Winters Vacations Rentals - Vacation Rentals in Westchester

Great value 2 Excellent condition. From US $185
         

9.6 (5 Reviews)
Apartment
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Magic Hide Aways From US $456
         

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10.0 (1 Review)
House
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Tru by Hilton Manassas From US $122
         

9.4 (494 Reviews)
Hotel
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  • Pool
32 Mi to DC: Lower-Level Woodbridge Apt w/Patio! From US $132
         

10.0 (21 Reviews)
Apartment
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  • Pet Friendly
Cozy, bright 2BD w/yard, close to DT-bikes avail! From US $161
         

10.0 (8 Reviews)
House
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  • Pet Friendly
Spacious 5-bedroom house near DC From US $483
         

10.0 (1 Review)
House
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Stop the car! : Immediate Observation Required" From US $259
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Pool

Luxury Places to Stay in Westchester

Over 58+ Luxury Places to Stay in or Near Westchester
Manassas Comfort Cozy 3BR Family Home home From US $859
         

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Modern Colonial Charm in Historic Old Town From US $744
         

Luxury Home. Hot-tub, close to IAD & Hylton PAC. From US $397
         

Colonial Playland - 5BD, Private Yard, Game Room From US $336
         

New
Apartment
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Top-Rated Vacation Rentals with a Pool in Westchester

Over 3+ Top-Rated Vacation Rentals with a Pool in or Near Westchester
La Quinta Inn & Suites by Wyndham Manassas, VA- Dulles Airport From US $84
         

8.5 (928 Reviews)
Hotel
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  • Pet Friendly
Make memories with us in the DMV From US $251
         

10.0 (2 Reviews)
House
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  • Pool
Lovely Entire Home at Historical Occoquan & Close to D.C. From US $769
         

Pet-Friendly Vacation Rentals in Westchester

Over 13+ Pet-Friendly Vacation Rentals in or Near Westchester
Cozy Cottage with Spacious Backyard! From US $283
         

9.8 (16 Reviews)
House
  • Air Conditioner
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  • Pet Friendly
32 Mi to DC Lower-Level Woodbridge Apt with Patio! From US $94
         

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8.8 (4 Reviews)
Apartment
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  • Accessibility
A private 2BR & living area w/patio for 4 From US $285
         

9.2 (10 Reviews)
House
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  • Pet Friendly
Luxury Condo in the heart of Old town Manassas From US $195
         

8.4 (16 Reviews)
Apartment
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  • Pet Friendly
Warm, comfy 3 Bd/2ba w/private fenced yard From US $188
         

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House
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Charming townhome with all conveniences available in Manassas From US $216
         

Newly Renovated Modern 2bd/2 FullBath aprt 3Beds/Futon From US $304
         

7.0 (6 Reviews)
Apartment
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  • Pet Friendly

Large Vacation Homes & Villas in Westchester

Over 5+ Large Vacation Homes & Villas in or Near Westchester
Magic Hide Aways From US $468
         

10.0 (5 Reviews)
Villa
  • Air Conditioner
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  • TV
Spacious & Serene Lake Ridge Retreat w/Game Room! From US $271
         

Quiet Wooded Retreat - Cohosted by Chau and John From US $318
         

New
House
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Woodbridge VA close to 95 From US $207
         

New
Villa
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  • Pet Friendly
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Wheelchair Accessible Vacation Homes in Westchester

Over 7+ Wheelchair Accessible Vacation Homes in or Near Westchester
Tru By Hilton Manassas, Va From US $144
         

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8.8 (190 Reviews)
Hotel
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  • Pet Friendly
Sleep Inn From US $78
         

7.0 (1000 Reviews)
Hotel
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  • TV
Best Western Manassas From US $87
         

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7.8 (160 Reviews)
Hotel
  • Air Conditioner
  • Wheelchair Accessible
  • Accessibility
Super 8 by Wyndham Manassas From US $72
         

6.2 (885 Reviews)
Hotel
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  • TV
Sleep Inn From US $81
         

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7.4 (358 Reviews)
Hotel
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  • Parking
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Super 8 by Wyndham Manassas From US $63
         

6.3 (333 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Tempo By Hilton Manassas From US $221
         

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New
Hotel
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Westchester Varoom and Airbnb Places to Stay Under $200

Over 19+ Westchester Varoom and Airbnb Places to Stay Under $200
Brand New Custom 2br-2bth 1500sqft Basement From US $184
         

9.6 (7 Reviews)
Apartment
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Great value 2 bedroom 1 bath From US $135
         

10.0 (1 Review)
Apartment
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  • View
Best Western Manassas From US $101
         

7.8 (686 Reviews)
Hotel
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  • Parking
  • Security/Safety
Mid-Century Cabin Retreat | Cozy Apt Suite Getaway From US $117
         

10.0 (5 Reviews)
Apartment
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  • Parking
  • TV
Cozy Queen Suite From US $80
         

10.0 (4 Reviews)
House
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  • TV
Cozy Woodbridge Home w/ Fire Pit & Deck From US $198
         

9.6 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Westchester

Over 5+ Instantly Bookable Vacation Homes in or Near Westchester
Three levels 3 bedrooms, 3.5 bathrooms, 2,224 sqft From US $225
         

About Westchester Vacation Rentals

With more than 67 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 949.94 ft² on average, with prices averaging $258 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 35
Holiday Apartments 17
Hotels with Suites 12
Villas 2
Cabin Rentals 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