
Waterfront holiday rentals in Lake Oswego
Find and book unique waterfront rentals on Airbnb
Quick stats about waterfront rentals in Lake Oswego

Total holiday rentals
Explore 30 holiday rentals in Lake Oswego

Nightly prices starting at
Lake Oswego holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 1,750 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Lake Oswego holiday rentals include wifi 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!
Top-rated waterfront rentals in Lake Oswego
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

2 Acre, Pond View Home, with Hot-tub & BBQ FOR 16
Relax in this calm, stylish space. Enjoy beautiful nature views OR catch up on your favorite flicks, with Tv's in every room. Enjoy the large deck with your favorite beverage, while taking in the beauty of nature. It's also the perfect place to grill. The hot tub is a lovely place to unwind. Relax in the warm bubbly water. Our space offers something for people of all ages. We can't allow indoor pets at this time due to family allergies. Also, no smoking allowed inside Thanks for looking!

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.

Spacious Forest Retreat w/ Hot Tub & Views
In the woods, next to a creek, but still in Portland! Spacious and serene. There is a private entrance to this large two story guest suite, which includes a family room, living area with dining area and kitchenette, bedroom and bathroom, central AC, and private balcony. Please note that owners live on site as required by Portland laws. Located in a quiet neighborhood, close to hiking trails. A 3-minute drive or 1 mile walk to popular Multnomah Village; 15 minutes from Downtown Portland

Stunning Portland Condo | Parking, River & Dining
Explore Portland in style! Our freshly renovated top-floor condo offers 2BR/2BA, breathtaking views, and a private deck. Enjoy the convenience of secured parking, complimentary WiFi, and a fully furnished space ready for your stay, whether it's for a night, a month, or longer. Perfectly situated near OHSU, Lewis & Clark, and major medical centers. Steps away from Zupans Market and Willamette River parks. Ideal for travelers seeking comfort and convenience in a prime location.

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.

Corner of Heaven
Welcome to our newly remodeled home in the heart of Sellwood-Moreland District! This is a highly desired neighborhood with great walking and biking scores. You will be close to shops, restaurants, riverfront scenery and parks. You will be just a short drive away from Downtown Portland, Lake Oswego, Beaverton, and more surrounding cities as Sellwood is a central location in Portland. We look forward to host you in our updated home!

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.

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.

1st floor, Sleek, Nature Lover's Studio
Relax in this calm, stylish, non-smoking studio. Because of our allergies, it is an animal free listing. Allergy safe, smoke free. There is no smoking, vapping, dabbing, or loud noise permitted. This is a quiet place to unplug. Lay by the lake or under the tall trees. Watch eagles, herons, and wild life. Entering the lake is at your own risk. No lifeguards any where on lake.
Popular amenities for waterfront rentals in Lake Oswego
Waterfront apartment rentals

Wine and River Retreat In Newberg

Upscale Lakefront ADU w/ Access to Pickleball Ct.

Luxury Waterfront Townhouse

SpringCreek Townhome

Sculpture Garden Retreat, Gateway to the Gorge

The Slabtown Loft ~ Walk to Coffee & Dining

Luxury Waterfront Escape | Balcony! Views PDX/WA
Waterfront house rentals

Luxe Riverfront A-Frame | Hot Tub | Fishing

Water view property on a pond

A Beaver Runs Through It 3bed/2bath

Marvins Gardens & Pond in Antique and Wine Country

Waterview Oasis Cottage in Park-Like Neighborhood

Historic RiverPlace West Linn

Aqua Star – Iconic Floating Home on the Columbia

Riverfront Retreat | No Pet Fee, EV & Theater
Other waterfront holiday rentals

Oxberg Lake Retreat, lake & farm view in wine ctry

The River House - Waterfront Retreat w/Fireplace

Sandy River Sanctuary and Sauna

Dream Cottage! Springwater Bike/Walking Path!

Milwaukie Riverfront Guest House

Dreamy cabin on the Clackamas River

South Portland Luxury Condo, City & Mountain Views

Stafford River House
When is the best time to visit Lake Oswego?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $320 SGD | $288 SGD | $319 SGD | $231 SGD | $294 SGD | $360 SGD | $256 SGD | $256 SGD | $242 SGD | $231 SGD | $320 SGD | $326 SGD |
| 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 |
Destinations to explore
- Pet-friendly rentals Lake Oswego
- Apartment rentals Lake Oswego
- Rentals with a hot tub Lake Oswego
- Flat rentals Lake Oswego
- Rentals with lake access Lake Oswego
- House rentals Lake Oswego
- Family-friendly rentals Lake Oswego
- Private suite rentals Lake Oswego
- Rentals with pools Lake Oswego
- Waterfront rentals Clackamas County
- Waterfront rentals Oregon
- Waterfront rentals United States
- Silver Falls State Park
- Columbia River Gorge National Scenic Area
- Moda Center
- Timberline Lodge
- Laurelhurst Park
- Oregon Zoo
- Oregon Convention Center
- Providence Park
- The Grotto
- Airplane Home
- Portland Japanese Garden
- Beacon Rock State Park
- Enchanted Forest
- Tom McCall Waterfront Park
- Sellwood Riverfront City Park
- Washington Square
- Oaks Amusement Park
- Wonder Ballroom
- Tryon Creek State Natural Area
- Evergreen Aviation & Space Museum
- Arlene Schnitzer Concert Hall
- Pittock Mansion
- Powell's City of Books
- Hoyt Arboretum





