
Waterfront vacation rentals in Lake Oswego
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Top-rated waterfront rentals in Lake Oswego
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

River Forest Lake Apt w/hot tub. HOT find!
*No smoking, no parties, no drugs or pets on premises* total/Max 4 guests; included in this total are infants/children, no more than 2 or3 children under 12, as long as only 4 total guests. FYI: Incline driveway Welcome to our newly remodeled daylight basement apartment. Tucked into the quiet peaceful River Forest neighborhood of Milwaukie on River Forest Lake. Conveniently located to shopping, restaurants, hwy 99, freeways to Portland, Oregon City, historic Sellwood, the Gorge, Mt Hood, etc.

Luxurious Riverfront GuestHouse, Sauna & HotTub.
Welcome to our Clackamas Riverfront Guest House—a peaceful riverside retreat blending rustic charm and modern comfort. Relax in your private hot tub and sauna, unwind by the fireplace, and enjoy stunning river views. Fish, kayak, or raft right from the backyard. Bedrooms include white noise machines and earplugs to help with normal traffic during commute hours on our scenic road. The guesthouse is attached but its own private unit with its own separate entrance and parking. Enjoy your stay!!

River Garden Cottage.
Charming cottage apartment on a garden and forest hill. Next to the Willamette River, 30 mins from downtown Portland. Relax, and enjoy the quiet and peaceful surroundings. Fully stocked kitchen. Fast wifi at 50 Mbps. Cozy inside in the wintertime, also with a park-like setting with walking access down the lush backyard to the river where you can enjoy swimming, fishing, kayaking, and bird watching. You can use the shared recreation room with ping pong, pool table, shuffleboard, and weights.

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.

The River House - Waterfront Retreat w/Fireplace
Experience the serenity of riverside living in our private, enchanting retreat nestled on the tranquil banks of the Clackamas River. This guest suite offers 1500 square feet of living space, boasting a private entrance and a spacious deck that grants breathtaking views of both the serene pond and the majestic river. Step inside to discover a haven of comfort and elegance. The gourmet kitchen features SS appliances, sleek granite countertops, and is fully stocked for your culinary needs.

Cheerful 2 bedroom cabin on the Clackamas River
Take it easy at this unique and tranquil getaway. Nested on a bluff with sweeping territorial views bordered by the Clackamas River, this 2 bedroom home sits on an acre of property just outside of Portland. It has been completely updated with a new gourmet kitchen, spa-like bathroom, master with a private balcony, dedicated work space, and a huge deck to enjoy all that nature has to offer. The upper yard is fully fenced for your pup and there is private walking path to the river.

Rustic Creekside Cabin
This tranquil hideaway feels like you're in the middle of the forest, but is just minutes from Portland. Relax next to the burbling creek surrounded by towering cedar trees. The MAX Orange line and downtown Milwaukie are only five minutes away. Built in 1928, the cabin has one bedroom and bathroom, living room, full kitchen and central heat. The bedroom has one queen bed and an en suite bathroom. There is a pull-out queen futon in the living room.

River Forest Guest House, River and Dock access
Tasteful and brand new guest house, beautiful neighborhood on the river. Guests have private deck facing yard and separate outdoor sitting area on the Willamette river (behind main house). Watch the birds, boats and riverboat cruise from the patio with fire pit. 2 miles from lightrail station, restaurants and shopping nearby and 15 mins. to downtown Portland. All are welcome! We are on the east side of the river, Milwaukie area.

South Portland Luxury Condo, City & Mountain Views
Discover our South Portland penthouse condo, where luxury meets comfort. Enjoy views of the city skyline and distant mountain views from this bright, 1350 sq ft space. Perfect for leisure or work, our condo offers a spacious bedroom, office, and top amenities in a secure, family-friendly area. Steps away from shopping, dining, and transport, with secure parking included. Experience the best of Portland in style!

Stargazing Glamping | Swim | Oasis
Sip a cup of coffee on your private deck overlooking the forest. Swim in our natural spring-fed little lake, canoe, or read a book in a hammock. Make memories in nature at The Hideout. With a Lotus Belle Tent surrounded by wildlife and stars galore, our magical oasis will be your unforgettable getaway. *we do not have a zipline for public use - this is not included in your rental and not available for use*

Creekside Haven
Come enjoy our peaceful Creekside Haven, a guest house (built onto the stand-alone garage apart from the main house) nestled in a country forest with a creek. You'll have access to the fire pit for s'mores and the relaxing hammock for two. We're just 18 miles South of downtown Portland. Sorry, no pets, weddings, parties, hair dying, smoking of any substance indoors, or illegal drugs.

Muse Cabin in old growth forest w/cedar hot tub
Enjoy our beautiful cozy cabin that is heated exclusively by a wood stove, on the edge of a magical old growth cedar forest on our 11 acre farm and vineyard. Relax on the deck built into the trees, and sleep peacefully in the loft bed, as you soak in the nature around you. The cute out house is just down the path and the cedar hot tub/ outdoor shower is next to the garden.
Popular amenities for Lake Oswego waterfront rentals
Waterfront apartment rentals

Luxury Waterfront Escape | Balcony! Views PDX/WA

Sculpture Garden, at the Gateway to the Gorge

Wine and River Retreat In Newberg

Upscale Lakefront ADU w/ Access to Pickleball Ct.

Luxury Waterfront Townhouse
Waterfront house rentals

Velora House | Stylish Home + Yard + Parking

Water view property on a pond

Historic RiverPlace West Linn

Aqua Star – Iconic Floating Home on the Columbia

Pond View MidCenturyModern Home

Waterview Oasis Cottage in Park-Like Neighborhood

Cozy Creekside Farm House Renovated on 1/3 Acre

Splendor_Top Level|RIVR FRT|3BD
Other waterfront vacation rentals

Tranquil Riverfront Retreat

Family Vacation Home | DWTN | Airhockey | Spacious

Gorgeous Lake Front Home, Central Location

Delightful 2BR Lakefront | Patio

New 2 master suite river front property!

Riverhouse

Luxe Riverfront A-Frame | Hot Tub | Fishing

Riverside Retreat Private Entry Near DT Hillsboro
When is the best time to visit Lake Oswego?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$52,300 GYD | G$47,070 GYD | G$52,091 GYD | G$40,585 GYD | G$42,886 GYD | G$41,840 GYD | G$41,840 GYD | G$41,840 GYD | G$39,539 GYD | G$37,656 GYD | G$52,300 GYD | G$53,137 GYD |
| 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 waterfront rentals in Lake Oswego

Total vacation rentals
Explore 20 vacation rentals in Lake Oswego

Nightly prices starting at
Lake Oswego vacation rentals start at G$6,276 GYD per night before taxes and fees

Verified guest reviews
Over 1,700 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Lake Oswego vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Lake Oswego rentals

4.8 Average rating
Lake Oswego stays are highly rated by guests—averaging 4.8 out of 5!
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- Columbia River Gorge National Scenic Area
- Moda Center
- Silver Falls State Park
- Timberline Lodge
- Laurelhurst Park
- Mt. Hood Skibowl
- Mt. Hood Meadows
- Oregon Zoo
- Providence Park
- The Grotto
- Enchanted Forest
- Beacon Rock State Park
- Portland Japanese Garden
- Tom McCall Waterfront Park
- Airplane Home
- Wonder Ballroom
- Oaks Amusement Park
- Powell's City of Books
- Arlene Schnitzer Concert Hall
- Oregon Convention Center
- Hoyt Arboretum
- Pittock Mansion
- Portland Art Museum
- Tryon Creek State Natural Area





