Vacation Rentals with Private Pool in Imagery Estate Winery, CA: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  USA

  4.  California

  5.  Glen Ellen
  6.  Imagery Estate Winery

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165 Best Vacation Rentals with Private Pool in Imagery Estate Winery (Starting from $351)

Charming Vacation Rental with Fabulous Views, a Pool and More!
Charming Vacation Rental with Fabulous Views, a Pool and More!
House
Glen Ellen, CA, 95442, United States
1.5k from Imagery Estate Winery center

Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms8 Guests
9.6

Exceptional

132 reviews

$657
Average price / night
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New Listing -- Views! Stars! Cielo!
New Listing -- Views! Stars! Cielo!
House
Glen Ellen, CA, 95442, United States
1.6k from Imagery Estate Winery center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms8 Guests
9.8

Exceptional

61 reviews

$1540
Average price / night
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Modern Sanctuary with Stunning Valley Views
Modern Sanctuary with Stunning Valley Views
House
Glen Ellen, CA, 95442, United States
1.7k from Imagery Estate Winery center

AC, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$983
Average price / night
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As featured on CBS's Staycation!\n\nLuxury Retreat Overlooking Sonoma Valley
As featured on CBS's Staycation!\n\nLuxury Retreat Overlooking Sonoma Valley
House
Glen Ellen, CA, 95442, United States
1.7k from Imagery Estate Winery center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

4 Bedrooms8 Guests
9.8

Exceptional

96 reviews

$1668
Average price / night
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Ravenwood Paradise: Private Pool and Hot Tub
Ravenwood Paradise: Private Pool and Hot Tub
House
Glen Ellen, CA, 95442, United States
1.9k from Imagery Estate Winery center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms5 Guests
10.0

Exceptional

13 reviews

$619
Average price / night
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Private retreat. Family fun! Walk to market + dining. Game room. Pool + spa.
Private retreat. Family fun! Walk to market + dining. Game room. Pool + spa.
House
Glen Ellen, CA, 95442, United States
1.9k from Imagery Estate Winery center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub

5 Bedrooms10 Guests
9.8

Exceptional

77 reviews

$1328
Average price / night
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Wine Country Getaway With Pool, Hot Tub, Garden, Views, Location!
Wine Country Getaway With Pool, Hot Tub, Garden, Views, Location!
House
Glen Ellen, CA, 95442, United States
2.0k from Imagery Estate Winery center

AC, Babysitting, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub

4 Bedrooms12 Guests
9.8

Exceptional

137 reviews

$906
Average price / night
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Sonoma Glen Circle *30+ Days Rental*
Sonoma Glen Circle *30+ Days Rental*
House
Glen Ellen, CA, 95442, United States
2.0k from Imagery Estate Winery center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Kitchen

3 Bedrooms6 Guests
New to Booking
$411
Average price / night
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Immaculate home in the heart of wine country
Immaculate home in the heart of wine country
House
Glen Ellen, CA, 95442, United States
2.1k from Imagery Estate Winery center

AC, Arcade, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

5 Bedrooms12 Guests
10.0

Exceptional

44 reviews

$1493
Average price / night
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Stunning Modern Sonoma Wine Country Studio with 60' Lap Pool
Stunning Modern Sonoma Wine Country Studio with 60' Lap Pool
Apartment
Sonoma, CA, 95476, United States
2.2k from Imagery Estate Winery center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

1 Bedroom2 Guests
10.0

Exceptional

6 reviews

$632
Average price / night
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Dazzling Contemporary Retreat On 5 Secluded Acres
Dazzling Contemporary Retreat On 5 Secluded Acres
House
Glen Ellen, CA, 95442, United States
2.2k from Imagery Estate Winery center

AC, Arcade, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet

3 Bedrooms8 Guests
10.0

Exceptional

68 reviews

$1299
Average price / night
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Wine Country Retreat at Private Creekside House!
Wine Country Retreat at Private Creekside House!
House
Glen Ellen, CA, 95442, United States
2.2k from Imagery Estate Winery center

Barbecue, Business Services, Crib, Dryer, Extra Bed, Fireplace, Hot Tub, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

38 reviews

$707
Average price / night
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Mid-Century Modern Bungalow *30+ Day Rental*
Mid-Century Modern Bungalow *30+ Day Rental*
House
Sonoma, CA, 95476, United States
2.3k from Imagery Estate Winery center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
New to Booking
$351
Average price / night
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The Ultimate Couples Retreat
The Ultimate Couples Retreat
House
Glen Ellen, CA, 95442, United States
2.5k from Imagery Estate Winery center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

14 reviews

$1330
Average price / night
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Cloud 9 - A Retreat for Bliss and Happiness
Cloud 9 - A Retreat for Bliss and Happiness
House
Glen Ellen, CA, 95442, United States
2.6k from Imagery Estate Winery center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

3 Bedrooms8 Guests
9.8

Exceptional

17 reviews

$1330
Average price / night
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Luxurious Estate with Sweeping Views
Luxurious Estate with Sweeping Views
House
Sonoma, CA, 95476, United States
2.6k from Imagery Estate Winery center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub

4 Bedrooms8 Guests
9.2

Superb

7 reviews

$2451
Average price / night
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Family Fun in Glen Ellen: Pool, Hot Tub & Pickleball!
Family Fun in Glen Ellen: Pool, Hot Tub & Pickleball!
House
Glen Ellen, CA, 95442, United States
2.6k from Imagery Estate Winery center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub

3 Bedrooms7 Guests
10.0

Exceptional

57 reviews

$1377
Average price / night
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Your own Wine Country resort with pool and Sonoma Mountain View
Your own Wine Country resort with pool and Sonoma Mountain View
House
Glen Ellen, CA, 95442, United States
2.7k from Imagery Estate Winery center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking

3 Bedrooms6 Guests
10.0

Exceptional

184 reviews

$1194
Average price / night
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Glen Ellen Estate - Pool, Hot Tub on 2 acres
Glen Ellen Estate - Pool, Hot Tub on 2 acres
House
Glen Ellen, CA, 95442, United States
2.8k from Imagery Estate Winery center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms10 Guests
9.2

Superb

11 reviews

$1469
Average price / night
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1-acre Private Backyard with Large Pool
1-acre Private Backyard with Large Pool
House
Glen Ellen, CA, 95442, United States
2.8k from Imagery Estate Winery center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

5 Bedrooms10 Guests
10.0

Exceptional

119 reviews

$1134
Average price / night
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Spacious Sonoma Gated Retreat with Pool, Tennis and Pickleball
Spacious Sonoma Gated Retreat with Pool, Tennis and Pickleball
House
Sonoma, CA, 95476, United States
3.0k from Imagery Estate Winery center

AC, Arcade, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking

5 Bedrooms12 Guests
9.8

Exceptional

121 reviews

$1532
Average price / night
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Stunning Sonoma Private Retreat
Stunning Sonoma Private Retreat
House
Sonoma, CA, 95476, United States
3.0k from Imagery Estate Winery center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

5 Bedrooms12 Guests
10.0

Exceptional

116 reviews

$1554
Average price / night
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Valley of the Moon Getaway
Valley of the Moon Getaway
Villa
Glen Ellen, CA, 95442, United States
3.0k from Imagery Estate Winery center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms6 Guests
10.0

Exceptional

256 reviews

$1020
Average price / night
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Luxury Vineyard Creek Ranch Sonoma
Luxury Vineyard Creek Ranch Sonoma
House
Sonoma, CA, 95476, United States
3.0k from Imagery Estate Winery center

AC, Arcade, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub

5 Bedrooms12 Guests
10.0

Exceptional

20 reviews

$2418
Average price / night
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Private Italian Villa Estate in Sonoma  Wine Country Sonoma
Private Italian Villa Estate in Sonoma Wine Country Sonoma
House
sonoma, CA, 95476, United States
3.0k from Imagery Estate Winery center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Elevator, Fireplace, Free Parking

6 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$2996
Average price / night
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Villa Tranquillo *30 Days + Rental*
Villa Tranquillo *30 Days + Rental*
House
Sonoma, CA, 95476, United States
3.1k from Imagery Estate Winery center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Kitchen, Laundry

3 Bedrooms6 Guests
New to Booking
$849
Average price / night
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Resort-like Villa, 50' Infinity Edge Pool, Garden, Peaceful, Luxurious
Resort-like Villa, 50' Infinity Edge Pool, Garden, Peaceful, Luxurious
Villa
Sonoma, CA, 95476, United States
3.1k from Imagery Estate Winery center

AC, Arcade, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

3 Bedrooms6 Guests
10.0

Exceptional

17 reviews

$1892
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Private Pool in Imagery Estate Winery.

Where to stay in Imagery Estate Winery? Best neighborhoods & areas

Imagery Estate Winery Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 165 verified vacation rentals with a private pool in Imagery Estate Winery. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Imagery Estate Winery vary depending on the property size, location, and travel season. Rates typically start from around $351 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Imagery Estate Winery also welcome pets. Currently, 17 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Imagery Estate Winery often include additional features such as Wellness Facilities, Bedding/Linens, and Fireplace/Heating. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Imagery Estate Winery include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.