The Best Airbnb Deals in
Windsor, California

Save money on your trip by finding the biggest discounts for top-rated Airbnb rentals in Windsor, California. Enter your travel dates to find the best deals!

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AirDNA Score: 100
$399/night

A Sunny Spacious American Home with Backyard

4 beds
2.5 baths
8 guests
Average Price:  
$425
6% Cheaper
than normal
AirDNA Score: 82
$150/night

LAST MINUTE PRICE - 2 Bdrm Condo - No Cleaning Fee

2 beds
2 baths
6 guests
Average Price:  
$298
50% Cheaper
than normal
AirDNA Score: 73
$200/night

Beau''s place

2 beds
1 bath
4 guests
Average Price:  
$189
6% More
than normal
AirDNA Score: 73
$233/night

Windsor, CA, 2 Bedroom Q #1

2 beds
2 baths
6 guests
Average Price:  
$305
24% Cheaper
than normal
AirDNA Score: 72
$376/night

Windsor, CA, 3 Bedroom Penthouse Z #1

3 beds
3 baths
6 guests
Average Price:  
$443
15% Cheaper
than normal
AirDNA Score: 72
$233/night

Windsor, CA, 2 Bedroom S #1

2 beds
2 baths
6 guests
Average Price:  
$293
20% Cheaper
than normal
AirDNA Score: 72
$233/night

Windsor, CA, 2 Bedroom T #3

2 beds
2 baths
6 guests
Average Price:  
$325
28% Cheaper
than normal
AirDNA Score: 72
$210/night

Eat, Drink, Pool - Choose the Order -2 Bdrm-Slps 6

2 beds
2 baths
6 guests
Average Price:  
$382
45% Cheaper
than normal
AirDNA Score: 72
$330/night

Windsor, CA, 3 Bedroom Deluxe Z #1

3 beds
3 baths
8 guests
Average Price:  
$346
5% Cheaper
than normal
AirDNA Score: 71
$225/night

Winelight Vineyard Home With Spa

2 beds
1 bath
4 guests
Average Price:  
$245
8% Cheaper
than normal
AirDNA Score: 71
$233/night

Windsor, CA, 2 Bedroom T #1

2 beds
2 baths
6 guests
Average Price:  
$311
25% Cheaper
than normal
AirDNA Score: 70
$233/night

Windsor, CA, 2 Bedroom Queen #1

2 beds
2 baths
6 guests
Average Price:  
$311
25% Cheaper
than normal
AirDNA Score: 70
$210/night

Create Your Own 5 Star Vacation - 2 Bdrm Condo

2 beds
2 baths
6 guests
Average Price:  
$413
49% Cheaper
than normal
AirDNA Score: 68
$289/night

2 Bed Windsor~5★ Wyndham Condo~NO CLEAN FEE~Slps 6

2 beds
2 baths
6 guests
Average Price:  
$332
13% Cheaper
than normal
AirDNA Score: 67
$120/night

Luxurious Windsor Condo - 2bed/2bath Queen

2 beds
2 baths
6 guests
Average Price:  
$203
41% Cheaper
than normal
AirDNA Score: 67
$120/night

Luxurious Windsor Condo - 2bed/2bath Twins

2 beds
2 baths
6 guests
Average Price:  
$230
48% Cheaper
than normal
AirDNA Score: 67
$311/night

Windsor, CA, 3 Bedroom #1

3 beds
2 baths
8 guests
Average Price:  
$365
15% Cheaper
than normal
AirDNA Score: 67
$249/night

2 Bed Windsor~NO FEES~Slps 6~Wyndham~WINE COUNTRY

2 beds
2 baths
6 guests
Average Price:  
$325
23% Cheaper
than normal
AirDNA Score: 66
$149/night

Windsor/Sonoma 2 Bed/2 Bath Condo Resort~Pool~

2 beds
2 baths
6 guests
Average Price:  
$264
44% Cheaper
than normal
AirDNA Score: 66
$190/night

Worldmark Windsor/Santa Rosa/Healdsburg Ironman *2

2 beds
2 baths
6 guests
Average Price:  
$345
45% Cheaper
than normal
AirDNA Score: 66
$210/night

Wine Country Is Open - 2 Bedroom Resort Condo

2 beds
2 baths
6 guests
Average Price:  
$351
40% Cheaper
than normal
AirDNA Score: 66
$150/night

LAST MINUTE PRICE - 2 Bdrm Slp 6 - No Cleaning Fee

2 beds
2 baths
6 guests
Average Price:  
$287
48% Cheaper
than normal
AirDNA Score: 66
$650/night

Windsor Wine-derland Sonoma County Getaway

2 beds
1.5 baths
10 guests
Average Price:  
$712
9% Cheaper
than normal
AirDNA Score: 66
$120/night

Luxurious Windsor Condo - 2bed/2bath Twins

2 beds
2 baths
6 guests
Average Price:  
$237
49% Cheaper
than normal
AirDNA Score: 65
$120/night

Luxurious Windsor Condo - 3bed/2bath

3 beds
2 baths
8 guests
Average Price:  
$236
49% Cheaper
than normal
AirDNA Score: 65
$376/night

Windsor, CA, 3 Bedroom Penthouse #1

3 beds
3 baths
6 guests
Average Price:  
$451
17% Cheaper
than normal
AirDNA Score: 65
$139/night

Windsor 2 Bdrm Twin Condo Resort

2 beds
2 baths
6 guests
Average Price:  
$231
40% Cheaper
than normal
AirDNA Score: 65
$311/night

Windsor, CA, 3 Bedroom #2

3 beds
2 baths
8 guests
Average Price:  
$365
15% Cheaper
than normal
AirDNA Score: 65
$120/night

Luxurious Windsor Condo - 3bed/2bath

3 beds
2 baths
8 guests
Average Price:  
$234
49% Cheaper
than normal
AirDNA Score: 65
$330/night

Windsor, CA, 3 Bedroom Deluxe #1

3 beds
3 baths
8 guests
Average Price:  
$357
8% Cheaper
than normal
AirDNA Score: 65
$233/night

Windsor, CA, 2 Bedroom SN #1

2 beds
2 baths
6 guests
Average Price:  
$306
24% Cheaper
than normal
AirDNA Score: 65
$120/night

Luxurious Windsor Condo - 2bed/2bath Twins

2 beds
2 baths
6 guests
Average Price:  
$234
49% Cheaper
than normal
AirDNA Score: 64
$139/night

Windsor 2 Bdrm #2 Condo Resort

2 beds
2 baths
6 guests
Average Price:  
$182
24% Cheaper
than normal
AirDNA Score: 64
$169/night

Sonoma Wine Country Suite

1 bed
1 bath
4 guests
Average Price:  
$195
13% Cheaper
than normal
AirDNA Score: 64
$139/night

Windsor 2 Bdrm Twin #2 Condo Resort

2 beds
2 baths
6 guests
Average Price:  
$259
46% Cheaper
than normal
AirDNA Score: 64
$325/night

WindorS, in the wine country condo, studio,2

studio
1 bath
2 guests
Average Price:  
$391
17% Cheaper
than normal
AirDNA Score: 64
$139/night

Windsor 2 Bdrm SN Condo Resort

2 beds
2 baths
6 guests
Average Price:  
$245
43% Cheaper
than normal
AirDNA Score: 62
$139/night

Windsor 2 Bdrm Condo Resort

2 beds
2 baths
6 guests
Average Price:  
$263
47% Cheaper
than normal
AirDNA Score: 62
$159/night

Windsor 3 Bdrm Condo Resort

3 beds
2 baths
8 guests
Average Price:  
$280
43% Cheaper
than normal
AirDNA Score: 62
$120/night

Luxurious Windsor Condo - 2bed/2bath Twins

2 beds
2 baths
6 guests
Average Price:  
$237
49% Cheaper
than normal
AirDNA Score: 61
$210/night

Treat Yourself to a Great Getaway - 2 Bdrm Condo

2 beds
2 baths
6 guests
Average Price:  
$427
51% Cheaper
than normal
AirDNA Score: 61
$249/night

2 Bed~WINDSOR~5★ Wyndham Condo~NO CLEAN FEE~Slps 6

2 beds
2 baths
6 guests
Average Price:  
$332
25% Cheaper
than normal
AirDNA Score: 60
$210/night

Make This Your Best Vacation Ever - 2 Bdrm Condo

2 beds
2 baths
6 guests
Average Price:  
$320
34% Cheaper
than normal
AirDNA Score: 60
$120/night

Luxurious Windsor Condo - 2bed/2bath Twins

2 beds
2 baths
6 guests
Average Price:  
$239
50% Cheaper
than normal
AirDNA Score: 59
$425/night

Gorgeous Victorian in the HEART of Windsor

3 beds
2 baths
6 guests
Average Price:  
$435
2% Cheaper
than normal
AirDNA Score: 58
$200/night

Worldmark Windsor/Santa Rosa Short Notice! NICE!

2 beds
2 baths
6 guests
Average Price:  
$322
38% Cheaper
than normal
AirDNA Score: 58
$159/night

Windsor 3 Bed/2Bath Condo ~Pool~Hot Tub~Gym

3 beds
2 baths
8 guests
Average Price:  
$283
44% Cheaper
than normal
AirDNA Score: 57
$200/night

Worldmark Windsor 2BR2BA Resort Condo, NICE!!

2 beds
2 baths
6 guests
Average Price:  
$317
37% Cheaper
than normal
AirDNA Score: 54
$210/night

Worldmark Windsor/Santa Rosa/Healdsburg * Ironman

2 beds
2 baths
6 guests
Average Price:  
$329
36% Cheaper
than normal
AirDNA Score: 53
$1595/night

"Castle" of Windsor in the Heart of Wine Country!

6 beds
3 baths
14 guests
Average Price:  
$1660
4% Cheaper
than normal
AirDNA Score: 51
$275/night

Wyndham Windsor - 3BR

3 beds
2 baths
8 guests
Average Price:  
$292
6% Cheaper
than normal
AirDNA Score: 51
$120/night

Luxurious Windsor Condo - 2bed/2bath Twins

2 beds
2 baths
6 guests
Average Price:  
$241
50% Cheaper
than normal
AirDNA Score: 51
$250/night

June Worldmark Windsor/Santa Rosa Last Minute stay

2 beds
2 baths
6 guests
Average Price:  
$333
25% Cheaper
than normal
AirDNA Score: 51
$1295/night

EstateHouse overlooking cult RussianRiverVineyard

5 beds
3.5 baths
12 guests
Average Price:  
$1459
11% Cheaper
than normal
AirDNA Score: 51
$200/night

Wyndham Windsor - 2BR

2 beds
2 baths
6 guests
Average Price:  
$231
13% Cheaper
than normal
AirDNA Score: 51
$233/night

Windsor, CA, 2 Bedroom T #2

2 beds
2 baths
6 guests
Average Price:  
$316
26% Cheaper
than normal
AirDNA Score: 51
$350/night

YOUR OWN FIVE STAR VACATION

2 beds
1.5 baths
4 guests
Average Price:  
$425
18% Cheaper
than normal
AirDNA Score: 51
$175/night

Wyndham Windsor - 1BR

1 bed
1 bath
4 guests
Average Price:  
$198
12% Cheaper
than normal
AirDNA Score: 51
$171/night

California (N)-Windsor Resort 2 Bdrm Twins Condo

2 beds
2 baths
6 guests
Average Price:  
$198
14% Cheaper
than normal
AirDNA Score: 51
$200/night

Worldmark Windsor/Santa Rosa/Healdsburg Labor Day3

2 beds
2 baths
6 guests
Average Price:  
$314
36% Cheaper
than normal
AirDNA Score: 50
$165/night

California (N)-Windsor Resort 1 Bdrm Condo #1

1 bed
1 bath
4 guests
Average Price:  
$184
10% Cheaper
than normal
AirDNA Score: 50
$81/night

Beautiful Private Windsor Home

2 beds
2 baths
5 guests
Average Price:  
$180
55% Cheaper
than normal
AirDNA Score: 50
$232/night

Windsor 3 Bdrm Sonoma Valley Wine Co. Villa

3 beds
2 baths
8 guests
Average Price:  
$389
40% Cheaper
than normal
AirDNA Score: 48
$265/night

1bdm Condo Windsor WoldMark Resort

1 bed
2 baths
4 guests
Average Price:  
$344
23% Cheaper
than normal
AirDNA Score: 48
$195/night

Studio -Windsor WorldMark Resort

studio
1 bath
2 guests
Average Price:  
$270
28% Cheaper
than normal
AirDNA Score: 48
$295/night

2bdm condo Windsor WM Resort#9

2 beds
2 baths
6 guests
Average Price:  
$403
27% Cheaper
than normal
AirDNA Score: 47
$275/night

2Bdm Condo Windsor WM Resort#3

2 beds
2 baths
6 guests
Average Price:  
$417
34% Cheaper
than normal
AirDNA Score: 47
$265/night

1Bdm Condo Windsor WM Resort#2

1 bed
1 bath
4 guests
Average Price:  
$364
27% Cheaper
than normal
AirDNA Score: 47
$350/night

3bdm-condo Windsor-WorldMark Resort

3 beds
2 baths
8 guests
Average Price:  
$510
31% Cheaper
than normal
AirDNA Score: 47
$295/night

2Bdm Condo Windsor WorldMark#8

2 beds
2 baths
6 guests
Average Price:  
$412
28% Cheaper
than normal
AirDNA Score: 47
$149/night

2 Bed Windsor~NO CLEANING FEE~Slps 6~Wyndham Condo

2 beds
2 baths
6 guests
Average Price:  
$337
56% Cheaper
than normal
AirDNA Score: 46
$140/night

Windsor 2 Bedroom Sonoma Villa Ironman

2 beds
2 baths
6 guests
Average Price:  
$272
49% Cheaper
than normal
AirDNA Score: 45
$285/night

Amazing 2 Bedroom (Windsor)

2 beds
2 baths
6 guests
Average Price:  
$327
13% Cheaper
than normal
AirDNA Score: 45
$200/night

Wyndham Windsor - 2BR #2

2 beds
2 baths
6 guests
Average Price:  
$223
10% Cheaper
than normal
AirDNA Score: 44
$475/night

3 bedroom condo in windsor, ca.

3 beds
2 baths
8 guests
Average Price:  
$577
18% Cheaper
than normal
AirDNA Score: 44
$129/night

Beautiful Two-Bedroom Condo in Windsor - Sleeps 6

2 beds
2 baths
6 guests
Average Price:  
$155
17% Cheaper
than normal
AirDNA Score: 43
$197/night

WorldMark Windsor, CA

2 beds
2 baths
6 guests
Average Price:  
$285
31% Cheaper
than normal
AirDNA Score: 43
$100/night

Healdsburg / wine country -spacious and very clean

3 beds
2 baths
6 guests
Average Price:  
$277
64% Cheaper
than normal
AirDNA Score: 42
$605/night

Wine Country 3 Bedroom Condo

3 beds
2 baths
8 guests
Average Price:  
$597
1% More
than normal
AirDNA Score: 41
$200/night

Studio condo in windsor

studio
1 bath
2 guests
Average Price:  
$252
21% Cheaper
than normal
AirDNA Score: 40
$135/night

Sonoma County 1BR or 2BR or 3BR

1 bed
1 bath
8 guests
Average Price:  
$282
52% Cheaper
than normal
AirDNA Score: 38
$185/night

Windsor 2 Bdrm Beautiful Sonoma Villa Ironman

2 beds
2 baths
6 guests
Average Price:  
$272
32% Cheaper
than normal
AirDNA Score: 37
$165/night

California (N)-Windsor Resort 1 Bdrm Condo #2

1 bed
1 bath
4 guests
Average Price:  
$191
14% Cheaper
than normal
AirDNA Score: 37
$300/night

Close to Healdsburg Plaza with Vineyard Views!

3 beds
2.5 baths
8 guests
Average Price:  
$567
47% Cheaper
than normal
AirDNA Score: 36
$311/night

Windsor, CA, 3 Bedroom Z #1

3 beds
2 baths
8 guests
Average Price:  
$365
15% Cheaper
than normal
AirDNA Score: 36
$350/night

Windsor WorldMark Resort 2bedroom Sleeps 6 #0935

2 beds
2 baths
6 guests
Average Price:  
$350
0% Cheaper
than normal
AirDNA Score: 36
$376/night

Windsor, CA, 3 Bedroom Penthouse Z #2

3 beds
3 baths
6 guests
Average Price:  
$429
12% Cheaper
than normal
AirDNA Score: 36
$525/night

Southampton Getaway (Infant/Kid Friendly)

4 beds
3 baths
8 guests
Average Price:  
$583
10% Cheaper
than normal
AirDNA Score: 35
$295/night

2Bdm Condo Windsor WorldMark#2

2 beds
2 baths
6 guests
Average Price:  
$380
22% Cheaper
than normal
AirDNA Score: 35
$295/night

2bdm Condo--WindsorWorldMark Resort

2 beds
2 baths
6 guests
Average Price:  
$408
28% Cheaper
than normal
AirDNA Score: 32
$780/night

Vineyard Vista, 4Bd/3Ba, Healdsburg, Spa, Ping Pong

4 beds
8 baths
10 guests
Average Price:  
$911
14% Cheaper
than normal
AirDNA Score: 31
$161/night

California (N)-Windsor Resort Studio Condo

studio
1 bath
2 guests
Average Price:  
$173
7% Cheaper
than normal
AirDNA Score: 31
$375/night

Wine Country Escape near Healdsburg

3 beds
2.5 baths
6 guests
Average Price:  
$505
26% Cheaper
than normal
AirDNA Score: 31
$190/night

Worldmark Windsor 2BR2BA Resort Condo, NICE!!!

2 beds
2 baths
6 guests
Average Price:  
$239
21% Cheaper
than normal
AirDNA Score: 29
$120/night

Luxurious Windsor Condo - 2bed/2bath Queen

2 beds
2 baths
6 guests
Average Price:  
$221
46% Cheaper
than normal
AirDNA Score: 29
$330/night

Windsor, CA, 3 Bedroom Deluxe #2

3 beds
3 baths
8 guests
Average Price:  
$358
8% Cheaper
than normal
AirDNA Score: 28
$265/night

1bdm-Condo Windsor WorldMark Resort

1 bed
1 bath
4 guests
Average Price:  
$376
30% Cheaper
than normal
AirDNA Score: 14
$300/night

Windsor one bedroom

1 bed
1 bath
4 guests
Average Price:  
$376
20% Cheaper
than normal
AirDNA Score: 11
$237/night

1,2&3 bedrooms holds up to 8 people Sonoma Windsor

3 beds
1 bath
8 guests
Average Price:  
$240
1% Cheaper
than normal
AirDNA Score: 9
$295/night

Amazing 2 Bedroom Sleeps 6! Windsor!

2 beds
2 baths
6 guests
Average Price:  
$331
11% Cheaper
than normal