We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows:
Internet Explorer
,
Mozilla Firefox
,
Google Chrome
. Mac:
Safari
.
Flights
Vacation Rentals
Restaurants
Things to do
Skip to main content
Discover
Trips
Review
More
CAD
Sign in
Windsor
Hotels
Things to Do
Restaurants
Flights
Vacation Rentals
Cruises
Rental Cars
Forums
Inbox
See all
Sign in
to get trip updates and message other travellers.
Cheap and Discount Windsor Vacation Rentals
Vacation Rentals
USA
California (CA)
Sonoma County
Windsor
Cheap Windsor Vacation Rentals
Search
Owner log in
Windsor
Cheap Vacation Rental Deals
Destination
Check In
Check Out
Guests
2 Guests
Map
Tripadvisor Sort
Revenue impacts this sort order.
Learn more
Bedrooms
Any
Bathrooms
Any
Amenities
Washer/Dryer (118)
Internet or Wifi (117)
Air Conditioning (113)
Fireplace (92)
Show all
Suitability
Kid friendly (123)
Pet friendly (24)
Elder access (6)
Smoking allowed (1)
Show more
Property type
Vacation Rental House (101)
Condominium/Apartment (27)
Cabin Vacation Rental (0)
Private Room (0)
Show more
Distinctive Features
Private Chef (0)
Private Beach (0)
Waterfront (0)
Ski In/Ski Out (0)
Show all
Distance from
5 km
Sonoma-Cutrer Vineyards
Martinelli Winery & Vineyards
La Crema Estate at Saralee's Vineyard
Windsor Town Green
Foothill Regional Park
Show all
128 rentals
in Windsor.
Sonoma County/Wine Country 2 Bed 2 Bath Condominium Resort
50
Condo/Apartment
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Estrella by AvantStay | Secluded Spanish-Style Estate on 7 Acres of Vineyards
14
Holiday Rental House
View on map
6 bedrooms
5 bathrooms
Sleeps 12
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Cottage home near the Russian River; county parks; numerous wineries
47
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Wine Country Home of Healdsburg Wine Maker
14
Holiday Rental House
View on map
6 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Wine Country Beautiful Worldmark 2Bedroom Resort
17
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Wine Country Retreat. Large backyard with pool/spa, outdoor kitchen
27
Holiday Rental House
View on map
4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
“Winetopia” Windsor Getaway - 34 Exceptional Reviews!
30
Holiday Rental House
View on map
4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Worldmark Windsor, Wine Country 2BR 2Bath Sleeps6 Last Minute Availability!!
15
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Wine Country Getaway W/ Fire Pit & Hot Tub!
19
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Treat Yourself to a Great Getaway
55
Condo/Apartment
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley
17
Holiday Rental House
View on map
5 bedrooms
5 bathrooms
Sleeps 15
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Stylish Modern Farmhouse with Private Pool, Outdoor Kitchen, Game Room & WiFi
28
Holiday Rental House
View on map
4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Windsor home on golf course w/ hot tub
10
Holiday Rental House
View on map
4 bedrooms
3 bathrooms
Sleeps 12
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
5bd/4ba w/ Poolside Guest House - near Healdsburg
34
Holiday Rental House
View on map
5 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Wine Country Get Away
21
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Home near golf course, close to Healdsburg
22
Holiday Rental House
View on map
4 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Delightful home near downtown with gas grill, fast WiFi, garden, patio & AC
15
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Visit the Russian River Valley in style!
42
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Heart of Wine Country, Cute Cottage w/Hot Tub
15
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Windsor Santa Rosa Resort Condo 2 BR Twin
6
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Stay at the "Castle" of Windsor in the Heart of Wine Country!
10
Holiday Rental House
View on map
6 bedrooms
3 bathrooms
Sleeps 14
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Spacious 2 BDRM Condo in Sonoma Wine County
6
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Cozy home minutes to wineries and Russian River
13
Holiday Rental House
View on map
4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Gorgeous Resort in California Wine Country, Windsor!
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Gorgeous 4 bedroom w/ hot tub in Windsor
9
Holiday Rental House
View on map
5 bedrooms
3 bathrooms
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
WM Windsor 3 Bedroom Condo. Sleeps 8
Condo/Apartment
View on map
0 bedrooms
0 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Postcard-perfect setting!!
6
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Bike Riding · Golf · Hiking · Lake · Wineries
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Gorgeous region .. Wonderful Times !
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Gorgeous country drive to coast!
2
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Private Cottage 5 minutes from Downtown Healdsburg and Windsor on country lane
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Windsor, CA: Sonoma 1 Bedroom Condo w/Fireplace, Resort Pool, Spa, WiFi & More!
4
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
WM Windsor 1 Bedroom Condo
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Brand New Hybrid Trailer for the California Adventurer!
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Wine country galore!
1
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Breathtaking in all directions!
1
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Beautiful country and wineries!
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Awesome summers and gorgeous winters!
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Take in the beautiful and distinctive wine country!
1
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Visit the Russian River Valley in style!
3
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Gorgeous Resort in California Wine Country, Windsor!
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
God's country spetacular !
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
More to do than time allows !
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Worldmark Windsor Condo 1BD
Condo/Apartment
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Windsor Deluxe Resort 1bdr
2
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
NEW Charming Windsor Home
10
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Great Wine Country and Golfing Resort Getaway!!
1
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6
27
Condo/Apartment
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Windsor, CA: Sonoma 2 Bedroom Condo w/Fireplace, Resort Pool, Spa, WiFi & More!
9
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Postcard-perfect setting!!
6
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
1
2
3
Showing results 1-50 of 128
Windsor
Windsor Tourism
Windsor Hotels
Windsor Bed and Breakfast
Windsor Vacation Rentals
Flights to Windsor
Windsor Restaurants
Windsor Attractions
Windsor Travel Forum
Windsor Photos
Windsor Map
Windsor Guide
Hotels
All Windsor Hotels
Windsor Hotel Deals
By Hotel Type
Windsor Green Hotels
Business Hotels Windsor
Windsor Family Hotels
By Hotel Class
5-stars Hotels in Windsor
4-stars Hotels in Windsor
3-stars Hotels in Windsor
By Hotel Brand
InterContinental (IHG) Hotels in Windsor
Popular Amenities
Pet Friendly Hotels in Windsor
Windsor Hotels with a Pool
Popular Windsor Categories
Hotels with Free Wifi in Windsor
Suite Hotels in Windsor
Hotels with Hot Tubs in Windsor
Windsor Non-Smoking Hotels
Quiet Hotels in Windsor
Windsor Hotels with Gym
Windsor Accessible Hotels
Windsor Hotels with Air Conditioning
Windsor Hotels with Outdoor Pool
Windsor Hotels with Laundry Facilities
Near Airports
Hotels near (OAK) Metropolitan Oakland Intl Airport
Hotels near (STS) Sonoma County Airport
Near Colleges
Hotels near Empire College
Hotels near Santa Rosa Junior College
Things to Do
Restaurants
Flights
Vacation Rentals
By Vacation Rental Type
Cheap Windsor Vacation Rentals
Windsor Luxury Vacation Rentals
Places of Interest
Vacation Rentals near Safari West
Vacation Rentals near Burke's Canoe Trips on the Russian River
Vacation Rentals near Martinelli Winery & Vineyards
Vacation Rentals near Benovia Winery
Vacation Rentals near Chalk Hill Winery
Vacation Rentals near Copain Wines
Travel Stories
Cruises
Rental Cars
More
Tours
Add a Place
Travel Forum
Airlines
Travellers' Choice
Help Centre
Travel Stories