall is often recommended, with milder temperatures, blooming gardens, and community events. The drier months bring more chances to enjoy lakeside walks and outdoor gatherings.
What are the best places to visit in Lake Oswego?
Explore Millennium Plaza Park for community events and views of the lake, visit the Lake Oswego Public Library, or enjoy exhibitions at the Arts Council of Lake Oswego. The downtown area is popular for boutique shops and local eats.
What are some hiking trails in Lake Oswego?
Try exploring Tryon Creek State Natural Area, which has wooded trails, or follow paths in local parks around the lake. Some trails are suitable for all ages and connect with peaceful green spaces.
What are some family activities we can do in Lake Oswego?
Families can explore walking trails, take part in workshops at cultural centers, or enjoy seasonal events. Parks often feature playgrounds and open lawns suitable for games or picnics.
What are some of the best day trip ideas from Lake Oswego?
Visitors frequently explore nearby wineries, scenic hiking areas, or neighboring arts districts with galleries and cafes. The surrounding Willamette Valley is known for nature spots and seasonal farm events.
Are there any pet friendly accommodations available in Lake Oswego?
Many Lake Oswego hosts welcome guests traveling with pets, particularly in areas near parks and walking trails. It is helpful to check individual listings for specific details on pet amenities and guidelines.
What are some local tips for visiting Lake Oswego?
Arrive early if you plan to visit popular parks or farmers’ markets, especially during weekends or community events. Locals enjoy morning walks by the lake and recommend exploring independent cafés for pastries and coffee.
What is Lake Oswego known for?
Lake Oswego is known for its scenic namesake lake, vibrant arts community, and tree-lined neighborhoods. Locals value outdoor recreation, frequent farmers’ markets, and year-round cultural events.
What are the best hidden gems to explore in Lake Oswego?
Explore local art galleries, peaceful nature preserves, and community parks tucked around the lake. Try following art walks or visiting neighborhood gardens, which are frequently suggested by residents.
What are the best foods to try in Lake Oswego?
Lake Oswego’s dining scene features Pacific Northwest ingredients—expect salmon, locally sourced berries, and artisan cheeses. Bakeries and cafés around town are known for pastries and regional coffee.
What should I bring for a trip to Lake Oswego?
Bring weather-appropriate clothing, such as a light rain jacket for cooler months and comfortable walking shoes for outdoor activities. Lighter layers work well for summer visits, and a reusable water bottle is helpful for exploring local parks.
What is the nightlife in Lake Oswego like?
Lake Oswego's nightlife centers around cozy wine bars, lounges, and restaurants that host live music on weekends. Evenings tend to be relaxed, with opportunities for socializing over local food and drinks.
What are the most popular events or festivals in Lake Oswego?
Lake Oswego hosts art festivals in summer, family events during the winter holiday season, and outdoor concerts in parks throughout warmer months. Farmers’ markets draw both locals and visitors with regional produce and music.
Are there family friendly vacation rentals in Lake Oswego?
Lake Oswego has many vacation rentals suitable for families, including homes with kitchens, multiple bedrooms, and access to parks or lakefront areas. Neighborhoods with nearby green spaces are frequently suggested for guests with children.
Are there vacation rentals with a dedicated workspace in Lake Oswego?
Yes! Work meets play with ease at over 130 vacation rentals in Lake Oswego featuring dedicated workspaces. Stay connected and productive in your home away from home.
Quick stats about vacation rentals in Lake Oswego

Total vacation rentals
Explore 220 vacation rentals in Lake Oswego

Nightly prices starting at
Lake Oswego vacation rentals start at G$6,275 GYD per night before taxes and fees

Verified guest reviews
Over 14,090 verified reviews to help you choose

Family-friendly vacation rentals
120 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wi-Fi availability
210 of Lake Oswego vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Lake Oswego rentals

4.9 Average rating
Lake Oswego stays are highly rated by guests—averaging 4.9 out of 5!
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- Columbia River Gorge National Scenic Area
- Moda Center
- Silver Falls State Park
- Timberline Lodge
- Laurelhurst Park
- Mt. Hood Meadows
- Mt. Hood Skibowl
- Oregon Zoo
- Providence Park
- The Grotto
- Enchanted Forest
- Beacon Rock State Park
- Portland Japanese Garden
- Tom McCall Waterfront Park
- Airplane Home
- Wonder Ballroom
- Oaks Amusement Park
- Powell's City of Books
- Oregon Convention Center
- Arlene Schnitzer Concert Hall
- Pittock Mansion
- Hoyt Arboretum
- Tryon Creek State Natural Area
- Portland Art Museum





