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Windsor Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

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5 km
129 rentals in Windsor.
Sonoma County/Wine Country 2 Bed 2 Bath Condominium Resort, vacation rental in Windsor
Sonoma County/Wine Country 2 Bed 2 Bath Condominium Resort, vacation rental in Windsor
Sonoma County/Wine Country 2 Bed 2 Bath Condominium Resort, vacation rental in Windsor

Sonoma County/Wine Country 2 Bed 2 Bath Condominium Resort

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Estrella by AvantStay | Secluded Spanish-Style Estate on 7 Acres of Vineyards, vacation rental in Windsor
Estrella by AvantStay | Secluded Spanish-Style Estate on 7 Acres of Vineyards, vacation rental in Windsor
Estrella by AvantStay | Secluded Spanish-Style Estate on 7 Acres of Vineyards, vacation rental in Windsor

Estrella by AvantStay | Secluded Spanish-Style Estate on 7 Acres of Vineyards

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Cottage home near the Russian River; county parks; numerous wineries, vacation rental in Windsor
Cottage home near the Russian River; county parks; numerous wineries, vacation rental in Windsor
Cottage home near the Russian River; county parks; numerous wineries, vacation rental in Windsor

Cottage home near the Russian River; county parks; numerous wineries

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Wine Country Home of Healdsburg Wine Maker, vacation rental in Windsor
Wine Country Home of Healdsburg Wine Maker, vacation rental in Windsor
Wine Country Home of Healdsburg Wine Maker, vacation rental in Windsor

Wine Country Home of Healdsburg Wine Maker

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Wine Country Beautiful Worldmark 2Bedroom Resort, vacation rental in Windsor
Wine Country Beautiful Worldmark 2Bedroom Resort, vacation rental in Windsor
Wine Country Beautiful Worldmark 2Bedroom Resort, vacation rental in Windsor

Wine Country Beautiful Worldmark 2Bedroom Resort

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Wine Country Retreat.  Large backyard with pool/spa, outdoor kitchen, vacation rental in Windsor
Wine Country Retreat.  Large backyard with pool/spa, outdoor kitchen, vacation rental in Windsor
Wine Country Retreat.  Large backyard with pool/spa, outdoor kitchen, vacation rental in Windsor

Wine Country Retreat. Large backyard with pool/spa, outdoor kitchen

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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“Winetopia” Windsor Getaway - 34 Exceptional Reviews!, vacation rental in Windsor
“Winetopia” Windsor Getaway - 34 Exceptional Reviews!, vacation rental in Windsor
“Winetopia” Windsor Getaway - 34 Exceptional Reviews!, vacation rental in Windsor

“Winetopia” Windsor Getaway - 34 Exceptional Reviews!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Worldmark Windsor, Wine Country 2BR 2Bath Sleeps6 Last Minute Availability!!, vacation rental in Windsor
Worldmark Windsor, Wine Country 2BR 2Bath Sleeps6 Last Minute Availability!!, vacation rental in Windsor
Worldmark Windsor, Wine Country 2BR 2Bath Sleeps6 Last Minute Availability!!, vacation rental in Windsor

Worldmark Windsor, Wine Country 2BR 2Bath Sleeps6 Last Minute Availability!!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Wine Country Getaway W/ Fire Pit & Hot Tub!, vacation rental in Windsor
Wine Country Getaway W/ Fire Pit & Hot Tub!, vacation rental in Windsor
Wine Country Getaway W/ Fire Pit & Hot Tub!, vacation rental in Windsor

Wine Country Getaway W/ Fire Pit & Hot Tub!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Treat Yourself to a Great Getaway, vacation rental in Windsor
Treat Yourself to a Great Getaway, vacation rental in Windsor
Treat Yourself to a Great Getaway, vacation rental in Windsor

Treat Yourself to a Great Getaway

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley, vacation rental in Windsor
5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley, vacation rental in Windsor
5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley, vacation rental in Windsor

5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
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Stylish Modern Farmhouse with Private Pool, Outdoor Kitchen, Game Room & WiFi, vacation rental in Windsor
Stylish Modern Farmhouse with Private Pool, Outdoor Kitchen, Game Room & WiFi, vacation rental in Windsor
Stylish Modern Farmhouse with Private Pool, Outdoor Kitchen, Game Room & WiFi, vacation rental in Windsor

Stylish Modern Farmhouse with Private Pool, Outdoor Kitchen, Game Room & WiFi

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Windsor home on golf course w/ hot tub, vacation rental in Windsor
Windsor home on golf course w/ hot tub, vacation rental in Windsor
Windsor home on golf course w/ hot tub, vacation rental in Windsor

Windsor home on golf course w/ hot tub

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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5bd/4ba w/ Poolside Guest House - near Healdsburg, vacation rental in Windsor
5bd/4ba w/ Poolside Guest House - near Healdsburg, vacation rental in Windsor
5bd/4ba w/ Poolside Guest House - near Healdsburg, vacation rental in Windsor

5bd/4ba w/ Poolside Guest House - near Healdsburg

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Wine Country Get Away, vacation rental in Windsor
Wine Country Get Away, vacation rental in Windsor
Wine Country Get Away, vacation rental in Windsor

Wine Country Get Away

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Home near golf course, close to Healdsburg, vacation rental in Windsor
Home near golf course, close to Healdsburg, vacation rental in Windsor
Home near golf course, close to Healdsburg, vacation rental in Windsor

Home near golf course, close to Healdsburg

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Delightful home near downtown with gas grill, fast WiFi, garden, patio & AC, vacation rental in Windsor
Delightful home near downtown with gas grill, fast WiFi, garden, patio & AC, vacation rental in Windsor
Delightful home near downtown with gas grill, fast WiFi, garden, patio & AC, vacation rental in Windsor

Delightful home near downtown with gas grill, fast WiFi, garden, patio & AC

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Visit the Russian River Valley in style!, vacation rental in Windsor
Visit the Russian River Valley in style!, vacation rental in Windsor
Visit the Russian River Valley in style!, vacation rental in Windsor

Visit the Russian River Valley in style!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Heart of Wine Country, Cute Cottage w/Hot Tub, vacation rental in Windsor
Heart of Wine Country, Cute Cottage w/Hot Tub, vacation rental in Windsor
Heart of Wine Country, Cute Cottage w/Hot Tub, vacation rental in Windsor

Heart of Wine Country, Cute Cottage w/Hot Tub

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Stay at the "Castle" of Windsor in the Heart of Wine Country!, vacation rental in Windsor
Stay at the "Castle" of Windsor in the Heart of Wine Country!, vacation rental in Windsor
Stay at the "Castle" of Windsor in the Heart of Wine Country!, vacation rental in Windsor

Stay at the "Castle" of Windsor in the Heart of Wine Country!

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Spacious 2 BDRM Condo in Sonoma Wine County, vacation rental in Windsor
Spacious 2 BDRM Condo in Sonoma Wine County, vacation rental in Windsor
Spacious 2 BDRM Condo in Sonoma Wine County, vacation rental in Windsor

Spacious 2 BDRM Condo in Sonoma Wine County

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy home minutes to wineries and Russian River, vacation rental in Windsor
Cozy home minutes to wineries and Russian River, vacation rental in Windsor
Cozy home minutes to wineries and Russian River, vacation rental in Windsor

Cozy home minutes to wineries and Russian River

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Gorgeous Resort in California Wine Country, Windsor!, vacation rental in Windsor
Gorgeous Resort in California Wine Country, Windsor!, vacation rental in Windsor
Gorgeous Resort in California Wine Country, Windsor!, vacation rental in Windsor

Gorgeous Resort in California Wine Country, Windsor!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Gorgeous 4 bedroom w/ hot tub in Windsor, vacation rental in Windsor
Gorgeous 4 bedroom w/ hot tub in Windsor, vacation rental in Windsor
Gorgeous 4 bedroom w/ hot tub in Windsor, vacation rental in Windsor

Gorgeous 4 bedroom w/ hot tub in Windsor

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
More info
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WM Windsor 3 Bedroom Condo. Sleeps 8, vacation rental in Windsor
WM Windsor 3 Bedroom Condo. Sleeps 8, vacation rental in Windsor
WM Windsor 3 Bedroom Condo. Sleeps 8, vacation rental in Windsor

WM Windsor 3 Bedroom Condo. Sleeps 8

Condo/Apartment
0 bedrooms
0 bathrooms
Sleeps 8
Match: Sleeps
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Postcard-perfect setting!!, vacation rental in Windsor
Postcard-perfect setting!!, vacation rental in Windsor
Postcard-perfect setting!!, vacation rental in Windsor

Postcard-perfect setting!!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Bike Riding · Golf · Hiking · Lake · Wineries, vacation rental in Windsor
Bike Riding · Golf · Hiking · Lake · Wineries, vacation rental in Windsor
Bike Riding · Golf · Hiking · Lake · Wineries, vacation rental in Windsor

Bike Riding · Golf · Hiking · Lake · Wineries

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Gorgeous region .. Wonderful Times !, vacation rental in Windsor
Gorgeous region .. Wonderful Times !, vacation rental in Windsor
Gorgeous region .. Wonderful Times !, vacation rental in Windsor

Gorgeous region .. Wonderful Times !

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Gorgeous country drive to coast!, vacation rental in Windsor
Gorgeous country drive to coast!, vacation rental in Windsor
Gorgeous country drive to coast!, vacation rental in Windsor

Gorgeous country drive to coast!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Private Cottage 5 minutes from Downtown Healdsburg and Windsor on country lane, vacation rental in Windsor
Private Cottage 5 minutes from Downtown Healdsburg and Windsor on country lane, vacation rental in Windsor
Private Cottage 5 minutes from Downtown Healdsburg and Windsor on country lane, vacation rental in Windsor

Private Cottage 5 minutes from Downtown Healdsburg and Windsor on country lane

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Windsor, CA: Sonoma 1 Bedroom Condo w/Fireplace, Resort Pool, Spa, WiFi & More!, vacation rental in Windsor
Windsor, CA: Sonoma 1 Bedroom Condo w/Fireplace, Resort Pool, Spa, WiFi & More!, vacation rental in Windsor
Windsor, CA: Sonoma 1 Bedroom Condo w/Fireplace, Resort Pool, Spa, WiFi & More!, vacation rental in Windsor

Windsor, CA: Sonoma 1 Bedroom Condo w/Fireplace, Resort Pool, Spa, WiFi & More!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Brand New Hybrid Trailer for the California Adventurer!, vacation rental in Windsor
Brand New Hybrid Trailer for the California Adventurer!, vacation rental in Windsor
Brand New Hybrid Trailer for the California Adventurer!, vacation rental in Windsor

Brand New Hybrid Trailer for the California Adventurer!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Beautiful country and wineries!, vacation rental in Windsor
Beautiful country and wineries!, vacation rental in Windsor
Beautiful country and wineries!, vacation rental in Windsor

Beautiful country and wineries!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Awesome summers and gorgeous winters!, vacation rental in Windsor
Awesome summers and gorgeous winters!, vacation rental in Windsor
Awesome summers and gorgeous winters!, vacation rental in Windsor

Awesome summers and gorgeous winters!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Visit the Russian River Valley in style!, vacation rental in Windsor
Visit the Russian River Valley in style!, vacation rental in Windsor
Visit the Russian River Valley in style!, vacation rental in Windsor

Visit the Russian River Valley in style!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Gorgeous Resort in California Wine Country, Windsor!, vacation rental in Windsor
Gorgeous Resort in California Wine Country, Windsor!, vacation rental in Windsor
Gorgeous Resort in California Wine Country, Windsor!, vacation rental in Windsor

Gorgeous Resort in California Wine Country, Windsor!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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More to do than time allows !, vacation rental in Windsor
More to do than time allows !, vacation rental in Windsor
More to do than time allows !, vacation rental in Windsor

More to do than time allows !

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Combs Wine Sippin Escape, vacation rental in Windsor
Combs Wine Sippin Escape, vacation rental in Windsor
Combs Wine Sippin Escape, vacation rental in Windsor

Combs Wine Sippin Escape

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Worldmark Windsor Condo 1BD, vacation rental in Windsor
Worldmark Windsor Condo 1BD, vacation rental in Windsor
Worldmark Windsor Condo 1BD, vacation rental in Windsor

Worldmark Windsor Condo 1BD

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Windsor Deluxe Resort 1bdr, vacation rental in Windsor
Windsor Deluxe Resort 1bdr, vacation rental in Windsor
Windsor Deluxe Resort 1bdr, vacation rental in Windsor

Windsor Deluxe Resort 1bdr

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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NEW Charming Windsor Home, vacation rental in Windsor
NEW Charming Windsor Home, vacation rental in Windsor
NEW Charming Windsor Home, vacation rental in Windsor

NEW Charming Windsor Home

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Russian River Valley Wine Country right outside of your door!, vacation rental in Windsor
Russian River Valley Wine Country right outside of your door!, vacation rental in Windsor
Russian River Valley Wine Country right outside of your door!, vacation rental in Windsor

Russian River Valley Wine Country right outside of your door!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Windsor - Wine Country, vacation rental in Windsor
Windsor - Wine Country, vacation rental in Windsor
Windsor - Wine Country, vacation rental in Windsor

Windsor - Wine Country

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Great Wine Country and Golfing Resort Getaway!!, vacation rental in Windsor
Great Wine Country and Golfing Resort Getaway!!, vacation rental in Windsor
Great Wine Country and Golfing Resort Getaway!!, vacation rental in Windsor

Great Wine Country and Golfing Resort Getaway!!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Windsor /Wine Country, vacation rental in Windsor
Windsor /Wine Country, vacation rental in Windsor
Windsor /Wine Country, vacation rental in Windsor

Windsor /Wine Country

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6, vacation rental in Windsor
Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6, vacation rental in Windsor
Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6, vacation rental in Windsor

Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Windsor, CA: Sonoma 2 Bedroom Condo w/Fireplace, Resort Pool, Spa, WiFi & More!, vacation rental in Windsor
Windsor, CA: Sonoma 2 Bedroom Condo w/Fireplace, Resort Pool, Spa, WiFi & More!, vacation rental in Windsor
Windsor, CA: Sonoma 2 Bedroom Condo w/Fireplace, Resort Pool, Spa, WiFi & More!, vacation rental in Windsor

Windsor, CA: Sonoma 2 Bedroom Condo w/Fireplace, Resort Pool, Spa, WiFi & More!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Postcard-perfect setting!!, vacation rental in Windsor
Postcard-perfect setting!!, vacation rental in Windsor
Postcard-perfect setting!!, vacation rental in Windsor

Postcard-perfect setting!!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Minutes to Dozens of World Class Wineries - 2 Bedroom / 2 Bath - Sleeps 6, vacation rental in Windsor
Minutes to Dozens of World Class Wineries - 2 Bedroom / 2 Bath - Sleeps 6, vacation rental in Windsor
Minutes to Dozens of World Class Wineries - 2 Bedroom / 2 Bath - Sleeps 6, vacation rental in Windsor

Minutes to Dozens of World Class Wineries - 2 Bedroom / 2 Bath - Sleeps 6

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Postcard-perfect setting!!, vacation rental in Windsor
Postcard-perfect setting!!, vacation rental in Windsor
Postcard-perfect setting!!, vacation rental in Windsor

Postcard-perfect setting!!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Showing results 1-50 of 129
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