Kid-friendly holiday rentals in Lake Oswego

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.

"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

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.

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.

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.

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!

The Hen Den

Light filled and cozy 600 sf 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.

Evergreen Escape - Relaxing South Metro Studio

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.

Portland Cottage with Kitchenette

Our cottage is in a quiet southwest Portland neighborhood. It includes a pillow top queen size bed, microwave, refrigerator, Keurig coffee maker, toaster oven, 2 burner hotplate, hair dryer, soap & shampoo. Easy access to I-5 and downtown Portland by car or public transportation.