Discover Your Perfect Winslow Vacation Homes

Winslow Luxury Rentals

Winslow Pet Friendly Vacation Rentals

Why Choose Rent By Owner for your Winslow Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Winslow

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as the best seasons for enjoying the region's natural beauty and local charm depend on your preferred weather and activities.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this destination experiences warm weather and longer daylight hours, making it ideal for outdoor activities and exploring the scenic surroundings.

Average Temperature Daytime: 75-85ยฐF - Nighttime: 55-65ยฐF
autumn
Fall (September to November)

Early fall offers mild temperatures and vibrant foliage, attracting visitors seeking a peaceful retreat amidst the changing colors around here.

Average Temperature Daytime: 60-70ยฐF - Nighttime: 45-55ยฐF

Off-Season Highlights

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Winter (December to February)

The winter season tends to be quieter with cooler temperatures, providing a tranquil escape for those looking to enjoy cozy accommodations and scenic winter views.

Average Temperature Daytime: 45-50ยฐF - Nighttime: 35-40ยฐF
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Spring (March to May)

Spring brings milder weather and blooming landscapes, but fewer travelers tend to visit during this period, offering more serenity for your stay.

Average Temperature Daytime: 55-65ยฐF - Nighttime: 40-50ยฐF

Weekly Weather Forecast for Winslow

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partnerโ€™s website.

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 seating area perfect for relaxing and socializing amidst the regionโ€™s natural beauty.
  • Take advantage of landscaped gardens or lawn spaces that invite outdoor activities and leisurely strolls.
  • Make the most of outdoor dining areas, ideal for savoring meals while enjoying the fresh air of this destination.
  • Explore well-maintained patios or decks that provide scenic views of the surrounding landscape.
  • Utilize outdoor grills or barbecues to prepare delicious meals in the comfort of your rentalโ€™s outdoor space.
  • Benefit from dedicated parking areas with easy access to outdoor amenities, ensuring convenience during your stay.
  • Discover nearby walking trails or pathways that allow you to connect with the scenic outdoors of the local region.
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Family Activities

  • Bainbridge Island Museum of Art: Enjoy a family-friendly visit to this regional art museum that offers engaging exhibits perfect for all ages, showcasing the creativity of the area.
  • Bainbridge Gardens: Explore the scenic gardens and participate in seasonal family activities at this charming botanical destination on the island.
  • Trolley Tour of Winslow: Take a guided trolley tour around the town to discover historic sites and learn about the area's rich local history in a fun and relaxing way.
  • Waterfront Park & Marina: Spend quality time outdoors at the waterfront park, where you can enjoy picnicking, play areas, and boat watching along the scenic shoreline nearby.
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Adult Activities

  • Visit the Bainbridge Island Museum of Art: Explore contemporary art exhibits that reflect the region's creative spirit and local culture.
  • Enjoy a wine tasting tour at local vineyards: Sample regional wines produced here, offering a relaxing experience for adult visitors seeking to indulge in local flavors.
  • Take a scenic walk along the Waterfront Trail: Experience stunning views of Puget Sound while strolling through this picturesque area, perfect for outdoor enthusiasts.
  • Dine at renowned restaurants in Winslow: Savor Pacific Northwest cuisine at eateries that showcase fresh, regional ingredients in a welcoming atmosphere.

Other Places to Stay in Winslow, WA

Winslow Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Art and Culture: Take advantage of the area's vibrant arts scene by visiting local galleries and cultural centers to get a true sense of this destination's creative spirit.
  • Enjoy Waterfront Activities: Make the most of the regionโ€™s scenic waterfront by engaging in activities such as kayaking or simply strolling along the harbor to soak in the views.
  • Visit Nearby Parks and Trails: Discover the natural beauty of the area through its parks and walking trails, perfect for outdoor adventures during your stay.
  • Sample Regional Cuisine: Dine at local eateries that highlight the regionโ€™s fresh and seasonal ingredients, giving you a taste of the areaโ€™s culinary delights.

Transportation Options

  • Ferries: You can enjoy scenic ferry rides connecting the area to Seattle, offering stunning views of Puget Sound and a convenient way to explore nearby urban attractions.
  • Public Transit: The local transit system provides reliable bus services that make it easy to get around here without the need for a car.
  • Rental Cars: Renting a car gives you the flexibility to explore Bainbridge Island at your own pace, especially when visiting more remote or less accessible spots.
  • Bike Rentals: Biking is a popular option for exploring this destinationโ€™s charming streets and scenic trails, providing a healthy and environmentally friendly transportation choice.

Local Customs Options

  • Native Art and Craftsmanship: Youโ€™ll find that embracing local art and craftsmanship is a cherished tradition, with community events often showcasing indigenous and regional artisans.
  • Seafood Dining Customs: Enjoy the regionโ€™s appreciation for fresh seafood, reflected in the local dining etiquette and the popularity of waterfront eateries among residents and visitors alike.
  • Respect for nature and outdoor activities is deeply rooted in this destination, with locals commonly engaging in practices like trail preservation and eco-friendly recreation.
  • Community Celebrations: Participating in or observing local festivals and events offers insight into the areaโ€™s emphasis on community spirit and cultural heritage.

Frequently Asked Questions About Winslow?

Which vacation homes in Winslow are best for families?

If you are looking for a family-friendly vacation home in Winslow, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Winslow:

How many Rentbyowner vacation rentals are available in Winslow?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 98 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.โ€ฏ