Discover Your Perfect Windermere Vacation Homes

Windermere Luxury Rentals

Windermere Pet Friendly Vacation Rentals

Why Choose Rent By Owner for your Windermere 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 Windermere

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can greatly enhance your experience, as seasonal weather patterns and local events in this region influence the overall ambiance of Windermere in Seattle, Washington, making it an ideal destination for memorable getaways year-round.

Peak Season Highlights

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Summer (June to August)

During the warmest months, you'll experience ideal weather for exploring the area and enjoying outdoor activities. This is the busiest season, so booking early ensures you secure the best vacation rentals.

Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
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Early Fall (September to October)

This period offers pleasant temperatures and vibrant fall foliage, making it a popular time for visitors seeking scenic beauty while enjoying milder crowds. Early fall is perfect for securing cozy vacation rentals here.

Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F

Off-Season Highlights

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Late Fall to Winter (November to February)

The colder months see fewer travelers, providing an opportunity to find more competitive rates on your preferred vacation rentals. While the weather is cooler, this season offers a peaceful ambiance for those seeking solitude.

Average Temperature Daytime: 40-50°F - Nighttime: 30-40°F
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Early Spring (March to May)

As the region transitions into warmer weather, visitor numbers decrease, making it an ideal time for budget-conscious travelers. Expect mild temperatures and a quieter setting with available vacation rentals.

Average Temperature Daytime: 50-60°F - Nighttime: 35-45°F

Weekly Weather Forecast for Windermere

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 partner’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 patio or deck ideal for relaxing and dining al fresco amidst the scenic surroundings.
  • Take advantage of landscaped gardens or yards that offer peaceful outdoor spaces to unwind during your stay.
  • Make the most of a backyard with space for outdoor activities or gatherings, perfect for enjoying the pleasant weather.
  • Experience access to nearby parks or trails for walking, jogging, or exploring the natural beauty of the region.
  • Relax by outdoor fire pits or fireplaces, creating cozy evenings under the stars in this inviting setting.
  • Benefit from fenced outdoor areas that provide privacy and security for children or pets during your visit.
  • Utilize outdoor furniture such as hammocks, loungers, or seating areas designed for enjoying the fresh air and views.
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Family Activities

  • Windermere Kayaking and Paddleboarding: Enjoy a fun-filled day on the water exploring the calm lakeside waters, perfect for families seeking outdoor adventure in this scenic area.
  • The Windermere Scenic Boat Tour: Experience breathtaking views of the region's natural beauty as you embark on a guided boat tour suitable for all ages, offering a relaxing family outing.
  • Visit to the Local Nature Reserves: Discover the area's diverse wildlife and serene trails, providing educational and enjoyable nature walks for children and adults alike.
  • Family-Friendly Parks and Playgrounds: Spend quality time at local parks with expansive playgrounds and picnic areas, ideal for unwinding after a day of sightseeing here.
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Adult Activities

  • Sailing on Lake Washington: Experience the tranquility of the region by taking a scenic boat tour or renting a sailboat to explore the waters surrounding here.
  • Dining at Waterfront Restaurants: Indulge in local cuisine at waterfront eateries that offer stunning views and a taste of the area's culinary scene.
  • Visiting Local Breweries: Discover craft breweries nearby that showcase the region's vibrant brewing culture with tastings and tours.
  • Hiking and Nature Walks: Explore scenic trails along the shoreline or through nearby parks, immersing yourself in the natural beauty of this destination.

Other Places to Stay in Windermere, WA

Windermere Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature: Take advantage of the area’s scenic parks and outdoor trails to enjoy the natural beauty surrounding your vacation rental in Windermere.
  • Visit Nearby Attractions: Make time to discover the hidden gems and must-see spots close to your stay, enriching your experience here in this vibrant destination.
  • Plan Your Dining Experience: Sample the region’s local flavors at nearby eateries or prepare meals in your rental to fully enjoy the culinary scene here.
  • Make Use of Comfort Amenities: Relax and unwind after your day of exploring by utilizing the cozy amenities available in your vacation rental in Windermere.

Transportation Options

  • Seattle-Tacoma International Airport (SEA): The primary gateway for travelers, offering convenient domestic and international flights just a short drive from your Windermere stay.
  • Public Transit - Sound Transit Light Rail: A reliable and eco-friendly way to reach the area directly from the airport and throughout the city.
  • Rental Car Services: Numerous providers available at the airport and around the region, giving you flexibility to explore Windermere and beyond at your own pace.
  • Taxi and Ride-Sharing Services: Available readily in the area, providing quick and hassle-free transfers from the airport or other key locations within Seattle.

Local Customs Options

  • Respect for Nature: Locals deeply value preserving the region’s natural beauty, so engaging in eco-friendly practices and respecting outdoor spaces is highly appreciated here.
  • Local Art Appreciation: Appreciating the vibrant arts scene, you'll find that supporting local galleries and artists is considered a meaningful way to connect with the area's cultural heritage.
  • Downtown Courteousness: When exploring the lively downtown area, courteous behavior and friendliness are customary, reflecting the welcoming spirit of this destination.
  • Community Events Participation: Participating in seasonal festivals and community-led events is a common and cherished tradition among residents and visitors alike in the region.

Frequently Asked Questions About Windermere?

2. Which vacation homes in Windermere are best for families?

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

3. How many Rentbyowner vacation rentals are available in Windermere?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 554 in the Windermere 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 Windermere. 

4. What is the cancellation policy for vacation rentals in Windermere, Seattle?

The cancellation policies vary depending on the individual property listing. It is recommended to review the specific cancellation terms outlined in the booking details or contact the property owner directly for this information.

5. How do I know if my chosen vacation rental has the amenities I need?

Details about the amenities available are provided within each listing. You should carefully read the property description and amenities section or reach out to the owner for clarification before confirming your reservation.

6. Are there any specific check-in and check-out procedures for rentals here?

Check-in and check-out procedures are typically detailed in the property listing. If you have questions or need special arrangements, contacting the host ahead of time can ensure a smooth arrival and departure process.

7. What safety features are available in these vacation homes?

Safety features vary between properties. To ensure your peace of mind, review the safety information included in the listing or contact the owner directly to inquire about security measures such as locks, alarm systems, or fire safety equipment.

8. Is there a minimum stay requirement for booking a vacation rental in this area?

Minimum stay requirements depend on the individual property. You can find this information in the listing details or by consulting with the property owner during the booking process.