Compare Winchester Villas

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Featured Villas in Winchester

Most Sought-After STR in Wine Country. Now with a professional pickleball court!

Most Sought-After STR in Wine Country. Now with a professional pickleball court!

Temecula CA
Guests of this villa enjoy features like an outdoor pool, a hot tub, and an arcade/game room. Other amenities at this golf villa include laundry facilities, barbecue grills, and a water dispenser.
Pool
Hot Tub
# 1 Vacation Rental in California for Large Groups

# 1 Vacation Rental in California for Large Groups

Temecula CA
At this villa, guests have access to a hot tub, an arcade/game room, and laundry facilities. Other amenities at this family-friendly villa include a water dispenser, a garden, and barbecue grills.
Pool
Hot Tub
Chateau Vino - French Style Chalet

Chateau Vino - French Style Chalet

Temecula CA
At this villa, guests have access to an arcade/game room, laundry facilities, and barbecue grills.
Pool
Kitchen
Serene 4-bedroom Hilltop Villa with breathtaking views

Serene 4-bedroom Hilltop Villa with breathtaking views

Temecula CA
At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free villa also has a garden.
Pool
Kitchen
9-Acre Temecula Getaway with Pool, Jacuzzi, Mini Golf, Mountain Views

9-Acre Temecula Getaway with Pool, Jacuzzi, Mini Golf, Mountain Views

Temecula CA
Guests staying at this villa enjoy a water park, a hot tub, and barbecue grills. This family-friendly villa also has a garden.
Pool
Hot Tub
The most breathtaking lake and mountain view

The most breathtaking lake and mountain view

Fallbrook CA
Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Architectural Estate w Pool, Spa, Game Room & Sweeping Valley Views | Camila

Architectural Estate w Pool, Spa, Game Room & Sweeping Valley Views | Camila

Temecula CA
Guests staying at this villa enjoy a hot tub, laundry facilities, and barbecue grills.
Pool
Hot Tub
Chateau Syrah by AvantStay | Picturesque Estate w/ Pool, Pickleball, Hot Tub

Chateau Syrah by AvantStay | Picturesque Estate w/ Pool, Pickleball, Hot Tub

Temecula CA
Guests staying at this villa enjoy a hot tub, laundry facilities, and barbecue grills. This family-friendly villa also has a garden.
Pool
Hot Tub
Above the Clouds 17acre Gated Lux Estate 360 Views

Above the Clouds 17acre Gated Lux Estate 360 Views

Fallbrook CA
$1,371 nightly
The price is $1,371 total per night
$1,371 total
Oct 21 - Oct 22
Total with taxes and fees
Guests staying at this villa enjoy a sauna, a hot tub, and barbecue grills. This smoke-free villa also has a garden.
Hot Tub
Kitchen
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Winchester

    Pala Casino Spa And Resort

    Pala Casino Spa And Resort

    11154 Highway 76 Valley Center CA
    $142 nightly
    The price is $153 total per night from Nov 17 to Nov 18
    $153 total
    Nov 17 - Nov 18
    Total with taxes and fees
    Signature Temecula

    Signature Temecula

    28980 Old Town Front St. Temecula CA
    $81 nightly
    The price is $90 total per night from Nov 2 to Nov 3
    $90 total
    Nov 2 - Nov 3
    Total with taxes and fees
    Motel 6 Temecula, CA - Historic Old Town

    Motel 6 Temecula, CA - Historic Old Town

    41900 Moreno Rd Temecula CA
    $53 nightly
    The price is $59 total per night from Oct 29 to Oct 30
    $59 total
    Oct 29 - Oct 30
    Total with taxes and fees
    8.4/10 Very Good! (2,326 reviews)

Luxury Villas

Book luxury villas in Winchester
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Winchester. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Winchester, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Winchester
You won’t have a problem finding your own space in Winchester. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Winchester on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Winchester rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Winchester Villas essential information

Accommodation
104 Villas
Lowest Price
$59
Highest Price
$1,371
Popular accommodation
Most Sought-After STR in Wine Country. Now with a professional pickleball court!, # 1 Vacation Rental in California for Large Groups, Chateau Vino - French Style Chalet, Serene 4-bedroom Hilltop Villa with breathtaking views, 9-Acre Temecula Getaway with Pool, Jacuzzi, Mini Golf, Mountain Views, The most breathtaking lake and mountain view, Architectural Estate w Pool, Spa, Game Room & Sweeping Valley Views | Camila, Chateau Syrah by AvantStay | Picturesque Estate w/ Pool, Pickleball, Hot Tub, Above the Clouds 17acre Gated Lux Estate 360 Views