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: 85
$225/night

Resort Living w/ Pools - 2 Bdm Condo Slps 6

2 beds
2 baths
5 guests
Average Price:  
$277
19% Cheaper
than normal
AirDNA Score: 83
$350/night

The Doll House

2 beds
2 baths
4 guests
Average Price:  
$307
14% More
than normal
AirDNA Score: 75
$225/night

Sip, Taste, Hot Tub - Repeat - 2 Bdrm Condo-Slps 6

2 beds
2 baths
5 guests
Average Price:  
$277
19% Cheaper
than normal
AirDNA Score: 74
$225/night

Top Wine Country Condo Sleeps 6 Instant Book

2 beds
2 baths
5 guests
Average Price:  
$278
19% Cheaper
than normal
AirDNA Score: 73
$229/night

Windsor, CA, 2 Bedroom Q #1

2 beds
2 baths
6 guests
Average Price:  
$306
25% Cheaper
than normal
AirDNA Score: 72
$169/night

Windsor, CA, Studio Z #1

studio
1 bath
2 guests
Average Price:  
$231
27% Cheaper
than normal
AirDNA Score: 72
$299/night

Windsor, CA, 3 Bedroom Deluxe Z #1

3 beds
3 baths
8 guests
Average Price:  
$366
18% Cheaper
than normal
AirDNA Score: 72
$229/night

Windsor, CA, 2 Bedroom T #3

2 beds
2 baths
6 guests
Average Price:  
$303
24% Cheaper
than normal
AirDNA Score: 72
$229/night

Windsor, CA, 2 Bedroom S #1

2 beds
2 baths
6 guests
Average Price:  
$292
22% Cheaper
than normal
AirDNA Score: 71
$550/night

Luxurious home and pool

4 beds
3 baths
8 guests
Average Price:  
$663
17% Cheaper
than normal
AirDNA Score: 71
$229/night

Windsor, CA, 2 Bedroom T #1

2 beds
2 baths
6 guests
Average Price:  
$304
25% Cheaper
than normal
AirDNA Score: 70
$229/night

Windsor, CA, 2 Bedroom Queen #1

2 beds
2 baths
6 guests
Average Price:  
$331
31% Cheaper
than normal
AirDNA Score: 70
$225/night

Create Your Own 5 Star Vacation - 2 Bdrm Condo

2 beds
2 baths
5 guests
Average Price:  
$346
35% Cheaper
than normal
AirDNA Score: 68
$225/night

Comforts of Home with Resort Amenities - Sleeps 6

2 beds
2 baths
5 guests
Average Price:  
$354
36% Cheaper
than normal
AirDNA Score: 67
$116/night

Luxurious Windsor Condo - 2bed/2bath Queen

2 beds
2 baths
5 guests
Average Price:  
$220
47% Cheaper
than normal
AirDNA Score: 67
$225/night

Wine Country Getaway - Bring your Friends - Slps 6

2 beds
2 baths
5 guests
Average Price:  
$301
25% Cheaper
than normal
AirDNA Score: 67
$116/night

Luxurious Windsor Condo - 2bed/2bath Twins

2 beds
2 baths
5 guests
Average Price:  
$247
53% Cheaper
than normal
AirDNA Score: 67
$229/night

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

2 beds
2 baths
6 guests
Average Price:  
$315
27% Cheaper
than normal
AirDNA Score: 67
$259/night

Windsor, CA, *3 Bedroom #1

3 beds
2 baths
8 guests
Average Price:  
$393
34% Cheaper
than normal
AirDNA Score: 66
$136/night

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

2 beds
2 baths
5 guests
Average Price:  
$268
49% Cheaper
than normal
AirDNA Score: 66
$225/night

Wine Country Is Open - 2 Bedroom Resort Condo

2 beds
2 baths
5 guests
Average Price:  
$307
27% Cheaper
than normal
AirDNA Score: 66
$189/night

Windsor, CA, 1 Bedroom #1

1 bed
1 bath
4 guests
Average Price:  
$282
33% Cheaper
than normal
AirDNA Score: 66
$116/night

Luxurious Windsor Condo - 2bed/2bath Twins

2 beds
2 baths
5 guests
Average Price:  
$266
56% Cheaper
than normal
AirDNA Score: 65
$136/night

Luxurious Windsor Condo - 3bed/2bath

3 beds
2 baths
7 guests
Average Price:  
$268
49% Cheaper
than normal
AirDNA Score: 65
$139/night

Windsor 2 Bdrm Twin Condo Resort

2 beds
2 baths
5 guests
Average Price:  
$233
40% Cheaper
than normal
AirDNA Score: 65
$259/night

Windsor, CA, *3 Bedroom #2

3 beds
2 baths
8 guests
Average Price:  
$392
34% Cheaper
than normal
AirDNA Score: 65
$275/night

Windsor2b condo, Rare Find

2 beds
2 baths
6 guests
Average Price:  
$377
27% Cheaper
than normal
AirDNA Score: 65
$106/night

Luxurious Windsor Condo - 1bed/1bath

1 bed
1 bath
4 guests
Average Price:  
$216
51% Cheaper
than normal
AirDNA Score: 65
$106/night

Luxurious Windsor Condo - 1bed/1bath

1 bed
1 bath
3 guests
Average Price:  
$216
51% Cheaper
than normal
AirDNA Score: 65
$194/night

Luxurious Windsor Condo - 3bed/2bath

5 beds
2 baths
8 guests
Average Price:  
$272
29% Cheaper
than normal
AirDNA Score: 65
$229/night

Windsor, CA, 2 Bedroom SN #1

2 beds
2 baths
6 guests
Average Price:  
$324
29% Cheaper
than normal
AirDNA Score: 65
$169/night

Windsor, CA, Studio #2

studio
1 bath
2 guests
Average Price:  
$254
33% Cheaper
than normal
AirDNA Score: 65
$299/night

Windsor, CA, 3 Bedroom Deluxe #1

3 beds
3 baths
8 guests
Average Price:  
$378
21% Cheaper
than normal
AirDNA Score: 65
$169/night

Windsor, CA, Studio #1

studio
1 bath
2 guests
Average Price:  
$256
34% Cheaper
than normal
AirDNA Score: 64
$139/night

Windsor 2 Bdrm #2 Condo Resort

2 beds
2 baths
6 guests
Average Price:  
$263
47% Cheaper
than normal
AirDNA Score: 64
$179/night

Sonoma Wine Country Suite

1 bed
1 bath
4 guests
Average Price:  
$206
13% Cheaper
than normal
AirDNA Score: 64
$139/night

Windsor 2 Bdrm Twin #2 Condo Resort

2 beds
2 baths
6 guests
Average Price:  
$257
46% Cheaper
than normal
AirDNA Score: 64
$225/night

Wine Country 2 Bdrm Condo w/ Pools & Hot Tubs

2 beds
2 baths
5 guests
Average Price:  
$369
39% Cheaper
than normal
AirDNA Score: 63
$139/night

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

2 beds
2 baths
5 guests
Average Price:  
$250
44% Cheaper
than normal
AirDNA Score: 63
$225/night

Wine Country Condo - Food, Wine & Hot Tubs - Slp 6

2 beds
2 baths
5 guests
Average Price:  
$298
24% Cheaper
than normal
AirDNA Score: 62
$116/night

Luxurious Windsor Condo - 2bed/2bath Twins

2 beds
2 baths
5 guests
Average Price:  
$260
55% Cheaper
than normal
AirDNA Score: 61
$225/night

Treat Yourself to a Great Getaway - 2 Bdrm Condo

2 beds
2 baths
5 guests
Average Price:  
$383
41% Cheaper
than normal
AirDNA Score: 60
$225/night

Make This Your Best Vacation Ever - 2 Bdrm Condo

2 beds
2 baths
5 guests
Average Price:  
$371
39% Cheaper
than normal
AirDNA Score: 60
$120/night

Luxurious Windsor Condo - 2bed/2bath Twins

2 beds
2 baths
6 guests
Average Price:  
$251
52% Cheaper
than normal
AirDNA Score: 59
$225/night

Condo Minutes to Dozens of Wineries - Sleeps 6

2 beds
2 baths
5 guests
Average Price:  
$335
33% Cheaper
than normal
AirDNA Score: 59
$425/night

Gorgeous Victorian in the HEART of Windsor

3 beds
2 baths
6 guests
Average Price:  
$468
9% Cheaper
than normal
AirDNA Score: 58
$156/night

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

3 beds
2 baths
7 guests
Average Price:  
$294
47% Cheaper
than normal
AirDNA Score: 55
$705/night

Healdsburg''s Hottest Wine Country Get-Away

4 beds
3 baths
8 guests
Average Price:  
$862
18% 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:  
$1901
16% Cheaper
than normal
AirDNA Score: 53
$225/night

Just One Click Away from Vacay - 2 Bdrm - Slp 6

2 beds
2 baths
5 guests
Average Price:  
$347
35% Cheaper
than normal
AirDNA Score: 52
$225/night

Perfect Friends and Family Getaway Instant Book

2 beds
2 baths
5 guests
Average Price:  
$276
18% Cheaper
than normal
AirDNA Score: 52
$265/night

Wine Sippin Escape, Pet Friendly

1 bed
1 bath
4 guests
Average Price:  
$290
9% Cheaper
than normal
AirDNA Score: 51
$1101/night

EstateHouse overlooking cult RussianRiverVineyard

5 beds
3.5 baths
12 guests
Average Price:  
$1273
14% Cheaper
than normal
AirDNA Score: 51
$195/night

Wyndham Windsor - 2BR

2 beds
2 baths
5 guests
Average Price:  
$218
11% Cheaper
than normal
AirDNA Score: 51
$116/night

Luxurious Windsor Condo - 2bed/2bath Twins

2 beds
2 baths
5 guests
Average Price:  
$278
58% Cheaper
than normal
AirDNA Score: 51
$229/night

Windsor, CA, 2 Bedroom T #2

2 beds
2 baths
6 guests
Average Price:  
$310
26% Cheaper
than normal
AirDNA Score: 51
$160/night

Wyndham Windsor - 1BR

1 bed
1 bath
3 guests
Average Price:  
$173
8% Cheaper
than normal
AirDNA Score: 51
$325/night

Wonderful Windsor Home

2 beds
2 baths
5 guests
Average Price:  
$367
11% Cheaper
than normal
AirDNA Score: 50
$232/night

Windsor 3 Bdrm Sonoma Valley Wine Co. Villa

3 beds
2 baths
8 guests
Average Price:  
$424
45% Cheaper
than normal
AirDNA Score: 49
$185/night

Sonoma County Wine Country 2 Bedroom Condo ##

2 beds
2 baths
6 guests
Average Price:  
$296
37% Cheaper
than normal
AirDNA Score: 47
$275/night

2Bdm Condo Windsor WM Resort#3

2 beds
2 baths
5 guests
Average Price:  
$308
11% Cheaper
than normal
AirDNA Score: 47
$550/night

3bdm-Penthouse-Windsor WorldMark

3 beds
3.5 baths
7 guests
Average Price:  
$900
39% Cheaper
than normal
AirDNA Score: 46
$165/night

Windsor 2 Bedroom Sonoma Villa Ironman

2 beds
2 baths
6 guests
Average Price:  
$234
29% Cheaper
than normal
AirDNA Score: 45
$395/night

Amazing 2 Bedroom (Windsor) B

2 beds
2 baths
6 guests
Average Price:  
$431
8% Cheaper
than normal
AirDNA Score: 45
$200/night

Wyndham Windsor - 2BR #2

2 beds
2 baths
6 guests
Average Price:  
$235
15% Cheaper
than normal
AirDNA Score: 44
$475/night

3 bedroom condo in windsor, ca.

3 beds
2 baths
8 guests
Average Price:  
$600
21% Cheaper
than normal
AirDNA Score: 43
$220/night

WorldMark Windsor, CA

2 beds
2 baths
6 guests
Average Price:  
$296
26% Cheaper
than normal
AirDNA Score: 43
$286/night

Healdsburg / wine country -spacious and very clean

3 beds
2 baths
6 guests
Average Price:  
$282
1% More
than normal
AirDNA Score: 42
$575/night

Wine Country 3 Bedroom Condo

3 beds
2 baths
8 guests
Average Price:  
$629
9% Cheaper
than normal
AirDNA Score: 41
$200/night

Studio condo in windsor

studio
1 bath
2 guests
Average Price:  
$258
22% Cheaper
than normal
AirDNA Score: 40
$150/night

Sonoma County 1BR or 2BR or 3BR

1 bed
1 bath
8 guests
Average Price:  
$272
45% Cheaper
than normal
AirDNA Score: 38
$380/night

Convenient Wine Country home for family or group

3 beds
3 baths
5 guests
Average Price:  
$424
10% Cheaper
than normal
AirDNA Score: 38
$185/night

Windsor 2 Bdrm Beautiful Sonoma Villa Ironman

2 beds
2 baths
6 guests
Average Price:  
$293
37% Cheaper
than normal
AirDNA Score: 37
$450/night

Outdoor Fire-pit, Jacuzzi & BBQ w/ Vineyard Views!

3 beds
2.5 baths
8 guests
Average Price:  
$491
8% Cheaper
than normal
AirDNA Score: 36
$500/night

Windsor WorldMark Resort 3 bedroom Sleeps 8

3 beds
2 baths
8 guests
Average Price:  
$488
2% More
than normal
AirDNA Score: 36
$259/night

Windsor, CA, *3 Bedroom Z #1

3 beds
2 baths
8 guests
Average Price:  
$362
28% Cheaper
than normal
AirDNA Score: 36
$749/night

Pinot Hill Estate, 4bd/2.5 ba, Healdsburg, Spa, Bo

4 beds
10 baths
10 guests
Average Price:  
$1039
28% Cheaper
than normal
AirDNA Score: 36
$229/night

Windsor, CA, 2 Bedroom Twin #1

2 beds
2 baths
6 guests
Average Price:  
$336
32% Cheaper
than normal
AirDNA Score: 36
$189/night

Windsor, CA, 1 Bedroom Z #1

1 bed
1 bath
4 guests
Average Price:  
$266
29% Cheaper
than normal
AirDNA Score: 35
$295/night

2Bdm Condo Windsor WorldMark#2

2 beds
2 baths
5 guests
Average Price:  
$418
29% Cheaper
than normal
AirDNA Score: 35
$295/night

2bdm Condo--WindsorWorldMark Resort

2 beds
2 baths
5 guests
Average Price:  
$405
27% Cheaper
than normal
AirDNA Score: 34
$450/night

Chefs kitchen Family Home

4 beds
2.5 baths
8 guests
Average Price:  
$217
107% More
than normal
AirDNA Score: 33
$157/night

Condo on the Windsor Town Green!

3 beds
2.5 baths
5 guests
Average Price:  
$178
12% Cheaper
than normal
AirDNA Score: 32
$749/night

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

4 beds
10 baths
10 guests
Average Price:  
$978
23% Cheaper
than normal
AirDNA Score: 29
$116/night

Luxurious Windsor Condo - 2bed/2bath Queen

2 beds
2 baths
5 guests
Average Price:  
$224
48% Cheaper
than normal
AirDNA Score: 29
$275/night

Windsor2b condo, Beautiful Place

2 beds
2 baths
6 guests
Average Price:  
$366
25% Cheaper
than normal
AirDNA Score: 29
$299/night

Windsor, CA, 3 Bedroom Deluxe #2

3 beds
3 baths
8 guests
Average Price:  
$378
21% Cheaper
than normal
AirDNA Score: 29
$275/night

Windsor2b condo Great Find!

2 beds
2 baths
6 guests
Average Price:  
$369
25% Cheaper
than normal
AirDNA Score: 25
$395/night

Amazing 2 Bedroom place, Sleeps 6! Instant Book! A

2 beds
2 baths
6 guests
Average Price:  
$422
6% Cheaper
than normal
AirDNA Score: 21
$149/night

Wine Country Townhouse, 3bd/3ba 30+ days ONLY

3 beds
6 baths
6 guests
Average Price:  
$232
36% Cheaper
than normal
AirDNA Score: 14
$300/night

Windsor one bedroom

1 bed
1 bath
4 guests
Average Price:  
$361
17% Cheaper
than normal
AirDNA Score: 9
$395/night

Amazing 2 Bedroom Sleeps 6! Windsor!

2 beds
2 baths
6 guests
Average Price:  
$430
8% Cheaper
than normal