- USA
- Washington
- Bainbridge Island
- Winslow
- Rentals by Owner
Discover Your Ideal Winslow, Bainbridge Island Rental by Owner for a Memorable Stay
Discover Your Perfect Winslow Rentals by Owner
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Rentals by Owner
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Luxury Vacation Rentals
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Pet Friendly Vacation Rentals
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Unique Vacation Rentals
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Cabin Rentals
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Timeshares
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Sustainable Travel
Winslow Rentals by Owner
- Air Conditioner
- Parking
- Pool
- View
- Ocean View
- Balcony/Terrace
- Air Conditioner
- Parking
- Pet Friendly
- View
- Ocean View
- Balcony/Terrace
- Air Conditioner
- Parking
- TV
- Pet Friendly
- View
- Private Beach
- Pool
- Balcony/Terrace
- Sports/Activities
- Balcony/Terrace
- Security/Safety
- Fireplace/Heating
- Parking
- Pet Friendly
- TV
- Parking
- TV
- Balcony/Terrace
- Balcony/Terrace
- Security/Safety
- Sports/Activities
Why Choose Rent By Owner for your Winslow vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Winslow
When should you plan your Rentals by Owner stay?
Choosing the ideal time to vacation here can enhance your experience, as understanding the local climate and seasonal trends ensures you find the perfect rental by owner on Rent By Owner in Bainbridge Island’s charming area.
Peak Season Highlights
Late Spring to Early Fall (May to September)
During this period, the area experiences warm temperatures and longer daylight hours, making it ideal for outdoor activities and enjoying the scenic views. Booking your rental here during this peak season ensures you make the most of the pleasant weather and vibrant local atmosphere.
Early Winter (November to December)
This time offers a quieter experience with fewer visitors, providing a cozy atmosphere while still enjoying mild temperatures. It’s a perfect opportunity to explore in comfort when browsing for rentals in this destination's off-peak seasons is less competitive.
Off-Season Highlights
Mid to Late Winter (January to February)
The region sees fewer travelers during these months, offering a more relaxed ambiance and potentially better rates on vacation rentals. This is an excellent time for those seeking tranquility while booking through trusted rental owners.
Early Spring (March to April)
As the weather begins to transition, the area becomes less crowded, and you can enjoy a peaceful stay. Booking during this period may offer better availability and favorable rental prices as the tourist season approaches.
Weekly Weather Forecast for Winslow
How to Book Your Winslow vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Winslow
Common Rentals by Owner 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 a private outdoor patio or deck perfect for relaxing and dining amidst the natural surroundings.
- Take advantage of lush gardens or landscaped yards that enhance your outdoor experience.
- Make the most of spacious backyard areas ideal for outdoor activities or gatherings.
- Utilize outdoor grilling facilities for preparing fresh meals while enjoying the pleasant weather.
- Access scenic walking trails or nearby parks directly from your vacation rental’s outdoor space.
- Benefit from parking areas with easy access to outdoor amenities in this welcoming area.
- Relax in outdoor seating areas designed for soaking up the region’s beautiful scenery during your stay.
Top Attractions Around Winslow
What attractions are nearby?
Within this charming destination, you can enjoy a variety of activities nearby, including exploring scenic parks, discovering local art galleries, and strolling through quaint shops—all easily accessible from your Rent By Owner rental in Winslow on Bainbridge Island.

Family Activities
- Bainbridge Island Museum of Art: Engage with contemporary art exhibits that inspire creativity and curiosity for visitors of all ages, making it a perfect family outing.
- Bainbridge Gardens: Stroll through beautiful botanical displays and enjoy outdoor activities that provide both relaxation and education in the charming surroundings of the region.
- Fort Ward Park: Discover scenic picnic spots, walking trails, and a historic fort that offer fun and exploration for families seeking outdoor adventure in the area.
- Flying Heritage & Combat Armor Museum: Explore impressive aircraft and military vehicles that fascinate children and adults alike, right here on Bainbridge Island.
Adult Activities
- Bainbridge Island Museum of Art: Dive into contemporary and regional art exhibits that showcase the creative spirit of this vibrant area.
- Bike Tours around Winslow: Explore the charming streets and scenic waterfront on a guided or self-led bike tour, ideal for experiencing the local ambiance.
- Winery and Brewery Tastings: Indulge in local flavors by visiting the region’s wineries and breweries to enjoy handcrafted wines and beers.
- Scenic Waterfront Walks: Stroll along the picturesque waterfront to appreciate stunning views and the peaceful atmosphere that defines here.
Other Places to Stay in Winslow, WA
Winslow Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Local Attractions: Research and reserve access to popular spots in the area to ensure a smooth and enjoyable visit during your stay.
- Explore Unique Neighborhoods: Take time to wander through different parts of this destination to discover charming local shops, cafes, and scenic views.
- Utilize Comfort-Focused Amenities: Choose rentals with cozy furnishings and essential amenities that make your experience relaxed and home-like.
- Respect Nature and Community: Engage responsibly with the environment and support local businesses to enrich your visit on this beautiful island.
Transportation Options
- Washington State Ferries: This service offers reliable ferry routes connecting the area to Seattle and other key destinations, making it easy to explore the region without a car.
- Private Car Rentals: Renting a vehicle locally provides convenience and flexibility to discover Bainbridge Island and its neighboring attractions at your own pace.
- Public Transit Services: Local bus systems are available for getting around here, offering a budget-friendly option for exploring the area and nearby points of interest.
- Taxis and Ride-Sharing: Taxis and ride-sharing options like Uber and Lyft are readily accessible for quick and convenient transportation within the region.
Local Customs Options
- Respect for Waterfront Etiquette: When visiting the area's scenic waterfront, you’ll find that locals value quiet enjoyment and respectful behavior around water access points.
- Local Art Appreciation: Supporting and engaging with the region’s vibrant arts scene by respecting artists' works and participating in community art events is customary here.
- Green Living Practices: Environmentally conscious habits like recycling and conserving energy are common among residents and visitors alike in this destination.
- Community Engagement: Participating in local gatherings or neighborhood events fosters a genuine connection with the area’s welcoming community.
Frequently Asked Questions About Winslow Rentals by Owner
1. What are the top vacation rentals in Winslow?
There are a lot of options in Winslow. If you plan on staying in the Winslow area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Winslow:
- South Beach Cozy Cottage - Waterfront Perfection
- Pleasant Beach Getaway - Breathtaking Puget Sound Views and Steps from the Beach
- UPDATED LISTING! Waterfront Beachhouse on Bainbridge Island, WA
- Simple Living at Luxurious, Modern Farmhouse on Bainbridge Island. Dogs ok.
- Eagle Harbor View Cottage - BRAND NEW!
- Spectacular waterfront Bainbridge Island Home. Breathtaking views!
- Pearl's Beach House - Point White/Lynwood, No-Bank waterfront, Mt. Rainier View
- Eagle Harbor Waterfront Home-Perfect Location!
- Low bank waterfront on peaceful Fletcher Bay. Perfect for families
- Family-friendly soundfront retreat with sprawling deck and expansive views
2. How many Rentbyowner vacation rentals are available in Winslow?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 64 in the Winslow 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 Winslow.
3. What is the cancellation policy for a rental by owner in this area?
4. How do I ensure the rental by owner meets safety standards in this region?
5. What amenities are typically included in rentals by owner in this destination?
6. How can I verify the legitimacy of a rental by owner in the local area?
7. Are there any specific check-in or check-out procedures I should be aware of in rentals here?
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- Parking
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