
Holiday rentals in Oswego Lake
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Top-rated holiday rentals in Oswego Lake
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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.

Yeti's Tree House: Where Dreams Come True
"Thank you for creating such a magical place..." Recent Guest "Best Tree House I've ever seen!" Recent Guest Let the kid in you come to play in this real treehouse held up by four trees, 18 feet off the ground. Zip line down or take a giant soaking tub. A magical stroll through the woods leads to the suspension bridge. You won't believe you're only minutes from town. Wear appropriate shoes as it is a short 2-minute hike to the tree house. At times, it can get a little slick.

Beautiful Italian-style Villa in Lake Oswego
Beautiful private 1907 Italian-style villa in Lake Oswego w 100' trees. Views of the lake. Private. Gourmet kitchen. Ingredients for cooking There are 3 bedrooms: - Room 1 has a queen-sized bed - Room 2 has 2 twin beds. - Room 3 has a double bed Please see the last image in the listing for details on how the bedrooms are arranged Large stone patio for outdoor dining All the construction in the neighborhood is finished, and we have a perfect new road! Lots of room for your get-together.

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.)

Entire Rental Unit Ground Level Lake Oswego, OR
Welcome to comfort and convenience in our new ground level studio, centrally located near a variety of restaurants, coffee shops, and grocery stores. This unit is the most spacious out of our three and is ideal for solo adventurers or couples. Enjoy easy freeway access, proximity to Bridgeport Village, a 4K SmartTV for streaming, high-speed internet, kitchenette and laundry. Perfect for both relaxation and exploration! Comfortable king bed + queen size couch pull out for additional guests!

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.

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.

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.

“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

Charming Tiny Forest Home, PDX next to Lake Oswego
Relax at this serene Portland retreat on the Lake Oswego border, near Tryon Creek State Park and Lewis & Clark College in the prestigious Dunthorpe neighborhood. Explore the park, bike, hike, swim the river, and sample top local cuisine and wine at two of Willamette Valley’s best tasting rooms, all just minutes away in downtown Lake Oswego. A quick 10 minute drive takes you to downtown Portland and Portlandia! One-night weekend stays require approval.

Luxury Lake Oswego Retreat - all new & great patio
Luxury Lake Oswego retreat just 3 blocks from George Rogers Park and New Seasons Market. This exceptional custom home, valued at over $1.2M, features 3 bedrooms (2 king, 1 queen), all-new upscale furnishings, a gourmet kitchen with a Jura E6 espresso machine, cozy gas fireplace, and a huge covered patio with a firepit, outdoor TV, and comfortable seating. Perfect for families seeking comfort, style, and an ideal location

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 Oswego Lake holiday rentals
Other great holiday rentals in Oswego Lake

Spacious 2 bedroom apt in Lake Oswego!

Lake Oswego Studio Nestled among the Treetops

The Walking Woods Retreat in Lake Oswego

The Nook

Beautiful Spacious Downstairs Daylight Ranch in LO

Delightful Hideaway Guest House Suite, King Bed

Cozy Historical Home Near Downtown

Lake Oswego Detached Guesthouse w/ private parking
Destinations to explore
- Silver Falls State Park
- Moda Center
- Timberline Lodge
- Laurelhurst Park
- Mt. Hood Skibowl
- Oregon Zoo
- Oregon Convention Center
- Providence Park
- The Grotto
- Portland Japanese Garden
- Beacon Rock State Park
- Enchanted Forest
- Airplane Home
- Tom McCall Waterfront Park
- Sellwood Riverfront City Park
- Wonder Ballroom
- Oaks Amusement Park
- Washington Square
- Reed College
- Tryon Creek State Natural Area
- Arlene Schnitzer Concert Hall
- Evergreen Aviation & Space Museum
- Powell's City of Books
- Pittock Mansion





