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Winslow vacation rentals

We found 19 vacation rentals — enter your dates for availability

Nestled on the breathtaking Bainbridge Island, Winslow beckons with its picturesque beaches, lush state parks, and vibrant downtown filled with unique shops and art galleries. Perfect for families and friends seeking adventure, the area offers an array of outdoor activities from hiking to water sports, along with easy access to the urban excitement of Seattle just a ferry ride away. With a variety of cozy cabins and stylish condos, vacation rentals provide the comfort and space needed for an unforgettable getaway.

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Find out more about Winslow

Why visit Winslow

  • Stunning waterfront views: Enjoy breathtaking scenery along the shores of Bainbridge Island, perfect for relaxation and photography.
  • Outdoor activities: Explore urban parks, beaches, and marinas, ideal for hiking, biking, and water sports.
  • Charming neighborhoods: Stroll through Winslow’s quaint streets, experiencing its friendly locals and vibrant culture.
  • Family-friendly atmosphere: Discover attractions and activities suitable for visitors of all ages, making it a great getaway for families.
  • Diverse accommodations: Choose from cozy apartments, spacious vacation homes, and comfortable condos to suit your stay.

Popular types of accommodation around Winslow

If you're exploring vacation rentals in Winslow, you're in luck. Our most sought-after accommodations include houses, cozy apartments, and comfortable condos. Whether you're looking for apartments in Winslow, a spacious bedroom apartment, or rentals near Winslow, we have a variety of options to suit your needs. Enjoy a seamless stay with transparency and savings in mind.

  • Houses: The top choice for travelers in Winslow, offering spacious and comfortable accommodations ideal for families, groups, or couples seeking a home-like experience.
  • Apartments: A popular option for those looking for modern amenities and convenience, perfect for both short and extended stays.
  • Condos: Stylish and often located in vibrant areas, these provide a blend of luxury and comfort for your vacation.
  • Cottages: Quaint and cozy, these charming rentals offer a delightful escape, often nestled in picturesque settings.
  • Cabins: Ideal for nature lovers, these rustic retreats provide a tranquil getaway surrounded by scenic beauty.**

Top attractions near Winslow

Winslow, Bainbridge Island, is perfect for outdoor enthusiasts and romantic getaways, offering stunning scenery and diverse attractions. Visitors can explore urban parks, beautiful beaches, and marinas, making it an ideal spot for those seeking culture, adventure, and a vibrant city experience. Whether you're traveling solo, with family, or as a couple, Winslow has something special for everyone to enjoy during their vacation.

  • Seattle Waterfront: A vibrant harbor offering stunning beach views and scenic vibes. Enjoy waterfront dining, shops, and beautiful sunsets along the waterfront promenade, making it a perfect spot for relaxation and exploration.
  • Space Needle: An iconic modern tower with breathtaking views of Seattle and the surrounding mountains. Experience the thrill of ascending to the observation deck for panoramic city views, especially captivating at sunset.
  • Bainbridge Island Ferry Dock: A charming marina perfect for outdoor adventures. Experience the joy of ferry rides, beach walks, and the vibrant atmosphere, making it an ideal starting point for exploring Bainbridge Island.

Things to do recommended for couples

For a romantic getaway in Winslow, enjoy a concert at Showbox SoDo for an entertaining evening. Visit Bainbridge Island Vineyards & Winery for a charming wine tasting experience. Cap off your day with a ride on the Seattle Great Wheel, taking in stunning views together.

Things to do recommended for families

Families visiting Winslow can enjoy a thrilling day at T-Mobile Park, just 9 miles away, for a sports experience. Fay Bainbridge State Park, 5 miles away, offers a serene escape for relaxation, while the Bremerton Ice Center, 6 miles away, provides fun ice skating adventures for everyone.

Things to do recommended for groups

Groups visiting Winslow can experience the vibrant atmosphere of Pike Place Market, just 8 miles away, and enjoy shopping and entertainment at Westlake Center, located 9 miles from Winslow. For a more local adventure, rent bikes at Bike Barn Rentals, conveniently located only 0.4 miles away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Winslow

If you're traveling with a group, with family, bringing your pets, or seeking extended stays, be sure to prioritize your filters accordingly. Here are some helpful booking tips for using Vrbo.

  • Traveling to Winslow with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Winslow with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with having suitable amenities like a private pool. Additionally, think about how close you'll be to family-friendly attractions.
  • Taking your pets with you to Winslow: For many, a family vacation feels incomplete without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels at home.
  • Planning for a long term stay visiting Winslow: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Winslow

Your vacation in Winslow, Bainbridge Island, promises a delightful blend of outdoor adventures and romantic scenery. Explore charming neighborhoods with friendly locals, offering a family-friendly atmosphere perfect for relaxation. Don’t miss the stunning waterfront views and nearby attractions that showcase the island experience. Whether you’re wandering through Winslow’s quaint streets or enjoying the lush landscapes, this destination captures the essence of a memorable getaway in the Pacific Northwest.

  • Seattle: A bustling metropolis located 9 miles from Winslow, Seattle is a vibrant city that draws travelers for its outdoor activities, family-friendly attractions, and urban charm. Explore the iconic Pike Place Market, where you can savor fresh seafood and artisanal goods. The city's recreational areas offer stunning waterfront views and outdoor adventures, while local landmarks like the sports facilities and national state parks provide ample opportunities for exploration and enjoyment. Whether you're catching a game at a stadium or enjoying a scenic walk along the waterfront, Seattle promises an unforgettable experience.
  • Downtown Seattle: Situated 9 miles from Winslow, Downtown Seattle is a lively neighborhood that blends family fun with city excitement. Visitors can indulge in shopping at various boutique stores or visit the renowned Pike Place Market. The area is rich in culture, with historic places and sports facilities that highlight the city's heritage. Whether you're enjoying a meal at one of the many restaurants or taking a stroll through the vibrant streets, Downtown Seattle offers a dynamic urban experience that caters to all ages.
  • Bainbridge Island: Bainbridge Island is a beautiful city that embodies the charm of island life. Winslow, located within Bainbridge Island, serves as the main hub for visitors. Travelers flock to this scenic destination for its outdoor adventures, breathtaking views, and serene atmosphere. Explore the local markets and recreational areas, or take a leisurely walk in the nearby national parks and lakes. With its stunning natural beauty and welcoming community, Bainbridge Island is perfect for those seeking adventure and relaxation in a picturesque setting.

Best time to go to Winslow

If you're planning a trip to Winslow, it's a good idea to check both the weather and property rates. The warmest months are August and August. Peak season runs in June, June to July, July to August and August, while off-peak times, like October, October to November, November to December and December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January41.0°F (5.0°C)Light RainMostly CloudyAverageSlightly Low
January41.0°F (5.0°C)Light RainMostly CloudyAverageSlightly Low
February41.0°F (5.0°C)Light RainMostly CloudyAverageSlightly Low
February41.0°F (5.0°C)Light RainMostly CloudyAverageSlightly Low
March44.4°F (6.9°C)Light RainMostly CloudyAverageSlightly Low
March44.4°F (6.9°C)Light RainMostly CloudyAverageSlightly Low
April48.7°F (9.3°C)Light RainMostly CloudyAverageAverage
April48.7°F (9.3°C)Light RainMostly CloudyAverageAverage
May55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
May55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
June60.8°F (16.0°C)Light RainMostly SunnyModerately HighSlightly High
June60.8°F (16.0°C)Light RainMostly SunnyModerately HighSlightly High
July66.9°F (19.4°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
July66.9°F (19.4°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
August67.5°F (19.7°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
August67.5°F (19.7°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
September61.3°F (16.3°C)Light RainMostly SunnyAverageAverage
September61.3°F (16.3°C)Light RainMostly SunnyAverageAverage
October53.1°F (11.7°C)Light RainMostly SunnyModerately LowAverage
October53.1°F (11.7°C)Light RainMostly SunnyModerately LowAverage
November45.0°F (7.2°C)Light RainMostly CloudyModerately LowAverage
November45.0°F (7.2°C)Light RainMostly CloudyModerately LowAverage
December40.1°F (4.5°C)Light RainMostly CloudyModerately LowAverage
December40.1°F (4.5°C)Light RainMostly CloudyModerately LowAverage

Booking with Vrbo is simple

Are you hoping to cut costs on your upcoming trip? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that meets your budget, simply utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers an easy-to-use platform for planning your travels. You can start new trips, continue from where you last stopped, or organize your travel plans all in one place. Here, you'll see your saved or booked properties neatly organized into sections for Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

How much does it cost to rent a vacation rental in Winslow?
Length of stay, property type and time of year are some factors that can affect the price of a vacation home. Simply enter your dates of travel to find your perfect fit. From comfy cabins to plush villas, all Vrbo vacation rentals offer unbeatable value.
How much does it cost to rent a beach house in Winslow?
When you travel and the size and style of the property will influence how much you'll pay for your beachside stay. Enter your Winslow travel dates to view your options on Vrbo. Looking for basics like WiFi, or perks like a private pool? Use the filters to choose the features and amenities you want.
What are the top attractions for families in Winslow?
Keep the kids occupied at these popular family-friendly attractions in Winslow:
  • Bainbridge Island Museum of Art
  • Bainbridge Island Historical Museum
  • Kids Discovery Museum
How old do you have to be to rent a vacation rental in Winslow?
The minimum age is typically 16, 18 or 21. It can change across properties on Vrbo, so check the rules of your chosen Winslow stay before making a booking.
How long can I rent a vacation rental in Winslow for?
How long you can rent a vacation rental in Winslow is down to the property. Just enter your desired dates to look at a list of options offering extended stays. With lots of amenities such as washing machines and kitchens, as well as some offering discounted weekly or monthly prices, you're sure to discover a perfect place to call your home away from home in Winslow.
Does Vrbo offer discounts for vacation homes in Winslow?
Weekend adventure or a much-needed extended escape, Vrbo has some exclusive deals and discounted options in Winslow that'll match your style and your budget. Browse our weekly and monthly discounts on vacation rentals, or see what's just been added with one of our newly listed homes. Whatever kind of getaway you're after, you'll find the ideal place to stay — without draining your wallet.

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