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
$350/night

Resort Living w/ Pools - 2 Bdm Condo Slps 6

2 beds
2 baths
6 guests
Average Price:  
$283
24% More
than normal
AirDNA Score: 75
$350/night

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

2 beds
2 baths
6 guests
Average Price:  
$277
26% More
than normal
AirDNA Score: 74
$322/night

Country Owl House Wine-Tasting Retreat- Pool & Spa

3 beds
2 baths
6 guests
Average Price:  
$413
22% Cheaper
than normal
AirDNA Score: 72
$263/night

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

2 beds
2 baths
6 guests
Average Price:  
$305
14% Cheaper
than normal
AirDNA Score: 71
$625/night

Pure luxury in Sonoma wine country.

4 beds
3 baths
8 guests
Average Price:  
$637
2% Cheaper
than normal
AirDNA Score: 70
$263/night

Create Your Own 5 Star Vacation - 2 Bdrm Condo

2 beds
2 baths
6 guests
Average Price:  
$313
16% Cheaper
than normal
AirDNA Score: 68
$344/night

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

2 beds
2 baths
6 guests
Average Price:  
$362
5% Cheaper
than normal
AirDNA Score: 67
$263/night

Wine Country Getaway - Bring your Friends - Slps 6

2 beds
2 baths
6 guests
Average Price:  
$488
46% Cheaper
than normal
AirDNA Score: 67
$344/night

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

2 beds
2 baths
6 guests
Average Price:  
$316
9% More
than normal
AirDNA Score: 66
$263/night

Wine Country Is Open - 2 Bedroom Resort Condo

2 beds
2 baths
6 guests
Average Price:  
$316
17% Cheaper
than normal
AirDNA Score: 66
$675/night

Windsor Wine-derland Sonoma County Getaway

2 beds
1.5 baths
6 guests
Average Price:  
$682
1% Cheaper
than normal
AirDNA Score: 65
$315/night

Windsor2b condo, Rare Find

2 beds
2 baths
6 guests
Average Price:  
$378
17% Cheaper
than normal
AirDNA Score: 64
$179/night

Sonoma Wine Country Suite

1 bed
1 bath
4 guests
Average Price:  
$202
11% Cheaper
than normal
AirDNA Score: 64
$215/night

WindorS, in the wine country condo, studio,2

studio
1 bath
2 guests
Average Price:  
$475
55% Cheaper
than normal
AirDNA Score: 63
$239/night

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

2 beds
2 baths
6 guests
Average Price:  
$251
5% Cheaper
than normal
AirDNA Score: 63
$263/night

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

2 beds
2 baths
6 guests
Average Price:  
$315
17% Cheaper
than normal
AirDNA Score: 61
$263/night

Treat Yourself to a Great Getaway - 2 Bdrm Condo

2 beds
2 baths
6 guests
Average Price:  
$332
21% Cheaper
than normal
AirDNA Score: 61
$344/night

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

2 beds
2 baths
6 guests
Average Price:  
$375
8% Cheaper
than normal
AirDNA Score: 60
$263/night

Make This Your Best Vacation Ever - 2 Bdrm Condo

2 beds
2 baths
6 guests
Average Price:  
$302
13% Cheaper
than normal
AirDNA Score: 59
$263/night

Condo Minutes to Dozens of Wineries - Sleeps 6

2 beds
2 baths
6 guests
Average Price:  
$299
12% 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: 57
$215/night

California (N)-Windsor Resort 2 Bdrm Queen Condo

2 beds
2 baths
6 guests
Average Price:  
$201
7% More
than normal
AirDNA Score: 55
$802/night

Healdsburg''s Hottest Wine Country Get-Away

4 beds
3 baths
8 guests
Average Price:  
$888
10% Cheaper
than normal
AirDNA Score: 53
$725/night

Spacious home in the middle of wine country!

4 beds
3.5 baths
10 guests
Average Price:  
$756
4% Cheaper
than normal
AirDNA Score: 53
$799/night

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

6 beds
3 baths
14 guests
Average Price:  
$1901
58% Cheaper
than normal
AirDNA Score: 52
$129/night

Windsor, CA Studio #2

studio
1 bath
2 guests
Average Price:  
$125
3% More
than normal
AirDNA Score: 52
$350/night

Perfect Friends and Family Getaway Instant Book

2 beds
2 baths
6 guests
Average Price:  
$283
24% More
than normal
AirDNA Score: 52
$157/night

Windsor, CA, 1-bedroom #1

1 bed
1 bath
4 guests
Average Price:  
$157
0% Cheaper
than normal
AirDNA Score: 51
$240/night

Wyndham Windsor - 2BR

2 beds
2 baths
6 guests
Average Price:  
$226
6% More
than normal
AirDNA Score: 51
$213/night

Windsor, CA, 3-Bedroom #2

3 beds
2 baths
8 guests
Average Price:  
$216
1% Cheaper
than normal
AirDNA Score: 51
$126/night

Windsor, CA, Studio #1

studio
1 bath
2 guests
Average Price:  
$122
3% More
than normal
AirDNA Score: 51
$253/night

Sonoma County Wine Country 2 Bedroom Condo

2 beds
2 baths
6 guests
Average Price:  
$240
5% More
than normal
AirDNA Score: 51
$198/night

Wyndham Windsor - 1BR

1 bed
1 bath
4 guests
Average Price:  
$191
4% More
than normal
AirDNA Score: 51
$355/night

Wonderful Windsor Home

2 beds
2 baths
5 guests
Average Price:  
$364
2% Cheaper
than normal
AirDNA Score: 50
$194/night

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

1 bed
1 bath
4 guests
Average Price:  
$186
4% More
than normal
AirDNA Score: 50
$345/night

Windsor 3 Bdrm Sonoma Valley Wine Co. Villa

3 beds
2 baths
8 guests
Average Price:  
$424
19% Cheaper
than normal
AirDNA Score: 50
$149/night

Studio Condo at WorldMark by Wyndham - Windsor

studio
1 bath
2 guests
Average Price:  
$136
10% More
than normal
AirDNA Score: 49
$253/night

Sonoma County Wine Country 2 Bedroom Condo ##

2 beds
2 baths
6 guests
Average Price:  
$258
2% Cheaper
than normal
AirDNA Score: 48
$164/night

One-Bedroom Condo at WorldMark by Wyndham Sleeps 4

1 bed
1 bath
4 guests
Average Price:  
$143
15% More
than normal
AirDNA Score: 48
$295/night

1bdm Condo Windsor WoldMark Resort

1 bed
2 baths
4 guests
Average Price:  
$355
17% Cheaper
than normal
AirDNA Score: 48
$245/night

Studio -Windsor WorldMark Resort

studio
1 bath
2 guests
Average Price:  
$278
12% Cheaper
than normal
AirDNA Score: 48
$360/night

2bdm condo Windsor WM Resort#9

2 beds
2 baths
6 guests
Average Price:  
$398
10% Cheaper
than normal
AirDNA Score: 47
$295/night

1Bdm Condo Windsor WM Resort#2

1 bed
1 bath
4 guests
Average Price:  
$345
14% Cheaper
than normal
AirDNA Score: 47
$375/night

2Bdm Condo Windsor WM Resort#3

2 beds
2 baths
6 guests
Average Price:  
$466
20% Cheaper
than normal
AirDNA Score: 47
$450/night

3bdm-condo Windsor-WorldMark Resort

3 beds
2 baths
8 guests
Average Price:  
$600
25% Cheaper
than normal
AirDNA Score: 47
$650/night

3bdm-Penthouse-Windsor WorldMark

3 beds
3.5 baths
8 guests
Average Price:  
$700
7% Cheaper
than normal
AirDNA Score: 47
$360/night

2Bdm Condo Windsor WorldMark#8

2 beds
2 baths
6 guests
Average Price:  
$463
22% Cheaper
than normal
AirDNA Score: 47
$249/night

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

2 beds
2 baths
6 guests
Average Price:  
$199
25% More
than normal
AirDNA Score: 46
$248/night

Windsor 2 Bedroom Sonoma Villa Ironman

2 beds
2 baths
6 guests
Average Price:  
$262
5% Cheaper
than normal
AirDNA Score: 46
$152/night

Windsor, CA, 1-bedroom #2

1 bed
1 bath
4 guests
Average Price:  
$155
2% Cheaper
than normal
AirDNA Score: 45
$223/night

Wyndham Windsor - 2BR #2

2 beds
2 baths
6 guests
Average Price:  
$227
2% Cheaper
than normal
AirDNA Score: 45
$395/night

Amazing 2 Bedroom (Windsor)

2 beds
2 baths
6 guests
Average Price:  
$391
1% More
than normal
AirDNA Score: 44
$500/night

3 bedroom condo in windsor, ca.

3 beds
2 baths
8 guests
Average Price:  
$581
14% Cheaper
than normal
AirDNA Score: 44
$207/night

Beautiful Two-Bedroom Condo in Windsor - Sleeps 6

2 beds
2 baths
6 guests
Average Price:  
$169
22% More
than normal
AirDNA Score: 43
$255/night

WorldMark Windsor, CA

2 beds
2 baths
6 guests
Average Price:  
$296
14% Cheaper
than normal
AirDNA Score: 43
$209/night

Healdsburg / wine country -spacious and very clean

3 beds
2 baths
6 guests
Average Price:  
$282
26% Cheaper
than normal
AirDNA Score: 42
$575/night

Wine Country 3 Bedroom Condo

3 beds
2 baths
8 guests
Average Price:  
$636
10% Cheaper
than normal
AirDNA Score: 41
$213/night

Studio condo in windsor

studio
1 bath
2 guests
Average Price:  
$257
17% Cheaper
than normal
AirDNA Score: 40
$193/night

Sonoma County 1BR or 2BR or 3BR

1 bed
1 bath
8 guests
Average Price:  
$277
30% Cheaper
than normal
AirDNA Score: 39
$255/night

Sonoma County 2 Bedroom Condo

2 beds
2 baths
6 guests
Average Price:  
$249
2% More
than normal
AirDNA Score: 39
$188/night

Windsor, CA, 2-Bedroom #2

2 beds
2 baths
6 guests
Average Price:  
$183
3% More
than normal
AirDNA Score: 38
$258/night

Windsor 2 Bdrm Beautiful Sonoma Villa Ironman

2 beds
2 baths
6 guests
Average Price:  
$293
12% Cheaper
than normal
AirDNA Score: 38
$380/night

Convenient Wine Country home for family or group

3 beds
3 baths
5 guests
Average Price:  
$416
9% 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
$525/night

Cozy home minutes to wineries and Russian River

4 beds
3 baths
10 guests
Average Price:  
$598
12% Cheaper
than normal
AirDNA Score: 35
$549/night

3 Bed Windsor~NO CLEANING FEE~Slps 8~Wyndham Condo

3 beds
2 baths
8 guests
Average Price:  
$474
16% More
than normal
AirDNA Score: 35
$373/night

2bdm Condo--WindsorWorldMark Resort

2 beds
2 baths
6 guests
Average Price:  
$411
9% Cheaper
than normal
AirDNA Score: 35
$360/night

2Bdm Condo Windsor WorldMark#2

2 beds
2 baths
6 guests
Average Price:  
$415
13% Cheaper
than normal
AirDNA Score: 35
$250/night

Sonoma County 2 Bedroom Condo

2 beds
2 baths
6 guests
Average Price:  
$357
30% Cheaper
than normal
AirDNA Score: 32
$796/night

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

4 beds
10 baths
10 guests
Average Price:  
$954
17% Cheaper
than normal
AirDNA Score: 31
$180/night

California (N)-Windsor Resort Studio Condo

studio
1 bath
2 guests
Average Price:  
$177
2% More
than normal
AirDNA Score: 29
$315/night

Windsor2b condo, Beautiful Place

2 beds
2 baths
6 guests
Average Price:  
$392
20% Cheaper
than normal
AirDNA Score: 28
$295/night

1bdm-Condo Windsor WorldMark Resort

1 bed
1 bath
4 guests
Average Price:  
$385
23% Cheaper
than normal
AirDNA Score: 25
$395/night

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

2 beds
2 baths
6 guests
Average Price:  
$431
8% Cheaper
than normal
AirDNA Score: 21
$166/night

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

3 beds
6 baths
6 guests
Average Price:  
$226
27% Cheaper
than normal
AirDNA Score: 14
$313/night

Windsor one bedroom

1 bed
1 bath
4 guests
Average Price:  
$375
17% Cheaper
than normal
AirDNA Score: 13
$265/night

Wine Country Resort Condo

2 beds
2 baths
6 guests
Average Price:  
$259
2% More
than normal
AirDNA Score: 9
$395/night

Amazing 2 Bedroom Sleeps 6! Windsor!

2 beds
2 baths
6 guests
Average Price:  
$382
3% More
than normal
AirDNA Score: 8
$188/night

Windsor, CA, 2-bedroom #2

2 beds
2 baths
6 guests
Average Price:  
$191
2% Cheaper
than normal