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Results: 41 Rentals

  • Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella
    From $4320 per night (USD)

    VRBO

    Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella

    Bedrooms:
    11
    Bathrooms:
    5
    Sleeps:
    12

    Winner of 2024 VRBO Vacation Rental Of The Year! Acres of tranquil privacy with a large vineyard of world class Caberne ...

    From $4320 per night (USD)

    VRBO

    Details
  • Wine Country Harvest Hideaway - Centrally located in Sonoma Valley
    From $160 per night (USD)

    Expedia

    Wine Country Harvest Hideaway - Centrally located in Sonoma Valley

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to our Harvest Hideaway! We’re centrally located in the heart of Sonoma Valley, right in downtown Glen Ellen. W ...

    From $160 per night (USD)

    Expedia

    Details
  • The Country House: Breathtaking Sonoma Mountain Retreat
    From $1202 per night (USD)

    VRBO

    The Country House: Breathtaking Sonoma Mountain Retreat

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    6

    Welcome to The Country House, a hidden gem perched atop Sonoma Mountain with unrivaled views of the Sonoma Valley. This ...

    From $1202 per night (USD)

    VRBO

    Details
  • Newly built farmhouse-style home in the beautiful Sonoma wine country
    From $1776 per night (USD)

    VRBO

    Newly built farmhouse-style home in the beautiful Sonoma wine country

    Bedrooms:
    5
    Bathrooms:
    7
    Sleeps:
    12

    Find the peace and quiet you have been searching for in this magnificent, newly constructed farmhouse-style home. Locate ...

    From $1776 per night (USD)

    VRBO

    Details
  • Sonoma Serenity- Modern home in a serene 10 acre setting!
    From $1587 per night (USD)

    VRBO

    Sonoma Serenity- Modern home in a serene 10 acre setting!

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    This deluxe modern home is located in a serene 10 acre setting, with beautiful redwood trees and a seasonal creek. The ...

    From $1587 per night (USD)

    VRBO

    Details
  • Glen Ellen Getaway With Pool, Garden, Views, Location!
    From $764 per night (USD)

    VRBO

    Glen Ellen Getaway With Pool, Garden, Views, Location!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Your Country House is in the geographic center of The Valley of the Moon (what Jack London named Sonoma Valley), near Ol ...

    From $764 per night (USD)

    VRBO

    Details
  • Sonoma Wine Country Dream Home
    Click For Pricing

    VRBO

    Sonoma Wine Country Dream Home

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    In the middle of wine country, nestled in the charming village of Glen Ellen, is a quaint but spacious home the locals c ...

    Click For Pricing

    VRBO

    Details
  • Sonoma Valley, Glen Ellen Secluded Wine Country Sophistication
    From $960 per night (USD)

    VRBO

    Sonoma Valley, Glen Ellen Secluded Wine Country Sophistication

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    10

    Wolf Glen is situated on a private road and nestled in trees on Sonoma Creek, just a 2 - 5 minute walk to Glen Ellen vil ...

    From $960 per night (USD)

    VRBO

    Details
  • Wine Country beautiful Glen Ellen, Sonoma Valley Secluded Sophistication.
    From $653 per night (USD)

    VRBO

    Wine Country beautiful Glen Ellen, Sonoma Valley Secluded Sophistication.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    A perfect haven in the historic town of Glen Ellen location, this 3 bedroom 2 bath family-friendly residence is truly yo ...

    From $653 per night (USD)

    VRBO

    Details
  • Glen Ellen Retreat with Pool\/Hot Tub & Pickleball!
    From $867 per night (USD)

    Expedia

    Glen Ellen Retreat with Pool\/Hot Tub & Pickleball!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Summary: ** This home is professionally managed by LegacyRnR. Let LegacyRnR handle your entire Wine Country get away wee ...

    From $867 per night (USD)

    Expedia

    Details
  • A Private Compound To Savor Your Wine Country Holiday!
    From $2019 per night (USD)

    VRBO

    A Private Compound To Savor Your Wine Country Holiday!

    Bedrooms:
    6
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to Morningside Estate in Glen Ellen,  just a short drive from local wineries and restaurants. Made for indoor ou ...

    From $2019 per night (USD)

    VRBO

    Details
  • Your own Wine Country resort with pool and Sonoma Mountain View
    From $1020 per night (USD)

    VRBO

    Your own Wine Country resort with pool and Sonoma Mountain View

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Olive Glen is a new home on Sonoma Creek in beautiful Glen Ellen, California, minutes from the world-famous wineries of ...

    From $1020 per night (USD)

    VRBO

    Details
  • Stunning Contemporary Country Retreat near charming Glen Ellen
    From $1026 per night (USD)

    VRBO

    Stunning Contemporary Country Retreat near charming Glen Ellen

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    A stunning wine country gem (see video in photos section) that is ideally located less than a mile away from the charmin ...

    From $1026 per night (USD)

    VRBO

    Details
  • Stunning new home on creek, with spa pool, 5min walk to wineries & restaurants
    From $638 per night (USD)

    Expedia

    Stunning new home on creek, with spa pool, 5min walk to wineries & restaurants

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    The newly constructed home, designed by architect Lars Langberg, blends stunning modern designs inspired by the classic ...

    From $638 per night (USD)

    Expedia

    Details
  • Stunning Contemporary Retreat On 5 Secluded Acres  SPECIAL RATES IN OCT & NOV 24
    From $1181 per night (USD)

    VRBO

    Stunning Contemporary Retreat On 5 Secluded Acres SPECIAL RATES IN OCT & NOV 24

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    This five-acre gated home in Glen Ellen is the ultimate private retreat. You will never see a neighbor but you can hang ...

    From $1181 per night (USD)

    VRBO

    Details
  • 5-Acre wine country paradise with private pool, spa & bocce ball
    From $1117 per night (USD)

    Expedia

    5-Acre wine country paradise with private pool, spa & bocce ball

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    5

    Warm Springs Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...

    From $1117 per night (USD)

    Expedia

    Details
  • The Enso Sonoma, Gated Oasis in Heart of Wine Country | Private Hot Tub, Deck
    From $645 per night (USD)

    VRBO

    The Enso Sonoma, Gated Oasis in Heart of Wine Country | Private Hot Tub, Deck

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    The Enso Sonoma Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...

    From $645 per night (USD)

    VRBO

    Details
  • Walk Everywhere! Quiet Wine Country Retreat! Amazing Views!
    From $885 per night (USD)

    Expedia

    Walk Everywhere! Quiet Wine Country Retreat! Amazing Views!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    5

    Central wine country location Walk to wineries, tasting rooms, gourmet market, french bakery, & restaurants New, luxury ...

    From $885 per night (USD)

    Expedia

    Details
  • Vineyard views, pool, hot tub, bocce\/pickle ball!
    From $1406 per night (USD)

    VRBO

    Vineyard views, pool, hot tub, bocce\/pickle ball!

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Summary: ** This home is professionally managed by LegacyRnR. Let LegacyRnR handle your entire Wine Country get away wee ...

    From $1406 per night (USD)

    VRBO

    Details
  • Glen Ellen Retreat #2 King Beds
    From $426 per night (USD)

    Expedia

    Glen Ellen Retreat #2 King Beds

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Private Wine Country home in the heart of Glen Ellen. Walking distance to restaurants, tasting rooms, and markets. We a ...

    From $426 per night (USD)

    Expedia

    Details
  • May Spring Special in 2025! Sonoma Valley, Renovated, Walk to Village & Wine
    From $679 per night (USD)

    VRBO

    May Spring Special in 2025! Sonoma Valley, Renovated, Walk to Village & Wine

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Sonoma Valley Wine Country Retreat in the Heart of Glen Ellen, walkable to wineries and just 15 minutes from downtown So ...

    From $679 per night (USD)

    VRBO

    Details
  • Beautiful, Historic Guest Ranch with Modern Amenities
    From $849 per night (USD)

    Expedia

    Beautiful, Historic Guest Ranch with Modern Amenities

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    The Ranch on Sonoma Mountain is an historic guest ranch situated outside the charming village of Glen Ellen in Sonoma Co ...

    From $849 per night (USD)

    Expedia

    Details
  • You Will Dream of this House AND its Views!
    From $1520 per night (USD)

    VRBO

    You Will Dream of this House AND its Views!

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to Dream Weaver in Glen Ellen, just a short drive from local wineries and restaurants. This luxurious retreat de ...

    From $1520 per night (USD)

    VRBO

    Details
  • Glen Ellen Retreat #3 King Beds
    From $426 per night (USD)

    Expedia

    Glen Ellen Retreat #3 King Beds

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Private Wine Country home in the heart of Glen Ellen. Walking distance to restaurants, tasting rooms, and markets. We a ...

    From $426 per night (USD)

    Expedia

    Details
  • Wine Country Bungalow
    From $570 per night (USD)

    VRBO

    Wine Country Bungalow

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy working remotely In a clean, calm space in the heart of wine country. Pet friendly, less than 1 mile to the Glenn ...

    From $570 per night (USD)

    VRBO

    Details
  • *New on VRBO* Modern + Private Glen Ellen Oasis
    From $153 per night (USD)

    VRBO

    *New on VRBO* Modern + Private Glen Ellen Oasis

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located in the charming town of Glen Ellen, the cottage is perched above a creek and surrounded by trees. It offers a pr ...

    From $153 per night (USD)

    VRBO

    Details
  • Glen Ellen Retreat #1 Hot Tub and King Beds
    From $426 per night (USD)

    VRBO

    Glen Ellen Retreat #1 Hot Tub and King Beds

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Private Wine Country home in the heart of Glen Ellen. Walking distance to restaurants, tasting rooms, and markets. We a ...

    From $426 per night (USD)

    VRBO

    Details
  • Gorgeous Winecountry Home
    From $1142 per night (USD)

    Expedia

    Gorgeous Winecountry Home

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    Modern and spacious upscale wine country home with large pool and spa. Three bedrooms each with private bath. Large livi ...

    From $1142 per night (USD)

    Expedia

    Details
  • Lakefront Glen Ellen Cabin w\/ Views Near Wineries!
    From $130 per night (USD)

    VRBO

    Lakefront Glen Ellen Cabin w\/ Views Near Wineries!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    2

    The wine country retreat of your dreams awaits at this peaceful and private 1-bed, 1-bath vacation rental. The Jack Lond ...

    From $130 per night (USD)

    VRBO

    Details
  • Dog-friendly, A-frame with deck, garden, & woodstove - monthly rental
    From $143 per night (USD)

    Expedia

    Dog-friendly, A-frame with deck, garden, & woodstove - monthly rental

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Le Petit Chalet Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...

    From $143 per night (USD)

    Expedia

    Details
  • Sonoma Sunshine by AvantStay | Countryside Views
    From $1421 per night (USD)

    VRBO

    Sonoma Sunshine by AvantStay | Countryside Views

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    12

    The ultimate Sonoma countryside retreat is waiting at Sonoma Sunshine. This luxury group escape effortlessly blends incr ...

    From $1421 per night (USD)

    VRBO

    Details
  • Comfortable and Modern Wine Country Cottage
    Click For Pricing

    Expedia

    Comfortable and Modern Wine Country Cottage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    In response to the Covid-19 global pandemic, we are taking extra precautions to clean and disinfect the home in between ...

    Click For Pricing

    Expedia

    Details
  • Private cottage on 10 acres in Glen Ellen
    From $123 per night (USD)

    VRBO

    Private cottage on 10 acres in Glen Ellen

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy privacy and tranquility with views of Sonoma Mountain. A gated sanctuary with fountain, outdoor dining and newly ...

    From $123 per night (USD)

    VRBO

    Details
  • Private Italian Villa Estate in Sonoma  Wine Country Sonoma
    From $2965 per night (USD)

    Expedia

    Private Italian Villa Estate in Sonoma Wine Country Sonoma

    Bedrooms:
    7
    Bathrooms:
    6
    Sleeps:
    10

    Our 10 ac. Estate , is more than just a villa; it is a glorious private setting that invites you to be swept up in the g ...

    From $2965 per night (USD)

    Expedia

    Details
  • Oakden Oasis: Secluded Charm in the Heart of Sonoma with Pool and Hot Tub
    From $920 per night (USD)

    VRBO

    Oakden Oasis: Secluded Charm in the Heart of Sonoma with Pool and Hot Tub

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Relax with the whole family at this peaceful Sonoma Valley home on the hill. Centrally located in Sonoma Valley's wine ...

    From $920 per night (USD)

    VRBO

    Details
  • Grapevine Cottage by AvantStay | Hobby Vineyard + Firepit
    From $323 per night (USD)

    Expedia

    Grapevine Cottage by AvantStay | Hobby Vineyard + Firepit

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to Grapevine Cottage, your enchanting retreat in the heart of Sonoma's wine country. Nestled among the trees, th ...

    From $323 per night (USD)

    Expedia

    Details
  • Cloud 9 - A Retreat for Bliss and Happiness
    From $1254 per night (USD)

    VRBO

    Cloud 9 - A Retreat for Bliss and Happiness

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    Our home is professionally managed by Legendary Stays Sonoma. The beautiful 3 bedroom home sits on a hill overlooking th ...

    From $1254 per night (USD)

    VRBO

    Details
  • The Estate at Sonoma Mountain
    From $3983 per night (USD)

    Expedia

    The Estate at Sonoma Mountain

    Bedrooms:
    7
    Bathrooms:
    7
    Sleeps:
    18

    Summary: ** This home is professionally managed by LegacyRnR. Let LegacyRnR handle your entire Wine Country get away wee ...

    From $3983 per night (USD)

    Expedia

    Details
  • Sonoma Mountain Knoll with pool!
    From $705 per night (USD)

    VRBO

    Sonoma Mountain Knoll with pool!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Summary: ** This home is professionally managed by LegacyRnR. Let LegacyRnR handle your entire Wine Country get away wee ...

    From $705 per night (USD)

    VRBO

    Details
  • Three Palms *30+ Day Rental*
    From $347 per night (USD)

    VRBO

    Three Palms *30+ Day Rental*

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Nestled in downtown Glen Ellen this 3BR/2BA property exudes charm and luxury all within walking distance to nearby groce ...

    From $347 per night (USD)

    VRBO

    Details
  • Villa Tranquillo *30 Days + Rental*
    From $1214 per night (USD)

    VRBO

    Villa Tranquillo *30 Days + Rental*

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Designed by local architect Daniel Nichols, this completely new, very private, one story, 3 bedroom 3 bathroom contempor ...

    From $1214 per night (USD)

    VRBO

    Details