RedAwning's Sonoma vacation homes, cottages, and condos all include instant online booking and no security deposits, to make your trip easy and stress-free. Sonoma offers hundreds of wineries and vineyards, sweeping valley views, and some of the finest dining in the world. Book your stay today!

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  1. $431 to $1,012/night

    Valley of the Moon Estate

    2 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool
    Prime Now
    FREE CANCELLATION
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  3. $630 to $868/night

    3BR Vineyard Estate, Pool & Hot Tub

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    Prime Now
    FREE CANCELLATION
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  5. $797 to $1,042/night

    4BR Retreat w/ Hot Tub on 1 Acre

    4 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    Hot Tub
    Prime Now
    FREE CANCELLATION
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  7. $305 to $649/night

    3BR w/ Bay Views & Private Hot Tub

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Hot Tub Pets OK
    FREE CANCELLATION
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  9. $473 to $644/night

    New Listing! Modern Beach Dream w/ Ocean Views

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
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  11. $159 to $481/night

    New Listing! Serene Country Retreat Near Vineyards

    3 BedroomsBathroomsSleeps 7
    2 nights minstay
    FREE CANCELLATION
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  13. $308 to $930/night

    Luxe Vineyard-View Hideaway w/ Swim Spa & Hot Tub

    3 Bedrooms1.5  BathroomSleeps 6
    2 nights minstay
    Pool Hot Tub Pets OK
    Prime Now
    FREE CANCELLATION
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  15. $150 to $530/night

    Sunny Sonoma 1950s Ranch

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    FREE CANCELLATION
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  17. $605 to $1,393/night

    Luxe New Wine Country Gem w/ Backyard Eden & Pool

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    Prime Now
    FREE CANCELLATION
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  19. $600 to $1,554/night

    Relaxing Pastoral Wine Country Home ~ Petaluma

    3 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
  20. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  21. $500 to $622/night

    Stunning Ocean-View Home w/ Private Hot Tub

    3 Bedrooms2.5 BathroomsSleeps 7
    3 nights minstay
    Hot Tub Pets OK
    FREE CANCELLATION
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  23. $305 to $629/night

    Relax Amongst Redwoods- Modern Treehouse Retreat

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pets OK
    Prime Now
    FREE CANCELLATION
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  25. $296 to $388/night

    Old Caz Cottage

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Hot Tub
    Prime Now
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  27. $682 to $927/night

    The Sandy Star

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    Hot Tub
    Prime Now
  28. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  29. $933 to $1,223/night

    Culture Blend

    4 BedroomsBathroomsSleeps 14
    2 nights minstay
    Hot Tub
    Prime Now
  30. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  31. $181 to $430/night

    Lovely 2BR w/ Private Yard

    2 Bedrooms BathroomSleeps 5
    2 nights minstay
    Pets OK
    Prime Now
    FREE CANCELLATION
  32. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  33. $239 to $516/night

    2BR Wine Country Gem w/ Large Backyard

    2 Bedrooms BathroomSleeps 4
    2 nights minstay
    Pets OK
    Prime Now
    FREE CANCELLATION
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  35. $375 to $628/night

    Bodega Bay Oasis w/ Ocean Views, Walk to Beach

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  36. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  37. $590 to $1,139/night

    High-End Estate w/ Pool, Bocce & Fire Pit

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    Prime Now
    FREE CANCELLATION
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  39. $179 to $280/night

    Wine Country Getaway! Modern Three-Unit Cottage

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
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  41. $704 to $1,059/night

    Villa Vista Estate w/Pool, Views

    2 BedroomsBathroomsSleeps 5
    3 nights minstay
    Pool Hot Tub
    Prime Now
    FREE CANCELLATION
  42. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  43. $235 to $1,073/night

    Spacious Santa Rosa House w/Hot Tub

    5 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Hot Tub Pets OK
    Prime Now
    FREE CANCELLATION
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  45. $458 to $799/night

    Upscale Home Among the Vineyards

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    FREE CANCELLATION
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  47. $730 to $1,456/night

    The Eastside- Healdsburg Family Farmhouse

    3 Bedrooms1.5  BathroomSleeps 8
    2 nights minstay
  48. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  49. $455 to $711/night

    Gillaroo House

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
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  51. $1,316 to $2,611/night

    Spacious 6BR Vineyard Estate- Pool & Valley Views

    6 Bedrooms4.5 BathroomsSleeps 12
    2 nights minstay
    Pool
    Prime Now
    FREE CANCELLATION
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  53. $894 to $1,563/night

    3BR w/ Pool, Hot Tub & Guest Suite

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    Prime Now
    FREE CANCELLATION
  54. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  55. $192 to $436/night

    2BR Redwood Retreat w/ Hot Tub

    2 Bedrooms BathroomSleeps 4
    2 nights minstay
    Hot Tub
    Prime Now
    FREE CANCELLATION
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $188 to $446/night

    Lavish Hotel-Like Wine Country Cottage w/ Porch

    2 Bedrooms BathroomSleeps 4
    2 nights minstay
    Pets OK
    Prime Now
    FREE CANCELLATION
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  59. $535 to $1,169/night

    Private Sonoma House with Pool

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    Prime Now
    FREE CANCELLATION
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  61. $1,249 to $1,429/night

    Craftsman Gem w/ Hot Tub, Sauna, Lush Gardens & Deck...

    3 BedroomsBathroomsSleeps 7
    2 nights minstay
    Hot Tub Pets OK
    Prime Now
    FREE CANCELLATION
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $666 to $1,676/night

    Private Wine Country Retreat

    4 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    Prime Now
    FREE CANCELLATION
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $159 to $686/night

    Alexander Valley Estate in the Vineyards

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Hot Tub
    FREE CANCELLATION
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  67. $355 to $899/night

    Modern Home in Wine Country

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Hot Tub Pets OK
    Prime Now
    FREE CANCELLATION
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $590 to $1,234/night

    Wine Country 3BR/4.5BA- Pool, Cabana, Bocce Court

    3 Bedrooms4.5 BathroomsSleeps 8
    4 nights minstay
    Pool Hot Tub
    Prime Now
    FREE CANCELLATION
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $545 to $2,185/night

    Incredible Gated Vineyard Retreat w/ Pool & Pub

    3 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    Pool
    Prime Now
    FREE CANCELLATION
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $384 to $824/night

    Casa Bella: Serene & Welcoming Home in Santa Rosa!

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $339 to $725/night

    Spacious Artistic Home in the Hub of Sonoma County

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $276 to $593/night

    Cozy Country Cottage in Sebastopol

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
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  79. $552 to $1,021/night

    Art and Wine Estate

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Hot Tub
    Prime Now
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations