Best Vacation Homes in Lake Oswego
10.0
Fireplace/Heating
Pool
Ocean View
Balcony/Terrace
10.0
Pet Friendly
Parking
Air Conditioner
Internet
9.2- Fireplace/Heating
- Pool
Breakfast
Kitchen
10.0
Hot Tub- Fireplace/Heating
- Pool
- Balcony/Terrace
9.3- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Air Conditioner
10.0- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
10.0- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
10.0- Fireplace/Heating
- Internet
Child Friendly
Laundry
Lake Oswego Luxury Rentals
10.0
Private Pool
Spa- Fireplace/Heating
- Pool
10.0- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
9.6- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
9.8- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
9.0
Private Beach- Fireplace/Heating
- Ocean View
- Balcony/Terrace
9.0- Pet Friendly
- Parking
- Internet
- Child Friendly
Lake Oswego Pet Friendly Vacation Rentals
9.6- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
8.0- Spa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
9.6- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
- Fireplace/Heating
View- Pet Friendly
- Parking
9.0- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
9.0- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
Lake Oswego Large Vacation Homes
10.0- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
9.8- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
- Private Pool
- Fireplace/Heating
- Pool
- Pet Friendly
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Kitchen
Why Choose Rent By Owner for your Lake Oswego Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Lake Oswego Vacation Rentals
Where are the best neighborhoods to stay in Lake Oswego?
When choosing where to stay in Lake Oswego, Oregon, exploring its charming neighborhoods can greatly enhance your experience. Each area offers its own unique atmosphere, whether you prefer the peaceful lakeside surroundings, convenient access to local amenities, or a scenic setting close to outdoor activities. Staying in the heart of this picturesque community provides easy access to the natural beauty and tranquil streets that define Lake Oswego. By selecting the right neighborhood, you ensure your trip is both comfortable and memorable, perfectly tailored to your preferences in this scenic part of Oregon.
Bryant
This charming neighborhood offers a peaceful atmosphere and convenient access to local amenities, making it an ideal choice for travelers seeking comfort and ease during their stay.
View 208+ Rentals in BryantForest Highlands
Nestled in a scenic area, this neighborhood provides a tranquil retreat with beautiful views, perfect for those looking to enjoy nature while staying close to the region's attractions.
View 305+ Rentals in Forest HighlandsLake Grove
Known for its friendly community vibe and proximity to shopping and dining options, this area offers a welcoming environment for visitors exploring this part of Oregon.
View 242+ Rentals in Lake GrovePalisades
Offering picturesque surroundings and easy access to outdoor activities, Palisades is a prime location for travelers wanting to immerse themselves in the natural beauty of the region.
View 203+ Rentals in PalisadesWalluga
This neighborhood provides a quiet, residential setting with convenient links to local parks and recreational spots, ideal for relaxing getaways.
View 258+ Rentals in WallugaCountry Club - North Shore
Famous for its upscale ambiance and scenic views of the water, the area is perfect for visitors seeking a luxurious and restful stay near premier golf courses.
View 249+ Rentals in Country Club - North ShoreBlue Heron
Positioned by the waterfront, Blue Heron offers stunning vistas and easy access to boating and outdoor pursuits, making it a desirable destination for water lovers.
View 207+ Rentals in Blue HeronMount Park
Surrounded by lush greenery and offering scenic trails, Mount Park is an excellent choice for travelers who wish to enjoy outdoor adventures within close reach.
View 290+ Rentals in Mount ParkBest Times to Visit Lake Oswego
When should you plan your Vacation Rentals stay?
Choosing the right time to visit can enhance your experience here, as the best seasons for enjoying the region's natural beauty and outdoor activities vary throughout the year, allowing you to plan your stay in the area accordingly.
Peak Season Highlights
Summer (June to August)
During summer, the area experiences warm weather ideal for outdoor activities and exploring scenic views. It's the perfect time to enjoy your vacation rental under clear skies and longer daylight hours.
Fall (September to November)
Early fall offers mild temperatures and vibrant foliage, creating a picturesque setting. You can fully enjoy the region's natural beauty with comfortable weather and fewer crowds.
Off-Season Highlights
Winter (December to February)
In winter, cooler temperatures and quiet surroundings make it an ideal season for peaceful retreats and cozy stays in your preferred vacation rentals. Expect less tourism and more tranquility.
Spring (March to May)
As spring begins, the region awakens with blooming landscapes and gradually warming weather. It’s a great off-peak time to enjoy a serene visit before the summer rush starts.
Weekly Weather Forecast for Lake Oswego
How to Book Your Lake Oswego Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Lake Oswego
Common Vacation Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining with a private patio or deck to savor meals in the fresh air.
- Take advantage of beautifully landscaped yards perfect for relaxing or entertaining guests.
- Make use of outdoor grills to prepare delicious barbecues amidst scenic surroundings.
- Relax by a tranquil outdoor fireplace or fire pit, ideal for cozy evenings.
- Benefit from access to private gardens or lush lawns for outdoor activities and recreation.
- Utilize a spacious balcony or veranda that offers picturesque views of the nearby water or natural scenery.
- Explore the surrounding area on provided bicycles or walking paths for outdoor adventures.
Top Attractions Around Lake Oswego
What attractions are nearby?
Nearby, you'll find a variety of outdoor activities and scenic spots to explore, making it easy to enjoy the natural beauty and tranquil atmosphere of this destination.
Family Activities
- George Rogers Park: Enjoy family picnics and leisurely walks along the scenic lakeshore, perfect for a relaxing day in this charming part of the area.
- Lake Oswego Children's Theatre: Introduce the young ones to local performing arts with interactive shows and performances designed to entertain families visiting here.
- The Lake Oswego Farmers Market: Discover fresh produce and handmade goods while strolling through vibrant stalls that cater to all ages, making it a fun outing for the entire family.
- Downtown Lake Oswego: Explore a variety of family-friendly shops, cafes, and nearby parks that make for a delightful day in this inviting community.
Adult Activities
- Wine Tasting Tours: Explore the local wineries and tasting rooms in the area, offering a sophisticated way to enjoy regional wines amidst scenic vineyard views.
- Golfing: Play a round at the nearby golf courses that provide picturesque landscapes and challenging holes for golf enthusiasts visiting here.
- Fine Dining Experiences: Indulge in the region’s culinary scene by dining at upscale restaurants that serve locally sourced ingredients and international cuisines.
- Boating and Water Activities: Enjoy the tranquil waters of nearby lakes with activities like kayaking, paddleboarding, or simply relaxing on the shore for a peaceful day out.
Other Places to Stay in Lake Oswego, OR
Lake Oswego Travel Tips
How Can You Make the Most of Your Stay?
- Explore local outdoor activities: Take advantage of the region’s scenic parks and trails to enjoy the natural beauty and tranquil atmosphere during your stay.
- Visit nearby dining experiences: Savor the local cuisine by trying popular restaurants and cafes, which highlight the area’s culinary charm.
- Plan your excursions ahead: Research the best local spots and plan your outings to make the most of your time in this destination.
- Choose comfortable vacation rentals: Select well-reviewed properties that offer amenities suitable for relaxing after a day of exploring here in the region.
Transportation Options
- Portland International Airport (PDX): You can conveniently access this major airport just a short drive from the area, offering numerous domestic and international flights for travelers arriving or departing here.
- Public Transit - TriMet Light Rail and Buses: This region is well-connected through public transportation options that make exploring the area and commuting to nearby cities straightforward and affordable.
- Rental Cars and Ride-Sharing Services: For flexible transportation, numerous rental agencies and ride-sharing providers are available locally, allowing you to navigate the region with ease during your stay.
- Biking and Walking Paths: The area boasts scenic biking trails and pedestrian-friendly routes that enable you to explore the beautiful surroundings at your own pace while enjoying a sustainable mode of travel.
Local Customs Options
- Local Dining Etiquette: Respect the area's emphasis on sustainable and locally sourced ingredients when dining at community restaurants.
- Environmental Respect: Participate in conservation efforts by being mindful of natural spaces and adhering to local guidelines for outdoor activities.
- Community Celebrations: Join in regional festivals and events that celebrate the region’s heritage and foster local connections.
- Courtesy to Neighbors: Maintain a friendly demeanor and follow neighborhood norms to ensure a harmonious stay in this peaceful destination.
Frequently Asked Questions About Lake Oswego?
1. What are the top vacation rentals in Lake Oswego?
There are a lot of options in Lake Oswego. If you plan on staying in the Lake Oswego area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Lake Oswego:
- Historic English Country Lake House
- Modern and cozy home on Lakeview
- Palais de Leon - Ultra-Luxury Riverfront Estate, Pool, Spa, Theater, Dock, Hot Tubs, Gym on 3 Acres
- Private house on the Lake Oswego Monthly Rent
- {Lake Front Fun} The Little Cottage on West Bay of Lake Oswego
- Lake Oswego Condo w/Balcony, 3 Mi to the Water!
- Beautiful Mid-Century 2-bedroom house in Lake Oswego with gorgeous views
- Lake Oswego Inn
- Lake Oswego Luxury 9 or 10 Bedrooms 9 or 10 Baths
- Lake Oswego Quiet Ground Level Condo Private Entrance - Pet Friendly!
2. How many vacation rentals have private pools in Lake Oswego?
There are 5 vacation rentals with private pools near Lake Oswego. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Lake Oswego are best for families?
If you are looking for a family-friendly vacation home in Lake Oswego, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Lake Oswego:
4. How many Rentbyowner vacation rentals are available in Lake Oswego?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 122 in the Lake Oswego area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Lake Oswego.
5. What is the cancellation policy for vacation rentals in Lake Oswego, Oregon?
6. How do I find available vacation rentals in Lake Oswego that suit my travel dates?
7. Are there any house rules or restrictions I should be aware of when booking a stay in the area?
8. What amenities are typically included in vacation rentals near Lake Oswego?
9. How do I contact the property owner if I have questions about my stay?
Lake Oswego Top Rated Vacation Rentals
9.8- Fireplace/Heating
- Pool
- Kitchen
- Parking
9.0- Hot Tub
- Fireplace/Heating
- Pool
- Breakfast
8.8- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
8.8- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
8.6- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
8.4- Hot Tub
- Fireplace/Heating
- Pool
- Breakfast
8.4- Private Pool
- Fireplace/Heating
- Pool
- Parking
