Vacation Rentals in Windsor, CA
PRICE PER NIGHT
ACCOMMODATION TYPES
NEW! Peaceful Windsor Retreat w/ Private Hot Tub!
No reviews
·
Windsor
·
3 br
·
Sleeps 10
·
Ceiling Fan · Toiletries · Garden ·
From
$185/nightProperty
House · 3 Beds · 2 baths
Amenities
Ceiling Fan
Toiletries
Tv
Cable
Microwave
Walk In Closets
Central Heat
Assigned Parking
Other spaces
Garden, Kitchen
Home near Healdsburg w/ Hot tub & pool
9.3
Excellent
·
Windsor
·
4 br
·
Sleeps 10
·
Pool · Hot Tub · Air Conditioning ·
From
$389/nightProperty
House · 4 Beds · 3 baths
Amenities
Pool
Hot Tub
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Kitchen
Worldmark Windsor, Wine Country 2BR 2Bath Sleeps6 Last Minute Availability!
9
Excellent
·
Windsor
·
2 br
·
Sleeps 6
·
Carpet · Free Parking · Workspace ·
From
$233/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Carpet
Free Parking
Pool
Hot Tub
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Other spaces
Workspace, Kitchen
Wine County Retreat
No reviews
·
Windsor
·
4 br
·
Sleeps 8
·
On Site Laundry · Outdoor Space · Workspace ·
From
$492/nightProperty
Apartment · 4 Beds · 3 baths
Amenities
On Site Laundry
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Workspace, Kitchen
Herb Retreat
No reviews
·
Windsor
·
4 br
·
Sleeps 10
·
Private Pool · On Site Laundry · Outdoor Space ·
From
$624/nightProperty
Apartment · 4 Beds · 4 baths
Amenities
Private Pool
On Site Laundry
Pool
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Other spaces
Workspace, Kitchen
Lord Manor
No reviews
·
Windsor
·
4 br
·
Sleeps 8
·
On Site Laundry · Fireplace · Air Conditioning ·
From
$451/nightProperty
Apartment · 4 Beds · 3 baths
Amenities
On Site Laundry
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Kitchen
Wine Country Hideaway
No reviews
·
Windsor
·
3 br
·
Sleeps 6
·
On Site Laundry · Outdoor Space · Air Conditioning ·
From
$426/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
On Site Laundry
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Kitchen
Red Rooster Cottage
No reviews
·
Windsor
·
1 br
·
Sleeps 4
·
On Site Laundry · Outdoor Space · Hot Tub ·
From
$278/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
On Site Laundry
Hot Tub
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Kitchen
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Stellar Retreat
No reviews
·
Windsor
·
3 br
·
Sleeps 6
·
On Site Laundry · Outdoor Space · Hot Tub ·
From
$350/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
On Site Laundry
Hot Tub
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Kitchen
Wine Country Getaway
No reviews
·
Windsor
·
3 br
·
Sleeps 6
·
On Site Laundry · Outdoor Space · Air Conditioning ·
From
$325/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
On Site Laundry
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Kitchen
with Pool & Hot Tub, Beautifully Appointed 4BR Home! home
No reviews
·
Windsor
·
4 br
·
Sleeps 8
·
Assigned Parking · Free Parking · Private Pool ·
From
$491/nightProperty
Apartment · 4 Beds · 3 baths
Amenities
Assigned Parking
Free Parking
Private Pool
On Site Laundry
Pool
Hot Tub
Dishwasher
In Unit Laundry
Other spaces
Workspace, Kitchen
Brand New Listing – Windsor “Winetopia” Getaway
10
Excellent
·
Windsor
·
4 br
·
Sleeps 8
·
Hardwood Floor · Assigned Parking · Free Parking ·
From
$536/nightProperty
Apartment · 4 Beds · 3 baths
Amenities
Hardwood Floor
Assigned Parking
Free Parking
On Site Laundry
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Other spaces
Kitchen
Peaceful Windsor Retreat with Private Hot Tub!
No reviews
·
Windsor
·
3 br
·
Sleeps 10
·
Free Parking · Outdoor Space · Hot Tub ·
From
$360/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
Free Parking
Hot Tub
Fireplace
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Kitchen
The Oak House - Pool+Spa 5 mins to Healdsburg
10
Excellent
·
Windsor
·
5 br
·
High Ceilings · Walk In Closets · Private Pool ·
From
$1,001/nightProperty
House · 5 Beds · 4 baths
Amenities
High Ceilings
Walk In Closets
Private Pool
On Site Laundry
Pool
Hot Tub
Fireplace
Air Conditioning
Other spaces
Workspace, Kitchen
NEW! 3 BDRM Luxury Wine Country Home w Fireplace & BBQ Grill
8
Very good
·
Windsor
·
3 br
·
Sleeps 6
·
Outdoor Space · Balcony · Workspace ·
From
$327/nightProperty
House · 3 Beds · 3 baths
Amenities
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Balcony, Workspace, Kitchen
Gorgeous 4 bedroom w/ hot tub in Windsor
No reviews
·
Windsor
·
4 br
·
Sleeps 5
·
Outdoor Space · Balcony · Hot Tub ·
From
$442/nightProperty
House · 4 Beds · 3 baths
Amenities
Hot Tub
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Balcony, Kitchen
Stylish Modern Farmhouse with Private Pool, Outdoor Kitchen, Game Room & WiFi
10
Excellent
·
Windsor
·
4 br
·
Sleeps 10
·
Hardwood Floor · Private Pool · On Site Laundry ·
From
$761/nightProperty
House · 4 Beds · 4 baths
Amenities
Hardwood Floor
Private Pool
On Site Laundry
Pool
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Other spaces
Kitchen
Wine country vacation by Healdsburg, sleeps 6
9.3
Excellent
·
Windsor
·
3 br
·
Sleeps 5
·
Outdoor Space · Fireplace · Air Conditioning ·
From
$329/nightProperty
House · 3 Beds · 2 baths
Amenities
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Kitchen
Windsor, CA: Sonoma 3 Bedroom Condo w/Fireplace, Resort Pool, Spa, WiFi & More!
8.5
Very good
·
Windsor
·
3 br
·
Private Pool · Balcony · Pool ·
From
$181/nightProperty
Hotel · 3 Beds · 2 baths
Amenities
Private Pool
Pool
Hot Tub
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Other spaces
Balcony, Kitchen
Windsor, CA: Sonoma 2 Bedroom Condo w/Fireplace, Resort Pool, Spa, WiFi & More!
8.8
Very good
·
Windsor
·
2 br
·
Private Pool · Balcony · Pool ·
From
$223/nightProperty
Hotel · 2 Beds · 2 baths
Amenities
Private Pool
Pool
Hot Tub
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Other spaces
Balcony, Kitchen
Elegant, Remodeled Downtown Home with Outdoor Bar, Firepit, & Gas Fireplace
6
Good
·
Windsor
·
3 br
·
Sleeps 8
·
Walk In Closets · On Site Laundry · Workspace ·
From
$479/nightProperty
House · 3 Beds · 3 baths
Amenities
Walk In Closets
On Site Laundry
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Other spaces
Workspace, Kitchen
Treat Yourself to a Great Getaway
9.4
Excellent
·
Windsor
·
2 br
·
Sleeps 6
·
Beach · Central Heat · Balcony ·
From
$249/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Beach
Central Heat
Pool
Hot Tub
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Other spaces
Balcony, Workspace, Kitchen
WorldMark Windsor Condo 2BD
8.5
Very good
·
Windsor
·
2 br
·
Sleeps 6
·
Fitness Center · Private Pool · Balcony ·
From
$210/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Fitness Center
Private Pool
Pool
Hot Tub
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Other spaces
Balcony, Workspace, Kitchen
Bike Riding · Golf · Hiking · Lake · Wineries
No reviews
·
Windsor
·
Studio
·
Sleeps 2
·
Balcony · Workspace · Pool ·
From
$165/nightProperty
Hotel · Studio · 1 bath
Amenities
Pool
Hot Tub
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Other spaces
Balcony, Workspace, Kitchen
Gorgeous region .. Wonderful Times !
10
Excellent
·
Windsor
·
Studio
·
Sleeps 2
·
Balcony · Workspace · Pool ·
From
$169/nightProperty
Hotel · Studio · 1 bath
Amenities
Pool
Hot Tub
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Other spaces
Balcony, Workspace, Kitchen
Worldmark Windsor/Healdsburg Wine country resort Condos 3BEDROOM!! 2BA Sleeps8
9.7
Excellent
·
Windsor
·
3 br
·
Sleeps 8
·
Carpet · Free Parking · Balcony ·
From
$313/nightProperty
House · 3 Beds · 2 baths
Amenities
Carpet
Free Parking
Pool
Hot Tub
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Other spaces
Balcony, Workspace, Kitchen
So much to enjoy ... So little Time !
No reviews
·
Windsor
·
3 br
·
Sleeps 6
·
Balcony · Workspace · Pool ·
From
$397/nightProperty
Hotel · 3 Beds · 3 baths
Amenities
Pool
Hot Tub
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Other spaces
Balcony, Workspace, Kitchen
What an absolute gem!
No reviews
·
Windsor
·
2 br
·
Sleeps 6
·
Balcony · Workspace · Pool ·
From
$259/nightProperty
Hotel · 2 Beds · 2 baths
Amenities
Pool
Hot Tub
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Other spaces
Balcony, Workspace, Kitchen
Beautiful country and wineries!
No reviews
·
Windsor
·
1 br
·
Sleeps 4
·
Balcony · Workspace · Pool ·
From
$192/nightProperty
Hotel · 1 Bed · 1 bath
Amenities
Pool
Hot Tub
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Other spaces
Balcony, Workspace, Kitchen
Brand New Listing – Windsor “Winetopia” Getaway
10
Excellent
·
Windsor
·
4 br
·
Sleeps 8
·
Air Conditioning · Dishwasher · In Unit Laundry ·
From
$598/nightProperty
House · 4 Beds · 3 baths
Amenities
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Kitchen
Close to Healdsburg Plaza with Vineyard Views and Hot Tub!
9.3
Excellent
·
Windsor
·
3 br
·
Fitness Center · Outdoor Space · Balcony ·
From
$475/nightProperty
House · 3 Beds · 3 baths
Amenities
Fitness Center
Hot Tub
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Balcony, Kitchen
Welcome to wine country heaven !
No reviews
·
Windsor
·
2 br
·
Sleeps 6
·
Balcony · Workspace · Pool ·
From
$259/nightProperty
Hotel · 2 Beds · 2 baths
Amenities
Pool
Hot Tub
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Other spaces
Balcony, Workspace, Kitchen
Fiano by AvantStay Centrally Located Haven w Stunning Courtyard Pool Table
No reviews
·
Windsor
·
4 br
·
Sleeps 10
·
Air Conditioning · Furnished · Wifi ·
From
$572/nightProperty
Apartment · 4 Beds · 3 baths
Amenities
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
Estrella by AvantStay Secluded Spanish-Style Estate on 7 Acres of Vineyards
No reviews
·
Windsor
·
Studio
·
Sleeps 12
·
Assigned Parking · Free Parking · Private Pool ·
From
$977/nightProperty
Apartment · Studio · 4 baths
Amenities
Assigned Parking
Free Parking
Private Pool
Pool
Hot Tub
Fireplace
Air Conditioning
Dishwasher
Other spaces
Kitchen
Grigio by AvantStay Upscale Sonoma Escape
No reviews
·
Windsor
·
Studio
·
Sleeps 12
·
Assigned Parking · Free Parking · Outdoor Space ·
From
$626/nightProperty
Apartment · Studio · 4 baths
Amenities
Assigned Parking
Free Parking
Hot Tub
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Other spaces
Balcony, Kitchen
Wine country getaway in the middle of Sonoma Country
10
Excellent
·
Windsor
·
3 br
·
Sleeps 6
·
Smoking Allowed · Mountains · Outdoor Space ·
From
$430/nightProperty
House · 3 Beds · 3 baths
Amenities
Smoking Allowed
Mountains
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Other spaces
Kitchen
Amazing Resort-like Estate Near Healdsburg, CA
10
Excellent
·
Windsor
·
3 br
·
Sleeps 8
·
Fitness Center · Private Pool · Pool ·
From
$1,661/nightProperty
House · 3 Beds · 3 baths
Amenities
Fitness Center
Private Pool
Pool
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Other spaces
Kitchen
Healdsburg: Wine Country Retreat-Serenity, Swimming and Solitude
9.8
Excellent
·
Windsor
·
3 br
·
Sleeps 8
·
Central Heat · Private Pool · Pool ·
From
$500/nightProperty
House · 3 Beds · 3 baths
Amenities
Central Heat
Private Pool
Pool
Hot Tub
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Other spaces
Kitchen
Gorgeous country drive to coast!
10
Excellent
·
Windsor
·
Studio
·
Sleeps 2
·
Balcony · Workspace · Pool ·
From
$169/nightProperty
Hotel · Studio · 1 bath
Amenities
Pool
Hot Tub
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Other spaces
Balcony, Workspace, Kitchen
Postcard-perfect setting!!
8
Very good
·
Windsor
·
Studio
·
Balcony · Workspace · Pool ·
From
$165/nightProperty
Hotel · Studio · 1 bath
Amenities
Pool
Hot Tub
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Other spaces
Balcony, Workspace, Kitchen
Beautiful 3 bedroom 2 bath Wine Country home with a Fire Pit & BBQ
9.8
Excellent
·
Windsor
·
3 br
·
Sleeps 8
·
Air Conditioning · Dishwasher · In Unit Laundry ·
From
$333/nightProperty
House · 3 Beds · 2 baths
Amenities
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Garage Parking
Onsite Management
Other spaces
Kitchen
Breathtaking in all directions!
10
Excellent
·
Windsor
·
3 br
·
Sleeps 6
·
Balcony · Workspace · Pool ·
From
$379/nightProperty
Hotel · 3 Beds · 3 baths
Amenities
Pool
Hot Tub
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Other spaces
Balcony, Workspace, Kitchen
Adorable, Well Maintained and Fully Stocked
9.8
Excellent
·
Windsor
·
3 br
·
Sleeps 6
·
Lake · Waterfront · Mountains ·
From
$312/nightProperty
House · 3 Beds · 2 baths
Amenities
Lake
Waterfront
Mountains
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Other spaces
Kitchen
Love the outdoors???
9.2
Excellent
·
Windsor
·
2 br
·
Sleeps 6
·
Balcony · Workspace · Pool ·
From
$272/nightProperty
Hotel · 2 Beds · 2 baths
Amenities
Pool
Hot Tub
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Other spaces
Balcony, Workspace, Kitchen
Windsor Wine Country Vacation Home.
9.5
Excellent
·
Windsor
·
4 br
·
Sleeps 12
·
Outdoor Space · Hot Tub · Air Conditioning ·
From
$400/nightProperty
House · 4 Beds · 4 baths
Amenities
Hot Tub
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Garage Parking
Other spaces
Kitchen
Windsor, CA: Sonoma 1 Bedroom Condo w/Fireplace, Resort Pool, Spa, WiFi & More!
8.7
Very good
·
Windsor
·
1 br
·
Private Pool · Balcony · Pool ·
From
$179/nightProperty
Hotel · 1 Bed · 1 bath
Amenities
Private Pool
Pool
Hot Tub
Fireplace
Air Conditioning
In Unit Laundry
Oven
Furnished
Other spaces
Balcony, Kitchen
Wine Makers Two Story 5 Bed with Large Kitchen
8
Very good
·
Windsor
·
5 br
·
Sleeps 12
·
Hardwood Floor · Carpet · Assigned Parking ·
From
$291/nightProperty
Apartment · 5 Beds · 2 baths
Amenities
Hardwood Floor
Carpet
Assigned Parking
Free Parking
On Site Laundry
Fireplace
Dishwasher
In Unit Laundry
Other spaces
Workspace, Kitchen
Postcard-perfect setting!!
10
Excellent
·
Windsor
·
3 br
·
Sleeps 8
·
Balcony · Workspace · Pool ·
From
$319/nightProperty
Hotel · 3 Beds · 2 baths
Amenities
Pool
Hot Tub
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Other spaces
Balcony, Workspace, Kitchen
Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6
9.1
Excellent
·
Windsor
·
2 br
·
Sleeps 6
·
Beach · Fitness Center · Central Heat ·
From
$230/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Beach
Fitness Center
Central Heat
Pool
Hot Tub
Fireplace
Air Conditioning
Dishwasher
Other spaces
Balcony, Workspace, Kitchen
Wine Country Getaway with Hot Tub
No reviews
·
Windsor
·
3 br
·
Sleeps 8
·
Fireplace · Furnished · Kitchen ·
From
$513/nightProperty
House · 3 Beds · 3 baths
Amenities
Fireplace
Furnished
Other spaces
Kitchen
Showing 1 - 50 of 154 results
Updated: March 22, 2023
Learn about vacation rentals in
Windsor
Explore 155 vacation rentals near Windsor, California. Whether you’re a tourist or on a staycation, there’s plenty of things to do and restaurants to try around the city. If you’re looking to take a trip to Windsor, you can see photos of Windsor vacation rentals, view amenities and features, browse by specific property types, and more. Use our interactive map to find Windsor vacation rentals in specific areas. Whether you’re looking for a Windsor staycation, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price in Windsor is $165 per night and the highest price is $1,661 per night.
26 of the vacation rentals near Windsor are
apartments or condos. The average bathroom count for this property type is 2. The median price for these vacation
units is $231 per night. There are
currently 10 vacation units under this
price. 80 of the vacation rentals near Windsor are houses.
The average bathroom count for a vacation house near Windsor is
3. The average price for vacation houses near Windsor is $493 per night. There are 55 vacation homes under this price. The most common
amenities for vacation rentals near Windsor are: furnished, kitchen, and wifi. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.
1 bed rentals
19 available
2 bed rentals
40 available
3 bed rentals
54 available
4+ bed rentals
36 available
Getting around Windsor
Walking
2/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).
Car
9/10
Commuting is easy with multiple accessible routes and plenty of parking.
Transit
0/10
FYI, there are little to no public transit options within walking distance.
Points of interest in Windsor
Groceries
2/10
No grocery stores within walking distance
Shopping
2/10
Few or no shops within walking distance
Cafes
0/10
Few or no cafés within walking distance
Restaurants
4/10
Some restaurants within walking distance
Nightlife
0/10
Few or no bars within walking distance
Vacation Rentals in Windsor, CA FAQ
How many vacation rentals in Windsor are available?
There are currently 155 vacation rentals in Windsor available. Our vacation rentals in Windsor include nightly rentals, weekend rentals, weekly rentals, and monthly rentals.
Are there any pet friendly vacation rentals in Windsor?
Yes, right now there are 36 pet friendly vacation rentals in Windsor. A pet friendly vacation rental in Windsor means a rental home that is dog friendly or cat friendly. Some pet friendly homes may accommodate other types of pets, as well. Contact the listing agent for any pet related inquiries.
Are there any vacation rentals in Windsor with a pool?
Yes there are vacation rentals with a pool available in Windsor, CA. View more detailed vacation spots on Vacations by Zumper.
Are there any vacation rentals in Windsor with internet access?
As of March 22, 2023, there are vacation rentals with internet access available in Windsor, California. Check out more enjoyable destinations on Vacations by Zumper.
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