Winchester Vacation Rentals, Houses & More


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Areas near Winchester

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1 / 14

Shared room Cozy 1 bedroom and 1 bath

  • 1
  • 2
  • 1 night min

$55

Details

Great rentals within 30 miles that match your search

1 / 12

semi master studio privat bath with awesome views

  • 1
  • 4
  • 1 night min

$39

Details

1 / 11

Traveling fields students and long-term there are two shared bathrooms

  • 1
  • 2
  • 1 night min

$32

Details

1
1 / 9

Students and traveling field super discount there are two bathrooms shared

  • 1
  • 2
  • 1 night min

$37

Details

1 / 7

Home away from Home in Wine country

  • Studio
  • 3
  • 1 night min

$79

Details

1 / 8

Spend Your Vacation In A Cozy Beautiful Home

  • 1
  • 2
  • 1 night min

$100

Details

1 / 8

West First Street 226 East Side - Anna's Now

  • 3
  • 6
  • 3 nights min

$180

Details

1 / 41

Discover Private Lake Getaway - SoCal Wine Country

  • 4
  • 11
  • 30 nights min

$167

Details

1 / 11

Baird Family Trailer

  • 2
  • 9
  • 2 nights min

$175

Details

1 / 22

NEW! Canyon Lake Leisure Suite- Private Community

  • 3
  • 8
  • 30 nights min

$117

Details

1 / 4

Palm Springs/Temecula Winery

  • 2
  • 2
  • 7 nights min

$275

Details

1 / 33

Wine Country Home w/ Private Tennis Court & Pool!

  • 3
  • 10
  • 1 night min

$239

Details

1 / 24

scenic get away

  • 3
  • 4
  • 7 nights min

$149

Details

1 / 4

Wine Country Guest House

  • 1
  • 2
  • 1 night min

$135

Details

1 / 12

Wilson Creek Manor

  • 9
  • 24
  • 2 nights min

$2050

Details

1 / 50

Stunning custom home w/gorgeous views & shared pool and hot tubs.

  • 3
  • 6
  • 2 nights min

$300

Details

1 / 24

Luxurious, dog-friendly, hilltop Temecula studio w/ shared pool, hot tub, views!

  • 1
  • 2
  • 2 nights min

$105

Details

1 / 28

Timeless dog-friendly studio w/ shared pool & hot tub, beautiful valley views

  • 1
  • 2
  • 2 nights min

$125

Details

1 / 25

20% OFF OPEN AUGUST DATES - Private Pool, Spa, Pool Table - Amazing Location!

  • 5
  • 12
  • 3 nights min

$540

Details

1
1 / 19

Temecula Wine Country-5BRM/3BTH near golf courses

  • 5
  • 12
  • Min stay varies

$295

Details

1 / 2

Beautiful Vacation Home In The Heart of Wine Country - Pool/Spa, Game, Firepit

  • 4
  • 16
  • 1 night min

$200

Details

1 / 60

Spectacular Vacation Home in Wine Country - Pool/Spa, Fire Pit and Game Room

  • 5
  • 20
  • 1 night min

$225

Details

1 / 9

Enjoy The Fresh Air With Spectacular Views

  • 4
  • 12
  • 2 nights min

$400

Details

1 / 8

Guest Suite in the heart of Temecula Wine Country

  • Studio
  • 2
  • 1 night min

$96

Details

1 / 15

Conveniently located guesthouse

  • 1
  • 2
  • 2 nights min

$100

Details

1 / 10

Large home near Wineries

  • 3
  • 6
  • 1 night min

$650

Details

1 / 28

Pick 1 room in Mansion on the Hill

  • 5
  • 4
  • 1 night min

$109

Details

1 / 36

Mansion On The Hill in Wine Country (let 4 rooms)

  • 5
  • 16
  • 1 night min

$400

Details

1 / 11

Pool house near everything in Wine Country Temecula

  • 5
  • 14
  • 1 night min

$312

Details

1 / 22

Gorgeous hilltop home in heart of Wine Country

  • 4
  • 10
  • Min stay varies

$390

Details

1 / 23

Amazing "Meadow View", Wine Country, Pool & Spa

  • 3
  • 8
  • Min stay varies

$696

Details

1
1 / 12

Quiet Country Studio Apartment

  • 1
  • 2
  • 2 nights min

$75

Details

1 / 17

Wine Country, WineTasting, Vacation Rental, Vineyards, Wineries, Estate, Country

  • 3
  • 6
  • 2 nights min

$195

Details

1
1 / 30

Enjoy tranquility at its best with canyon views & dock access! Bring the dog too

  • 3
  • 6
  • Min stay varies

$88

Details

1 / 37

NEW Luxury RV on 5 Acres Overlooking Wine Country

  • 1
  • 2
  • 2 nights min

$96

Details

2
1 / 24

Beautiful private Studio/Kitchenette near Temecula Wineries

  • Studio
  • 4
  • 1 night min

$85

Details

1 / 24

NEW! Wildomar Studio Near Disneyland!

  • 2
  • Min stay varies

$75

Details

1 / 24

NEW! Cozy Wildomar Studio w/ Spacious Patio!

  • 4
  • Min stay varies

$85

Details

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