Wintersvacationsrentals - Vacation Rentals in Westchester

Property Image From $430
         

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

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8.8 (26 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pool
Property Image From $1,825
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $111
         

9.0 (1091 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Property Image From $881
         

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10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Property Image From $124
         

Property Image From $395
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Property Image From $270
         

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10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • View

Luxury Places to Stay in Westchester

Over 96+ Luxury Places to Stay in or Near Westchester
Property Image From $28,247
         

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New
Villa
  • Air Conditioner
  • Parking
  • Pool
Property Image From $1,725
         

Property Image From $1,576
         

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New
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $1,285
         

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8.7 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $1,000
         

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9.3 (4 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Property Image From $961
         

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New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $882
         

Top-Rated Vacation Rentals with a Pool in Westchester

Over 46+ Top-Rated Vacation Rentals with a Pool in or Near Westchester
Property Image From $719
         

Property Image From $215
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Property Image From $257
         

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9.8 (11 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $657
         

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9.7 (4 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $341
         

9.6 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $563
         

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9.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $425
         

Property Image From $641
         

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8.8 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Westchester

Over 42+ Pet-Friendly Vacation Rentals in or Near Westchester
Property Image From $413
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $783
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $165
         

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10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $672
         

8.0 (3 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Pool
Property Image From $178
         

9.7 (25 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $740
         

Property Image From $72
         

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9.6 (66 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $337
         

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9.5 (74 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Westchester

Over 29+ Large Vacation Homes & Villas in or Near Westchester
Property Image From $556
         

Property Image From $695
         

Property Image From $308
         

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9.7 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Property Image From $349
         

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7.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $376
         

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7.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool

Wheelchair Accessible Vacation Homes in Westchester

Over 11+ Wheelchair Accessible Vacation Homes in or Near Westchester
Property Image From $156
         

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8.5 (1504 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Property Image From $155
         

Property Image From $117
         

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7.8 (2666 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $84
         

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7.8 (671 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Property Image From $95
         

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7.3 (810 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $120
         

Property Image From $106
         

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6.9 (526 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $125
         

6.2 (1241 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Westchester Varoom and Airbnb Places to Stay Under $200

Over 16+ Westchester Varoom and Airbnb Places to Stay Under $200
Property Image From $153
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Property Image From $126
         

6.6 (1004 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Property Image From $169
         

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9.7 (32 Reviews)
House
  • Air Conditioner
  • Parking
  • Security/Safety
Property Image From $94
         

Property Image From $153
         

9.5 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $139
         

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9.1 (46 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Property Image From $175
         

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8.9 (81 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Property Image From $99
         

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8.8 (56 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace

About Westchester Vacation Rentals

With more than 105 Westchester 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 Westchester.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Wintersvacationsrentals Westchester, 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 Westchester. Places to stay near Westchester are 1613.93 ft² on average, with prices averaging $730 a night.

Wintersvacationsrentals makes it easy and safe to find and compare vacation rentals in Westchester 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 Westchester

Type Count
Vacation Homes 66
Holiday Apartments 14
Hotels with Suites 14
Villas 8
B&B 2
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Westchester

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 Westchester.

Weather in Westchester

View the weather forecast for Westchester before booking your Westchester 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