
House holiday rentals in Lake Oswego
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Top-rated house rentals in Lake Oswego
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Holiday rentals for every style
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Popular amenities for house rentals in Lake Oswego
House rentals with a pool

One level Entertainers Dream
We had a wonderful weekend here! The home, backyard, and pool were all perfect! Everything was spotless clean, great communication, super private backyard and pool! They were so accommodating and were able to allow us an early check in which made our trip so much easier. Highly recommend!

Paradise in Sandy, breathtaking views of Mt. Hood
Our stay was nothing short of memorable. The home was beautiful, clean and well maintained, and the views were breath taking. The hosts were incredibly communicative and helpful when we had questions along the way. We would stay again and highly recommend.

Spacious Private Home w/Pool, Hot Tub, Fireplaces
Great place! Felt like we had a lot of room but still close to downtown. We enjoyed our stay and will come again if in the area.

The Starburst Inn
We had a great stay at Nicholas’s place. The kitchen was roomy and functional. The pool and hot tub were very well kept. The kids loved all the games both upstairs and downstairs! Nicholas was a very accommodating host and helped us with schedule flexibility and responded quickly to questions about the house. Beds were comfortable and great linens! Beautiful views from the deck at all hours of day. Thanks!!

An Entertainment Oasis!
This home is beautiful peaceful has everything you need for a great family time together. The amenities are off the chart everything you can ask for . Very specious outside yard with a pool and hot tub but wait theirs also a sauna and for the gym rats a nice home gym that I put to good use. Thank you so much for an amazing time in your home Marfa. It was a pleasure visiting your home.

Waves Villas #1
Wendy's place was perfectly and conveniently located for our needs. The place was spotlessly clean and had all the amenities we needed. We would love to stay again in the future!

Rose City Hideaway
This was the best AirBnb I’ve ever stayed in! Amanda and Michael are literally the sweetest and think of every little thing to make your stay comfortable and special! We felt right at home! The neighborhood is adorable and so walkable to great food nearby. Super close to the MAX (local public transportation), so there was times we didn’t even need our car. We LOVED it here! Staying here made us fall in love with Portland all over again. We cannot wait to revisit RCH🌹

Serene Oasis: Swim Spa, Sauna, 10 Min to Downtown
Easy check-in, and my kids loved the swim spa. We ran into an issue while there and Raja was very responsive, and offered to come over ASAP to help. We would stay here again.
Weekly house rentals

Beautiful Spacious Downstairs Daylight Ranch in LO
Our stay was great! The place was very nice and well maintained, and John was proactive in making sure we had a good experience.

Charming Tiny Forest Home, PDX next to Lake Oswego
Super cute and cozy, close to down town, nice walking paths, had everything we needed for a night away.

Multnomah Village Hideout
Soooo wonderful. We loved the place. It was clen, beautiful, excellent communition, the location couldn't be better. Andy is a great guy. Thank you so much for letting dogs stay. We'll come back.

Lake Oswego Luxury Retreat
awesome house! quiet! great back yard! matt was on top of the communication.

New, modern and cozy home on Lakeview
Our best Airbnb experience ever We will rent anytime we’re going to be in Portland

Pond View MidCenturyModern Home
Beautiful home, beautiful location. Clean, bright, neat, and Vicky was very responsive and great to work with. Would stay again and highly recommend.

The Village Villa
This is one of the best places we’ve ever stayed. The property is very thoughtfully styled and organized. Amenities were superb Aslthough this is more expensive than other properties in the area, I think it is very much worth it

A Modern Sanctuary in Woodland Garden
We loved our stay in this beautiful corner of Portland. The accommodations were very comfortable, spacious, and clean. The forest and garden view out the windows was spectacular. Very responsive and kind hosts with a lovely library of books to browse. Would definitely stay here again.
Private house rentals

Lovely Loft Apartment
The bed is RELLY comfortable! We have stayed here before and my daughter loves the new couch (since the last time we stayed)! Very homey feeling, love the space! Will Book again!

Rummer House - Stunning Mid-Century Modern
This house is absolutely gorgeous and lives up the beautiful pictures! The backyard especially (or zen garden perhaps is a better description) was wonderful to enjoy on the cool evenings. We would absolutely stay here again!

Plenty of Room, 2100 SF, Close to I-5, Large Yard
There are so many great things to say about James and Magdalena’s place, it’s hard to narrow it down. The home is spotless and incredibly spacious. My family needed a home for an extended stay while our home was being renovated. James’s home really felt like a second home to us. I appreciated all of the empty cupboards in the kitchen and dressers in the bedrooms because we were actually able to put our things away and settle in. The yard is so peaceful and lush. It’s like a bird sanctuary with so many varieties of birds and beautiful sounds. James was very responsive to any questions or needs we had. We were sad to leave! We are locals so it is unlikely that will need to stay in an AirbNb in our own neighborhood again, but we highly recommend this property to anyone looking for a very comfortable, spacious, clean, and well kept home.

Mama J's
I don't think there was a single thing that wasn't thought of to provide a wonderful stay. Very responsive and informative as well as a wonderful setup. My husband just saying she's thought of everything! Would definitely recommend staying here. Thank you again for your wonderful hospitality

Spruce Cottage
Would absolutely stay here again!

Charming Boho Retreat ADU
I enjoyed my stay at this unit! I only stayed for one night, but feel like I could have stayed for a whole week - I was so impressed with how many amenities were provided. It felt like the hosts had anticipated every need I could have! This space is lush and relaxing. I appreciated the spacious bathroom with beautiful tiled sink/shower. I also appreciated how well-lit the path to access the unit is at night. The unit is in a peaceful and private neighborhood.

Morgan Woods Urban Retreat
We found The Nest in west Portland to be an amazingly perfect space for us. We were in need of 10 days away from home on a working trip that could accommodate two adults and several pets. The Nest exceeded our expectations with multiple private workspaces and a very kind host that allowed our cats to join us. The house is architecturally interesting with large picture windows cleverly placed to maximize both privacy and great views of tall trees. There is so much interesting art and ceramics in Leslie’s place, which always gave us something to look at and ponder. The reading selections scattered throughout the house were very welcome and I picked up a couple of books (one old and one new) on our stay. The spa-like bathroom was a real treat after a relaxing day of work and daydreaming. Evenings were peaceful and very quiet. A very memorable and enjoyable experience, and I only wish we had another 10 days (at least) to stay.

Entire urban ranch in Tigard
Parvaneh’s house was great!! The property was private and so lovely. The house has everything you need and is so clean! We would definitely stay here again!
Quick stats about house rentals in Lake Oswego
Total rentals
110 properties
Total number of reviews
3.4K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Wifi availability
110 properties include access to wifi
Destinations to explore
- Willamette Valley Holiday rentals
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- Apartment rentals Lake Oswego
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- Family-friendly rentals Lake Oswego
- Rentals with a fireplace Lake Oswego
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- Silver Falls State Park
- Moda Center
- Oregon Zoo
- Laurelhurst Park
- Providence Park
- Enchanted Forest
- Wooden Shoe Tulip Festival
- The Grotto
- Timberline Lodge
- Portland Japanese Garden
- Beacon Rock State Park
- Powell's City of Books
- Oaks Bottom Wildlife Refuge
- Wings & Waves Waterpark
- Tom McCall Waterfront Park
- Mt. Hood Meadows
- Hoyt Arboretum
- Oaks Amusement Park
- Wonder Ballroom
- Domaine Serene
- Pumpkin Ridge Golf Club
- Bridal Veil Falls State Scenic Viewpoint
- Mt. Hood Skibowl
- Tryon Creek State Natural Area