Looking for the ideal vacation rental in Windermere? Discover an extensive gallery of private rentals offering space, comfort, and authentic local character. Owner Direct simplifies your search by matching you with verified property options.
Apartments, Accommodations, Pools, Parking, Lodgings, Hot tubs, Places to stay
Good
1 reviews
AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry
Fabulous
10 reviews
Apartments, Luxury, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family
Superb
105 reviews
AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry
Exceptional
8 reviews
Fireplace/Heating, Pet Friendly, Spa, Guest Services, Accessibility, Parking, Security/Safety
AC, Heater, Internet, No Smoking
Ocean View, Kitchen, Parking, Air Conditioner, Balcony/Terrace, Internet, Breakfast
AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking
Good
1 reviews
Security/Safety, Internet, Guest Services, Parking, Air Conditioner, View, Child Friendly
Review score
1 reviews
AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area
Exceptional
40 reviews
Accommodations, Parking, Homestays, Pet-friendly, Lodgings, Vacation rentals, Places to stay
Good
3 reviews
AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Internet, Laundry, Microwave
Exceptional
21 reviews
Pet Friendly, Air Conditioner, Fireplace/Heating, Security/Safety, Internet, Parking, Bar
Review score
2 reviews
AC, Dryer, Fitness Equipment, Heater, Hot Tub, Kitchen, Laundry, Microwave, No Smoking
Exceptional
1 reviews
Guest Services, Air Conditioner, Internet, Parking, Security/Safety, Fireplace/Heating, Wellness Facilities
Review score
1 reviews
AC, Balcony, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen, Laundry
Exceptional
19 reviews
AC, Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry
Exceptional
19 reviews
AC, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Microwave
Fabulous
4 reviews
AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen
Exceptional
7 reviews
AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave
Exceptional
19 reviews
AC, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave
Exceptional
16 reviews
Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Windermere.
OwnerDirectVacationRental can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.
What makes our vacation rentals stand out?
Every vacation rentals shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Compare a range of properties and find fair, transparent pricing—no hidden fees.
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Some of the best vacation rentals in Windermere are:
There are a lot of options in Windermere. If you plan on staying in the Windermere area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Windermere
You can explore 132 verified vacation rentals in Windermere. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.
Vacation rental prices in Windermere vary depending on the season, property size, and location. Rates typically start from around $129 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.
Most vacation rentals in Windermere include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.
Yes, many vacation rentals in Windermere welcome pets. Currently, 27 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.
For popular travel periods such as holidays or peak seasons, it's recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.
Vacation rentals in Windermere often include amenities such as Fireplace/Heating, Kitchen, and Bedding/Linens. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.
You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.