Vacation Rentals in Powell's Sweet Shoppe - Windsor, CA: Compare 10+ Sites & Save

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231 Best Vacation Rentals in Powell's Sweet Shoppe - Windsor (Starting from $128)

Wine County Retreat
Wine County Retreat
House
Windsor, CA, USA
0.4k from Powell's Sweet Shoppe - Windsor center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$533
Average price / night
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Historic Queen Anne Victorian in the Heart of Windsor
Historic Queen Anne Victorian in the Heart of Windsor
House
Windsor, CA, 95492, United States
0.1k from Powell's Sweet Shoppe - Windsor center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

24 reviews

$550
Average price / night
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Healdsburg Winemaker's Home
Healdsburg Winemaker's Home
House
Windsor, CA, USA
1.0k from Powell's Sweet Shoppe - Windsor center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

6 Bedrooms8 Guests
New to Booking
$585
Average price / night
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Casa de la Esperanza: 1890s Historic Gem - 5BD/3BA
Casa de la Esperanza: 1890s Historic Gem - 5BD/3BA
House
Windsor, CA, 95492, United States
0.4k from Powell's Sweet Shoppe - Windsor center

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

5 Bedrooms8 Guests
10.0

Exceptional

11 reviews

$1221
Average price / night
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Herb Retreat
Herb Retreat
House
Windsor, CA, USA
1.9k from Powell's Sweet Shoppe - Windsor center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
9.0

Fabulous

1 reviews

$1241
Average price / night
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Heart of Wine Country, Cute Cottage w/Hot Tub\n
Heart of Wine Country, Cute Cottage w/Hot Tub\n
House
Windsor, CA, 95492, United States
0.5k from Powell's Sweet Shoppe - Windsor center

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

3 Bedrooms6 Guests
9.4

Superb

29 reviews

$487
Average price / night
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Brand New Listing – Windsor “Winetopia” Getaway
Brand New Listing – Windsor “Winetopia” Getaway
House
Windsor, CA, USA
2.4k from Powell's Sweet Shoppe - Windsor center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
9.8

Exceptional

6 reviews

$437
Average price / night
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Wine Country Home of Healdsburg Wine Maker
Wine Country Home of Healdsburg Wine Maker
House
Windsor, CA, 95492, United States
1.0k from Powell's Sweet Shoppe - Windsor center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Microwave

6 Bedrooms8 Guests
9.2

Superb

24 reviews

$819
Average price / night
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Flora Vina - Country Home with Vineyard Views
Flora Vina - Country Home with Vineyard Views
House
Healdsburg, CA, USA
3.2k from Powell's Sweet Shoppe - Windsor center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Jacuzzis, Places to stay

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$1011
Average price / night
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Gourmet Kitchen in Wine Country w/Hot Tub + Office
Gourmet Kitchen in Wine Country w/Hot Tub + Office
House
Windsor, CA, 95492, United States
1.1k from Powell's Sweet Shoppe - Windsor center

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

4 Bedrooms8 Guests
9.8

Exceptional

9 reviews

$1156
Average price / night
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Stylish Vineyard Living at Winemakers Estate
Stylish Vineyard Living at Winemakers Estate
House
Windsor, CA, USA
3.3k from Powell's Sweet Shoppe - Windsor center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Hot tubs, Places to stay

5 Bedrooms10 Guests
New to Booking
$653
Average price / night
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Windsor Home with Sauna & Outdoor Fire Pit
Windsor Home with Sauna & Outdoor Fire Pit
House
Windsor, CA, 95492, United States
1.3k from Powell's Sweet Shoppe - Windsor center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Microwave

3 Bedrooms8 Guests
New to Booking
$422
Average price / night
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Chalk Hill Cottage - 1 BR w/ Sleeper Sofa
Chalk Hill Cottage - 1 BR w/ Sleeper Sofa
House
Powell's Sweet Shoppe - Windsor, Windsor, California, USA
3.6k from Powell's Sweet Shoppe - Windsor center

Parking, Internet, Kitchen, Air Conditioner, Pet Friendly, Child Friendly

1 Bedroom4 Guests
New to Booking
$128
Average price / night
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Charming 4-bedroom villa with AC in Windsor
Charming 4-bedroom villa with AC in Windsor
Villa
Windsor, CA, 95492, United States
1.4k from Powell's Sweet Shoppe - Windsor center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

4 Bedrooms8 Guests
New to Booking
$427
Average price / night
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The Dragonfly- Complimentary Wine Tasting At Croix Included!
The Dragonfly- Complimentary Wine Tasting At Croix Included!
House
Healdsburg, CA, USA
3.9k from Powell's Sweet Shoppe - Windsor center

Cheap, Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$810
Average price / night
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Luxury Private Pool Home near Healdsburg
Luxury Private Pool Home near Healdsburg
House
Windsor, CA, 95492, United States
1.4k from Powell's Sweet Shoppe - Windsor center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$472
Average price / night
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Peaceful Windsor Retreat with Private Hot Tub!
Peaceful Windsor Retreat with Private Hot Tub!
House
Windsor, CA, USA
3.9k from Powell's Sweet Shoppe - Windsor center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Hot tubs

3 Bedrooms8 Guests
9.5

Superb

2 reviews

$417
Average price / night
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Cozy home minutes to wineries and Russian River
Cozy home minutes to wineries and Russian River
House
Windsor, CA, 95492, United States
1.6k from Powell's Sweet Shoppe - Windsor center

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

4 Bedrooms8 Guests
9.8

Exceptional

21 reviews

$260
Average price / night
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Serenity On Dragonfly A Wine Country Escape
Serenity On Dragonfly A Wine Country Escape
House
Healdsburg, CA, USA
4.0k from Powell's Sweet Shoppe - Windsor center

Barbecue/Outdoor Cooking, Security/Safety, Sports/Activities, Wellness Facilities, Internet, Spa, Fireplace/Heating

3 Bedrooms8 Guests
New to Booking
$861
Average price / night
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SUNNY SPACIOUS RETREAT NEAR GOLF COURSE W/ HOT TUB - WINE COUNTRY GETAWAY
SUNNY SPACIOUS RETREAT NEAR GOLF COURSE W/ HOT TUB - WINE COUNTRY GETAWAY
House
Windsor, CA, 95492, United States
1.7k from Powell's Sweet Shoppe - Windsor center

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

4 Bedrooms8 Guests
7.4

Good

3 reviews

$244
Average price / night
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Wine Country Getaway W/ Fire Pit & Hot Tub!
Wine Country Getaway W/ Fire Pit & Hot Tub!
House
Windsor, CA, 95492, United States
1.7k from Powell's Sweet Shoppe - Windsor center

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

3 Bedrooms6 Guests
10.0

Exceptional

26 reviews

$745
Average price / night
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Peaceful 4 Bed 2 Bath Home with Spacious Backyard
Peaceful 4 Bed 2 Bath Home with Spacious Backyard
House
Windsor, CA, 95492, United States
1.9k from Powell's Sweet Shoppe - Windsor center

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

4 Bedrooms8 Guests
9.4

Superb

12 reviews

$201
Average price / night
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Windsor 2 Bdrm Twin Condo Resort
Windsor 2 Bdrm Twin Condo Resort
Apartment
Windsor, CA, 95492, United States
2.2k from Powell's Sweet Shoppe - Windsor center

AC, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms5 Guests
New to Booking
$291
Average price / night
Check Availability
Windsor 2 Bdrm SN Condo Resort
Windsor 2 Bdrm SN Condo Resort
Apartment
Windsor, CA, 95492, United States
2.3k from Powell's Sweet Shoppe - Windsor center

AC, Arcade, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms5 Guests
New to Booking
$304
Average price / night
Check Availability
Windsor 1 Bdrm Condo Resort
Windsor 1 Bdrm Condo Resort
Apartment
Windsor, CA, 95492, United States
2.4k from Powell's Sweet Shoppe - Windsor center

AC, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

1 Bedroom3 Guests
New to Booking
$274
Average price / night
Check Availability
Luxury Sonoma County wine country retreat just 10 minutes from Healdsburg.
Luxury Sonoma County wine country retreat just 10 minutes from Healdsburg.
House
Windsor, CA, 95492, United States
2.4k from Powell's Sweet Shoppe - Windsor center

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

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$1512
Average price / night
Check Availability
Wineries? Golf? Perfect stay.
Wineries? Golf? Perfect stay.
Apartment
Windsor, CA, 95492, United States
2.5k from Powell's Sweet Shoppe - Windsor center

Dryer, Fitness Equipment, Heater, Internet, Laundry, Living Area, No Smoking, Washer

2 Bedrooms6 Guests
New to Booking
$387
Average price / night
Check Availability

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 in Powell's Sweet Shoppe - Windsor.

Where to stay in Powell's Sweet Shoppe - Windsor? Best neighborhoods & areas

Powell's Sweet Shoppe - Windsor Vacation Rentals on the Map

Frequently Asked Questions

You can explore 231 verified vacation rentals in Powell's Sweet Shoppe - Windsor. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Powell's Sweet Shoppe - Windsor vary depending on the season, property size, and location. Rates typically start from around $128 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Powell's Sweet Shoppe - Windsor include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Powell's Sweet Shoppe - Windsor welcome pets. Currently, 30 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Powell's Sweet Shoppe - Windsor often include amenities such as Fireplace/Heating, Wellness Facilities, and Laundry. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.