Vacation Rentals in Windsor, CA
PRICE PER NIGHT
ACCOMMODATION TYPES
Top-Rated Vacation Rentals in Windsor, CA
Book a vacation rental in Windsor that has the highest visitor rating. Here are 6 of the best vacation rentals in Windsor.
Price drop
Wine County Retreat
10
Excellent
·
Windsor
·
4 br
·
Sleeps 8
·
Oven · Fireplace · On Site Laundry ·
From
$1,516/nightProperty
Apartment · 4 Beds · 3 baths
Amenities
Oven
Fireplace
On Site Laundry
Furnished
In Unit Laundry
Wifi
Dishwasher
Air Conditioning
Other spaces
Workspace, Kitchen
Price drop
Brand New Listing – Windsor “Winetopia” Getaway
10
Excellent
·
Windsor
·
4 br
·
Sleeps 8
·
Dishwasher · Oven · Free Parking ·
From
$493/nightProperty
Apartment · 4 Beds · 3 baths
Amenities
Dishwasher
Oven
Free Parking
Assigned Parking
Furnished
Wifi
On Site Laundry
Fireplace
Other spaces
Kitchen
Price drop
Breathtaking in all directions!
10
Excellent
·
Windsor
·
3 br
·
Sleeps 8
·
Elevator · Pool · On Site Laundry ·
From
$252/nightProperty
Condo · 3 Beds · 2 baths
Amenities
Elevator
Pool
On Site Laundry
Dishwasher
Fireplace
Swimming Pool
Hot Tub
Furnished
Other spaces
Kitchen, Workspace, Balcony
Price drop
All the comforts of home!
10
Excellent
·
Windsor
·
2 br
·
Sleeps 6
·
Oven · Balcony · Air Conditioning ·
From
$243/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Oven
Air Conditioning
Dishwasher
Pool
Hot Tub
Elevator
Fitness Center
Swimming Pool
Other spaces
Balcony, Kitchen, Workspace
Price drop
WM Windsor 2 Bedroom Twin Condo. Sleeps 6
10
Excellent
·
Windsor
·
2 br
·
Sleeps 6
·
Assigned Parking · Fitness Center · Workspace ·
From
$214/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Assigned Parking
Fitness Center
Air Conditioning
Swimming Pool
On Site Laundry
Furnished
Fireplace
Wifi
Other spaces
Workspace, Kitchen, Balcony
Wine Country Beautiful Worldmark 2Bedroom Resort
10
Excellent
·
Windsor
·
2 br
·
Sleeps 6
·
Outdoor Space · Kitchen · Pool ·
From
$218/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Pool
Fitness Center
Fireplace
Hot Tub
Dishwasher
Air Conditioning
Elevator
Business Center
Other spaces
Kitchen, Workspace
Our Recommended Vacation Rentals in Windsor, CA
We analyzed vacation rentals in Windsor from many property providers including but not limited to VRBO, Booking.com, Evolve, Blueground and more. We're providing our top recommended offers on the best vacation rentals in Windsor to help you find a deal for your next trip.
Price drop
Herb Retreat
No rating
·
Windsor
·
4 br
·
Sleeps 8
·
Swimming Pool · Furnished · Dishwasher ·
From
$1,887/nightProperty
Apartment · 4 Beds · 4 baths
Amenities
Swimming Pool
Furnished
Dishwasher
Private Pool
Oven
Fireplace
Pool
Air Conditioning
Other spaces
Kitchen, Workspace
Price drop
Lord Manor
No rating
·
Windsor
·
4 br
·
Sleeps 8
·
Furnished · In Unit Laundry · Air Conditioning ·
From
$760/nightProperty
Apartment · 4 Beds · 3 baths
Amenities
Furnished
In Unit Laundry
Air Conditioning
Wifi
Fireplace
On Site Laundry
Oven
Dishwasher
Other spaces
Kitchen
Price drop
Summer Oasis
No rating
·
Windsor
·
3 br
·
Sleeps 8
·
Hot Tub · Outdoor Space · In Unit Laundry ·
From
$801/nightProperty
Apartment · 3 Beds · 3 baths
Amenities
Hot Tub
In Unit Laundry
Fireplace
Wifi
Dishwasher
On Site Laundry
Air Conditioning
Furnished
Other spaces
Balcony, Kitchen
Price drop
Red Rooster Cottage
No rating
·
Windsor
·
1 br
·
Sleeps 4
·
Dishwasher · Oven · Kitchen ·
From
$394/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Dishwasher
Oven
Swimming Pool
On Site Laundry
Air Conditioning
Wifi
Furnished
Hot Tub
Other spaces
Kitchen
Price drop
Wine Country Getaway
9.2
Excellent
·
Windsor
·
3 br
·
Sleeps 6
·
Oven · Dishwasher · Air Conditioning ·
From
$589/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
Oven
Dishwasher
Air Conditioning
Wifi
In Unit Laundry
On Site Laundry
Furnished
Other spaces
Kitchen
Budget-Friendly Vacation Rentals in Windsor, CA
Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Windsor starting at $100. Use the price filter at the top of the page to search for more specific prices.
Private Cottage 5 minutes from Healdsburg!
No rating
·
Windsor
·
1 br
·
Sleeps 2
·
Kitchen · Air Conditioning · Furnished ·
From
$100/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Air Conditioning
Furnished
Wifi
On Site Laundry
Other spaces
Kitchen
Holiday Inn Express Windsor Sonoma Wine Country, an IHG Hotel
8.3
Very good
·
Windsor
·
1 br
·
Sleeps 4
·
Fitness Center · Smoking Allowed · Free Parking ·
From
$107/nightProperty
Hotel · 1 Bed
Amenities
Fitness Center
Smoking Allowed
Free Parking
Air Conditioning
Dry Cleaning Service
Business Center
Pool
Wifi
Other spaces
Workspace
Holiday Inn Windsor - Wine Country, an IHG Hotel
8.3
Very good
·
Windsor
·
1 br
·
Sleeps 4
·
Dry Cleaning Service · Fitness Center · Smoking Allowed ·
From
$110/nightProperty
Hotel · 1 Bed
Amenities
Dry Cleaning Service
Fitness Center
Smoking Allowed
Furnished
Air Conditioning
Carpet
Garage Parking
In Unit Laundry
Other spaces
Workspace
Hampton Inn & Suites Windsor-Sonoma Wine Country
9
Excellent
·
Windsor
·
1 br
·
Sleeps 6
·
Fireplace · Hot Tub · Outdoor Space ·
From
$114/nightProperty
Hotel · 1 Bed
Amenities
Fireplace
Hot Tub
Pool
Storage
Free Parking
On Site Laundry
Dry Cleaning Service
Furnished
Other spaces
Workspace
WorldMark Windsor
8.7
Very good
·
Windsor
·
1 br
·
Sleeps 6
·
Assigned Parking · Business Center · Balcony ·
From
$124/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Assigned Parking
Business Center
Swimming Pool
Oven
Carpet
Furnished
Air Conditioning
Wifi
Other spaces
Balcony, Kitchen, Workspace
Cozy Private Suite w/Private Entrance, Fire Pit
No rating
·
Windsor
·
1 br
·
Sleeps 2
·
Fireplace · Outdoor Space · Fitness Center ·
From
$131/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Fireplace
Fitness Center
Air Conditioning
Oven
Furnished
In Unit Laundry
Wifi
Elevator
Other spaces
Kitchen
Vacation Rentals With AC and/or Heat in Windsor, CA
Whether you need air conditioning or central heating, these vacation rentals are for you.
Price drop
Minutes to Dozens of World Class Wineries - 2 Bedroom / 2 Bath - Sleeps 6
10
Excellent
·
Windsor
·
2 br
·
Sleeps 6
·
On Site Laundry · Fitness Center · Swimming Pool ·
From
$254/nightProperty
Condo · 2 Beds · 2 baths
Amenities
On Site Laundry
Fitness Center
Swimming Pool
Elevator
Fireplace
Oven
Beach
Pool
Other spaces
Balcony, Kitchen, Workspace
Price drop
Healdsburg: Wine Country Retreat-Serenity, Swimming and Solitude
10
Excellent
·
Windsor
·
3 br
·
Sleeps 8
·
Fireplace · On Site Laundry · Air Conditioning ·
From
$375/nightProperty
House · 3 Beds · 3 baths
Amenities
Fireplace
On Site Laundry
Air Conditioning
Private Pool
Hot Tub
Swimming Pool
Dishwasher
Central Heat
Other spaces
Kitchen
Peaceful Windsor Retreat w/ Private Hot Tub!
10
Excellent
·
Windsor
·
3 br
·
Sleeps 10
·
Ceiling Fan · Walk In Closets · Central Heat ·
From
$185/nightProperty
House · 3 Beds · 2 baths
Amenities
Ceiling Fan
Walk In Closets
Central Heat
Free Parking
Fireplace
Dishwasher
Air Conditioning
Oven
Other spaces
Workspace, Garden, Kitchen
Pet-Friendly Vacation Rentals in Windsor, CA
Pets are part of the family, so instead of leaving them at home, book one of these pet-friendly vacation rentals in Windsor. Read the details of each rental more closely for specific pet policies.
Home near golf course, close to Healdsburg
10
Excellent
·
Windsor
·
3 br
·
Sleeps 6
·
Outdoor Space · Furnished · Kitchen ·
From
$352/nightProperty
House · 3 Beds · 3 baths
Amenities
Furnished
Dishwasher
On Site Laundry
Air Conditioning
Wifi
Hot Tub
Oven
Other spaces
Kitchen, Workspace
Price drop
Windsor Wine Country Farmhouse
No rating
·
Windsor
·
4 br
·
Sleeps 10
·
Dishwasher · Wifi · Oven ·
From
$464/nightProperty
House · 4 Beds · 3 baths
Amenities
Dishwasher
Wifi
Oven
Furnished
Air Conditioning
Hot Tub
On Site Laundry
Other spaces
Kitchen
Price drop
Home near golf course w/ hot tub
10
Excellent
·
Windsor
·
3 br
·
Sleeps 6
·
Wifi · On Site Laundry · Air Conditioning ·
From
$325/nightProperty
House · 3 Beds · 2 baths
Amenities
Wifi
On Site Laundry
Air Conditioning
Furnished
Expand your search criteria to see more vacation rentals near Windsor.
Updated: September 27, 2023
Fair Housing & Equal Opportunity
Zumper is built by passionate people in San Francisco.Interested in joining the team?