Vacation rentals in Lake Oswego

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Top-rated vacation rentals in Lake Oswego

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A newly remodeled kitchen features white cabinetry and a patterned backsplash. Stainless steel appliances, including a refrigerator, stove, and microwave, complement the space. A dark mat lies in front of the sink area, enhancing the warm wood flooring.
Guesthouse in Lake Oswego
5 out of 5 average rating, 143 reviews

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.

Top guest favorite
An open living area features wooden ceiling beams and large windows that offer views of the surrounding trees. A comfortable sofa sits beside a wooden table. The kitchen area includes modern appliances and white cabinetry, enhancing the space's functionality.
Guesthouse in West Linn
4.96 out of 5 average rating, 153 reviews

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.

Guest favorite
A tree-lined pathway leads to a wooden staircase bordered by blooming flowers. The pathway features a gentle slope with a railing, guiding visitors toward a secluded entrance nestled among greenery. Lush foliage and vibrant blooms provide a natural, tranquil setting.
Guesthouse in West Portland Park
4.95 out of 5 average rating, 385 reviews

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.

Guest favorite
The entrance features a welcoming design with a small bicycle parked beside a potted plant. A doormat with the word 'WELCOME' is placed at the threshold, leading into a bright and inviting interior visible through the open door.
Home in Beaverton-Hillsboro
4.91 out of 5 average rating, 136 reviews

#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.

Top guest favorite
The kitchen features white cabinetry and a modern countertop with a sink. A coffee maker and tea kettle are visible. Natural light fills the space through nearby windows. A cozy living area can be seen in the background, adding warmth to the environment.
Guesthouse in Lake Oswego
4.96 out of 5 average rating, 113 reviews

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.

Top guest favorite
The exterior of the Pheasant Hill Carriage House is showcased, featuring a stone and shingle facade with a welcoming porch. Lush flower beds display vibrant blooms, and an American flag is proudly displayed. Large windows invite natural light, enhancing the charming entrance.
Apartment in Forest Highlands
5 out of 5 average rating, 102 reviews

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.

Guest favorite
A living area is shown with comfortable seating, featuring a large television mounted on the wall. A dining table is set for four, surrounded by natural wood chairs. Decorative plants and framed artwork add warmth to the inviting space.
Guest suite in Mountain Park
4.94 out of 5 average rating, 290 reviews

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.

Top guest favorite
A comfortable sleeping area is featured, with a queen bed dressed in neutral bedding and accented by a blue throw pillow. Two bedside lamps provide soft lighting, and a dresser stands beside the bed. Natural light enters through a nearby window, with curtains partially drawn.
Cottage in Lake Oswego
4.94 out of 5 average rating, 307 reviews

Peacock Grove Cottage in Lake Oswego, OR

Sunny, private one bedroom cottage in quiet, wooded neighborhood. Separate dwelling behind main house. Queen bed, sofa bed, TV, WiFi, A/C, full kitchen, washer & dryer, bathroom with shower and beautiful patio. One mile from I-5 and 8 miles to downtown Portland. Short drive to downtown Lake Oswego. Walking distance, just two blocks, to La Provence, Jefe, Zupans, Albertsons, Starbucks, Waluga Park. Perfect for families or the business traveler. Come stay!

Guest favorite
The exterior of a charming white house is visible, featuring a sloped roof and large front windows. Two black chairs are positioned on the porch, surrounded by a lush green lawn and mature trees, creating a serene outdoor setting.
Home in Lake Oswego
4.89 out of 5 average rating, 179 reviews

“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

Top guest favorite
A serene outdoor space features a patio area with two Adirondack chairs positioned around a stone fire pit. An umbrella provides shade over the seating. Lush greenery surrounds the space, and a lighted petanque court is visible in the background.
Guest suite in West Linn
5 out of 5 average rating, 252 reviews

Arbor Suite Apartment - Washer/Dryer, Desk, A/C!

There is a private entrance to this 725 sq ft. bright, CLEAN, and SANITIZED guest apartment within a home, in a well established neighborhood on the border of West Linn and Lake Oswego. Spacious, beautifully furnished one bedroom with an office/den (includes fiber optic internet & monitor ) in a quiet and desirable suburb of Portland that offers a lush treed garden with a gas fire pit and patio. YouTube TV available. Close to Mary's Woods!

Guest favorite
A bright living area is equipped with a comfortable couch and a large screen TV. Natural light filters through sliding glass doors that lead to the outdoors. A small dining table and a desk are also visible, contributing to the cozy functionality of the space.
Guesthouse in Lake Oswego
4.85 out of 5 average rating, 197 reviews

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!

Top guest favorite
A compact kitchen area features a farmhouse sink with a decorative faucet and a wooden countertop. Shelves hold glassware and dishware, while a coffee maker and other appliances are neatly arranged. Soft lighting creates a welcoming environment for meal preparation.
Guest suite in Lake Grove
4.93 out of 5 average rating, 702 reviews

The Hen Den

Light filled and cozy 600 sf private guest suite with private entry in a private garden setting. Grill up a burger or head down to the local French restaurant for some tasty food. Rent gear at the REI down the road and head to Mt. Hood for an adventure. Close to Bridgeport Mall and amazing restaurants with easy access to I-5, I-205 and I-117 to head to the coast, the Columbia River Gorge or downtown Portland.

Popular amenities for Lake Oswego vacation rentals

When is the best time to visit Lake Oswego?

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Frequently Asked Questions

  • Where should I stay in Lake Oswego?

    Make yourself at home in Lake Oswego by choosing from our most frequently booked neighborhoods. We have over 850 vacation rentals in Uplands, over 460 vacation rentals in Lakewood, and over 2,030 vacation rentals in Mountain Park.

  • 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.

  • Are there pet-friendly vacation rentals in Lake Oswego?

    Four-legged friends are welcome in Lake Oswego. Choose from more than 70 vacation rentals for guests traveling with pets.

  • Are there Lake Oswego vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Lake Oswego, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in private suite rentals in Lake Oswego?

    Experience the best of Lake Oswego with our private suite rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Lake Oswego have a kitchen?

    Absolutely! We offer over 120 house rentals with a kitchen in Lake Oswego. Enjoy a tailored experience with all the comforts you desire.

  • Do guesthouse rentals in Lake Oswego have air conditioning?

    Absolutely! We offer over 10 guesthouse rentals with air conditioning in Lake Oswego. Enjoy a tailored experience with all the comforts you desire.

  • Do private suite rentals in Lake Oswego have wifi?

    Absolutely! We offer over 20 private suite rentals with wifi in Lake Oswego. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Lake Oswego have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Lake Oswego. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Lake Oswego?

    Lake Oswego has more than 90 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about vacation rentals in Lake Oswego

  • Total vacation rentals

    Explore 210 vacation rentals in Lake Oswego

  • Verified guest reviews

    Over 13,520 verified reviews to help you choose

  • Family-friendly vacation rentals

    120 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 70 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!

  1. Airbnb
  2. United States
  3. Oregon
  4. Clackamas County
  5. Lake Oswego