
House holiday rentals in Lake Oswego
Find and book unique houses on Airbnb
Top-rated house rentals in Lake Oswego
Guests agree: These houses are highly rated for location, cleanliness and more.

Portland Modern
Welcome to our Midcentury Modern – a true masterpiece inspired by the iconic Frank Lloyd Wright. Nestled on a lush 1/3 acre private retreat, this architectural gem is just minutes away from Multnomah Village and Gabriel Park. Immerse yourself in the timeless beauty of this completely renovated mid-mod marvel, where high vaulted open beamed wood ceilings adorn every room on the main floor. This house is perfect for friend groups, families or corporate retreats. Note: 4 bedroom, 2 bath, 2 kitchen.

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.

Hidden Garden Cottage
This 850 sf. cottage is a century old but was completely updated 12 years ago with era-appropriate furnishings, giving it a period (and safe) feel. Breakfast goodies, art, books, and a woodstove make it cozy. It sits on half an acre so lots of room for kids . It's in SW Portland, minutes from downtown. It's quiet, great for working or vacationing. An outdoor fire pit and gardens make it unique. There's even a zip line for kids. Family gatherings also fine. (Note: There is a $60 fee per dog.)

Charming home on private street with hot tub
Keep it simple at this conveniently situated retreat, just a 10-minute drive from downtown Portland and moments away from Multnomah Village. Nestled at the end of a private street in a desirable neighborhood, this charming home offers a spacious interior (with recently added centralized A/C) and inviting shared outdoor spaces. Relax and unwind in the hot tub, gather around the barbecue, or enjoy the patio and fireplace. Remote worker? Come be productive in our sitting/standing desk station.

#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.

Rock N Roll House + Hot Tub
Featured in The Destination Channel’s TV show “Staycation- Sports Edition” in the fall of 2025 and found on YouTube. Contemporary-style music-themed home. Jam out with instruments, classic albums and record player by the pool table. Stunning gourmet kitchen. Big lawn and deck with teak dining table and bbq. Hot tub plus gas and real fire pits. Garage is packed! Ping pong table, pinball, foosball, Pop-a-Shot basketball, Treadmill, Peloton bike, dumbbells, and four mountain bikes+helmets.

Quaint Garden Cottage
This garden charmer is the perfect place to call your home away from home and has room for the whole family! Featuring central heat and AC, 2 bedrooms w/Queen beds & closets, couch with pull-out bed, 50in Smart TV, free wifi, bathroom with shower and full sized bathtub, kitchen with gas stovetop/oven, dishwasher, and Keurig coffee maker, dining room, your own washer and dryer, onsite parking, charming front porch and back deck, and secret garden backyard all make this a must-stay spot!

Spectacular Choice: Sleeps 6, Your Dog Welcome Too
This bright, clean and stylish home has everything you need to make your visit comfortable and welcoming. Relax in the living room after your travels with Firestick/Roku TV. Prepare meals and mix cocktails in the well-equipped, functional kitchen. Enjoy the pristine bathroom with tub/shower and elegant marble vanity. Two bedrooms and a living room sofa bed will sleep up to 6 guests. Washer/dryer. Large deck with patio and BBQ. Dog friendly backyard. Parking for up to four cars.

Multnomah Village Hideout
Explore our new, artist-built bungalow in Multnomah Village, Portland. This cozy space sleeps four with a queen bed upstairs and a pullout couch downstairs. Steps away are charming cafes, shops, and a park with hiking trails and dog parks. Enjoy local activities like bingo and dining on pet-friendly patios. Complete with essentials including laundry and a breakfast nook, this bungalow is perfect for both short and extended stays, offering a unique Portland experience.

“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

Chateau Chardonnay:Tuscan home in NW wine country
Equipped with two HEPA air filtration systems that work continuously to filter and sanitize the air, this home is a clean and safe space to relax and enjoy nature! The house sits on 4 acres in the picturesque Oregon wine country. The back deck looks out over a lush back yard that cascades down to a lazy creek. Gaze out the large kitchen window to the paver patio, vibrant lawn and rimmed with beautiful mature landscaping, koi pond and fountain.

Lovely Loft Apartment
Spend a night in our spacious and bright loft apartment. Enjoy the unique and homey interior, or take a walk around our 1.5 acre property. Perhaps even enjoy a cup of wine on our deck by a fire. If you're interested in getting out, we are only a 20 minute drive from Portland and at the center of many other attractions. At the end of the day enjoy the wonderful view of the sunset and settle down in a comfortable king sized bed.
Popular amenities for Lake Oswego house rentals
House rentals with a pool

One level Entertainers Dream *Heated Pool*

The Starburst Inn: Enclosed Heated Pool, Theater

An Entertainment Oasis!

5bdrm,Heated Pool, Hot Tub, Sauna.

3-Bed Cowboy Cabana w/ Hot Tub!

Rose City Hideaway

1BR - Private House, Pool, Hot Tub & Forest Trails

Serene Oasis: Swim Spa, Sauna, huge deck and grill
Weekly house rentals

Charming Tiny Forest Home, PDX next to Lake Oswego

A Harmony Retreat | Your Portland Wellness Stay

Boho Inspired Hillside Retreat

Lake Oswego Luxury Retreat

New, modern and cozy home on Lakeview

Historic RiverPlace West Linn

The Walking Woods Retreat in Lake Oswego

Spruce Cottage
Private house rentals

Beautiful Spacious Downstairs Daylight Ranch in LO

High End Lake Oswego Estate Home

Rummer House - Stunning Mid-Century Modern

Chic Farmhouse & Prime Location!

Aqua Star – Iconic Floating Home on the Columbia

Newly Built Modern Escape | EV, Gym, Pets

Pond View MidCenturyModern Home

Comfortable 4BR Getaway for Families & Friends
When is the best time to visit Lake Oswego?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $281 AUD | $305 AUD | $314 AUD | $317 AUD | $326 AUD | $316 AUD | $356 AUD | $353 AUD | $314 AUD | $342 AUD | $337 AUD | $313 AUD |
| 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 |
Quick stats about house rentals in Lake Oswego

Total holiday rentals
Explore 120 holiday rentals in Lake Oswego

Nightly prices starting at
Lake Oswego holiday rentals start at $56 AUD per night before taxes and fees

Verified guest reviews
Over 3,950 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
120 of Lake Oswego holiday 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!
Destinations to explore
- Vancouver Holiday rentals
- Seattle Holiday rentals
- Puget Sound Holiday rentals
- Portland Holiday rentals
- Eastern Oregon Holiday rentals
- Greater Vancouver Holiday rentals
- Willamette Valley Holiday rentals
- Victoria Holiday rentals
- Moscow Holiday rentals
- Willamette River Holiday rentals
- Richmond Holiday rentals
- Tofino Holiday rentals
- Rentals with a hot tub Lake Oswego
- Condo rentals Lake Oswego
- Rentals with a washing machine and dryer Lake Oswego
- Apartment rentals Lake Oswego
- Rentals with a fireplace Lake Oswego
- Rentals with pools Lake Oswego
- Waterfront rentals Lake Oswego
- Family-friendly rentals Lake Oswego
- Private suite rentals Lake Oswego
- Rentals with outdoor seating Lake Oswego
- Fitness-friendly rentals Lake Oswego
- Pet-friendly rentals Lake Oswego
- Rentals with a fire pit Lake Oswego
- Rentals with an EV charger Lake Oswego
- Rentals with lake access Lake Oswego
- Rentals with a patio Lake Oswego
- House rentals Clackamas County
- House rentals Oregon
- House rentals United States
- Moda Center
- Columbia River Gorge National Scenic Area
- Silver Falls State Park
- Timberline Lodge
- Laurelhurst Park
- Oregon Zoo
- Mt. Hood Skibowl
- Mt. Hood Meadows
- Providence Park
- Enchanted Forest
- The Grotto
- Portland Japanese Garden
- Beacon Rock State Park
- Tom McCall Waterfront Park
- Wonder Ballroom
- Powell's City of Books
- Hoyt Arboretum
- Arlene Schnitzer Concert Hall
- Wings & Waves Waterpark
- Oaks Amusement Park
- Airplane Home
- Portland Art Museum
- Reed College
- Pittock Mansion




