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Winchester Vacation Rentals

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46 rentals in Winchester.
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Quality Confortable Place Near Temecula Wineries and Hot Air Balloon Rides, vacation rental in Winchester
Quality Confortable Place Near Temecula Wineries and Hot Air Balloon Rides, vacation rental in Winchester
Quality Confortable Place Near Temecula Wineries and Hot Air Balloon Rides, vacation rental in Winchester

Quality Confortable Place Near Temecula Wineries and Hot Air Balloon Rides

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Wine Country close!!

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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3 Bedroom Home 10 Minutes From Temecula's Wine Country, vacation rental in Winchester
3 Bedroom Home 10 Minutes From Temecula's Wine Country, vacation rental in Winchester
3 Bedroom Home 10 Minutes From Temecula's Wine Country, vacation rental in Winchester

3 Bedroom Home 10 Minutes From Temecula's Wine Country

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private Room near Temecula Wine Country, vacation rental in Winchester
Private Room near Temecula Wine Country, vacation rental in Winchester
Private Room near Temecula Wine Country, vacation rental in Winchester

Private Room near Temecula Wine Country

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Boutique Winery Getaway, vacation rental in Winchester
Boutique Winery Getaway, vacation rental in Winchester
Boutique Winery Getaway, vacation rental in Winchester

Boutique Winery Getaway

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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CasaVino Tropical Retreat - Wine Country Oasis  (See 5-STAR reviews on #1623823), vacation rental in Winchester
CasaVino Tropical Retreat - Wine Country Oasis  (See 5-STAR reviews on #1623823), vacation rental in Winchester
CasaVino Tropical Retreat - Wine Country Oasis  (See 5-STAR reviews on #1623823), vacation rental in Winchester

CasaVino Tropical Retreat - Wine Country Oasis (See 5-STAR reviews on #1623823)

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Modern 5 Acre Retreat in the Heart of Wine Coutry, vacation rental in Winchester
Modern 5 Acre Retreat in the Heart of Wine Coutry, vacation rental in Winchester
Modern 5 Acre Retreat in the Heart of Wine Coutry, vacation rental in Winchester

Modern 5 Acre Retreat in the Heart of Wine Coutry

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Charming Log Cabin in the Heart of Wine Country, vacation rental in Winchester
Charming Log Cabin in the Heart of Wine Country, vacation rental in Winchester
Charming Log Cabin in the Heart of Wine Country, vacation rental in Winchester

Charming Log Cabin in the Heart of Wine Country

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Private Gated Temecula Wine Country Ranch Estate with Pool. Spa & View!, vacation rental in Winchester
Private Gated Temecula Wine Country Ranch Estate with Pool. Spa & View!, vacation rental in Winchester
Private Gated Temecula Wine Country Ranch Estate with Pool. Spa & View!, vacation rental in Winchester

Private Gated Temecula Wine Country Ranch Estate with Pool. Spa & View!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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3 BR/2 BA Hemet- Private Yard & Pool-1 Story-Clean & Comfort., vacation rental in Winchester
3 BR/2 BA Hemet- Private Yard & Pool-1 Story-Clean & Comfort., vacation rental in Winchester
3 BR/2 BA Hemet- Private Yard & Pool-1 Story-Clean & Comfort., vacation rental in Winchester

3 BR/2 BA Hemet- Private Yard & Pool-1 Story-Clean & Comfort.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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GORGEOUS Views !!!!!, vacation rental in Winchester
GORGEOUS Views !!!!!, vacation rental in Winchester
GORGEOUS Views !!!!!, vacation rental in Winchester

GORGEOUS Views !!!!!

Rental Home
6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Welcome To The Beautiful San Jacinto Valley, vacation rental in Winchester
Welcome To The Beautiful San Jacinto Valley, vacation rental in Winchester
Welcome To The Beautiful San Jacinto Valley, vacation rental in Winchester

Welcome To The Beautiful San Jacinto Valley

Rental Home
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Escape to a Quiet Sunny Retreat (55 & Older)  2 BR Menifee Ca, vacation rental in Winchester
Escape to a Quiet Sunny Retreat (55 & Older)  2 BR Menifee Ca, vacation rental in Winchester
Escape to a Quiet Sunny Retreat (55 & Older)  2 BR Menifee Ca, vacation rental in Winchester

Escape to a Quiet Sunny Retreat (55 & Older) 2 BR Menifee Ca

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Escape to Canyon Lake, vacation rental in Winchester
Escape to Canyon Lake, vacation rental in Winchester
Escape to Canyon Lake, vacation rental in Winchester

Escape to Canyon Lake

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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“Spacious Citrus Grove Wine Country Retreat”, vacation rental in Winchester
“Spacious Citrus Grove Wine Country Retreat”, vacation rental in Winchester
“Spacious Citrus Grove Wine Country Retreat”, vacation rental in Winchester

“Spacious Citrus Grove Wine Country Retreat”

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Moana by AvantStay | Prvt Oasis w/ Scenic Views | Tiki Bar & Pool w/ Water Slide, vacation rental in Winchester
Moana by AvantStay | Prvt Oasis w/ Scenic Views | Tiki Bar & Pool w/ Water Slide, vacation rental in Winchester
Moana by AvantStay | Prvt Oasis w/ Scenic Views | Tiki Bar & Pool w/ Water Slide, vacation rental in Winchester

Moana by AvantStay | Prvt Oasis w/ Scenic Views | Tiki Bar & Pool w/ Water Slide

Rental Home
5 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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Temecula Wine Country for Nature Lovers, Wine drinkers and Relaxation, vacation rental in Winchester
Temecula Wine Country for Nature Lovers, Wine drinkers and Relaxation, vacation rental in Winchester
Temecula Wine Country for Nature Lovers, Wine drinkers and Relaxation, vacation rental in Winchester

Temecula Wine Country for Nature Lovers, Wine drinkers and Relaxation

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Rare Find Newly Remodeled close to San Diego, LA, Wine County and Casinos, vacation rental in Winchester
Rare Find Newly Remodeled close to San Diego, LA, Wine County and Casinos, vacation rental in Winchester
Rare Find Newly Remodeled close to San Diego, LA, Wine County and Casinos, vacation rental in Winchester

Rare Find Newly Remodeled close to San Diego, LA, Wine County and Casinos

Rental Home
3 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Cozy 1 bed 1 bath mother in law house.[attach house]up to 4 adults., vacation rental in Winchester
Cozy 1 bed 1 bath mother in law house.[attach house]up to 4 adults., vacation rental in Winchester
Cozy 1 bed 1 bath mother in law house.[attach house]up to 4 adults., vacation rental in Winchester

Cozy 1 bed 1 bath mother in law house.[attach house]up to 4 adults.

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Winederlust and Grapeful-5 bed w/outdoor to entertain, vacation rental in Winchester
Winederlust and Grapeful-5 bed w/outdoor to entertain, vacation rental in Winchester
Winederlust and Grapeful-5 bed w/outdoor to entertain, vacation rental in Winchester

Winederlust and Grapeful-5 bed w/outdoor to entertain

Rental Home
6 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Family and Pet friendly Home within Resort like- Canyon Lake gated community, vacation rental in Winchester
Family and Pet friendly Home within Resort like- Canyon Lake gated community, vacation rental in Winchester
Family and Pet friendly Home within Resort like- Canyon Lake gated community, vacation rental in Winchester

Family and Pet friendly Home within Resort like- Canyon Lake gated community

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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COZY PRIVATE STUDIO GUEST HOUSE, vacation rental in Winchester
COZY PRIVATE STUDIO GUEST HOUSE, vacation rental in Winchester
COZY PRIVATE STUDIO GUEST HOUSE, vacation rental in Winchester

COZY PRIVATE STUDIO GUEST HOUSE

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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“Signature “ Home Away From Home, vacation rental in Winchester
“Signature “ Home Away From Home, vacation rental in Winchester
“Signature “ Home Away From Home, vacation rental in Winchester

“Signature “ Home Away From Home

Rental Home
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Tranqil Menifee Stay, vacation rental in Winchester
Tranqil Menifee Stay, vacation rental in Winchester
Tranqil Menifee Stay, vacation rental in Winchester

Tranqil Menifee Stay

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Vintner View Farmhouse, vacation rental in Winchester
Vintner View Farmhouse, vacation rental in Winchester
Vintner View Farmhouse, vacation rental in Winchester

Vintner View Farmhouse

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Year-Round Paradise: Walk to Pools, Gym, Hobbies, Golf, Markets & Restaurants, vacation rental in Winchester
Year-Round Paradise: Walk to Pools, Gym, Hobbies, Golf, Markets & Restaurants, vacation rental in Winchester
Year-Round Paradise: Walk to Pools, Gym, Hobbies, Golf, Markets & Restaurants, vacation rental in Winchester

Year-Round Paradise: Walk to Pools, Gym, Hobbies, Golf, Markets & Restaurants

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Vintners View Farmhouse, vacation rental in Winchester
Vintners View Farmhouse, vacation rental in Winchester
Vintners View Farmhouse, vacation rental in Winchester

Vintners View Farmhouse

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Private Pool/Family Home/Sleeps 2 Couples/3 singles/Children, vacation rental in Winchester
Private Pool/Family Home/Sleeps 2 Couples/3 singles/Children, vacation rental in Winchester
Private Pool/Family Home/Sleeps 2 Couples/3 singles/Children, vacation rental in Winchester

Private Pool/Family Home/Sleeps 2 Couples/3 singles/Children

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Chic Lakefront Cottage, vacation rental in Winchester
Chic Lakefront Cottage, vacation rental in Winchester
Chic Lakefront Cottage, vacation rental in Winchester

Chic Lakefront Cottage

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Gorgeous Temecula Wine Country House- Last Chance for 40% Off!, vacation rental in Winchester
Gorgeous Temecula Wine Country House- Last Chance for 40% Off!, vacation rental in Winchester
Gorgeous Temecula Wine Country House- Last Chance for 40% Off!, vacation rental in Winchester

Gorgeous Temecula Wine Country House- Last Chance for 40% Off!

Rental Home
6 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Baird Family Trailer, vacation rental in Winchester
Baird Family Trailer, vacation rental in Winchester
Baird Family Trailer, vacation rental in Winchester

Baird Family Trailer

Rental Home
2 bedrooms
1 bathroom
Sleeps 9
Match: Sleeps
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Palm Springs/Temecula Winery , vacation rental in Winchester
Palm Springs/Temecula Winery , vacation rental in Winchester
Palm Springs/Temecula Winery , vacation rental in Winchester

Palm Springs/Temecula Winery

Rental Home
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Spend Your Vacation In A Cozy Beautiful Home, vacation rental in Winchester
Spend Your Vacation In A Cozy Beautiful Home, vacation rental in Winchester
Spend Your Vacation In A Cozy Beautiful Home, vacation rental in Winchester

Spend Your Vacation In A Cozy Beautiful Home

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Hemet House with a pool. 3 bedroom, 2 bath. Private, vacation rental in Winchester
Hemet House with a pool. 3 bedroom, 2 bath. Private, vacation rental in Winchester
Hemet House with a pool. 3 bedroom, 2 bath. Private, vacation rental in Winchester

Hemet House with a pool. 3 bedroom, 2 bath. Private

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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❤️Skydiver's, Business & Traveler's 1st Choice!❤️, vacation rental in Winchester
❤️Skydiver's, Business & Traveler's 1st Choice!❤️, vacation rental in Winchester
❤️Skydiver's, Business & Traveler's 1st Choice!❤️, vacation rental in Winchester

❤️Skydiver's, Business & Traveler's 1st Choice!❤️

Rental Home
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Your Home Away From Home on the Lake, vacation rental in Winchester
Your Home Away From Home on the Lake, vacation rental in Winchester
Your Home Away From Home on the Lake, vacation rental in Winchester

Your Home Away From Home on the Lake

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Sun-Splashed Skyline Sanctum/Near Temecula Wineries, vacation rental in Winchester
Sun-Splashed Skyline Sanctum/Near Temecula Wineries, vacation rental in Winchester
Sun-Splashed Skyline Sanctum/Near Temecula Wineries, vacation rental in Winchester

Sun-Splashed Skyline Sanctum/Near Temecula Wineries

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Canyon Lake. : lovely  Two bedroom ,two bath Home., vacation rental in Winchester
Canyon Lake. : lovely  Two bedroom ,two bath Home., vacation rental in Winchester
Canyon Lake. : lovely  Two bedroom ,two bath Home., vacation rental in Winchester

Canyon Lake. : lovely Two bedroom ,two bath Home.

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Surburban Peaceful Retreat, vacation rental in Winchester
Surburban Peaceful Retreat, vacation rental in Winchester
Surburban Peaceful Retreat, vacation rental in Winchester

Surburban Peaceful Retreat

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Beautiful Golf Course view home in Menifee Greens!, vacation rental in Winchester
Beautiful Golf Course view home in Menifee Greens!, vacation rental in Winchester
Beautiful Golf Course view home in Menifee Greens!, vacation rental in Winchester

Beautiful Golf Course view home in Menifee Greens!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Stone Creek Ranch Temecula Wine Country, vacation rental in Winchester
Stone Creek Ranch Temecula Wine Country, vacation rental in Winchester
Stone Creek Ranch Temecula Wine Country, vacation rental in Winchester

Stone Creek Ranch Temecula Wine Country

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Casa Serenity - for sun, relaxation & fun, vacation rental in Winchester
Casa Serenity - for sun, relaxation & fun, vacation rental in Winchester
Casa Serenity - for sun, relaxation & fun, vacation rental in Winchester

Casa Serenity - for sun, relaxation & fun

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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The hideaway house, vacation rental in Winchester
The hideaway house, vacation rental in Winchester
The hideaway house, vacation rental in Winchester

The hideaway house

Rental Home
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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CasaVino Tropical Retreat - Wine Country Oasis, vacation rental in Winchester
CasaVino Tropical Retreat - Wine Country Oasis, vacation rental in Winchester
CasaVino Tropical Retreat - Wine Country Oasis, vacation rental in Winchester

CasaVino Tropical Retreat - Wine Country Oasis

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Green Room with Shared Bathroom, vacation rental in Winchester
Green Room with Shared Bathroom, vacation rental in Winchester
Green Room with Shared Bathroom, vacation rental in Winchester

Green Room with Shared Bathroom

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Discover Private Lake Getaway - SoCal Wine Country near Temecula, vacation rental in Winchester
Discover Private Lake Getaway - SoCal Wine Country near Temecula, vacation rental in Winchester
Discover Private Lake Getaway - SoCal Wine Country near Temecula, vacation rental in Winchester

Discover Private Lake Getaway - SoCal Wine Country near Temecula

Rental Home
4 bedrooms
3 bathrooms
Sleeps 20
Match: Sleeps
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Traveling fields students and long-term there are two shared bathrooms, vacation rental in Winchester
Traveling fields students and long-term there are two shared bathrooms, vacation rental in Winchester
Traveling fields students and long-term there are two shared bathrooms, vacation rental in Winchester

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

Private Room
1 bedroom
2 bathrooms
Sleeps 1
More info
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Students and traveling field super discount there are two bathrooms shared, vacation rental in Winchester
Students and traveling field super discount there are two bathrooms shared, vacation rental in Winchester
Students and traveling field super discount there are two bathrooms shared, vacation rental in Winchester

Students and traveling field super discount there are two bathrooms shared

Private Room
1 bedroom
2 bathrooms
Sleeps 1
More info
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Clean, sunny, comfy room and bathroom in house, vacation rental in Winchester
Clean, sunny, comfy room and bathroom in house, vacation rental in Winchester
Clean, sunny, comfy room and bathroom in house, vacation rental in Winchester

Clean, sunny, comfy room and bathroom in house

Rental Home
1 bedroom
1 bathroom
Sleeps 1
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