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. $2,318/night

    5-Acre Wine Country Paradise | Private Pool & Spa

    3 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  2. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  3. $675 to $739/night

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

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  4. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  5. $426 to $533/night

    Stunning Beach Getaway w/ Ocean Views & Fire Pit

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    FREE CANCELLATION
  6. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  7. $1,009 to $1,819/night

    Luxe New Wine Country Gem w/ Backyard Eden & Pool

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool Hot Tub
    Prime Now
    FREE CANCELLATION
  8. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  9. $601 to $890/night

    Relax Amongst Redwoods- Modern Treehouse Retreat

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pets OK
    Prime Now
    FREE CANCELLATION
  10. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  11. $621 to $1,072/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
  12. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  13. $611 to $1,197/night

    Luxury Compound on 6 Acres | Home Office, AC

    3 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  14. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  15. $759 to $1,333/night

    Valley of the Moon Estate

    2 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool
    Prime Now
    FREE CANCELLATION
  16. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  17. $469 to $691/night

    Sunny Sonoma 1950s Ranch

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    FREE CANCELLATION
  18. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  19. $944 to $1,272/night

    Stunning 1 Acre Retreat: Private Hot Tub, Firepit

    4 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    Hot Tub
    Prime Now
    FREE CANCELLATION
  20. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  21. $501 to $878/night

    Sweeping Ocean-View Home with Private Hot Tub

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  22. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  23. $464 to $732/night

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

    3 Bedrooms3.5 BathroomsSleeps 6
    3 nights minstay
    Hot Tub
    FREE CANCELLATION
  24. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  25. $829 to $1,746/night

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

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub Pets OK
    Prime Now
    FREE CANCELLATION
  26. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  27. $945 to $2,237/night

    Vina Vista | Wine Country Home & Cottage with Pool

    5 BedroomsBathroomsSleeps 10
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  28. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  29. $820 to $1,238/night

    Fairview Grande | Private Bay-View Hot Tub & Sauna

    5 BedroomsBathroomsSleeps 12
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  30. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  31. $0/night

    Exceptional Vacation Home in Healdsburg

    4 BedroomsBathroomsSleeps 8
    FREE CANCELLATION
  32. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  33. $718/night

    Mountain-View Vineyard Cottage | Private Hot Tub

    2 Bedrooms BathroomSleeps 4
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  34. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  35. $372 to $596/night

    Serene Getaway | Walk to Private Beach

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  36. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  37. $585 to $1,149/night

    Gorgeous Wine Country Getaway with Private Hot Tub

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  38. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  39. $433 to $708/night

    Bodega Bay Oasis w/ Ocean Views, Walk to Beach

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  40. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  41. $555 to $954/night

    Relaxing Paradise | Private Hot Tub | Bocce Ball

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  42. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  43. $1,737 to $3,851/night

    6.8-Acre Paradise | Secluded Pool & Hot Tub

    5 Bedrooms4.5 BathroomsSleeps 10
    3 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  44. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  45. $342 to $623/night

    Vineyard-View Hideaway | Walk to Graton Wineries

    3 Bedrooms BathroomSleeps 6
    3 nights minstay
    FREE CANCELLATION
  46. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  47. $1,399/night

    Peaceful Santa Rosa Home with Breathtaking View

    5 BedroomsBathroomsSleeps 8
    2 nights minstay
  48. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  49. $559/night

    Beautiful & Cozy Home ~ Historic Cherry Street

    2 Bedrooms BathroomSleeps 4
    2 nights minstay
    Pets OK
  50. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  51. $876 to $1,315/night

    Villa Vista Estate w/Pool, Views

    2 BedroomsBathroomsSleeps 5
    3 nights minstay
    Pool Hot Tub
    Prime Now
    FREE CANCELLATION
  52. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  53. $236 to $507/night

    Quiet Wine Country Stay | Private Fenced Yard

    2 Bedrooms BathroomSleeps 5
    2 nights minstay
    Pets OK
    Prime Now
    FREE CANCELLATION
  54. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  55. $285 to $582/night

    Wine Country Gem with Large Backyard & Grill

    2 Bedrooms BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $441 to $808/night

    Villa Eileen: Private Gem on the Russian River

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pets OK
    Prime Now
    FREE CANCELLATION
  58. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  59. $1,032 to $1,512/night

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

    4 Bedrooms3.5 BathroomsSleeps 8
    3 nights minstay
    Hot Tub
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $412 to $655/night

    Secluded Modern Farmhouse with Hot Tub & Firepits

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $1,310 to $1,916/night

    Private Wine Country Retreat

    4 Bedrooms3.5 BathroomsSleeps 8
    3 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. $687 to $1,065/night

    Art and Wine Estate

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Hot Tub
    Prime Now
    FREE CANCELLATION
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $0/night

    New Listing! Valley-View Hideaway w/ Swim Spa

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Hot Tub
    Prime Now
    FREE CANCELLATION
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $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
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $2,270/night

    Tuscan in Sonoma | Locanda Estate Villa with Pool

    3 Bedrooms3.5 BathroomsSleeps 6
    2 nights minstay
    Pool
    Prime Now
    FREE CANCELLATION
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $350 to $531/night

    South Harbour Retreat | Water View | Walk to Beach

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $882 to $1,317/night

    Maison du Soleil | Hot Tub | AC & Heated Floors

    4 Bedrooms3.5 BathroomsSleeps 10
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $411 to $630/night

    Redwood Cottage | Outdoor Oasis with Hot Tub

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $393 to $723/night

    Luxe Wine Country Seclusion | Private Beach Access

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $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
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $778/night

    Near Rolling Vineyards! Cozy 2BR Country Cottage

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $900/night

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

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $2,216 to $3,336/night

    Spacious Vineyard Estate- Pool & Valley Views

    6 Bedrooms4.5 BathroomsSleeps 12
    2 nights minstay
    Pool
    Prime Now
    FREE CANCELLATION
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $1,028 to $1,468/night

    7-Acre Private Kenwood Retreat w/ Pool

    3 Bedrooms2.5 BathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    Prime Now
    FREE CANCELLATION
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $1,331/night

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

    3 BedroomsBathroomsSleeps 7
    2 nights minstay
    Hot Tub Pets OK
    Prime Now
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $718 to $1,236/night

    Modern Wine Country Home with Pool & Bocce Ball

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub Pets OK
    Prime Now
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $1,382 to $1,994/night

    Lavish Retreat Overlooking Vineyards with Pool

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    Prime Now
    FREE CANCELLATION
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $288 to $600/night

    Redwood Retreat with Hot Tub & Wraparound Deck

    2 Bedrooms BathroomSleeps 4
    2 nights minstay
    Hot Tub
    Prime Now
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $383 to $745/night

    Choice Getaway with Hot Tub- Near Wineries, Dining

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Hot Tub Pets OK
    Prime Now
    FREE CANCELLATION
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $367 to $1,131/night

    Private Vineyard Haven | Firepit & Outdoor Oasis

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations