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. $759 to $1,477/night

    Valley of the Moon Estate

    2 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool
    Prime Now
    FREE CANCELLATION
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  3. $444 to $690/night

    Sunny Sonoma 1950s Ranch

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    FREE CANCELLATION
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  5. $621 to $1,107/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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  7. $464 to $838/night

    New Listing! All-Suite “Eagle's Nest” w/ Hot Tu...

    3 Bedrooms3.5 BathroomsSleeps 6
    3 nights minstay
    Hot Tub
    FREE CANCELLATION
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  9. $829 to $1,892/night

    Bella Terra: Chef's Kitchen, Waterfall Pool & S...

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub Pets OK
    Prime Now
    FREE CANCELLATION
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  11. $942 to $1,342/night

    Stunning 1 Acre Retreat: Private Hot Tub, Firepit

    4 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    Hot Tub
    Prime Now
    FREE CANCELLATION
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  13. $501 to $1,014/night

    Sweeping Ocean-View Home with Private Hot Tub

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Hot Tub Pets OK
    FREE CANCELLATION
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  15. $2,318/night

    5-Acre Wine Country Paradise | Private Pool & Spa

    3 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  16. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  17. $945 to $2,207/night

    Vina Vista | Wine Country Home & Cottage with Pool

    5 BedroomsBathroomsSleeps 10
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  18. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  19. $426 to $563/night

    Stunning Beach Getaway w/ Ocean Views & Fire Pit

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    FREE CANCELLATION
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  21. $675 to $799/night

    Ocean-View Beach Dream w/ Modern Chef’s Kitchen

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  22. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  23. $1,063 to $1,937/night

    Luxe New Wine Country Gem w/ Backyard Eden & Pool

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    Prime Now
    FREE CANCELLATION
  24. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  25. $601 to $1,026/night

    Relax Amongst Redwoods- Modern Treehouse Retreat

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pets OK
    Prime Now
    FREE CANCELLATION
  26. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  27. $820 to $1,403/night

    Fairview Grande | Private Bay-View Hot Tub & Sauna

    5 BedroomsBathroomsSleeps 12
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  28. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  29. $876 to $1,397/night

    Villa Vista Estate w/Pool, Views

    2 BedroomsBathroomsSleeps 5
    3 nights minstay
    Pool Hot Tub
    Prime Now
    FREE CANCELLATION
  30. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  31. $306 to $484/night

    Quiet Wine Country Stay | Private Fenced 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. $490 to $507/night

    Beautiful & Cozy Home ~ Historic Cherry Street

    2 Bedrooms BathroomSleeps 4
    2 nights minstay
    Pets OK
  34. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  35. $441 to $932/night

    Villa Eileen: Private Gem on the Russian River

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pets OK
    Prime Now
    FREE CANCELLATION
  36. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  37. $1,032 to $1,635/night

    Walk to the Beach! Ocean-View Estate with Hot Tub

    4 Bedrooms3.5 BathroomsSleeps 8
    3 nights minstay
    Hot Tub
    FREE CANCELLATION
  38. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  39. $412 to $655/night

    Secluded Modern Farmhouse with Hot Tub & Firepits

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  40. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  41. $718/night

    Mountain-View Vineyard Cottage | Private Hot Tub

    2 Bedrooms BathroomSleeps 4
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  42. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  43. $285 to $582/night

    Wine Country Gem with Large Backyard & Grill

    2 Bedrooms BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  44. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  45. $372 to $689/night

    Serene Getaway | Walk to Private Beach

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  46. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  47. $585 to $1,149/night

    Gorgeous Wine Country Getaway with Private Hot Tub

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  48. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  49. $1,042/night

    w/ Wine Tasting Room! The Eastside- Healdsburg Farmhouse...

    3 Bedrooms1.5  BathroomSleeps 8
    2 nights minstay
  50. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  51. $1,245/night

    Peaceful Santa Rosa Home with Breathtaking View

    5 BedroomsBathroomsSleeps 8
    2 nights minstay
  52. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  53. $433 to $743/night

    Bodega Bay Oasis w/ Ocean Views, Walk to Beach

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  54. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  55. $555 to $1,098/night

    Relaxing Paradise | Private Hot Tub | Bocce Ball

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $1,614 to $4,055/night

    6.8-Acre Paradise | Secluded Pool & Hot Tub

    5 Bedrooms4.5 BathroomsSleeps 10
    3 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  58. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  59. $1,262 to $1,958/night

    Private Wine Country Retreat

    4 Bedrooms3.5 BathroomsSleeps 8
    3 nights minstay
    Pool Hot Tub
    Prime Now
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $702 to $1,088/night

    Art and Wine Estate

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Hot Tub
    Prime Now
    FREE CANCELLATION
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $0/night

    New Listing! Valley-View Hideaway w/ Swim Spa

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Hot Tub
    Prime Now
    FREE CANCELLATION
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $2,270/night

    Tuscan in Sonoma | Locanda Estate Villa with Pool

    3 Bedrooms3.5 BathroomsSleeps 6
    2 nights minstay
    Pool
    Prime Now
    FREE CANCELLATION
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $1,125 to $1,946/night

    New Listing! Wine Country Estate w/ Pool & Hot Tub

    4 Bedrooms3.5 BathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub Pets OK
    Prime Now
    FREE CANCELLATION
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $2,216 to $3,575/night

    Spacious Vineyard Estate- Pool & Valley Views

    6 Bedrooms4.5 BathroomsSleeps 12
    2 nights minstay
    Pool
    Prime Now
    FREE CANCELLATION
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $1,028 to $1,607/night

    7-Acre Private Kenwood Retreat w/ Pool

    3 Bedrooms2.5 BathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    Prime Now
    FREE CANCELLATION
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $1,708/night

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

    3 BedroomsBathroomsSleeps 7
    2 nights minstay
    Hot Tub Pets OK
    Prime Now
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $507 to $1,324/night

    Modern Wine Country Home with Pool & Bocce Ball

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub Pets OK
    Prime Now
    FREE CANCELLATION
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $1,367 to $2,150/night

    Lavish Retreat Overlooking Vineyards with Pool

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    Prime Now
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $383 to $916/night

    Choice Getaway with Hot Tub- Near Wineries, Dining

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Hot Tub Pets OK
    Prime Now
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $288 to $606/night

    Redwood Retreat with Hot Tub & Wraparound Deck

    2 Bedrooms BathroomSleeps 4
    2 nights minstay
    Hot Tub
    Prime Now
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $263 to $503/night

    Lavish Hotel-Like Wine Country Cottage w/ Porch

    2 Bedrooms BathroomSleeps 4
    2 nights minstay
    Pets OK
    Prime Now
    FREE CANCELLATION
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $611 to $1,155/night

    Private Vineyard Haven | Firepit & Outdoor Oasis

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    FREE CANCELLATION
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $798/night

    Ranch-Style 3BR Near Wine Country! Casa Bella in Santa R...

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $691/night

    Near Rolling Vineyards! Cozy 2BR Country Cottage

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $286 to $464/night

    South Harbour Retreat | Water View | Walk to Beach

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $736 to $1,278/night

    Maison du Soleil | Hot Tub | AC & Heated Floors

    4 Bedrooms3.5 BathroomsSleeps 10
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $316 to $703/night

    Exceptional Vacation Home in Guerneville

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations