Holiday rentals in Lake Oswego

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Lake Oswego

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

0 of 0 items showing

1 of 3 pages

Guest favourite

Guest house in Southwest Portland

5 out of 5 average rating, 112 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.

Guest favourite

Guest house in West Linn

4.95 out of 5 average rating, 110 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 favourite

Home in Lake Oswego

4.96 out of 5 average rating, 152 reviews

"OMG! Blow Your Mind! Unbelievable" Cats n Mirrors

The portal is an overnight experiential stay by artist Steven Ochs, for travelers looking to jump off to the next dimension. Our 3 room home's highlight is the fully mirrored experience with sound /mood lighting for play & sleep. We have a cat meme lounging experience in the media room also, both of these have won Best-in-Show at Rose City Comic Con. Private lake access starts June 17 and ends August 27: only blocks away for a wonderful summer trip. We're only 15 minutes from Portland on I-5

Superhost

Guest suite in Lake Oswego

4.95 out of 5 average rating, 279 reviews

The Lake Oswego Guesthouse

Lovely, private guesthouse located in an upscale, residential Lake Oswego neighborhood. Lake Oswego shops, restaurants, parks, Oswego Lake and farmer's market (open seasonally) are all very close by. Quick and easy drive or bus ride into downtown Portland (approx 15 min drive). The Studio is located above our garage - a comfortable queen bed with high end linens, kitchenette including small refrigerator and coffee/tea making equipment, living room with a smart tv and workspace with wifi.

Guest favourite

Home in Lake Oswego

4.95 out of 5 average rating, 113 reviews

Completely updated home in Lake Oswego!

I have a 3 bedroom, 2 full bath house with a family room, dinning area & open kitchen. All bedrooms have queen beds, I also have an air mattress if additional sleep space is needed. All bedrooms have closets, one bedroom has a desk and chair for a work space if needed. There is a yoga space set up in the garage w/ mat and mirrors that you are welcome to use. High speed internet and a fully fenced in back yard with a covered space, table and chairs for relaxing or entertaining.

Guest favourite

Home in Forest Hills

4.96 out of 5 average rating, 112 reviews

Maple Cottage - Enchanting, Cozy and Private

Nestled on a quiet treed street in the upscale First Addition neighborhood of Lake Oswego, Maple Cottage is a tastefully decorated single level home waiting for you. Enjoy total privacy! Maple Cottage is cozy and clean. This beautiful 720 sq. ft. private cottage has two bedrooms, one bath, a fully equipped kitchen and a living room where you can relax. Stroll to restaurants, bars, shops, the local movie theater, parks, grocery store and more. First Addition is a walker's paradise.

Guest favourite

Guest house in Southwest Portland

4.96 out of 5 average rating, 346 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 and other cable programs. This studio unit has separate entrance and located at secluded and quiet area. There are 8-9 steps to the unit. 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. Accordingly, you should have a suitable vehicle for safe travel.

Guest favourite

Cottage in Portland

4.92 out of 5 average rating, 389 reviews

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.

Guest favourite

Cottage in Lake Oswego

4.93 out of 5 average rating, 261 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 favourite

Home in Lake Oswego

4.89 out of 5 average rating, 141 reviews

Charming 1-bedroom house 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 and part of the Lake Oswego historical society.

Guest favourite

Guest suite in West Linn

4.96 out of 5 average rating, 344 reviews

Studio in-law suite just south of PDX

Recently updated pricing and NOW NO CLEANING FEES! Quiet basement studio with efficiency kitchen and full bath with rain shower. Located a short distance south of downtown Portland, West Linn is a quiet suburb on the Willamette River. Our home is walkable to a great pub, groceries and other restaurants. This listing includes a lofted queen bed with charming barn door for privacy.

Guest favourite

Guest house in Southwest Portland

4.97 out of 5 average rating, 545 reviews

Private & Cozy Casita

Private unattached ADU, new, cute and comfortable, light and bright, off-street parking, quiet neighborhood, close to public transportation, 10 minutes from downtown, hiking trails, parks, near Portland Community College, one hour to the beach, one hour to Mt Hood. Portland is known for its good food, breweries, wineries, coffee shops, shopping, all close by.