Windsor Vacation Rentals
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125 rentals in Windsor.
Sonoma County/Wine Country 2 Bed 2 Bath Condominium Resort
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Estrella by AvantStay | Secluded Spanish-Style Estate on 7 Acres of Vineyards
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Cottage home near the Russian River; county parks; numerous wineries
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Wine Country Home of Healdsburg Wine Maker
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Wine Country Beautiful Worldmark 2Bedroom Resort
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Wine Country Retreat. Large backyard with pool/spa, outdoor kitchen
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“Winetopia” Windsor Getaway - 34 Exceptional Reviews!
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Worldmark Windsor, Wine Country 2BR 2Bath Sleeps6 Last Minute Availability!!
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Wine Country Getaway W/ Fire Pit & Hot Tub!
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Treat Yourself to a Great Getaway
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5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley
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Stylish Modern Farmhouse with Private Pool, Outdoor Kitchen, Game Room & WiFi
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Windsor home on golf course w/ hot tub
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5bd/4ba w/ Poolside Guest House - near Healdsburg
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Wine Country Get Away
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Home near golf course, close to Healdsburg
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Delightful home near downtown with gas grill, fast WiFi, garden, patio & AC
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Visit the Russian River Valley in style!
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Heart of Wine Country, Cute Cottage w/Hot Tub
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Stay at the "Castle" of Windsor in the Heart of Wine Country!
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Spacious 2 BDRM Condo in Sonoma Wine County
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Cozy home minutes to wineries and Russian River
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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
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WM Windsor 3 Bedroom Condo. Sleeps 8
Condo/Apartment
0 bedrooms
0 bathrooms
Sleeps 8
Match: Sleeps
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Postcard-perfect setting!!
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Gorgeous region .. Wonderful Times !
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Bike Riding · Golf · Hiking · Lake · Wineries
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Gorgeous country drive to coast!
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Private Cottage 5 minutes from Downtown Healdsburg and Windsor on country lane
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Windsor, CA: Sonoma 1 Bedroom Condo w/Fireplace, Resort Pool, Spa, WiFi & More!
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Brand New Hybrid Trailer for the California Adventurer!
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful country and wineries!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Awesome summers and gorgeous winters!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Visit the Russian River Valley in style!
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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 !
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Combs Wine Sippin Escape
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Worldmark Windsor Condo 1BD
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Windsor Deluxe Resort 1bdr
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NEW Charming Windsor Home
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Russian River Valley Wine Country right outside of your door!
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Windsor - Wine Country
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Great Wine Country and Golfing Resort Getaway!!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Windsor /Wine Country
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Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6
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Windsor, CA: Sonoma 2 Bedroom Condo w/Fireplace, Resort Pool, Spa, WiFi & More!
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Postcard-perfect setting!!
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Minutes to Dozens of World Class Wineries - 2 Bedroom / 2 Bath - Sleeps 6
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Postcard-perfect setting!!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Showing results 1-50 of 125
Frequently Asked Questions about Windsor
- Yes, here are some popular vacation rentals in Windsor that have a pool:
- Sonoma County/Wine Country 2 Bed 2 Bath Condominium Resort
- Windsor/Healdsburg Wine country resort Condos 3BEDROOM!! 2BA Sleeps8 NICE!!
- Estrella by AvantStay | Secluded Spanish-Style Estate on 7 Acres of Vineyards
- Yes, here are some popular vacation rentals in Windsor that have internet access:
- Sonoma County/Wine Country 2 Bed 2 Bath Condominium Resort
- Estrella by AvantStay | Secluded Spanish-Style Estate on 7 Acres of Vineyards
- Cottage home near the Russian River; county parks; numerous wineries
- Some of the most popular kid friendly rentals in Windsor are:
- Sonoma County/Wine Country 2 Bed 2 Bath Condominium Resort
- Estrella by AvantStay | Secluded Spanish-Style Estate on 7 Acres of Vineyards
- Cottage home near the Russian River; county parks; numerous wineries
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