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B&B in Windermere

Edgewater Hotel

2.5 star property
9.6 out of 10, Exceptional, (310)
"Great place to stay. Good and easily accessible. Staff was amazing!"
Edgewater Hotel

Kapp and Kappy B&B

3.5 star property
9.8 out of 10, Exceptional, (122)
"Excellent location, and just a short drive to my destination:Dan’s Butterfly Farm."
$156 nightly
The price is $178
Aug 18 - Aug 19
Total includes taxes and fees
Kapp and Kappy B&B

Hotel Styled Bedrooms in a Villa

3.0 star property
5.6 out of 10, (5)
"bad parking quiet hour not observed"
$119 nightly
The price is $136
Aug 7 - Aug 8
Total includes taxes and fees
Hotel Styled Bedrooms in a Villa

Oakland Manor House

3.0 star property
Oakland Manor House

The Tiny Cottage in The Springs

4.0 star property
9.8 out of 10, Exceptional, (26)
"I really like this place, this is the second time I have booked here. I do consider it whenever I travel to the area."
$678 nightly
The price is $699
Aug 31 - Sep 1
Total includes taxes and fees
The Tiny Cottage in The Springs

Luxury Home Near Disney sleeps 20

10.0 out of 10, Exceptional, (1)
"We all enjoyed the space & comfort of the house. Beds and linens were very comfortable with plenty of seating area for a large group. Neighborhood was very quiet and pool area was great for relaxing in the evenings when the sun went down. Our golfers loved the four golf courses near by. Owner was readily available (though we had no issues). We were enjoying spending time with our family so didn’t really make use of the movie room or the huge TV. Recommended for large groups."
Luxury Home Near Disney sleeps 20

Chilled Spot the perfect hide away.

10.0 out of 10, Exceptional, (3)
"Property managers were extremely courteous and had great communication. The home was very clean. This residential area was exactly what we wanted- close enough to access everything but also quiet enough to feel like home. Parking is limited but we had no problem with it. It was a great stay for us! "
Chilled Spot the perfect hide away.

Charming 2-bedroom bed & breakfast in beautiful Orlando with WiFi, AC

Charming 2-bedroom bed & breakfast in beautiful Orlando with WiFi, AC

Disney Vacation Home

Disney Vacation Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windermere Hotel Reviews

Frequently asked questions

What is the nightly rate for a B&B in Windermere?
Prices for B&Bs in Windermere often vary, but you can find a great deal from $136 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Windermere B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed and Breakfast in Windermere?
The most popular time to book a B&B in Windermere is from July to September, when the area comes alive with outdoor enthusiasts seeking the stunning landscapes and recreational activities that this beautiful region offers. During these peak months, visitors can enjoy warm temperatures averaging in the mid-70s to low 80s Fahrenheit, making it ideal for hiking, boating, and exploring the charming local attractions.

July stands out as the busiest month, with an array of festivals and events drawing crowds from near and far. Adventurers can take advantage of the long, sunny days to experience everything from tranquil boat rides on the lake to invigorating hikes along scenic trails that overlook breathtaking vistas.

For those seeking a more budget-friendly option, consider planning your visit in October. This month offers a quieter experience, superb for enjoying the tranquility of the area while still taking in the beautiful fall foliage. Crisp autumn air presents an excellent opportunity for leisurely walks and cozy evenings by the fireplace.
What is the difference between a Windermere Bed and Breakfast and a hotel?
Every Windermere B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Windermere B&Bs.