Wintersvacationsrentals - Vacation Rentals in Windermere

Property Image From $525
         

10.0 (119 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $270
         

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10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Security/Safety
Property Image From $293
         

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10.0 (2 Reviews)
House
  • 1400 ft² House
  • Air Conditioner
  • TV
  • View
Property Image From $607
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From $290
         

9.8 (57 Reviews)
House
  • Parking
  • TV
  • Balcony/Terrace
Property Image From $215
         

9.8 (57 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Property Image From $386
         

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10.0 (1 Review)
House
  • Security/Safety
  • Barbecue/Outdoor Cooking
  • Child Friendly

Luxury Places to Stay in Windermere

Over 563+ Luxury Places to Stay in or Near Windermere
Property Image From $1,571
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Property Image From $1,311
         

9.2 (23 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From $1,291
         

New
Hotel
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Property Image From $1,202
         

Top-Rated Vacation Rentals with a Pool in Windermere

Over 32+ Top-Rated Vacation Rentals with a Pool in or Near Windermere
Property Image From $215
         

10.0 (18 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $208
         

Property Image From $290
         

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9.4 (1004 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Property Image From $150
         

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9.0
Hotel
  • 365 ft² Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Windermere

Over 165+ Pet-Friendly Vacation Rentals in or Near Windermere
Property Image From $355
         

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10.0 (1 Review)
Apartment
  • Pet Friendly
  • Security/Safety
  • Child Friendly
Property Image From $148
         

New
Apartment
  • 1001 ft² Apartment
  • Parking
  • Pet Friendly
Property Image From $193
         

8.8 (6 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • Security/Safety
Property Image From $271
         

10.0 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $234
         

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9.8 (5 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • View
Property Image From $489
         

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9.8 (4 Reviews)
House
  • Pet Friendly
  • Balcony/Terrace
  • Security/Safety

Large Vacation Homes & Villas in Windermere

Over 52+ Large Vacation Homes & Villas in or Near Windermere
Property Image From $454
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From $254
         

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10.0 (1 Review)
House
  • Parking
  • Security/Safety
  • Fireplace/Heating
Property Image From $82
         

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8.0
House
  • 796 ft² House
  • Parking
  • Accessibility
  • Security/Safety
Property Image From $667
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $241
         

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9.8 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Property Image From $834
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace

Wheelchair Accessible Vacation Homes in Windermere

Over 61+ Wheelchair Accessible Vacation Homes in or Near Windermere
Property Image From $148
         

Property Image From $256
         

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9.5 (2 Reviews)
House
  • Pet Friendly
  • Wheelchair Accessible
  • Balcony/Terrace
Property Image From $185
         

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7.4 (18 Reviews)
Apartment
  • Wheelchair Accessible
  • Balcony/Terrace
  • Accessibility
Property Image From $54
         

Windermere Varoom and Airbnb Places to Stay Under $200

Over 181+ Windermere Varoom and Airbnb Places to Stay Under $200
Property Image From $128
         

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10.0 (1 Review)
Apartment
  • Parking
  • TV
  • View
Property Image From $194
         

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7.8 (12 Reviews)
Apartment
  • Bedding/Linens
  • Fireplace/Heating
  • Guest Services
Property Image From $190
         

10.0 (46 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Property Image From $86
         

9.0 (3 Reviews)
House
  • Parking
  • Security/Safety
  • Internet
Property Image From $187
         

Property Image From $135
         

9.0 (1 Review)
Apartment
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety

Instantly Bookable Vacation Homes in Windermere

Over 302+ Instantly Bookable Vacation Homes in or Near Windermere
Property Image From $280
         

8.4 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From $421
         

10.0 (28 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

About Windermere Vacation Rentals

With more than 572 Windermere vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Wintersvacationsrentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Windermere.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Wintersvacationsrentals Windermere, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Windermere. Places to stay near Windermere are 791.03 ft² on average, with prices averaging $357 a night.

Wintersvacationsrentals makes it easy and safe to find and compare vacation rentals in Windermere with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Windermere

Type Count
Vacation Homes 322
Holiday Apartments 172
Hotels with Suites 45
Cottages 8
Villas 3
Cabin Rentals 2
B&B 1

Use these Quick Filters to Find a Vacation Rental in Windermere

Pro Tip: Wintersvacationsrentals makes it easy to compare the best listings on Wintersvacationsrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Wintersvacationsrentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Windermere.

Weather in Windermere

View the weather forecast for Windermere before booking your Windermere Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F