Stay well, then step out and discover Windermere.
Best Stays by Sonder Windermere
Find places to stay in Windermere. Choose from apartment-style stays and boutique hotels for weekend breaks, business trips, and longer city stays.
Travelers
Where to Stay in Windermere
Windermere Popular Stays
Choose your perfect stays
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Private Beach -
Oceanfront -
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Skiing
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Ocean View -
Balcony/Terrace -
View -
Kitchen
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Parking
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Kitchen
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Air Conditioner -
Internet
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Hot Tub -
Parking
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Balcony/Terrace
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View
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Child Friendly
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Air Conditioner
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Internet
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Child Friendly
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Bedding/Linens
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Oceanfront
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Parking
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Spa -
Ocean View
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Hot Tub
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Parking
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Ocean View
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Balcony/Terrace
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Hot Tub
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Parking
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Kitchen
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Air Conditioner
Good for the Weekend
Easy in-and-out for quick Windermere gateway.
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Private Beach
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Oceanfront
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Parking
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Skiing
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Ocean View
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Balcony/Terrace
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View
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Kitchen
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Parking
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Kitchen
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Air Conditioner
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Internet
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Hot Tub
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Parking
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Balcony/Terrace
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View
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Child Friendly
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Air Conditioner
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Internet
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Child Friendly
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Bedding/Linens
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Oceanfront
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Parking
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Spa
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Ocean View
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Hot Tub
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Parking
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Ocean View
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Balcony/Terrace
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Hot Tub
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Parking
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Kitchen
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Air Conditioner
Work-friendly stays
Desks, fast Wi-Fi, and a kitchen for work trips that run long, with dinner a short walk away.
Sonder hasn't arrived in Windermere yet. You may like these stays from trusted partners
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Oceanfront
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Parking
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Spa
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Ocean View
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Hot Tub
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Parking
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Ocean View
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Balcony/Terrace
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Hot Tub
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Parking
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Kitchen
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Air Conditioner
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Parking
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Spa
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Ocean View
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Balcony/Terrace
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Parking
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Spa
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Balcony/Terrace
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Kitchen
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Parking
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Balcony/Terrace
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Kitchen
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Internet
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Parking
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Spa
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Balcony/Terrace
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Kitchen
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Oceanfront
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Hot Tub
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Pool -
Spa
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Parking
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Balcony/Terrace
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Kitchen
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Internet
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Parking
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Ocean View
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Balcony/Terrace
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View
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Parking
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Ocean View
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Balcony/Terrace
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View
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Ocean View
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Balcony/Terrace
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View
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Kitchen
Windermere travel questions, answered.
Quick answers to the questions travelers ask most.
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:
Currently, the total number of properties listed in 2026 is over 80 in the Windermere area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Windermere.
Go with curiosity. Come back with stories.
The best trips rarely go exactly as planned. Sonder keeps you closer to the neighborhoods, kitchens, and small moments that make a city worth remembering.